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Volumn 22, Issue 10, 2013, Pages 4622-4632

A rational design, synthesis, characterization, and antihypertensive activities of some new substituted benzimidazoles

Author keywords

Acute renal hypertension; Angiotensin II antagonist; Benzimidazole; Hypertension

Indexed keywords

2 BUTYL 1 [(2' CYANOBIPHENYL 4 YL)METHYL] 1H BENZIMIDAZOLE 5 DIETHYL AMINE; 2 BUTYL 1 [(2' CYANOBIPHENYL 4 YL)METHYL] 1H BENZIMIDAZOLE 5 ETHYL AMINE; 2 BUTYL 1 [(2' CYANOBIPHENYL 4 YL)METHYL] 1H BENZIMIDAZOLE 5 METHYL AMINE; 2 BUTYL 1 [[2' (1H TETRAZOL 5 YL)BIPHENYL 4 YL]METHYL] 1H BENZIMIDAZOL 5 YL ACETAMIDE; 2 BUTYL 1 [[2' (1H TETRAZOL 5 YL)BIPHENYL 4 YL]METHYL] 1H BENZIMIDAZOL 5 YL AMIDE; 2 BUTYL 1 [[2' (1H TETRAZOL 5 YL)BIPHENYL 4 YL]METHYL] 1H BENZIMIDAZOLE 5 AMINO; 2 BUTYL 1 [[2' (1H TETRAZOL 5 YL)BIPHENYL 4 YL]METHYL] 1H BENZIMIDAZOLE 5 NITRO; 2 BUTYL 1 [[2' (1H TETRAZOL 5 YL)BIPHENYL 4 YL]METHYL] N (1H BENZIMIDAZOL 5 YL)BENZAMIDE; ANTIHYPERTENSIVE AGENT; BENZIMIDAZOLE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 84883456450     PISSN: 10542523     EISSN: 15548120     Source Type: Journal    
DOI: 10.1007/s00044-012-0462-7     Document Type: Article
Times cited : (26)

References (33)
  • 1
    • 34248359982 scopus 로고    scopus 로고
    • QSAR studies of 4,5-dihydro-4-oxo-3H-imidazo[4,5-c]pyridines as potent angiotensin II receptor antagonists by MLR and NLR analysis
    • Balasubramanian N, Dhake A, Mourya VK (2007) QSAR studies of 4,5-dihydro-4-oxo-3H-imidazo[4,5-c]pyridines as potent angiotensin II receptor antagonists by MLR and NLR analysis. Arkivoc 1:189-204
    • (2007) Arkivoc , vol.1 , pp. 189-204
    • Balasubramanian, N.1    Dhake, A.2    Mourya, V.K.3
  • 2
    • 23244446601 scopus 로고    scopus 로고
    • Design, synthesis, and evaluation of novelly substituted benzimidazole compounds as angiotensin II receptor antagonists
    • 16039125 10.1016/j.bmcl.2005.05.054 1:CAS:528:DC%2BD2MXntVynu7o%3D
    • Bali A, Bansal Y, Sugumaran M, Saggu JS, Balakumar P, Kaur G, Bansal G, Sharma A, Singh M (2005) Design, synthesis, and evaluation of novelly substituted benzimidazole compounds as angiotensin II receptor antagonists. Bioorg Med Chem Lett 15:3962-3965
    • (2005) Bioorg Med Chem Lett , vol.15 , pp. 3962-3965
    • Bali, A.1    Bansal, Y.2    Sugumaran, M.3    Saggu, J.S.4    Balakumar, P.5    Kaur, G.6    Bansal, G.7    Sharma, A.8    Singh, M.9
  • 3
    • 0030332956 scopus 로고    scopus 로고
    • A 3D QSAR CoMFA study of nonpeptide angiotensin II receptor antagonists
    • 10.1007/BF00134180 9007690 10.1007/BF00134180 1:CAS:528: DyaK2sXltVeqsA%3D%3D
    • Belvisi L, Bravi G, Catalano G, Mabiliab M, Salimbeni A, Scolastico C (1996) A 3D QSAR CoMFA study of nonpeptide angiotensin II receptor antagonists. J Comput Aided Mol Des 10:567-582. doi: 10.1007/BF00134180
    • (1996) J Comput Aided Mol des , vol.10 , pp. 567-582
    • Belvisi, L.1    Bravi, G.2    Catalano, G.3    Mabiliab, M.4    Salimbeni, A.5    Scolastico, C.6
  • 5
    • 84867420434 scopus 로고    scopus 로고
