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Volumn 20, Issue 12, 2010, Pages 3669-3674

Discovery of 6-chloro-2-trifluoromethyl-7-aryl-7H-imidazo[1,2-a]imidazol-3- ylmethylamines, a novel class of corticotropin-releasing factor receptor type 1 (CRF1R) antagonists

Author keywords

Anxiety; Corticotropin releasing factor; Depression; Parallel synthesis

Indexed keywords

(6 CHLORO 2 TRIFLUOROMETHYL 7 ARYL 7H IMIDAZO[1,2 A]IMIDAZOL 3 YLMETHYL)DIALKYLAMINE; CORTICOTROPIN RELEASING FACTOR ANTAGONIST; CORTICOTROPIN RELEASING FACTOR RECEPTOR 1; UNCLASSIFIED DRUG;

EID: 77954214837     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2010.04.094     Document Type: Article
Times cited : (6)

References (29)
  • 13
    • 77954213956 scopus 로고    scopus 로고
    • note
    • The assignment of structures of alkylation products 6a and 7a was made on the basis of the NOE studies. Particularly, a positive NOE effect was observed between the protons of the C4-methyl and N3-methylene groups in 7a. No such effect was seen in the studies with analog 6a:
  • 14
    • 77954218777 scopus 로고    scopus 로고
    • note
    • The N1-regiospecificity of alkylation of 5b was evidenced by an X-ray crystallographic analysis of the mono TFA salt of compound 18, derived from intermediate 6b according to the following scheme: The X-ray crystal structure of 18 was deposited with Cambridge Crystallographic Data Centre (deposition number - CCDC 773714).
  • 17
    • 77954215736 scopus 로고    scopus 로고
    • note
    • 24 reported in the literature, the dimerization of 11a to 12 is believed to proceed by the following mechanism:
  • 20
    • 2442621123 scopus 로고    scopus 로고
    • Some of the utilized amines were commercially available, while the others were prepared according to the published procedure: see G.M. Dubowchik, J.A. Michne, and D. Zuev Bioorg. Med. Chem. Lett. 14 2004 3147
    • (2004) Bioorg. Med. Chem. Lett. , vol.14 , pp. 3147
    • Dubowchik, G.M.1    Michne, J.A.2    Zuev, D.3
  • 21
    • 77954217223 scopus 로고    scopus 로고
    • note
    • +).
  • 22
    • 77954212518 scopus 로고    scopus 로고
    • note
    • 2O (10%)/TFA (0.1%); starting% B, 30; final% B, 100; flow rate 25 mL/min; gradient time, 20 min; end time, 25 min.
  • 23
    • 77954213048 scopus 로고    scopus 로고
    • note
    • 2O (90%)/TFA (0.1%); starting% B, 0; final% B, 100; flow rate 4 mL/min; gradient time, 2 min; end time, 3 min.
  • 24
    • 77954213827 scopus 로고    scopus 로고
    • note
    • 1R as determined by their ability to inhibit CRF stimulated cAMP production in IMR-32 cells.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.