메뉴 건너뛰기




Volumn 51, Issue 5, 2008, Pages 1385-1392

2-Aryloxy-4-alkylaminopyridines: Discovery of novel corticotropin-releasing factor 1 antagonists

Author keywords

[No Author keywords available]

Indexed keywords

2 (4 CHLORO 2,6 DIMETHYLPHENOXY) 4 (1 HYDROXYMETHYLPROPYLAMINO) 6 METHYLNICOTINIC ACID METHYL ESTER; 2 (4 CHLORO 2,6 DIMETHYLPHENOXY) 4 (1 HYDROXYMETHYLPROPYLAMINO) 6 N DIMETHYLNICOTAMIDE; [3,6 DIMETHYL 2 (2,4,6 TRIMETHYLPHENOXY)PYRIDIN 4 YL](1 ETHYLPROPYL)AMINE; [3,6 DIMETHYL 2 (2,6 DIMETHYL 4 CHLOROPHENOXY)PYRIDIN 4 YL](1 ETHYLPROPYL)AMINE; CORTICOTROPIN RELEASING FACTOR 1 RECEPTOR ANTAGONIST; CORTICOTROPIN RELEASING FACTOR ANTAGONIST; CP 376395; UNCLASSIFIED DRUG;

EID: 41649117497     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm070579c     Document Type: Article
Times cited : (60)

