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Chlorphenesin carbamate

CAS No.
886-74-8
Chemical Name:
Chlorphenesin carbamate
Synonyms
maolate;U-19646;Kalsont;rinlaxer;NSC 82943;Kolpicortin-sine;Chlorphensin carbamate;CHLORPHENESIN CARBAMATE;laChlorphenesin Carbamate;p-Chlorophenyl-α-glyceryl ether carbamate
CBNumber:
CB6493622
Molecular Formula:
C10H12ClNO4
Molecular Weight:
245.66
MDL Number:
MFCD00072002
MOL File:
886-74-8.mol
MSDS File:
SDS
Last updated:2023-04-23 13:52:06

Chlorphenesin carbamate Properties

Melting point 89-91°
Density 1.3336 (rough estimate)
refractive index 1.6000 (estimate)
storage temp. -20°C, Inert atmosphere
solubility DMSO (Slightly), Methanol (Slightly)
form Solid
color White to Off-White
CAS DataBase Reference 886-74-8(CAS DataBase Reference)
FDA UNII 57U5YI11WP

SAFETY

Risk and Safety Statements

Toxicity LD50 orally in rats: 748 mg/kg; i.v. in mice: 239 mg/kg (Cass, Frederick)

Chlorphenesin carbamate price More Price(3)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Medical Isotopes, Inc. 16475 Chlorphenesincarbamate 886-74-8 1g $580 2021-12-16 Buy
American Custom Chemicals Corporation HCH0014039 CHLORPHENESIN CARBAMATE 95.00% 886-74-8 500G $4984.4 2021-12-16 Buy
AHH MT-49195 Chlorphenesincarbamate 99% 886-74-8 500g $540 2021-12-16 Buy
Product number Packaging Price Buy
16475 1g $580 Buy
HCH0014039 500G $4984.4 Buy
MT-49195 500g $540 Buy

Chlorphenesin carbamate Chemical Properties,Uses,Production

Originator

Maolate ,Upjohn ,US ,1967

Uses

Maolate is a pharmaceutical compound comprising naproxen.

Uses

'Muscle relaxant

Definition

ChEBI: The carbamate ester of the primary hydroxy group of chlorphenesin. A centrally acting skeletal muscle relaxant, it is used in the symptomatic treatment of painful muscle spasm.

Manufacturing Process

1.0 mol of 3-p-chlorophenoxy-1,2-propanediol (chlorphenesin) is suspended in 1,000 ml of benzene in a 5-liter flask equipped with a dropping funnel, thermometer and stirrer. 1.0 mol of phosgene in 500 ml of cold, dry benzene is then added dropwise over a period of 45 minutes, the resulting mixture being maintained at 30°C until all solid material is dissolved. 1.0 mol of triethylamine is added dropwise and the resulting reaction mixture stirred for 45 minutes at 30°C following the addition. The reaction mixture is then cooled to 5°C and extracted repeatedly with 600 ml portions of cold water to remove the triethylamine hydrochloride.
The benzene fraction, containing the intermediate 3-p-chlorophenoxy-3- hydroxypropyl chlorocarbonate, is added to 600 ml of cold concentrated ammonium hydroxide and the resulting reaction mixture agitated vigorously at 5°C for 7 hours. The crude 3-p-chlorophenoxy-2-hydroxypropylcarbamate solid is then filtered off, dissolved in hot benzene, dried to remove all traces of water, and permitted to crystallize out. Several recrystallirations from solvent mixtures of benzene and toluene, with small amounts of acetone, produced a crystalline white solid in about 65% yield. The product is 3-p-chlorophenoxy- 2-hydroxypropyl carbamate, melting at 89° to 91°C. The chlorphenesin starting material is made by reacting p-chlorophenol with glyceryl monochlorohydrin as noted in US Patent 3,214,336.

brand name

Maolate (Pharmacia & Upjohn).

Therapeutic Function

Muscle relaxant

General Description

Chlorphenesin carbamate,3-(p-chlorophenoxy)-1,2-propanediol 1-carbamate (Maolate),is the p-chloro substituted and 1-carbamate derivativeof the lead compound in the development of this group ofagents, mephenesin. Mephenesin is weakly active and shortlivedbecause of facile metabolism of the primary hydroxylgroup. Carbamylation of this group increases activity. p-Chlorination increases the lipophilicity and seals off thepara position from hydroxylation. Metabolism, still fairlyrapid, involves glucuronidation of the secondary hydroxylgroup. The biological half-life in humans is 3.5 hours.

Chlorphenesin carbamate Preparation Products And Raw materials

Raw materials

Preparation Products

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886-74-8(Chlorphenesin carbamate)Related Search:

2-propanediol,3-(p-chlorophenoxy)-1-carbamate 3-(4-chlorophenoxy)-2-hydroxypropylcarbamate 3-(p-chlorophenoxy)-1,2-propanediol-1-carbamate 3-(p-chlorophenoxy)-2-hydroxypropylcarbamate 3-[4-CHLOROPHENOXY]-1,2-PROPANE-DIOL-1-CARBAMATE carbamicacid,3-(p-chlorophenoxy)-2-hydroxypropylester carbamicacid3-(p-chlorophenoxy)-2-hydroxypropylester maolate rinlaxer U-19646 CHLORPHENESIN CARBAMATE 3-(4-Chlorophenoxy)-1,2-propanediol carbamate p-Chlorophenyl-α-glyceryl ether carbamate 1,2-Propanediol, 3-(p-chlorophenoxy)-, 1-carbamate (8CI) Carbamic acid, 3-(p-chlorophenoxy)-2-hydroxypropyl ester (7CI) NSC 82943 Carbamic acid 2-hydroxy-3-(4-chlorophenoxy)propyl ester Kalsont CHLORPHENESIN CARBAMATECHLORPHENESIN CARBAMATE Chlorphensin carbamate Kolpicortin-sine laChlorphenesin Carbamate Chlorphenesin Impurity 2 (Chlorphenesin Carbamate) 886-74-8 866-74-8 866-74-8 C10H12ClNO4