    • Antihypertensive activity of residue from "gebo arekei" locally distilled medicinal spirit from a brew containing lupines albus seeds in renovascular hypertensive guinea pig
    • Cherinet A, Tesfaye T, Abebe A, Hassen TS, Dawit A, Kelbessa U (2002) Antihypertensive activity of residue from "gebo arekei" locally distilled medicinal spirit from a brew containing lupines albus seeds in renovascular hypertensive guinea pig. Ethio J Health Sci 12:25-31
    • (2002) Ethio J Health Sci , vol.12 , pp. 25-31
    • Cherinet, A.1    Tesfaye, T.2    Abebe, A.3    Hassen, T.S.4    Dawit, A.5    Kelbessa, U.6
  • 6
    • 0027489278 scopus 로고
    • Comparision of angiotensin converting enzyme inhibition with angiotensin II receptor antagonism in the human forearm
    • 10.1097/00005344-199310000-00011 1:CAS:528:DyaK3sXmsVWitrg%3D
    • Cockcroft JR, Sciberras DG, Goldberg MR, Ritter MJ (1993) Comparision of angiotensin converting enzyme inhibition with angiotensin II receptor antagonism in the human forearm. J Cardiovasc Pharm 22:579-584
    • (1993) J Cardiovasc Pharm , vol.22 , pp. 579-584
    • Cockcroft, J.R.1    Sciberras, D.G.2    Goldberg, M.R.3    Ritter, M.J.4
  • 7
    • 52949116409 scopus 로고    scopus 로고
    • Comparative study of 3D-QSAR techniques on angiotensin II receptor (AT1) antagonists
    • Datar PA, Coutinho EC, Srivastava S (2004a) Comparative study of 3D-QSAR techniques on angiotensin II receptor (AT1) antagonists. Lett Drug Design Disc 1(6):115-120
    • (2004) Lett Drug Design Disc , vol.1 , Issue.6 , pp. 115-120
    • Datar, P.A.1    Coutinho, E.C.2    Srivastava, S.3
  • 8
    • 1542426110 scopus 로고    scopus 로고
    • A 3D-QSAR of angiotensin II (AT1) receptor antagonistsbased on receptor surface analysis
    • 10.1021/ci0341520 10.1021/ci0341520 1:CAS:528:DC%2BD2cXosVGk
    • Datar PA, Desai PV, Coutinho EC (2004b) A 3D-QSAR of angiotensin II (AT1) receptor antagonistsbased on receptor surface analysis. J Chem Inf Model 44:210-220. doi: 10.1021/ci0341520
    • (2004) J Chem Inf Model , vol.44 , pp. 210-220
    • Datar, P.A.1    Desai, P.V.2    Coutinho, E.C.3
  • 10
    • 0025260795 scopus 로고
    • The renin-angiotensin system: Importance in physiology
    • 10.1097/00005344-199000153-00001
    • Ferrario CM (1990) The renin-angiotensin system: importance in physiology. J Cardiovasc Pharm 15:S1-S5
    • (1990) J Cardiovasc Pharm , vol.15
    • Ferrario, C.M.1
  • 11
    • 14844291698 scopus 로고    scopus 로고
    • Studies on the antihypertensive, antispasmodic, bronchodilator and hepatoprotective activities of the Carum copticum seed extract
    • 15763373 10.1016/j.jep.2005.01.017 1:STN:280:DC%2BD2M7jtlSrsw%3D%3D
    • Gilani AH, Jabeen Q, Ghayur MN, Janbaz KH, Akhtar MS (2005) Studies on the antihypertensive, antispasmodic, bronchodilator and hepatoprotective activities of the Carum copticum seed extract. J Ethnopharmacol 98:127-135
    • (2005) J Ethnopharmacol , vol.98 , pp. 127-135
    • Gilani, A.H.1    Jabeen, Q.2    Ghayur, M.N.3    Janbaz, K.H.4    Akhtar, M.S.5
  • 12
    • 22444447061 scopus 로고    scopus 로고
    • Cardiovascular parameters in anaesthetized guinea pigs: A safety pharmacology screening model