References (20)
  • 1
    • 0019782980 scopus 로고
    • Characterization of a 41 residue ovine hypothalamic peptide that stimulates secretion of corticotropin and beta endorphin
    • (a) Vale, W.; Spiess, J.; Rivier, C.; Rivier; J. Characterization of a 41 residue ovine hypothalamic peptide that stimulates secretion of corticotropin and beta endorphin. Science 1981, 213, 1394.
    • (1981) Science , vol.213 , pp. 1394
    • Vale, W.1    Spiess, J.2    Rivier, C.3    Rivier, J.4
  • 2
    • 0026332080 scopus 로고
    • Physiology and pharmacology of corticotropin-releasing factor
    • (b) Owens, M. J.; Nemeroff, C. B. Physiology and pharmacology of corticotropin-releasing factor. Pharmacol. Rev. 1991, 43, 425.
    • (1991) Pharmacol. Rev , vol.43 , pp. 425
    • Owens, M.J.1    Nemeroff, C.B.2
  • 5
    • 0030964813 scopus 로고    scopus 로고
    • Antidepressant-like effects of CP-154,526, a selective CRF1 receptor antagonist
    • (c) Mansbach, R. S.; Winston, E. N.; Chen, Y. L. Antidepressant-like effects of CP-154,526, a selective CRF1 receptor antagonist. Eur. J. Pharmacol. 1997, 323, 21-26.
    • (1997) Eur. J. Pharmacol , vol.323 , pp. 21-26
    • Mansbach, R.S.1    Winston, E.N.2    Chen, Y.L.3
  • 6
    • 0031960095 scopus 로고    scopus 로고
    • CP-154,526, a selective, non-peptide antagonist of the corticotropin-releasing factor1 receptor attenuates stress-induced relapse to drug seeking in cocaine- and heroin-trained rats
    • (d) Shaham, Y.; Erb, S.; Leung, S.; Buczek, Y.; Stewart, J. CP-154,526, a selective, non-peptide antagonist of the corticotropin-releasing factor1 receptor attenuates stress-induced relapse to drug seeking in cocaine- and heroin-trained rats. Psychopharmacology 1998, 137, 184.
    • (1998) Psychopharmacology , vol.137 , pp. 184
    • Shaham, Y.1    Erb, S.2    Leung, S.3    Buczek, Y.4    Stewart, J.5
  • 8
    • 0033913770 scopus 로고    scopus 로고
    • Chronic administration of the selective corticotropin-releasing factor 1 receptor antagonist CP-154,526: Behavioral, endocrine and neurochemical effects in the rat
    • (f) Arborelius, L.; Skelton, K. H.; Thrivikraman, K. V.; Plotsky, P. M.; Schulz, D. W.; Owens, M. J. Chronic administration of the selective corticotropin-releasing factor 1 receptor antagonist CP-154,526: behavioral, endocrine and neurochemical effects in the rat. J. Pharmacol. Exp. Ther. 2000, 294, 588.
    • (2000) J. Pharmacol. Exp. Ther , vol.294 , pp. 588
    • Arborelius, L.1    Skelton, K.H.2    Thrivikraman, K.V.3    Plotsky, P.M.4    Schulz, D.W.5    Owens, M.J.6
  • 10
    • 0033948852 scopus 로고    scopus 로고
    • The role of corticotrophin-releasing factor in stress-induced relapse to alcohol-seeking behavior in rats
    • (h) Le, A. D.; Harding, S.; Juzytsch, W.; Watchus, J.; Shalev, U.; Shaham, Y. The role of corticotrophin-releasing factor in stress-induced relapse to alcohol-seeking behavior in rats. Psychopharmacology 2000, 150, 317.
    • (2000) Psychopharmacology , vol.150 , pp. 317
    • Le, A.D.1    Harding, S.2    Juzytsch, W.3    Watchus, J.4    Shalev, U.5    Shaham, Y.6
  • 11
    • 0034465652 scopus 로고    scopus 로고
    • Peripheral corticotropin-releasing factor and stress-stimulated colonic motor activity involve type 1 receptor in rats
    • (i) Maillot, C.; Million, M.; Wei, J. Y.; Gauthier, A.; Tache, Y. Peripheral corticotropin-releasing factor and stress-stimulated colonic motor activity involve type 1 receptor in rats. Gastroenterology 2000, 119, 1569.
    • (2000) Gastroenterology , vol.119 , pp. 1569
    • Maillot, C.1    Million, M.2    Wei, J.Y.3    Gauthier, A.4    Tache, Y.5
  • 12
    • 0030445812 scopus 로고    scopus 로고
    • In vivo and in vitro characterization of antalarmin, a nonpeptide corticotropin-releasing hormone (CRF) receptor antagonist: Suppression of pituitary ACTH release and peripheral inflammation
    • Webster, E. L.; Lewis, D. B.; Torpy, D. J.; Zachman, E. K.; Rice, K. C.; Chrousos, G. P. In vivo and in vitro characterization of antalarmin, a nonpeptide corticotropin-releasing hormone (CRF) receptor antagonist: suppression of pituitary ACTH release and peripheral inflammation. Endocrinology 1996, 137, 5747.
    • (1996) Endocrinology , vol.137 , pp. 5747
    • Webster, E.L.1    Lewis, D.B.2    Torpy, D.J.3    Zachman, E.K.4    Rice, K.C.5    Chrousos, G.P.6
  • 16
    • 41649116138 scopus 로고    scopus 로고
    • Unpublished data. A representative compound in pyrrolo[2,3-d] pyrimidine series, e.g., 2-[7-(4-bromo-2,6-dimethylphenyl)-2,5-dimethyl7 H-pyrrolo[2,3-d]pyrimidin-4-ylamino]-(S)-butan-1-ol, was found to produce liver toxicity in 90 day toxicology studies in rats and dogs.
    • Unpublished data. A representative compound in pyrrolo[2,3-d] pyrimidine series, e.g., 2-[7-(4-bromo-2,6-dimethylphenyl)-2,5-dimethyl7 H-pyrrolo[2,3-d]pyrimidin-4-ylamino]-(S)-butan-1-ol, was found to produce liver toxicity in 90 day toxicology studies in rats and dogs.
  • 17
    • 29544452308 scopus 로고    scopus 로고
    • NBI 30775 (R121919), an orally active antagonist of the corticotropin-releasing factor (CRF) type-1 receptor for the treatment of anxiety and depression
    • Chen, C.; Grigoriadis, D. E. NBI 30775 (R121919), an orally active antagonist of the corticotropin-releasing factor (CRF) type-1 receptor for the treatment of anxiety and depression. Drug Dev. Res. 2005, 65, 216.
    • (2005) Drug Dev. Res , vol.65 , pp. 216
    • Chen, C.1    Grigoriadis, D.E.2
  • 18
    • 41649093659 scopus 로고    scopus 로고
    • Unpublished phase I data.
    • Unpublished phase I data.
  • 19
    • 41649120052 scopus 로고    scopus 로고
    • Because the pyridine N-oxide intermediates may show exothermic decomposition, it is recommended to test the differential scanning calorimeter prior to scale-up synthesis. Pyridine N-oxide intermediates are not recommended for large-scale preparation, and caution is required to ensure safety in the laboratory. In general, a 100°C difference between process temperature and decomposition temperature is considered to be acceptable.
    • Because the pyridine N-oxide intermediates may show exothermic decomposition, it is recommended to test the differential scanning calorimeter prior to scale-up synthesis. Pyridine N-oxide intermediates are not recommended for large-scale preparation, and caution is required to ensure safety in the laboratory. In general, a 100°C difference between process temperature and decomposition temperature is considered to be acceptable.
  • 20
    • 0020525367 scopus 로고    scopus 로고
    • Chlorination yield was improved in the presence of 1 equiv of N,N-diethylaniline. Croisy-Delcey, M.; Bisagni, E. Aza analogs of lucanthone: synthesis and antitumor and bactericidal properties. J. Med. Chem. 1983, 26, 1329.
    • Chlorination yield was improved in the presence of 1 equiv of N,N-diethylaniline. Croisy-Delcey, M.; Bisagni, E. Aza analogs of lucanthone: synthesis and antitumor and bactericidal properties. J. Med. Chem. 1983, 26, 1329.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.