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Chlorphenesin carbamate

Product Name
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
Formula Weight
245.66
MOL File
886-74-8.mol
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Chlorphenesin carbamate Property

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)
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Safety

Hazardous Substances Data
886-74-8(Hazardous Substances Data)
Toxicity
LD50 orally in rats: 748 mg/kg; i.v. in mice: 239 mg/kg (Cass, Frederick)
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Medical Isotopes, Inc.
Product number
16475
Product name
Chlorphenesincarbamate
Packaging
1g
Price
$580
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
HCH0014039
Product name
CHLORPHENESIN CARBAMATE
Purity
95.00%
Packaging
500G
Price
$4984.4
Updated
2021/12/16
AHH
Product number
MT-49195
Product name
Chlorphenesincarbamate
Purity
99%
Packaging
500g
Price
$540
Updated
2021/12/16
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Chlorphenesin carbamate Chemical Properties,Usage,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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Chlorphenesin carbamate Suppliers

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