    • 15961325 10.1016/j.vascn.2005.03.003 1:CAS:528:DC%2BD2MXmsVClsLw%3D
    • Hauser SD, Stade M, Schmidt S, Hanauer G (2005) Cardiovascular parameters in anaesthetized guinea pigs: A safety pharmacology screening model. J Pharmacol Toxicol Methods 52:106-114
    • (2005) J Pharmacol Toxicol Methods , vol.52 , pp. 106-114
    • Hauser, S.D.1    Stade, M.2    Schmidt, S.3    Hanauer, G.4
  • 13
    • 70349302447 scopus 로고    scopus 로고
    • Rationalization of physicochemical property of some substituted benzimidazole bearing acidic heterocyclic towards angiotensin II antagonist: A QSAR approach
    • 10.3923/ajb.2008.330.336
    • Jain A, Chaturvedi SC (2008) Rationalization of physicochemical property of some substituted benzimidazole bearing acidic heterocyclic towards angiotensin II antagonist: a QSAR approach. Asian J Biochem 5:330-336
    • (2008) Asian J Biochem , vol.5 , pp. 330-336
    • Jain, A.1    Chaturvedi, S.C.2
  • 14
    • 70349298699 scopus 로고    scopus 로고
    • 1 receptor antagonist
    • 10.3797/scipharm.0901-30 1:CAS:528:DC%2BD1MXht12qurjK
    • 1 receptor antagonist. Sci Pharm 77:555-565
    • (2009) Sci Pharm , vol.77 , pp. 555-565
    • Jain, A.1    Chaturvedi, S.C.2
  • 16
    • 23644450370 scopus 로고    scopus 로고
    • An efficient and operationally convenient general synthesis of tertiary amines by direct alkylation of secondary amines with alkyl halides in the presence of Huenig's base
    • Jason LM, Stephen MT, Vadim AS (2005) An efficient and operationally convenient general synthesis of tertiary amines by direct alkylation of secondary amines with alkyl halides in the presence of Huenig's base. ARKIVOC 287-292
    • (2005) ARKIVOC , pp. 287-292
    • Jason, L.M.1    Stephen, M.T.2    Vadim, A.S.3
  • 17
    • 77957125793 scopus 로고    scopus 로고
    • Synthesis of benzimidazole derivatives: As anti-hypertensive agents
    • Jat RK, Jat JL, Pathak DP (2006) Synthesis of benzimidazole derivatives: as anti-hypertensive agents. Eur J Chem 13:278-285
    • (2006) Eur J Chem , vol.13 , pp. 278-285
    • Jat, R.K.1    Jat, J.L.2    Pathak, D.P.3
  • 18
    • 56349108714 scopus 로고    scopus 로고
    • Design, synthesis, and evaluation of 5-sulfamoyl benzimidazole derivatives as novel angiotensin ii receptor antagonists
    • 19013821 10.1016/j.bmc.2008.10.056 1:CAS:528:DC%2BD1cXhsVajtLbJ
    • Kaur N, Kaur A, Bansal Y, Shah DI, Bansal G, Singh M (2008) Design, synthesis, and evaluation of 5-sulfamoyl benzimidazole derivatives as novel angiotensin ii receptor antagonists. Bioorg Med Chem 16:10210-10215
    • (2008) Bioorg Med Chem , vol.16 , pp. 10210-10215
    • Kaur, N.1    Kaur, A.2    Bansal, Y.3    Shah, D.I.4    Bansal, G.5    Singh, M.6
  • 19
    • 0030480485 scopus 로고    scopus 로고
    • Synthesis and angiotensin ii receptor antagonist activities of benzimidazole derivatives bearing acidic heterocycle as novel tetrazole bioisosteres
    • 8978851 10.1021/jm960547h 1:CAS:528:DyaK28XntFaqsrY%3D
    • Kohara Y, Kubo K, Imamiya E, Wada T, Inada Y, Naka T (1996) Synthesis and angiotensin ii receptor antagonist activities of benzimidazole derivatives bearing acidic heterocycle as novel tetrazole bioisosteres. J Med Chem 39:5228-5235
