메뉴 건너뛰기




Volumn 54, Issue 9, 1999, Pages 600-610

A new synthesis of carboxyterfenadine (fexofenadine) and its bioisosteric tetrazole analogs

Author keywords

Antihistamine; Enantioselective reduction; Tetrazole

Indexed keywords

ANTIHISTAMINIC AGENT; FEXOFENADINE;

EID: 0032826795     PISSN: 0014827X     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0014-827X(99)00070-1     Document Type: Article
Times cited : (20)

References (24)
  • 1
    • 0025216725 scopus 로고
    • Terfenadine. An updated review of its pharmacological properties and therapeutic efficacy
    • For a review on Terfenadine, see
    • For a review on Terfenadine, see: D. McTavish, K.L. Goa, M. Ferrill, Terfenadine. An updated review of its pharmacological properties and therapeutic efficacy, Drugs 39 (1990) 552-574.
    • (1990) Drugs , vol.39 , pp. 552-574
    • McTavish, D.1    Goa, K.L.2    Ferrill, M.3
  • 2
    • 0019990546 scopus 로고
    • Terfenadine, the first non-sedating antihistamine
    • Woodward J.K., Munro N.L. Terfenadine, the first non-sedating antihistamine. Arzneim.-Forsch./Drug Res. 32:1982;1154-1156.
    • (1982) Arzneim.-Forsch./Drug Res. , vol.32 , pp. 1154-1156
    • Woodward, J.K.1    Munro, N.L.2
  • 4
    • 0027168405 scopus 로고
    • Oxidation of the antihistaminic drug terfenadine in human liver microsomes
    • Yun C., Okerholm R.A., Guengerich F.P. Oxidation of the antihistaminic drug terfenadine in human liver microsomes. Drug Metab. Dispos. 21(3):1993;403-409.
    • (1993) Drug Metab. Dispos. , vol.21 , Issue.3 , pp. 403-409
    • Yun, C.1    Okerholm, R.A.2    Guengerich, F.P.3
  • 7
    • 0026402579 scopus 로고
    • Determination of the metabolites of terfenadine in human urine by thermospray liquid chromatography-mass spectrometry
    • Chen T.-M., Chan K.Y., Coutant J.E., Okerholm R.A. Determination of the metabolites of terfenadine in human urine by thermospray liquid chromatography-mass spectrometry. J. Pharm. Biomed. Anal. 9:1991;929-933.
    • (1991) J. Pharm. Biomed. Anal. , vol.9 , pp. 929-933
    • Chen, T.-M.1    Chan, K.Y.2    Coutant, J.E.3    Okerholm, R.A.4
  • 8
    • 0345328923 scopus 로고    scopus 로고
    • Unpublished data from Merrel Dow Pharmaceuticals
    • Unpublished data from Merrel Dow Pharmaceuticals.
  • 9
    • 0344897890 scopus 로고
    • Pharmacology of nonsedating antihistamines
    • Oxford: Oxford Clinical Communications
    • Woodward J.K. Pharmacology of nonsedating antihistamines. New Perspectives on Antihistamines. 1989;Oxford Clinical Communications, Oxford.
    • (1989) New Perspectives on Antihistamines
    • Woodward, J.K.1
  • 10
    • 0025319404 scopus 로고
    • Pharmacokinetics and pharmacodynamics of terfenadine and chlorpheniramine in the elderly
    • Simons K.J., Martin T.J., Watson W.T.A., Simons F.E.R. Pharmacokinetics and pharmacodynamics of terfenadine and chlorpheniramine in the elderly. J. Allergy Clin. Immunol. 85:1990;540-547.
    • (1990) J. Allergy Clin. Immunol. , vol.85 , pp. 540-547
    • Simons, K.J.1    Martin, T.J.2    Watson, W.T.A.3    Simons, F.E.R.4
  • 11
    • 0026671408 scopus 로고
    • Changes in pharmacokinetics and electrocardiographic pharmacodynamics of terfenadine with concomitant administration of erythromycin
    • Honig P.K., Woosley R.L., Zamani K., Conner D.P., Cantilena L.R. Changes in pharmacokinetics and electrocardiographic pharmacodynamics of terfenadine with concomitant administration of erythromycin. Clin. Pharmacol. Ther. 52:1992;231-238.
    • (1992) Clin. Pharmacol. Ther. , vol.52 , pp. 231-238
    • Honig, P.K.1    Woosley, R.L.2    Zamani, K.3    Conner, D.P.4    Cantilena, L.R.5
  • 12
    • 0000637446 scopus 로고
