Information
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Patent Application
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20070213341
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Publication Number
20070213341
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Date Filed
March 01, 200717 years ago
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Date Published
September 13, 200717 years ago
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CPC
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US Classifications
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International Classifications
- A61K31/496
- A61K31/4745
- C07D471/10
Abstract
The present invention relates to spiroindolinone derivatives of the formula
Claims
- 1. A compound of the formula
- 2. A compound of the formula
- 3. The compound of claim 2 wherein
X is chlorine or bromine,Y is hydrogen,R1 is hydrogen,R4 and R5 are both hydrogen,R6 is hydrogen,R3 is O,R7 is a substituted phenyl or substituted heteroaryl with the substituted phenyl or substituted heteroaryl selected from group consisting of
- 4. The compound of claim 3 wherein
X is Cl or Br,Y is hydrogen,R1 is hydrogen,R4 and R5 are both hydrogen,R6 is hydrogen,R3 is O,R7 is a substituted phenyl or substituted heteroaryl with the substituted phenyl or substituted heteroaryl selected from group consisting of
- 5. A compound of the formula
- 6. The compound of claim 5 wherein
X is Cl or Br,Y is hydrogen,R1 is hydrogen,R2 is hydrogen, lower alkyl or substituted lower alkyl,R4 and R5 are both hydrogen,R6 is hydrogen,R3 is O,R8 is a substituted phenyl with the substituted phenyl selected from group consisting of
- 7. A compound of claim 1 selected from the group consisting of
(2′S,3S,4′S)-6-chloro-2′-(3-chlorophenyl)-4′-(2,2-dimethylpropyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,(2′SR,3S,4′R)-4′-(tert-butyl)-6-chloro-2′-(3-chlorophenyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,(2′S,3S,4′R)-6-chloro-2′-(3-chlorophenyl)-4′-isopropyl spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-2′,4′-bis(3-chlorophenyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,chiral (2′R,3R,4′S)-6-chloro-2′,4′-bis(3-chlorophenyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′S,3S,4′R)-6-chloro-2′-(3-chlorophenyl)-4′-cyclopentyl spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′S,3S,4′R)-6-chloro-2′-(3-chlorophenyl)-4′-cyclohexyl spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′S,3S,4′R)-6-chloro-2′-(4-chlorophenyl)-4′-cyclohexyl spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-2′-(4-chlorophenyl)-4′-(3-chlorophenyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione andracemic (2′S,3S,4′R)-6-chloro-2′-(3-chlorophenyl)-4′-(4-chlorophenyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione.
- 8. A compound of claim 1 selected from the group consisting of
racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(3-methylphenyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(3-fluorophenyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′S,3S,4′R)-6-chloro-2′-(3-chlorophenyl)-4′-phenyl spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′S,3S,4′R,5′R)-6-chloro-2′-(3-chlorophenyl)-5′-methyl-4′-phenyl spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-phenyl spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,chiral (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-phenyl spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(3-methoxyphenyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-2′-(2-chlorophenyl)-4′-(3-chlorophenyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,chiral (2′R,3R,4′S)-6-chloro-2′-(2-chlorophenyl)-4′-(3-chlorophenyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione andracemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(2-methylphenyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione.
- 9. A compound of claim 1 selected from the group consisting of
chiral (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(2-methylphenyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(2-ethylphenyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,chiral (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(2-ethylphenyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S,5′S)-6-chloro-4′-(3-chlorophenyl)-5′-methyl-2′-(2-methylphenyl) spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S,5′S)-6-chloro-2′,4′-bis(3-chlorophenyl)-5′-methyl spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione, racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(2-isopropylphenyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,chiral (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(2-isopropylphenyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-2′-(2-bromophenyl)-6-chloro-4′-(3-chlorophenyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,chiral (2′R,3R,4′S)-2′-(2-bromophenyl)-6-chloro-4′-(3-chlorophenyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione andracemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(3-cyanophenyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione.
- 10. A compound of claim 1 selected from the group consisting of
racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-1′-methyl-2′-(2-methylphenyl) spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,chiral (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-1′-methyl-2′-(2-methylphenyl) spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(3-fluoro-2-methyl-phenyl) spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,chiral (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(3-fluoro-2-methyl-phenyl) spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-1′-ethyl-2′-(2-methylphenyl) spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,chiral (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-1′-ethyl-2′-(2-methylphenyl) spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(2,6-dimethylphenyl) spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(2,3-dimethylphenyl) spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-1′-[(methoxycarbonyl) methyl]-2′-(2-methylphenyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione andracemic (2′S,3R)-6-chloro-2′-(3-chlorophenyl)-4′-isopropyl-6′-thioxo spiro[3H-indole-3,3′-piperidine]-2(1H)-one.
