303-25-3

Basic information

• Product Name: CYCLIZINE HYDROCHLORIDE (200 MG)
• Synonyms: 1-(diphenylmethyl)-4-methyl-piperazinhydrochloride;cyclizinechloride;marezinehydrochloride;Piperazine, 1-(diphenylmethyl)-4-methyl-, monohydrochloride;CYCLYZINE HCL;Collox;Cyclizini hydrochloridum;Echnatol
• CAS NO: 303-25-3
• Molecular Formula: C₁₈H₂₂N₂*ClH
• Molecular Weight: 302.84162
• EINECS: 206-136-9
• Product Categories: Aromatics;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 303-25-3.mol
• Article Data: 1

Chemical Properties

• Melting Point: 258-260℃
• Boiling Point: 457.04°C (rough estimate)
• Flash Point: 159.1 °C
• Appearance: Off-white solid
• Density: 1.0551 (rough estimate)
• Vapor Pressure: 1.77E-05mmHg at 25°C
• Refractive Index: 1.5749 (estimate)
• Storage Temp.: Refrigerator
• CAS DataBase Reference: CYCLIZINE HYDROCHLORIDE (200 MG)(CAS DataBase Reference)
• NIST Chemistry Reference: CYCLIZINE HYDROCHLORIDE (200 MG)(303-25-3)
• EPA Substance Registry System: CYCLIZINE HYDROCHLORIDE (200 MG)(303-25-3)

Safety Data

• Hazard Codes: T
• Statements: 61-23/24/25-42/43
• Safety Statements: 53-22-36/37/39-45
• RIDADR: 3249
• WGK Germany: 3
• HazardClass: 6.1(b)
• PackingGroup: III
• Hazardous Substances Data: 303-25-3(Hazardous Substances Data)

Usage

Chemical Properties

Off-White Solid

Originator

Marezine,BurroughsWellcome,US,1953

Uses

Different sources of media describe the Uses of 303-25-3 differently. You can refer to the following data:
1. Cyclizine Hydrochloride is a piperazine derivative with anti-emetic activity that is useful in the prevention and treatment of nausea and vomiting associated with motion sickness. Antiemetic.
2. Motion sickness (prophylaxis and treatment)—Oral cyclizine is indicated for the prophylaxis and treatment of nausea, vomiting, and dizziness associated with motion sickness. Nausea and vomiting, postoperative (prophylaxis and treatment)—to prevent or reli

Definition

ChEBI: Cyclizine hydrochloride is a hydrochloride salt consisting of equimolar amounts of cyclizine and hydrogen chloride. It has a role as a H1-receptor antagonist, a central nervous system depressant, a cholinergic antagonist and an antiemetic. It contains a cyclizine.

Manufacturing Process

One-tenth mol (20 g) of benzhydryl chloride was mixed with 0.19 mol (19 g) of N-methylpiperazine and about 10 cc of benzene and the whole was heated on the steam bath four hours. The contents of the flask was partitioned between ether and water, and the ethereal layer was washed with water until the washings were neutral. The base was then extracted from the ethereal layer by N hydrochloric acid and the extract, made acid to Congo red paper, was evaporated under vacuum. 29.5 g of the pure dihydrochloride of Nmethyl-N'-benzhydryl piperazine was recovered from the residue by recrystallization from 95% alcohol melting above 250°C with decomposition. The addition of alkali to an aqueous solution of the dihydrochloride liberated the base which was recovered by recrystallization from petroleum ether melting at 105.5° to 107.5°C.

Therapeutic Function

Antinauseant

InChI:InChI=1/C18H22N2.ClH/c1-19-12-14-20(15-13-19)18(16-8-4-2-5-9-16)17-10-6-3-7-11-17;/h2-11,18H,12-15H2,1H3;1H

Synthetic route

N-benzhydryl-N'-methylpiperazine (82-92-8) → cyclizine hydrochloride (303-25-3)

Conditions	Yield
With hydrogenchloride In methanol; water at 45 - 55℃; for 2h;	90.5%

Upstream product

• 82-92-8 N-benzhydryl-N'-methylpiperazine 

Relevant articles and documents

AN IMPROVED PROCESS FOR THE PREPARATION OF AN ANTIHISTAMINE AGENT

The present invention relates to an improved process for the preparation of an antihistamine agent. The present invention particularly relates to an improved process for the preparation of Cyclizine or its salts. The present invention more particularly relates to an improved process for the preparation of Cyclizine hydrochloride. The present invention further relates to commercially feasible process for the preparation of Cyclizine hydrochloride.