Pyrido(2,3-d)pyrimidine derivatives

Details Pyrido(2,3-d)pyrimidine derivatives Pyrido(2,3-d)pyrimidine derivatives

1986-03-03

1987-08-04

Daus, Donald G.

Drug, bio-affecting and body treating compositions

Designated organic active ingredient containing

Having -c-, wherein x is chalcogen, bonded directly to...

544279, 544260, A61K 31505, C07D47104, C07D47504, C07D47508

Patent

active

046846530

ABSTRACT:
2,4-Diamino- and 2-amino-4-hydroxy- derivatives of N-(4-[1-(pyrido[2,3-d]pyrimidin-6-yl)alk-2-yl]-benzoyl)-L-glutamic acids, and the corresponding 5,6,7,8-tetrahydro compounds are antineoplastic agents.
The compounds are prepared by hydrolytic or hydrogenolytic removal of carboxylic acid protecting groups from the correspondingly protected glutamic acid derivatives.
A typical embodiment is N-(4-[2-(2-amino-4-hydroxy-5,6,7,8-tetrahydropyrido[2,3-d]pyrimidin-6-yl)e thyl]benzoyl)-L-glutamic acid.

REFERENCES:
patent: 3856959 (1974-12-01), Mead
patent: 4172200 (1979-10-01), Piper et al.
patent: 4369319 (1983-01-01), DeGraw et al.
patent: 4431805 (1985-02-01), Temple et al.
patent: 4432981 (1984-02-01), Lesher et al.
patent: 4460591 (1984-07-01), DeGraw et al.
patent: 4512992 (1985-04-01), Duch et al.
patent: 4526964 (1985-07-01), Temple et al.
patent: 4532241 (1985-07-01), DeGraw et al.
patent: 4536575 (1985-08-01), Temple et al.
patent: 4564616 (1986-01-01), Jones et al.
Moad et al., JACS 101:20, 6068-6076, (9/27/76).
Jahine et al., Ind. J. Chem., 16B, 889-891, (10/78).
Sirotnak et al., Cancer Treat. Rep., 66:2, (2/82).
Troschutz et al., Arch. Pharm. 331, 406-414, (1978).
Temple et al., J. Org. Chem 47, 761-764.
Taylor et al., J. Org. Chem. 50, 1010-1014, (1985).
Taylor et al., Chem. & Biology of Pteridines (Ed. J. A. Blair) 1983 Walter de Gruyter & Co., N.Y., 115-119.
Taylor et al., J. Org. Chem. 48, 4852-4860, (1983).
Taylor et al., J. Org. Chem. 50, 1005-1010, (1985).
DeGraw et al., J. Heterocycl. Chem. 19, 1461-1463, (1982).
Grivsky et al., J. Med. Chem. 23:3, 327-329, (1980).
Piper et al., J. Med. Chem. 23, 320-321, (1980).
DeGraw et al., J. Med. Chem. 17:5, 552-553, (1974).
Elliott et al., J. Med. Chem. 17:5, 553-555, (1974).
Nair, J. Org. Chem. 50, 1879-1884, (1985).
Drugs of the Future, IV, No. 9, 641-644, (1979).
Sirotnak et al., Cancer Treat. Rep. 62:7, 1047-1052, (1978).
Stone et al., Biochem. Pharmac. 33:2, 175-179, (1984).
Srinivasan et al., J. Org. Chem., 45, 3746-3748, (1980).
Hurlbert et al., J. Med. Chem., 11, 703-707, (1968).
Hurlbert et al., J. Med. Chem., 11, 708-710, (1968).
Hurlbert et al., J. Med. Chem., 11, 711-717, (1968).
Rosowsky et al., J. Med. Chem. 17:12, 1272-1276, (1974).
Struck et al., J. Med. Chem., 14:8, 693-695, (1971).
CA 96:104757a, (1982) Sirotnak et al.
Taylor et al., J. Med. Chem. 28:7, 914-921, (1985).
DeGraw et al., J. Heterocycl. Chem. 8, 105-110, (1971).
Oakes et al., J. Chem. Soc. (London) 4433, (1956).
Elsiager et al., Lectures in Heterocyclic Chemistry, vol. 2, S-97; Supplement to J. Heterocyclic Chem., 11, (1974).
Harrington, Synthetic Approaches to 5-Deaza and 5,10-Dideazafolic Acid Analogs, Ph.D. Dissertation, Princeton U., 1982.
De Graw et al., (VII), J. Med. Chem., 17:470, (1974).
DeGraw et al., (VIII), J. Heterocyclic Chem., 13:439, (1976).
Smith et al., Biochem. 20: 1241, (1981).
Temple et al. (V), J. Med. Chem. 24: 1254, (1981).
DeGraw et al.(IX), Chem. & Biolog. of Pteridines (Ed. Kisliuk/Brown) 1979 Elsevier, North Holland, (229-234).
Srinivasan et al. (II), J. Oreg. Chem. 46: 1777, (1981).
Srinivasan et al. (III), Tetrahedron Lett. 23:1431, (1982).
DeGraw et al. (X), PCT Application WO85/02844 (Published July 4, 1985).
Wheeler et al., J. Amer. Chem. Soc. 74:4725, (1952).
Kisliuk, R. L., Nature, 188:584, (1960).
Kisliuk et al. (II), J. Biol. Chem. 239: 1900, (1964).
Horwitz et al., J. Med. Chem. 11:907, (1968).
Chemical Abstracts, vol. 102 (1985): 125096S.

Affiliated with

Also associated with

Rating

Pyrido(2,3-d)pyrimidine derivatives does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Pyrido(2,3-d)pyrimidine derivatives, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Pyrido(2,3-d)pyrimidine derivatives will most certainly appreciate the feedback.

Rate now

Comments { 0 }

Profile ID: LFUS-PAI-O-884026