- 11. A compound of claim 1 selected from the group consisting of
racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-1′-[(hydroxycarbonyl)-methyl]-2′-(2-methylphenyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-[2-(trifluoromethyl)-phenyl]spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-6′-thioxo-2′-[2-(trifluoromethyl)-phenyl]spiro[3H-indole-3,3′-piperidine]-2(1H)-one,racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(2-methylphenyl)-1′-[2-(4-morpholinyl)-carbonyl-methyl]spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,chiral (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(2-methylphenyl)-1′-[2-(4-morpholinyl)-carbonyl-methyl]spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-[5-fluoro-2-(trifluoromethyl)-phenyl]spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(5-fluoro-2-methylphenyl) spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,chiral (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(5-fluoro-2-methylphenyl) spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-1′-[(cyclopropylamino)-carbonyl-methyl]-2′-(2-methylphenyl)spiro[3H-indole-3,3′-piperidine]-2,6′( 1H)-dione andracemic (2′R,3R,4′S)-6-chloro-[[2-[6-chloro-4′-(3-chlorophenyl)-2,3-dihydro-2′-(2-methylphenyl)-2,6-dioxospiro[3H-indole-3,3′-piperidin]-1-yl]-1-oxoethyl]-amino]-piperidine carboxylic acid tert-butyl ester.
- 12. A compound of claim 1 selected from the group consisting of
racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(5-fluoro-2-methylphenyl)-6′-thioxo spiro[3H-indole-3,3′-piperidine]-2(1H)-one,racemic (2′R,3R,4′S)-[6-chloro-4′-(3-chlorophenyl)-2,3-dihydro-2′-[2-(trifluoromethyl)phenyl)]-2-oxospiro[3H-indole-3,3′-piperidin]-6-ylene]-hydrazine carboxylic acid ethyl ester,racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(2,4-difluorophenyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro4′-(3-chlorophenyl)-2′-(5-fluoro-2-methoxyphenyl) spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(1-naphthalenyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(3-pyridinyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(2,3-difluoro-6-methoxyphenyl) spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(3,4-difluorophenyl) spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(1-cyclohexenyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione andracemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(3,4-difluorophenyl)-6′-thioxo spiro[3H-indole-3,3′-piperidine]-2(1H)-one.
- 13. A compound of claim 1 selected from the group consisting of
racemic (2′R,3R,4′S)-[6-chloro-4′-(3-chlorophenyl)-2′-(3,4-difluorophenyl)-2,3-dihydro-2-oxospiro[3H-indole-3,3′-piperidin]-6-ylene]hydrazine carboxylic acid ethyl ester,racemic (2′R,3R,4′S)-2′-(1,3-benzodioxol-4-yl)-6-chloro-4′-(3-chlorophenyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-[6-chloro-4′-(3-chlorophenyl)-2′-(5-fluoro-2-methylphenyl)-2,3-dihydro-2-oxospiro[3H-indole-3,3′-piperidin]-6-ylene]hydrazine carboxylic acid ethyl ester,racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(2,3-difluoro-6-methylphenyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-5-fluoro-2′-(5-fluoro-2-methylphenyl) spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(2,3-difluoro-6-methylphenyl)-6′-thioxo spiro[3H-indole-3,3′-piperidine]-2(1H)-one,racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(5-fluoro-2-methylphenyl)-1′-hydroxycarbonylmethyl spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(5-fluoro-2-methylphenyl)-1′-methyl spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,chiral (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(5-fluoro-2-methylphenyl)-1′-methyl spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione andracemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-1′-fluorocarbonylmethyl-2′-(5-fluoro-2-methylphenyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione.
