CARBETAPENTANE CITRATE Chemical Properties

Melting point:

84-86?C

storage temp. 

Sealed in dry,2-8°C

solubility 

H₂O: soluble

form 

Solid

color 

White to Off-White

InChIKey

AKJDEXBCRLOVTH-UHFFFAOYSA-N

SMILES

C1(CCCC1)(C(=O)OCCOCCN(CC)CC)C1C=CC=CC=1.C(O)(C(=O)O)(CC(=O)O)CC(=O)O

Safety Information

Hazard Codes 

Xn

Risk Statements 

20/21/22-36/37/38

Safety Statements 

26-36

WGK Germany 

3

RTECS 

GY3500000

MSDS

• Language:English Provider:SigmaAldrich

CARBETAPENTANE CITRATE Usage And Synthesis

Chemical Properties

White to Off-White Solid

Originator

Asthma ,Nichiiko

Uses

Sigma receptor agonist

Uses

An over-the-counter cough suppressant.

Uses

antibacterial, antiproliferative

Definition

ChEBI: Carbetapentane citrate is a carbonyl compound.

Manufacturing Process

1-Phenylcyclopentane carbonitrile was obtained by treatment of phenylacetonitrile with sodium amide and 1,4-dibrombutane.
1-Phenyl-1-cyclopentane carboxylic acid was produced in the result of reaction of 1-phenylcyclopentane carbonitrile with sulfuric acid.
1-Phenyl-1-cyclopentanecarbonyl chloride was obtained by treatment of 1phenyl-1-cyclopentane carboxylic acid with thionyl chloride.
A mixture of 0.5 mol of 1-phenyl-1-cyclopentanecarbonyl chloride and of 0.5 mol of 2-(2-diethylaminoethoxy)ethanol (herein-after referred to as the amino alcohol) in 300 ml of toluene is heated under reflux for 20 h. The mixture is thereafter made alkaline by means of an aqueous solution of caustic soda and decanted; the toluenic layer is washed with water and concentrated in vacuo. The residue is distilled under high vacuum. After two fractional distillations, the 2-(2-diethylaminoethoxy)ethyl 1-phenylcyclopentane-carboxylate is obtained, in 85% yield. Boiling point 164°C/0.1 mm. Hg.

brand name

Toclase (Pfizer).

Therapeutic Function

Antitussive

Biological Activity

A selective ligand for the σ 1 -site.

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