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Volumn 15, Issue 24, 2007, Pages 7647-7660

Preparation of tetrahydroimidazo[2,1-a]isoquinolines and their use as inhibitors of gastric acid secretion

Author keywords

Antisecretory activity; Gastric acid pump; H+ K+ ATPase; Hetero Diels Alder reaction; Tetrahydroimidazo 2,1 a isoquinolines

Indexed keywords

(2,3 DIMETHYL 9 PHENYL 7,8,9,10 TETRAHYDROIMIDAZO[2,1 A]ISOQUINOLIN 6 YL]PYRROLIDIN 1 YL METHANONE; (2,3 DIMETHYL 9 PHENYL 7,8,9,10 TETRAHYDROIMIDAZO[2,1 A]ISOQUINOLINE 6 YL]METHANOL; (2,3 DIMETHYL 9 PHENYL 7,8,9,10 TETRAHYDROIMIDAZO[2,1 A]ISOQUINOLINE 6 YL]MORPHILIN 4 YL METHANONE; 2 METHYL 9 PHENYL 7,8,9,10 TETRAHYDROIMIDAZO[2,1 A]ISOQUINOLINE 6 CARBOXYLIC ACID DIMETHYLAMIDE; 2,3 DIMETHYL 9 PHENYL 7,8,9,10 TETRAHYDROIMIDAZO[2,1 A]6 CARBOXYLIC ACID DIMETHYLAMIDE; 2,3 DIMETHYL 9 PHENYL 7,8,9,10 TETRAHYDROIMIDAZO[2,1 A]ISOQUINOLIN 6 CARBOXYLIC ACID (2 HYDROXYETHYL)AMIDE; 2,3 DIMETHYL 9 PHENYL 7,8,9,10 TETRAHYDROIMIDAZO[2,1 A]ISOQUINOLINE; 2,3 DIMETHYL 9 PHENYL 7,8,9,10 TETRAHYDROIMIDAZO[2,1 A]ISOQUINOLINE 6 CARBOXYLIC ACID; 2,3 DIMETHYL 9 PHENYL 7,8,9,10 TETRAHYDROIMIDAZO[2,1 A]ISOQUINOLINE 6 CARBOXYLIC ACID (METHOXY ETHYL)AMIDE; 2,3 DIMETHYL 9 PHENYL 7,8,9,10 TETRAHYDROIMIDAZO[2,1 A]ISOQUINOLINE 6 CARBOXYLIC ACID AMIDE; 2,3 DIMETHYL 9 PHENYL 7,8,9,10 TETRAHYDROIMIDAZO[2,1 A]ISOQUINOLINE 6 CARBOXYLIC ACID ETHYLESTER; 2,3 DIMETHYL 9 PHENYL 7,8,9,10 TETRAHYDROIMIDAZO[2,1 A]ISOQUINOLINE 6 CARBOXYLIC ACID METHYLAMIDE; 3 BROMO 2 METHYL 9 PHENYL 7,8,9,10 TETRAHYDROIMIDAZO[2,1 A]ISOQUINOLINE 6 CARBOXYLIC ACID DIMETHYLAMIDE; 3 FORMYL 2 METHYL 9 PHENYL 7,8,9,10 TETRAHYDROIMIDAZO[2,1 A]ISOQUINOLINE 6 CARBOXYLIC ACID DIMETHYLAMIDE; 3 HYDROXYMETHYL 2 METHYL 9 PHENYL 7,8,9,10 TETRAHYDROIMIDAZO[2,1 A]ISOQUINOLINE 6 CARBOXYLIC ACID DIMETHYLAMIDE; 6 BROMO 2 METHYL 9 PHENYL 7,8,9,10 TETRAHYDROIMIDAZO[2,1 A]ISOQUINOLINE; 6 BROMO 2,3 DIMETHYL 9 PHENYL 7,8,9,10 TETRAHYDROIMIDAZO[2,1 A]ISOQUINOLINE HYDROBROMIDE; 6 CHLOROMETHYL 2,3 DIMETHYL 9 PHENYL 7,8,9,10 TETRAHYDROIMIDAZO[2,1 A]ISOQUINOLINE; 6 METHOXYMETHYL 2,3 DIMETHYL 9 PHENYL 7,8,9,10 TETRAHYDROIMIDAZO[2,1 A]ISOQUINOLINE; 7H 8,9 DIHYROPYRANO[2,3 C]IMIDAZO[1,2 A]PYRIDINE; ISOQUINOLINE DERIVATIVE; STOMACH SECRETION INHIBITOR; UNCLASSIFIED DRUG;

EID: 35348903370     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2007.08.065     Document Type: Article
Times cited : (27)

References (27)
  • 1
    • 35348863089 scopus 로고    scopus 로고
    • NIH Publication No. 03-0882, June 2003, http://digestive.niddk.nih.gov/ddiseases/pubs/gerd/index.htm.
  • 3
    • 35348812538 scopus 로고    scopus 로고
    • NIH Publication No. 05-4225, October 2004, http://digestive.niddk.nih.gov/ddiseases/pubs/hpylori/index.htm.
  • 4
    • 84872776320 scopus 로고    scopus 로고
    • Lethbridge-Cejku, M.; Vickerie, J. Summary health statistics for U.S. adults: National Health Interview Survey, 2003. National Center for Health Statistics, Vital Health Stat. 2005, 10.
  • 12
    • 35348835426 scopus 로고    scopus 로고
    • note
    • Folded conformation: phenyl ring directed toward and over the imidazo[1,2-a]pyridine ring system; extended conformation: phenyl ring oriented out and away from the heterocyclic nucleus.
  • 13
    • 35348854994 scopus 로고    scopus 로고
    • Gold, E. H.; Kaminski, J. J.; Puchalski, D. US 4468400.
  • 14
    • 35348873742 scopus 로고    scopus 로고
    • Brehm, C.; Chiesa, M. V.; Zimmermann, P. J.; Buhr, W.; Simon, W. A.; Kromer, W.; Postius, S.; Palmer, A. WO 2005/090346.
  • 22
    • 0000680180 scopus 로고
    • Glyoxal was prepared by phosphorous pentoxide-mediated cleavage of the corresponding trimer and subsequent destillation, see and Section 4
    • Glyoxal was prepared by phosphorous pentoxide-mediated cleavage of the corresponding trimer and subsequent destillation, see. Wang Y., Arif A.M., and Gladysz J.A. Organometallics 13 (1994) 2164-2169 and Section 4
    • (1994) Organometallics , vol.13 , pp. 2164-2169
    • Wang, Y.1    Arif, A.M.2    Gladysz, J.A.3
  • 23
    • 35348908970 scopus 로고    scopus 로고
    • note
    • Separation of the product from regioisomeric 7-phenyl-5,6,7,8-tetrahydroisoquinolin-3-amine (16-21%) was accomplished by column chromatography (see Section 4).
  • 24
    • 35348824266 scopus 로고    scopus 로고
    • note
    • Best results were obtained when the formed imidazo[1,2-a]pyridine salt was removed by filtration and when the corresponding α-halo ketone was added in several portions (see Section 4).
  • 27
    • 26844576835 scopus 로고    scopus 로고
    • TBTU = O-(1H-benzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium tetrafluoroborate, see, for example
    • TBTU = O-(1H-benzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium tetrafluoroborate, see, for example,. Montalbetti C.A.G.N., and Falque V. Tetrahedron 61 (2005) 10827-10852
    • (2005) Tetrahedron , vol.61 , pp. 10827-10852
    • Montalbetti, C.A.G.N.1    Falque, V.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.