- 14. A compound of claim 1 selected from the group consisting of
racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(5-fluoro-2-methylphenyl)-1′-[(1-methyl-piperidin-4-yl)aminocarbonyl)-methyl]spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,chiral (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(5-fluoro-2-methylphenyl)-1′-[(1-methyl-piperidin-4-yl)aminocarbonyl)-methyl]spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-1′-[1-tert-butoxycarbonyl-piperidin-4-yl)aminocarbonyl-methyl]6-chloro-4′-(3-chlorophenyl)-2′-(5-fluoro-2-methylphenyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(5-fluoro-2-methylphenyl)-1′-[(piperidin-4-yl)aminocarbonyl-methyl]spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,chiral (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(5-fluoro-2-methylphenyl)-1′-[(piperidin-4-yl)aminocarbonyl-methyl]spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(5-fluoro-2-methylphenyl)-1′-(3-morpholin-4-yl-propyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,chiral (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(5-fluoro-2-methylphenyl)-1′-(3-morpholin-4-yl-propyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(1-isopropyl-4-methyl-pent-1-enyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(2,3-difluoro-6-isopropoxy-phenyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione andchiral (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(2,3-difluoro-6-isopropoxy-phenyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione.
- 15. A compound of claim 1 selected from the group consisting of
racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(5-fluoro-2-methylphenyl)-1′-(3-pyrrolidin-1-yl-propyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(3-methoxycarbonyl-phenyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-1′-[3-(4-acetyl-piperazin-1-yl)-propyl]-6-chloro-4′-(3-chlorophenyl)-2′-(5-fluoro-2-methylphenyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(1-ethyl-propenyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,chiral (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(1-ethyl-propenyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-1′-[3-(1,1-dioxo-thiomorpholin-4-yl)-propyl]-2′-(5-fluoro-2-methylphenyl)-spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,chiral (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-1′-[3-(1,1-dioxo-thiomorpholin-4-yl)-propyl]-2′-(5-fluoro-2-methylphenyl)-spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(2,5-dimethyl-phenyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,chiral (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(2,5-dimethyl-phenyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione andracemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(2,5-dimethyl-2H-pyrazole-3-yl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione.
- 16. A compound of claim 1 selected from the group consisting of
racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(1-methyl-propenyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(1-methyl-but-1-enyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(1-ethyl-propyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,chiral (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(1-ethyl-propyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(2,3-difluoro-6-isopropoxy-phenyl)-1′-(3-morpholin-4-yl-propyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,chiral (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(2,3-difluoro-6-isopropoxy-phenyl)-1′-(3-morpholin-4-yl-propyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(1-ethylidene-pentyl) spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(2,3-difluoro-6-isopropoxy-phenyl)-6′-thioxo spiro[3H-indole-3,3′-piperidine]-2(1H)-one,racemic (2′R,3R,4′S)-[6-chloro-4′-(3-chlorophenyl)-2′-(2,3-difluoro-6-isopropoxy-phenyl)-2,3-dihydro-2-oxospiro[3H-indole-3,3′-piperidin]-6-ylene]hydrazine carboxylic acid ethyl ester andracemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(cyclopent-1-enyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione.
- 17. A compound of claim 1 selected from the group consisting of
racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-cyclopentyl spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,chiral (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-cyclopentyl spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(1-isopropyl-propenyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,chiral (2′R,3R,4′S)-6-chloro4′-(3-chlorophenyl)-2′-(1-isopropyl-propenyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(1-methylene-propyl) spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,chiral (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(1-methylene-propyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(1-ethyl-propenyl)-1′-hydroxycarbonylmethyl-spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(1-ethyl-propenyl)-1′-[(2-hydroxy-1,1-dimethylethyl)aminocarbonyl-methyl]spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,chiral (2′R,3R,4′S) -6-chloro-4′-(3-chlorophenyl)-2′-(1-ethyl-propenyl)-1′-[(2-hydroxy-1,1-dimethylethyl)aminocarbonyl-methyl]spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione andracemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(1-ethyl-propenyl)-1′-(3-morpholin-4-yl-propyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione.
- 18. A compound of claim 1 selected from the group consisting of
chiral (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(1-ethyl-propenyl)-1′-(3-morpholin-4-yl-propyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(2-methyl-1-methylene-propyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(2,2-dimethyl-1-methylene-propyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(1-ethyl-propenyl)-1′-[(2-morpholin-4-yl-ethyl)aminocarbonyl-methyl]spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-isopropenyl spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,chiral (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-isopropenyl spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(1-methylene-butyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,chiral (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(1-methylene-butyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(3-methyl-1-methylene-butyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione andchiral (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(3-methyl-1-methylene-butyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione.
