ChemicalBook--->CAS DataBase List--->79516-68-0

79516-68-0

79516-68-0 Structure

79516-68-0 Structure
IdentificationBack Directory
[Name]

LEVOCABASTINE
[CAS]

79516-68-0
[Synonyms]

Bilina
ALKN006000
Levocabastin
Levocabastina
LEVOCABASTINE
Levocabastinum
Unii-H68bp06S81
Levocabastinum [latin]
Levocabastina [spanish]
Levocabastine [inn:ban]
LEVOCABASTINE USP/EP/BP
79547-78-7 (Hydrochloride)
Levocabastine & Levocabastine Hydrochloride
(3S,4R)-1-(4-Cyano-4-(4-fluorophenyl)cyclohexyl)-3-Methyl-4-phenylpiperidine-4-carboxylic acid
(3S,4R)-1-[cis-4-Cyano-4-(4-fluorophenyl)cyclohexyl]-3-methyl-4-phenyl-4-piperidinecarboxylic acid
(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
(3S,4R)-3-methyl-4-phenyl-1-[(1s,4s)-4-cyano-4-(4-fluorophenyl)cyclohexyl]piperidine-4-carboxylic acid
4-Piperidinecarboxylic acid, 1-[cis-4-cyano-4-(4-fluorophenyl)cyclohexyl]-3-methyl-4-phenyl-, (3S,4R)-
4-Piperidinecarboxylic acid, 1-[cis-4-cyano-4-(4-fluorophenyl)cyclohexyl]-3-methyl-4-phenyl-, (3S,4R)- (9CI)
4-Piperidinecarboxylic acid, 1-[4-cyano-4-(4-fluorophenyl)cyclohexyl]-3-methyl-4-phenyl-, [3S-[1(cis),3a,4b]]-
4-Piperidinecarboxylic acid, 1-(4-cyano-4-(4-fluorophenyl)cyclohexyl)-3-methyl-4-phenyl-, (3S-(1(cis),3alpha,4beta))-
[Molecular Formula]

C26H29FN2O2
[MDL Number]

MFCD00865655
[MOL File]

79516-68-0.mol
[Molecular Weight]

420.52
Chemical PropertiesBack Directory
[Boiling point ]

589.9±50.0 °C(Predicted)
[density ]

1.23
[pka]

3.57±0.40(Predicted)
Hazard InformationBack Directory
[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
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