Claims
- 1. A chromogenic phthalide or azaphthalide of the formula ##STR119## in which V.sub.1 and V.sub.2 are each, independently of the other, hydrogen, halogen, lower alkyl, lower alkoxy, (lower alkoxy)carbonyl or --NR.sub.1 R.sub.2, at least one of the radicals V.sub.1 and V.sub.2 being lower alkoxy or --NR.sub.1 R.sub.2,
- A is an unsubstituted or halogen-, cyano-, nitro-, (lower alkyl)-, (lower alkoxy)-, (lower alkyl)thio-, (lower alkyl)amino- or di(lower alkyl)amino-substituted benzene, naphthalene, pyridine, quinoline, pyrazine or quinoxaline ring,
- B is a 3-indolyl of the formula ##STR120## Q is ##STR121## R.sub.1 and R.sub.2 are each, independently of the others, hydrogen, unsubstituted or halogen-, hydroxy-, cyano- or (lower alkyoxy)-substituted alkyl having at most 12 carbon atoms, cycloalkyl having 5 to 10 carbon atoms or unsubstituted or halogen-, cyano-, (lower alkyl)- or (lower alkyoxy)-ringsubstituted phenalkyl or phenyl, or together with the nitrogen atom joining them a five- or six-membered, heterocyclic radical,
- Y.sub.1 is hydrogen, lower alkyl, cycloalkyl, phenalkyl or phenyl, Y.sub.2 is hydrogen, lower alkyl or phenyl,
- Z.sub.1 and Z.sub.2 are each, independently of the other, hydrogen, unsubstituted or halogen-, hydroxyl-, cyano- or (lower alkoxy)-substituted alkyl having at most 12 carbon atoms, acyl having 1 to 12 carbon atoms or unsubstituted or halogen-, cyano-, (lower alkyl)- or (lower alkoxy)-substituted benzyl.
- 2. A phthalide or azaphthalide according to claim 1, wherein, in the formula (1) V.sub.1 is --NR.sub.1 R.sub.2 or lower alkoxy and V.sub.2 is hydrogen, halogen or methyl.
- 3. A phthalide or azaphthalide according to claim 1, wherein, in the formula (1), Y.sub.1 is lower alkyl.
- 4. A phthalide or azaphthalide according to claim 1, of the formula ##STR122## in which V.sub.3 is lower alkoxy or --NR.sub.5 R.sub.6,
- V.sub.4 is hydrogen, halogen or lower alkyl,
- A.sub.1 is an unsubstituted or halogen-, cyano-, (lower alkyl)-, (lower alkyoxy)- or di(lower alkyl)amino-substituted benzene or pyridine ring,
- B.sub.1 is a 3- indolyl radical of the formula ##STR123## Q.sub.1 is ##STR124## R.sub.5 and R.sub.6 are each, independently of the others, unsubstituted or hydroxy-, cyano- or (lower alkyoxy)substituted alkyl having at most 12 carbon atoms, C.sub.5 -C.sub.6 -cycloalkyl, benzyl, phenethyl or phenyl, or together with the nitrogen atom joining them, pyrrolidino, piperidino or morpholino,
- Y.sub.3 is lower alkyl, C.sub.5 -C.sub.6 cycloalkyl, benzyl, phenethyl or phenyl,
- Y.sub.4 is hydrogen, methyl or phenyl,
- Z.sub.3 and Z.sub.4 are each, independently of the other, hydrogen, unsubstituted or cyano- or (lower alkyoxy)-substituted C.sub.1 -C.sub.8 -alkyl, acetyl, propionyl or benzyl, and
- W is hydrogen or halogen.
- 5. A phthalide according to claim 4, wherein, in the formula (2), the ring A.sub.1 is unsubstituted or halogen- or di(lower alkyl)amino-substituted 1,2-benzo radical.
- 6. A phthalide according to claim 1, of the formula ##STR125## in which the benzene ring A.sub.2 is unsubstituted or substituted by a (lower alkyl)amino or halogen,
- B.sub.2 is a 3-indolyl radical of the formula ##STR126## Q.sub.2 is ##STR127## V.sub.5 is hydrogen or halogen, V.sub.6 is --NR.sub.9 R.sub.10 or lower alkoxy,
- R.sub.9 and R.sub.10 are each, independently of the others, lower alkyl, cyclohexyl or benzyl, or the substituent group --NR.sub.9 R.sub.10 and is, pyrrolidino, piperidino or morpholino,
- Y.sub.5 is lower alkyl,
- Y.sub.6 is methyl or phenyl, and
- Z.sub.5 and Z.sub.6 are each, independently of the other, hydrogen, alkyl having 1 to 8 carbon atoms or benzyl.
- 7. A phthalide according to claim 6, wherein Z.sub.6 is methyl, ethyl or n-octyl.
- 8. A compound of claim 4 wherein V.sub.3 6-dimethylamino, V.sub.4 is hydrogen, A.sub.1 is ##STR128## Y.sub.3 is methyl, Y.sub.4 is methyl, Z.sub.3 is n-C.sub.8 H.sub.17 and Z.sub.4 is ethyl.
- 9. A compound of claim 6 wherein V.sub.6 is methoxy, V.sub.5 is hydrogen, Y.sub.5 is methyl, Z.sub.6 is ethyl, Y.sub.6 is methyl, Z.sub.5 is n-C.sub.8 H.sub.17, and the benzene ring A.sub.2 is unsubstituted.
Priority Claims (2)
Number |
Date |
Country |
Kind |
4268/86 |
Oct 1986 |
CHX |
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2148/87 |
Jun 1987 |
CHX |
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Parent Case Info
This is a continuation of Ser. No. 398,203, filed Aug. 24, 1989, now U.S. Pat. No. 5,004,813 which is a divisional of Ser. No. 113,840, filed on Oct. 26, 1987, now U.S. Pat. No. 4,876,357.
US Referenced Citations (14)
Foreign Referenced Citations (2)
Number |
Date |
Country |
0181646 |
May 1986 |
EPX |
1422096 |
Jan 1976 |
GBX |
Non-Patent Literature Citations (1)
Entry |
Chem. Abstr 109: 119806b (1988). |
Divisions (1)
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Number |
Date |
Country |
Parent |
113840 |
Oct 1987 |
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Continuations (1)
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Number |
Date |
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Parent |
398203 |
Aug 1990 |
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