- 19. A compound of claim 1 selected from the group consisting of
racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(1-methylene-butyl)-6′-thioxo spiro[3H-indole-3,3′-piperidine]-2(1H)-one,racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(4-ethoxy-1,2-difluoro-phenyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,chiral (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(4-ethoxy-1,2-difluoro-phenyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-4′-(3-chloro-5-methoxycarbonyl-phenyl)-2′-(1-methylene-propyl) spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-4′-(3-chloro-5-hydroxycarbonyl-phenyl)-2′-(1-methylene-propyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-4′-(3-chloro-5-fluorocarbonyl-phenyl)-2′-(1-methylene-propyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-4′-[3-chloro-5-(4-methanesulfonyl-piperazine-1-carbonyl)-phenyl]-2′-(1-methylene-propyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(1-ethyl-propenyl)-1′-methyl spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,chiral (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(1-ethyl-propenyl)-1′-methyl spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-isopropyl spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione andchiral (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-isopropyl spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione.
- 20. A compound of claim 1 selected from the group consisting of
racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(1-methylene-propyl)-1′-methyl spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,chiral (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(1-methylene-propyl)-1′-methyl spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-2′-sec-Butyl-6-chloro-4′-(3-chlorophenyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(1-hydroxymethyl-vinyl)-spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(1-methoxymethyl-vinyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-[2,3-difluoro-6-(2-methoxy-ethoxy)-phenyl]spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,chiral (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-[2,3-difluoro-6-(2-methoxy-ethoxy)-phenyl]spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(1,2-dimethyl-propenyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-propionyl spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione andracemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(2,3-difluoro-6-propoxy-phenyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione.
- 21. A compound of claim 1 selected from the group consisting of
chiral (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(2,3-difluoro-6-propoxy-phenyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(1-cyclopropyl-vinyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-1′-hydroxycarbonylmethyl-2′-(1-methylene-propyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(1-methylene-propyl)-1′-[(1-methanesulfonyl-piperidin-4-yl)aminocarbonyl-methyl]spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(1-methylene-propyl)-1′-(aminocarbonyl-methyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,chiral (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(1-methylene-propyl)-1′-(aminocarbonyl-methyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(1-ethyl-2-methyl-propenyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-[2,3-difluoro-6-(2-hydroxy-ethoxy)-phenyl]spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,chiral (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-[2,3-difluoro-6-(2-hydroxy-ethoxy)-phenyl]spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione andracemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(2,3-difluoro-6-hydroxy-phenyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione.
- 22. A compound of claim 1 selected from the group consisting of
racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(1-ethyl-1-hydroxy-propyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(1-ethyl-3-methyl-oxiranyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(1-fluoro-2-methyl-propenyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-isobutyryl spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-isopropenyl -1′-hydroxycarbonylmethyl spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-1′-(aminocarbonyl-methyl)-6-chloro-4′-(3-chlorophenyl)-2′-isopropenyl spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-1′-(cyclopropylaminocarbonyl-methyl)-2′-isopropenyl spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-isopropenyl-1′-[(1-methyl-piperidin-4-yl)aminocarbonyl-methyl]spiro[3H-indole-3,3′piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-isopropenyl-1′-[(1-methylsulfonyl-piperidin-4-yl)aminocarbonyl-methyl]spiro[3H-indole-3,3′piperidine]-2,6′(1H)-dione andracemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-1′-[(2-hydroxy-ethyl)aminocarbonyl-methyl]-2′-isopropenyl-spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione.
- 23. A compound of claim 1 selected from the group consisting of
racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-1′-[(2-hydroxy-1,1-dimethyl-ethyl)aminocarbonyl-methyl]-2′-isopropenyl-spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′R)-6-chloro-4′-(3-chloro-phenyl)-4′-cyano-2′-(1-methylene-propyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-1′-[3-(4-acetylamino-piperidin-1-yl)-propyl]-6-chloro-4′-(3-chlorophenyl)-2′-isopropenyl spiro[3H-indole-3,3′piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-4′-(3-chloro-phenyl)-6′-cyano-2′-(1-methylene-propyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-4′-(3-chloro-phenyl)-6-cyano-2′-(5-fluoro-2-methyl-phenyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-1′-[3-(4-acetyl-piperazin-1-yl)-propyl]-6-chloro-4′-(3-chlorophenyl)-2′-isopropenyl spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-isopropenyl-1′-(3-piperidin-1-yl-propyl)spiro[3H-indole-3,3′piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-2′-[2-(2-acetoxy-ethoxy)-5-methyl-phenyl]-6-chloro-4′-(3-chlorophenyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-[6-(2-hydroxy-ethoxy)-3-methyl-phenyl]spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione andracemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-[5-cyclopropyl-2-(2-hydroxy-ethoxy)-phenyl]spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione.
