ChemicalBook--->CAS DataBase List--->79547-78-7

79547-78-7

79547-78-7 Structure

79547-78-7 Structure
IdentificationBack Directory
[Name]

LEVOCABASTINE HYDROCHLORIDE
[CAS]

79547-78-7
[Synonyms]

547
R50547
LIVOSTIN
LEVOPHTA
LEVOSTIN
Unii-124xma6yei
(3S,4R)-Cabastine
LEVOCABASTINE HCL
LIVOSTIN USP/EP/BP
(3S,4R)-Cabastine HCl
LEVOCABASTINE HYDROCHLORIDE
(3S,4R)-Cabastine Hydrochloride
Levocabastine hydrochloride CRS
Levocabastine Hydrochloride (50 mg)
Levocabastine Hydrochloride (1359856)
Levocabastine for system suitability 2
Levocabastine for system suitability 1 CRS
Levocabastine for system suitability 2 CRS
1-(4-Cyano-4-(4-fluorophenyl)cyclohexyl)-3-methyl-4-phenylpiperidine-4-carboxylic acid monohydrochloride
[3s-[1(cis),3α,4β]]-1-[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-carboxylicacid,hydrochloride
1-(4-Cyano-4-(4-fluorophenyl)cyclohexyl)-3-methyl-4-phenylpiperidine-4-carboxylic acid monohydrochloride USP/EP/BP
(3S,4R)-1-[cis-4-Cyano-4-(4-fluorophenyl)cyclohexyl]- 3-methyl-4-phenylpiperidine-4-carboxylic acid monohydrochloride
4-Piperidinecarboxylicacid, 1-[cis-4-cyano-4-(4-fluorophenyl)cyclohexyl]-3-methyl-4-phenyl-,hydrochloride (1:1), (3S,4R)-
4-Piperidinecarboxylic acid, 1-(cis-4-cyano-4-(4-fluorophenyl)cyclohexyl)-3-methyl-4-phenyl-, monohydrochloride, (3S,4R)-
[3S-[1(CIS),3ALPHA,4BETA]]-1-[4-CYANO-4-(4-FLUOROPHENYL)CYCLOHEXYL]-3-METHYL-4-PHENYL-4-PIPERIDINECARBOXYLIC ACID HYDROCHLORIDE
4-Piperidinecarboxylic acid, 1-[cis-4-cyano-4-(4-fluorophenyl)cyclohexyl]-3-methyl-4-phenyl-, monohydrochloride, (3S,4R)- (9CI)
4-Piperidinecarboxylic acid, 1-[4-cyano-4-(4-fluorophenyl)cyclohexyl]-3-methyl-4-phenyl-, monohydrochloride, [3S-[1(cis),3a,4b]]-
Levophta, Levostin, R50547, [3S-[1(cis),3α,4β]]-1-[4-cyano-4-(4-fluorophenyl)cyclohexyl]-3-methyl-4-phenyl-4-piperidinecarboxylic acid
[EINECS(EC#)]

209-062-5
[Molecular Formula]

C26H30ClFN2O2
[MDL Number]

MFCD07787408
[MOL File]

79547-78-7.mol
[Molecular Weight]

456.98
Chemical PropertiesBack Directory
[Appearance]

White or almost white powder.
[storage temp. ]

2-8°C
[solubility ]

DMSO: ~10 mg/mL, soluble
[form ]

solid
[color ]

white
Hazard InformationBack Directory
[Chemical Properties]

White or almost white powder.
[Uses]

A histamine H1 receptor antagonist
[Brand name]

Livostin (Novartis).
[Description]

Levocabastine hydrochloride is a new, highly potent and specific histamine HI-receptor antagonist without anticholinergic or antiserotonergic side effects. It is reported to have both a fast onset and long duration of action. Indications are the treatment of allergic conjunctivitis and allergic rhinitis.
[Originator]

Janssen (Johnson & Johnson) (U.S.A.)
[Definition]

ChEBI: Livostin (TN) 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)
[Therapeutic Function]

Antihistaminic
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

36/37/38
[Safety Statements ]

26-36
[WGK Germany ]

3
[HS Code ]

2933399090
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