Claims
- 1. A compound of formula in which (a) R1 represents fluoro, XOR3, XNR4R5, SO3H, tetrazol-5-yl, CN or PO3R26 and R2 represents hydrogen; or (b) R1 and R2 each represents fluoro; or (c) R1 and R2 together represent =O, =NOR7 or =CR8R9; or (d) one of R1 and R2 represents amino and the other represents carboxyl; or (e) R1 represents N3, (CH2)mCOOR3a, (CH2)mPO3R6a2, NHCONHR3b or NHSO2R3c and R2 represents hydrogen; or (f) R1 and R2 together represent =CHCOOR3b, =CHPO3R26a or =CHCN; and R3 represents a hydrogen atom; a (1-6C) alkyl group; a (3-6C) alkenyl group; a (3-6C)alkynl group; an optionally substituted aromatic group; an optionally substituted heteroaromatic group; a non-aromatic carbocyclic group; a non-aromatic heteroarmatic group; a non-aromatic monocyclic carbocyclic group fused with one or two monocyclic aromatic or heteroaromatic groups; a non-aromatic monocyclic heterocyclic group fused with one or two monocyclic aromatic or heteroaromatic groups; or a (1-6C) alkyl, (3-6C) alkenyl or (3-6 C) alkynyl group which is substituted by one, two or three groups selected independently from an optionally substituted aromatic group, an optionally substituted heteroaromatic group, a non-aromatic carbocyclic group, a non-aromatic heterocyclic group, a non-aromatic monocyclic carbocyclic group fused with one or two monocyclic aromatic or heteroaromatic groups and a non-aromatic monocyclic heterocyclic group fused with one or two monocyclic aromatic or heteroaromatic groups; R3a, R3b and R3c are as defined for R3; X represents a bond, CH2 or CO; m represents an integer of from 1 to 3; R4 represents COR10 or is as defined for R3; R5, R7, R8, R9 and R10 are as defined for R3; R6 represents hydrogen or a (1-6 C)alkyl group; R6a is defined for R6; R13 represents a carboxyl group or an esterified carboxyl group, and R14 and R15 each independently represent a hydrogen atom, a (2-6 C) alkanoyl group, a (1-4 C) alkyl group, a (3-4 C) alkenyl group or a phenyl (1-4 C) alkyl group in which the phenyl is unsubstituted or substituted by halogen, (1-4 C) alkyl or (1-4 C) alkoxy, or a salt thereof.
- 2. A compound as claimed in claim 1, in which R13 represents a (1-6 C) alkoxycarbonyl group.
- 3. A compound as claimed in claim 1, in which R14 and R15 are independently hydrogen or benzyl.
- 4. A compound as claimed in claim 1, in which R1 represents fluoro, hydroxyl, PO3H2, methoxy, amino, azido, acetylamino, benzoylamino, methanesulfonylamino, methylaminocarbonylamino, N,N-dicyclopropylmethylamino, carboxy, cyano or carboxamido and R2 represents hydrogen, or R1 and R2 together represent =O, =NOH or =CHCO2H, =CH2, =CHPO3(C2H5)2, =CHPO3H2 or =CHCN.
- 5. A compound as claimed in claim 4, in which R1 represents hydroxyl and R2 represents hydrogen.
- 6. A compound as claimed in claim 4, in which R1 and R2 together represent =O.
- 7. A compound as claimed in claim 1, in which R1 represents hydroxyl and R2 represents hydrogen, or R1 and R2 together represent =O;R13 represents a (1-6 C) alkoxycarbonyl group; and R14 and R15 are independently hydrogen or benzyl.
PRIORITY CLAIM
This application is a division of U.S. patent application Ser. No. 09/322,651 filed on May 28, 1999 now U.S. Pat. No. 6,160,009, which is a division of U.S. patent application Ser. No. 09/078,337 filed on May 13, 1998 now U.S. Pat. No. 5,958,960, which claims the benefit of U.S. Provisional Application 60/047,011, filed May 14, 1997.
US Referenced Citations (7)
Foreign Referenced Citations (5)
Number |
Date |
Country |
0696577 A1 |
Feb 1996 |
EP |
0751117 A1 |
Jan 1997 |
EP |
0774454 A1 |
May 1997 |
EP |
9604900 |
Feb 1996 |
WO |
9604901 |
Feb 1996 |
WO |
Non-Patent Literature Citations (6)
Entry |
James A. Monn et. al., J. Med. Chem., 1997, 40, 528-537. |
K. Shimamoto and Y. Ohfune, J. Med. Chem., 1996, 39, 407-423. |
Yasufumi Ohfune et al., Bioorganic and Medicinal Chemistry Letters, vol. 3, No. 1, 15-18, 1993. |
Haruhiko Shinozaki, Eur. Neurol 1994; 34 (suppl 3):2-9. |
Roberto Pellicciari et al., J. Med. Chem., 1996, 39, 2259-2269. |
T. Saitoh et al., British Journal of Pharmacology (1998) 123, 771-779. |
Provisional Applications (1)
|
Number |
Date |
Country |
|
60/047011 |
May 1997 |
US |