- 24. A compound of claim 1 selected from the group consisting of
racemic (2′R,3R,4′S)-6-chloro-2′-[5-chloro-2-(2-hydroxy-ethoxy)-phenyl]-4′-(3-chlorophenyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-2′-[3-chloro-2-fluoro-6-(2-hydroxy-ethoxy)-phenyl]-4′-(3-chlorophenyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-4′-(3,5-difluoro-phenyl)-2′-(1-methylene-propyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-4′-(3-cyano-phenyl)-2′-(1-methylene-propyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-4′-(3-bromo-phenyl)-6-chloro-2′-(1-methylene-propyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-4′-(3-methoxy-phenyl)-2′-(1-methylene-propyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-4′-(5-fluoro-2-methyl-phenyl)-2′-(1-methylene-propyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-4′-(3-fluoro-phenyl)-2′-(1-methylene-propyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-2′-(1-methylene-propyl)-4′-m-tolyl spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione andracemic (2′R,3R,4′S)-6-chloro-2′-(1-methylene-propyl)-4′-o-tolyl spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione.
- 25. A compound of claim 1 selected from the group consisting of
racemic (2′R,3R,4′S)-6-chloro-2′-(1-methylene-propyl)-4′-thiophen-3-yl spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-4′-(3,5-dichloro-phenyl)-2′-(1-methylene-propyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-4′-(5-chloro-2-trifluoromethyl-phenyl)-2′-(1-methylene-propyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-4′-(3-Bromo-phenyl)-6-chloro-2′-isopropenyl spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′S,3S,4′R)-6-chloro-2′-(3-chlorophenyl )-4′-(5-fluoro-2-methyl-phenyl)-spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′S,3S,4′R)-6-chloro-2′-(3-chlorophenyl )-4′-(5-fluoro-2-methyl-phenyl)-1′-hydroxycarbonylmethyl-spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′S,3S,4′R)-6-chloro-2′-(3-chlorophenyl)-4′-(5-fluoro-2-methyl-phenyl)-1′-(methylamino-carbonyl-methyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′S,3S,4′R)-6-chloro-2′-(3-chlorophenyl)-1′-(dimethylamino-carbonyl-methyl)-4′-(5-fluoro-2-methyl-phenyl)-spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′S,3S,4′R)-1′-[(4-aminocarbonyl-piperidin-1-yl)carbonyl-methyl]-6-chloro-2′-(3-chlorophenyl)-4′-(5-fluoro-2-methyl-phenyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione andracemic (2′S,3S,4′R)-1′-[(3-aminocarbonyl-piperidin-1-yl)carbonyl-methyl]-6-chloro-2′-(3-chlorophenyl)-4′-(5-fluoro-2-methyl-phenyl)-spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione.
- 26. A compound of claim 1 selected from the group consisting of
racemic (2′S,3S,4′R)-1′-(aminocarbonyl-methyl)-6-chloro-2′-(3-chlorophenyl)-4′-(5-fluoro-2-methyl-phenyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′S,3S,4′R)-6-chloro-2′-(3-chlorophenyl)-1′-(dimethylamino-propyl)-4′-(5-fluoro-2-methyl-phenyl)-spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′S,3S,4′R)-6-chloro-4′-(3-chlorophenyl)-2′-(5-fluoro-2-methylphenyl)-1′-[(1-methanesulfonyl-piperidine-4-yl)carbonylamino-ethyl]spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-4′-[2-(4-chloro-thiophenyl)]-2′-(5-fluoro-2-methylphenyl)-spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-4′-[2-(5-chloro-thiophenyl)]-2′-(5-fluoro-2-methylphenyl)-spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-4′-(2,2-dimethylpropyl)-2′-(5-fluoro-2-methylphenyl)-spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-bromo-4′-(3-chlorophenyl)-2′-(2-methylphenyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-bromo-4′-(3-chlorophenyl)-2′-(5-fluoro-2-methylphenyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,chiral (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(5-fluoro-2-methylphenyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione andracemic (2′R,3R,4′S)-6-bromo-4′-(3-chlorophenyl)-2′-(2,5-dichlorophenyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione.