    • (1996) J Med Chem , vol.39 , pp. 5228-5235
    • Kohara, Y.1    Kubo, K.2    Imamiya, E.3    Wada, T.4    Inada, Y.5    Naka, T.6
  • 20
    • 0027240392 scopus 로고
    • Nonpeptide angiotensin ii receptor antagonist. Synthesis and biological activity of benzimidazolecarboxylic acids
    • 8340921 10.1021/jm00067a016 1:CAS:528:DyaK3sXls1Siuro%3D
    • Kubo K, Kohara Y, Yoshimura Y, Inada Y, Shibouta Y, Furukawa Y, Kato T, Nishikawa K, Naka T (1993a) Nonpeptide angiotensin ii receptor antagonist. Synthesis and biological activity of benzimidazolecarboxylic acids. J Med Chem 36:2182-2195
    • (1993) J Med Chem , vol.36 , pp. 2182-2195
    • Kubo, K.1    Kohara, Y.2    Yoshimura, Y.3    Inada, Y.4    Shibouta, Y.5    Furukawa, Y.6    Kato, T.7    Nishikawa, K.8    Naka, T.9
  • 22
    • 0035438420 scopus 로고    scopus 로고
    • Comparative QSAR: Angiotensin II antagonists
    • 10.1021/cr000025g 11749394 10.1021/cr000025g 1:CAS:528: DC%2BD3MXmtF2murw%3D
    • Kurup A, Garg R, Carini DJ, Hansch C (2001) Comparative QSAR: angiotensin II antagonists. Chem Rev 101:2727. doi: 10.1021/cr000025g
    • (2001) Chem Rev , vol.101 , pp. 2727
    • Kurup, A.1    Garg, R.2    Carini, D.J.3    Hansch, C.4
  • 24
    • 34547685944 scopus 로고    scopus 로고
    • Synthesis and inhibitory activity of new benzimidazole derivatives against Burkitt'lymphoma promotion
    • Mostafa MR, Mohamed AO, Tokuda H, Hoda IE (2007) Synthesis and inhibitory activity of new benzimidazole derivatives against Burkitt'lymphoma promotion. Bio Med Chem 6489-6496
    • (2007) Bio Med Chem , pp. 6489-6496
    • Mostafa, M.R.1    Mohamed, A.O.2    Tokuda, H.3    Hoda, I.E.4
  • 25
    • 0032988032 scopus 로고    scopus 로고
    • A new class of diacidic nonpeptide angiotensin II receptor antagonists: Candesartan cilexetil
    • Naka T, Kubo K (1999) a new class of diacidic nonpeptide angiotensin II receptor antagonists: candesartan cilexetil. Curr Pharm Des 6:453-472
    • (1999) Curr Pharm des , vol.6 , pp. 453-472
    • Naka, T.1    Kubo, K.2
  • 26
    • 13244252431 scopus 로고    scopus 로고
    • QSAR study of a series of 2-, 3-, 6-substituted quinazolinones as AT1 selective angiotensin II receptor antagonists
    • 4300300
    • Pandya T, Chaturvedi SC (2004) QSAR study of a series of 2-, 3-, 6-substituted quinazolinones as AT1 selective angiotensin II receptor antagonists. Ind J Chem 4300300:2440-2445
    • (2004) Ind J Chem , pp. 2440-2445
    • Pandya, T.1    Chaturvedi, S.C.2
  • 27
    • 20344375005 scopus 로고    scopus 로고
    • Structure-activity relationship study of some triazolinone-based compounds with antagonistic balanced activity on angiotensin II receptor subtypes AT1 and AT2: A three-dimensional quantitative structure-activity relationship investigation
    • 15960425 1:CAS:528:DC%2BD2MXls1WiurY%3D
    • Pandya T, Chaturvedi SC (2005) Structure-activity relationship study of some triazolinone-based compounds with antagonistic balanced activity on angiotensin II receptor subtypes AT1 and AT2:a three-dimensional quantitative structure-activity relationship investigation. Arzneimittelforschung 55:265-270
