A facile and practical synthesis of capsazepine, a vanilloid receptor antagonist

Synthetic Communications

Volumn 29, Issue 23, 1999, Pages 4127-4140

  Lee, Jeewoo ^a   Lee, Jiyoun ^a  

^a Seoul National University   (South Korea)

Author keywords

[No Author keywords available]

Indexed keywords

CAPSAZEPINE; ISOVANILLIN; VANILLOID RECEPTOR;

ARTICLE; CHEMICAL MODIFICATION; CHEMICAL STRUCTURE; CYCLIZATION; DEMETHYLATION; HYDROGENATION; HYDROLYSIS; POLYMERIZATION; SYNTHESIS;

EID: 0032718359     PISSN: 00397911     EISSN: None     Source Type: Journal    
DOI: 10.1080/00397919908085886     Document Type: Article

References (6)

1. Walpole, C. S. J. and Wrigglesworth, R., In Wood, J. N. (Ed.) "Capsaicin in the Study of Pain", Harcourt Brace, San Diego, CA, 1993, pp. 63-81.
2. Alexis Biochemicals, San Diego, USA, Catalog,1998, # 550-145.
3. Walpole, C. S. J.; Bevan, S.; Bovermann, G.; Boelsterli, J. J.; Breckenridge, R.; Davies, J. W.; Hughes, G. A.; James, I.; Oberer, L.; Winter, J. and Wrigglesworth, R. J. Med. Chem. 1994, 37, 1942.
4. Trost, B. M. and Fleming, I. Eds. "Comprehensive Organic Synthesis" Pergamon, Oxford, 1991, pp. 1007-1046.
5. Among the conditions of the intramolecular Mannich reaction investigated, the reaction of 1 with paraformaldehyde (1.0 eq) in formic acid at 90 °C for 40 h gave the best yield (10%) of 2 along with 3 (24%).
6. Kim, S. and Yi, K. Y. J. Org. Chem. 1986, 51, 2613.