CLOPERASTINE CAS 3703-76-2

Introduction:Basic information about CLOPERASTINE CAS 3703-76-2, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

CLOPERASTINE Basic information

Product Name:CLOPERASTINE
Synonyms:CLOPERASTINE;1-(2-((4-chlorophenyl)phenylmethoxy)ethyl)-piperidin;1-(2-((4-chlorophenyl)phenylmethoxy)ethyl)piperidine;1-(2-((p-chloro-alpha-phenylbenzyl)oxy)ethyl)-piperidin;1-(2-[(4-Chlorophenyl)(phenyl)methoxy]ethyl)piperidine;1-[2-[p-Chloro-phenylbenzyl)-oxy]ethy]piperidine;1-{2-[(p-Chloro-alpha-phenylbenzyl)oxy]ethyl}piperidine;Piperidine, 1-(2-((p-chloro-alpha-phenylbenzyl)oxy)ethyl)-
CAS:3703-76-2
MF:C20H24ClNO
MW:329.87
EINECS:223-042-3
Product Categories:
Mol File:3703-76-2.mol

CLOPERASTINE Chemical Properties

Boiling point bp0.06 172-174°; bp0.15 178-180°
density 1.0383 (rough estimate)
refractive index 1.5790 (estimate)
pka8.69±0.10(Predicted)

Safety Information

ToxicityLD50 unreported in guinea pig: 439mg/kg

CLOPERASTINE Usage And Synthesis

Chemical PropertiesBoiling point 178-180°C (20Pa), 172-174°C (8Pa), its hydrochloride, C20H24CINO-HCI, Hustazol. white or off-white crystalline powder. Melting point 147.9℃. Soluble in water, ethanol, chloroform, slightly soluble in acetone. Odorless, tastes pungent after octyl.
OriginatorHustazol,Yoshitomi,Japan,1972
UsesCloperastine Hydrochloride (C587213) is an anti-tussive drug as an over-the-counter cold medicine.
DefinitionChEBI: 1-[2-[(4-chlorophenyl)-phenylmethoxy]ethyl]piperidine is a diarylmethane.
Manufacturing ProcessThe manufacture of a related compound is first described. 28.1 parts of pchloro-benzhydryl bromide are heated to boiling, under reflux and withstirring, with 50 parts of ethylene chlorohydrin and 5.3 parts of calcinedsodium carbonate. The reaction product is extracted with ether and theethereal solution washed with water and dilute hydrochloric acid. The residue
from the solution in ether boils at 134° to 137°C under 0.2 mm pressure andis p-chloro-benzhydryl-(β-chloroethyl)ether.
28.1 parts of this ether are heated with 12 parts of methylethylamine (100%)in a sealed tube for 4 hours at 110°C. The product of the reaction is extractedseveral times with dilute hydrochloric acid, the acid solution made alkaline, inthe cold, with concentrated caustic soda solution and the base whichseparates taken up in ether. The ether extract is washed with concentratedpotassium carbonate solution, evaporated down, and the residue distilled invacuo. The product is β-methylethyl aminoethyl p-chlorobenzhydryl ether, BP152° to 153°C/0.1 mm.
Reaction with dimethylethylamine instead of methylethylamine leads directlyto a quaternary compound, which type of compound can also be obtained byreacting the tertiary aminoethyl ether with reactive esters
If 18 parts of piperidine are used instead of 12 parts of methylethylaminethen the same procedure results in the formation of p-chloro-benzyhydril-(β-piperidino-ethyl)ether, boiling at 178° to 180°C under 0.15 mm pressure.
Therapeutic FunctionAntitussive

CLOPERASTINE Preparation Products And Raw materials

Raw materialsSodium carbonate-->Piperidine-->2-Chloroethanol-->4-Chlorobenzhydrol
Clonidine hydrochloride CAS 4205-91-8
Cloperastine hydrochloride CAS 14984-68-0
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