|
| | LEVOCABASTINE Basic information |
| Product Name: | LEVOCABASTINE | | Synonyms: | Levocabastine & Levocabastine Hydrochloride;(3S,4R)-1-[cis-4-Cyano-4-(4-fluorophenyl)cyclohexyl]-3-methyl-4-phenyl-4-piperidinecarboxylic acid;(3S,4R)-1-(4-Cyano-4-(4-fluorophenyl)cyclohexyl)-3-Methyl-4-phenylpiperidine-4-carboxylic acid;LEVOCABASTINE;4-Piperidinecarboxylic acid, 1-[4-cyano-4-(4-fluorophenyl)cyclohexyl]-3-methyl-4-phenyl-, [3S-[1(cis),3a,4b]]-;4-Piperidinecarboxylic acid, 1-[cis-4-cyano-4-(4-fluorophenyl)cyclohexyl]-3-methyl-4-phenyl-, (3S,4R)- (9CI);(3S)-1-[4α-Cyano-4-(4-fluorophenyl)cyclohexan-1α-yl]-3β-methyl-4-phenylpiperidine-4α-carboxylic acid;(3S)-1-[4α-Cyano-4β-(4-fluorophenyl)cyclohexan-1α-yl]-3β-methyl-4β-phenyl-4α-piperidinecarboxylic acid | | CAS: | 79516-68-0 | | MF: | C26H29FN2O2 | | MW: | 420.52 | | EINECS: | | | Product Categories: | | | Mol File: | 79516-68-0.mol |  |
| | LEVOCABASTINE Chemical Properties |
| Boiling point | 589.9±50.0 °C(Predicted) | | density | 1.23 | | pka | 3.57±0.40(Predicted) |
| | LEVOCABASTINE Usage And Synthesis |
| Originator | Livostin,Janssen-Cilag,Belgium | | Uses | Anti histaminic. | | Definition | ChEBI: Levocabastine is a member of piperidines. | | Manufacturing Process | 4-Cyano-4-(4-fluorophenyl)-heptanedioic acid diethyl ester is obtained by
addition of ethyl acrylate to the anion from p-fluorophenylacetonitrile. By base
catalyzed cyclization of these diester (sodium methoxide, 60°C, xylene) is
synthesized an intermediate that after decarboethoxylation gives 1-(4-
fluorophenyl)-4-oxycyclohexanecarbonitrile. By condensation of 3-methyl-5-
phenylpiperidine-4-carboxylic acid benzyl ester and 1-(4-fluorophenyl)-4-
oxycyclohexanecarbonitrile under reductive hydrogenation conditions
(palladium-on-charcoal catalyst, 50°C, in ethanol) is prepared benzyl ester 4-
piperidinecarboxylic acid, 1-(4-cyano-4-(4-fluorophenyl)cyclohexyl)-3-methyl-
4-phenyl-, (3S-(1(cis),3α,4β))-. The benzyl protecting group is then removed
by hydrogenation method and 4-piperidinecarboxylic acid, 1-(4-cyano-4-(4-
fluorophenyl)cyclohexyl)-3-methyl-4-phenyl-, (3S-(1(cis),3α,4β))- obtained is
transformed into 4-piperidinecarboxylic acid, 1-(4-cyano-4-(4-fluorophenyl)
cyclohexyl)-3-methyl-4-phenyl-, hydrochloride, (3S-(1(cis), 3α,4β))-
(Levocabastine hydrochloride) | | Brand name | Livostin (Novartis). | | Therapeutic Function | Antihistaminic |
| | LEVOCABASTINE Preparation Products And Raw materials |
|