    • Pharmacokinetic interaction between terfenadine and ketoconazole
    • Eller M.G., Okerholm R.A. Pharmacokinetic interaction between terfenadine and ketoconazole. Clin. Pharmacol. Ther. 49:1991;130.
    • (1991) Clin. Pharmacol. Ther. , vol.49 , pp. 130
    • Eller, M.G.1    Okerholm, R.A.2
  • 14
    • 0027267566 scopus 로고
    • Itraconazole prevents terfenadine metabolism and increases risk of torsades de pointes ventricular tachycardia
    • Pohjola-Sintonen S., Viitasalo M., Toivonen L., Neuvonen P. Itraconazole prevents terfenadine metabolism and increases risk of torsades de pointes ventricular tachycardia. Eur. J. Clin. Pharmacol. 45:1993;191-193.
    • (1993) Eur. J. Clin. Pharmacol. , vol.45 , pp. 191-193
    • Pohjola-Sintonen, S.1    Viitasalo, M.2    Toivonen, L.3    Neuvonen, P.4
  • 15
    • 0028236292 scopus 로고
    • A facile synthesis of an oxidation product of terfenadine
    • Kawai S.H., Hambalek R.J., Just G. A facile synthesis of an oxidation product of terfenadine. J. Org. Chem. 59:1994;2620-2622.
    • (1994) J. Org. Chem. , vol.59 , pp. 2620-2622
    • Kawai, S.H.1    Hambalek, R.J.2    Just, G.3
  • 18
    • 85078348661 scopus 로고
    • Synthesis of 2-arylalkanoic acids: Zinc bromide-assisted methanolysis of α-bromoalkyl aryl ketones
    • C. Giordano, G. Castaldi, F. Uggeri, F. Gurzoni, Synthesis of 2-arylalkanoic acids: zinc bromide-assisted methanolysis of α-bromoalkyl aryl ketones, Synthesis (1985) 436-437.
    • (1985) Synthesis , pp. 436-437
    • Giordano, C.1    Castaldi, G.2    Uggeri, F.3    Gurzoni, F.4
  • 20
    • 0010176851 scopus 로고
    • Chiral synthesis via organoboranes. 14. Selective reductions. 41. Diisopino-campheylchloroborane, an exceptionally efficient chiral reducing agent
    • Brown H.C., Chandrasekharan J., Ramachandran P.V. Chiral synthesis via organoboranes. 14. Selective reductions. 41. Diisopino-campheylchloroborane, an exceptionally efficient chiral reducing agent. J. Am. Chem. Soc. 110:1988;1539-1546.
    • (1988) J. Am. Chem. Soc. , vol.110 , pp. 1539-1546
    • Brown, H.C.1    Chandrasekharan, J.2    Ramachandran, P.V.3
  • 21
    • 0020638412 scopus 로고
    • Temperature dependence of the binding of 3H-mepyramine and related compounds to the histamine H1-receptor
    • Wallace R.M., Young J.M. Temperature dependence of the binding of 3H-mepyramine and related compounds to the histamine H1-receptor. Mol. Pharmacol. 23:1983;60-66.
    • (1983) Mol. Pharmacol. , vol.23 , pp. 60-66
    • Wallace, R.M.1    Young, J.M.2
  • 22
    • 0018200988 scopus 로고
    • Histamine H1-receptors in brain labeled with 3H-mepyramine
    • Chang R.S.L., Tran V.T., Snyder S.H. Histamine H1-receptors in brain labeled with 3H-mepyramine. Eur. J. Pharmacol. 48:1978;463-464.
    • (1978) Eur. J. Pharmacol. , vol.48 , pp. 463-464
    • Chang, R.S.L.1    Tran, V.T.2    Snyder, S.H.3
  • 23
    • 0017782452 scopus 로고
    • Specific binding of 3H-mepyramine to histamine H1-receptors in intestinal smooth muscle
    • Hill S.J., Young J.M., Marrian D.H. Specific binding of 3H-mepyramine to histamine H1-receptors in intestinal smooth muscle. Nature. 270:1977;361-363.
    • (1977) Nature , vol.270 , pp. 361-363
    • Hill, S.J.1    Young, J.M.2    Marrian, D.H.3
  • 24
    • 0028144941 scopus 로고
    • A preliminary pharmacokinetic study of the enantiomers of the terfenadine acid metabolite in humans
    • Surapaneni S., Khalil S.K.W. A preliminary pharmacokinetic study of the enantiomers of the terfenadine acid metabolite in humans. Chirality. 6:1994;479-483.
    • (1994) Chirality , vol.6 , pp. 479-483
    • Surapaneni, S.1    Khalil, S.K.W.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.