- 27. A compound of claim 1 selected from the group consisting of
racemic (2′R,3R,4′S)-6-bromo-4′-(3-chlorophenyl)-2′-(5-chloro-2-methylphenyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-bromo-4′-(3-chlorophenyl)-2′-(1-methylene-propyl)-spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,chiral (2′R,3R,4′S)-6-bromo-4′-(3-chlorophenyl)-2′-(1-methylene-propyl)-spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,chiral (2R,3R,4′S)-6-bromo-4′-(3-chlorophenyl )-2′-(1-ethyl-cyclopropyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-cyclopropyl-4′-(3-chlorophenyl)-2′-(1-ethyl-cyclopropyl)-spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S) 2′-[2-(4-aminocarbonyl-piperidin-1-yl)methyl-5-fluoro-phenyl)-6-chloro-4′-(3-chlorophenyl)-spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-[5-fluoro-2-(4-methanesulfonyl-piperazin-1-yl)methyl-phenyl]-spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-{5-fluoro-2-[(1-methanesulfonyl-piperidin-4-yl)carbonylamino-methyl]-phenyl}-spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,chiral (2′R,3R,4′S)-4′-(3-chlorophenyl)-6-fluoro-2′-(5-fluoro-2-methylphenyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione andracemic (2′R,3R,4′S)-4′-(3-chlorophenyl)-2′-(5-fluoro-2-methylphenyl)-6-methoxy spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione.
- 28. A compound of claim 1 selected from the group consisting of
racemic (2′R,3R,4′S)4′-(3-chlorophenyl)-2′-(5-fluoro-2-methylphenyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)4′-(3-chlorophenyl)-5-fluoro-2′-(5-fluoro-2-methylphenyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,chiral (2′R,3R,4′S)-6-chloro-4′-(3-chloro-phenyl)-2′-(1-methyl-cyclopropyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-bromo-4′-(3-chlorophenyl)-2′-isopropenyl spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,chiral (2′R,3R,4′S)-6-bromo-4′-(3-chloro-phenyl)-2′-(1-methyl-cyclopropyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-4′-(3-chlorophenyl )-6-ethynyl-2′-isopropenyl spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,chiral (2′R,3′R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(5-fluoro-2-methylphenyl)-1′-[(1-methylsulphonyl-4-piperidinyl)aminocarbonyl-methyl]spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,chiral (2′R,3′R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(5-fluoro-2-methylphenyl)-1′-{[4-(1,1-dioxido-2-isothiazolidinyl)ethyl]piperazinyl-carbonyl-methyl}spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,chiral (2′R ,3′R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(5-fluoro-2-methylphenyl)-1′-(methylsulphonyl)propyl]piperazinyl-carbonyl-methyl}spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione andracemic (2′R,3R,4′S)-2′-(2-bromo-5-fluorophenyl) 6-chloro-4′-(3-chlorophenyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione.
- 29. A compound of claim 1 selected from the group consisting of
racemic (2′R,3R,4′S)-2′-6-chloro-4′-(3-chlorophenyl)-(2-ethynyl-5-fluorophenyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-2′-6-chloro-4′-(3-chlorophenyl)-{5-fluoro-2-[3-(methanesulfony I-methyl-amino)-prop-1-ynyl-phenyl]spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-2′-[5-bromo-2-(2-hydroxy-ethoxy)-phenyl]-6-chloro-4′-(3-chlorophenyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-[5-ethynyl-2-(2-hydroxy-ethoxy)-phenyl]spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,chiral (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-[5-ethynyl-2-(2-hydroxy-ethoxy)-phenyl]spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-2′-[3-bromo-2-fluoro-6-(2-hydroxy-ethoxy)-phenyl]-6-chloro-4′-(3-chlorophenyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-[2-fluoro-6-(2-hydroxy-ethoxy)-3-trimethylsilanylethynyl-phenyl]spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione,racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-[3-ethynyl-2-fluoro-6-(2-hydroxy-ethoxy)-phenyl]spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione andracemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-[5-ethyl-2-(2-hydroxy-ethoxy)-phenyl]spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione.
- 30. A pharmaceutical formulation comprising a compound of the formula
- 31. A process to produce a compound of the formula
- 32. A process to produce a compound of the formula
Provisional Applications (2)
|
Number |
Date |
Country |
|
60881756 |
Jan 2007 |
US |
|
60781958 |
Mar 2006 |
US |