176168-78-8

Basic information

• Product Name: cis-Terbinafine Hydrochloride
• Synonyms: cis-Terbinafine Hydrochloride;(Z)-Terbinafine;N-[(2Z)-6,6-DiMethyl-2-hepten-4-yn-1-yl]-N-Methyl-1-naphthaleneMethanaMine Hydrochloride;Terbinafine Related CoMpound B;(2Z)-N,6,6-Trimethyl-N-(naphthalen-1-ylmethyl)hept-2-en-4-yn-1-amine hydrochloride;Terbinafine Related Compound B (25 mg) ((2Z)-N,6,6-Trimethyl-N-(naphthalen-1-ylmethyl)hept-2-en-4-yn-1-amine hydrochloride);Terbinafine EP Impurity B HCl
• CAS NO: 176168-78-8
• Molecular Formula: C21H26ClN
• Molecular Weight: 327.89084
• Product Categories: Amines;Aromatics;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 176168-78-8.mol
• Article Data: 15

Chemical Properties

• Melting Point: 135 °C(Solv: ethyl acetate (141-78-6))
• Appearance: /
• CAS DataBase Reference: cis-Terbinafine Hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: cis-Terbinafine Hydrochloride(176168-78-8)
• EPA Substance Registry System: cis-Terbinafine Hydrochloride(176168-78-8)

Safety Data

• Hazardous Substances Data: 176168-78-8(Hazardous Substances Data)

Usage

Uses

An impurity in the production of Terbinafine hydrochloride.

Upstream product

• 91161-71-6 terbinafin 
• 65473-13-4 N-methyl-1-naphthalenemethylamine hydrochloride 
• 635708-74-6 (Z)-1-chloro-6,6-dimethylhept-2-en-4-yne 
• 287471-30-1 1-chloro-6,6-dimethyl-hept-2-ene-4-yn 
• 556811-68-8 1-(2'-furyl)-2,2-dimethylpropan-1-one tosyl hydrazone 
• 556811-67-7 1-(2'-furyl)-2,2-dimethylpropan-1-one benzenesulfonyl hydrazone 
• 556811-69-9 1-(2'-furyl)-2,2-dimethylpropan-1-one 4-methoxybenzenesulfonyl hydrazone 
• 556811-66-6 1-(2'-furyl)-2,2-dimethylpropan-1-one methanesulfonyl hydrazone 
• 123944-73-0 (E)-N-(6,6-dimethyl-2-hepten-4-ynyl)methylamine hydrochloride 
• 86-52-2 1-Chloromethylnaphthalene 
• 126764-17-8 1-chloro-6,6-dimethyl-2-hepten-4-yne 
• 14489-75-9 N-methyl-1-naphthalenemethylamine 
• 78629-20-6 3-hydroxy-6,6-dimethylhept-1-ene-4-yne 
• 387383-30-4 N-(3-chloroallyl)-1-methyl-1-naphthylmethylamine 

Relevant articles and documents

Preparation method of terbinafine hydrochloride

The invention provides a preparation method of terbinafine hydrochloride, which comprises the steps of: carrying out a substitution reaction on N-methyl-1-naphthylamine (II) and (E)-1, 3-dichloropropene (III) in an acid-binding agent A to obtain an N-(3-chloroallyl-1)-methyl-1-naphthylamine (IV) reaction liquid; carrying out condensation reaction on N-(3-chloroallyl-1)-methyl-1-naphthylamine (IV)and 3, 3-dimethyl-1-butyne (V) in the reaction solution under the action of a composite catalyst and an acid-binding agent B to obtain a reaction solution of (E)-N-(6, 6-dimethyl-2-heptene-4-alkynyl)-N-methyl-1-naphthylamine (VI); complexing and washing the reaction solution with ammonia water to obtain an oily substance; and salifying the oily substance in a hydrochloric acid aqueous solution toobtain crude terbinafine hydrochloride, and recrystallizing the crude terbinafine hydrochloride to obtain terbinafine hydrochloride. The preparation method disclosed by the invention does not use an organic solvent, is environment-friendly, low in cost and simple to operate, and is suitable for industrial production.

A PROCESS FOR THE PURIFICATION OF 1-HALO-6,6-DIMETHYL-HEPT-2-ENE-4-YNE

The invention relates to a process for purification of 1-halo-6,6-dimethyl-hept-2-ene-4-yne of Formula (I), wherein X represents a halogen atom subjecting crude 1-halo-6,6-dimethyl-hept-2-ene-4-yne to distillation under reduced pressure to obtain pure 1-halo-6,6-dimethyl-hept-2-ene-4-yne. This compound is an important intermediate for the production of the widely used antifungal drug Terbinafine.

IMPROVED PROCESS FOR THE PREPARATION OF TERBINAFINE HYDROCHLORIDE AND NOVEL CRYSTALLINE FORM OF TERBINAFINE

Improved process for the preparation of Terbinafme Hydrochloride compound of formula (I): substantially free of Genotoxic impurity compound of formula (II) and Novel crystalline form of Terbinafine.