    • (2005) Arzneimittelforschung , vol.55 , pp. 265-270
    • Pandya, T.1    Chaturvedi, S.C.2
  • 28
    • 0035087898 scopus 로고    scopus 로고
    • 3-D QSAR studies of triazolinone based balanced AT1/AT2 receptor antagonists
    • 11249122 10.1016/S0968-0896(00)00243-1 1:CAS:528:DC%2BD3MXhs1artb0%3D
    • Pandya T, Pandey SK, Tiwari M, Chaturvedi SC, Saxena AK (2001) 3-D QSAR studies of triazolinone based balanced AT1/AT2 receptor antagonists. Bioorg Med Chem 9:291-300
    • (2001) Bioorg Med Chem , vol.9 , pp. 291-300
    • Pandya, T.1    Pandey, S.K.2    Tiwari, M.3    Chaturvedi, S.C.4    Saxena, A.K.5
  • 29
    • 0027744344 scopus 로고
    • 6-Substituted benzimidazoles as new nonpeptide angiotensin II receptor antagonists: Synthesis, biological activity, and structure-activity relationships
    • 10.1021/jm00077a007
    • Ries UJ, Mihm G, Narr B, Hasselbach KM, Wittneben H, Entzeroth M, Van Meel JC, Wienen W, Hauel NH (1993) 6-Substituted benzimidazoles as new nonpeptide angiotensin II receptor antagonists: synthesis, biological activity, and structure-activity relationships. J Med Chem 25:4040-4051
    • (1993) J Med Chem , vol.25 , pp. 4040-4051
    • Ries, U.J.1    Mihm, G.2    Narr, B.3    Hasselbach, K.M.4    Wittneben, H.5    Entzeroth, M.6    Van Meel, J.C.7    Wienen, W.8    Hauel, N.H.9
  • 30
    • 50949121880 scopus 로고    scopus 로고
    • 1 receptor antagonist: Design, synthesis and evaluation of substituted carboxamido benzimidazole derivatives
    • 10.1016/j.ejmech.2007.11.008 1:CAS:528:DC%2BD1cXhtFensrnO
    • 1 receptor antagonist: design, synthesis and evaluation of substituted carboxamido benzimidazole derivatives. Euro J Med Chem 43:1808-1812
    • (2008) Euro J Med Chem , vol.43 , pp. 1808-1812
    • Shah, D.I.1    Sharma, M.2    Bansal, Y.3    Bansal, G.4    Singh, M.5
  • 32
    • 34248670398 scopus 로고    scopus 로고
    • QSAR study of angiotensin II antagonists using robust boosting partial least squares regression
    • 10.1016/j.aca.2007.04.031 10.1016/j.aca.2007.04.031
    • Yan PZ, Chen BC, Shi H, Jian HJ, Hai LW, Guo LS, Ru QY (2007) QSAR study of angiotensin II antagonists using robust boosting partial least squares regression. Anal Chim Acta 593:68-74. doi: 10.1016/j.aca.2007.04.031
    • (2007) Anal Chim Acta , vol.593 , pp. 68-74
    • Yan, P.Z.1    Chen, B.C.2    Shi, H.3    Jian, H.J.4    Hai, L.W.5    Guo, L.S.6    Ru, Q.Y.7
  • 33
    • 0033398870 scopus 로고    scopus 로고
    • A comparative molecular field analysis and molecular modeling studies on pyridylimidazole type of angiotensin II antagonists
    • 10.1016/S0968-0896(99)00245-X 10658603 10.1016/S0968-0896(99)00245-X 1:CAS:528:DC%2BD3cXntFCmsg%3D%3D
    • Yoo SE, Kim SK, Lee SH, Yi KY, Lee DW (1999) A comparative molecular field analysis and molecular modeling studies on pyridylimidazole type of angiotensin II antagonists. Bioorg Med Chem 7:2971-2976. doi: 10.1016/S0968-0896(99)00245-X
    • (1999) Bioorg Med Chem , vol.7 , pp. 2971-2976
    • Yoo, S.E.1    Kim, S.K.2    Lee, S.H.3    Yi, K.Y.4    Lee, D.W.5


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