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Carisoprodol

Product Name
Carisoprodol
CAS No.
78-44-4
Chemical Name
Carisoprodol
Synonyms
RELA;CARISOPRODO;Carbamic acid, (1-methylethyl)-, 2-[[(aminocarbonyl)oxy]methyl]-2-methylpentyl ester;NFKB3;Apesan;Arusal;Mioril;Sanoma;cb8019;Flexal
CBNumber
CB0215440
Molecular Formula
C12H24N2O4
Formula Weight
260.33
MOL File
78-44-4.mol
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Carisoprodol Property

Melting point:
92-92°C
Boiling point:
403.59°C (rough estimate)
Density 
1.1035 (rough estimate)
refractive index 
1.4560 (estimate)
storage temp. 
2-8°C
solubility 
Very slightly soluble in water, freely soluble in acetone, in alcohol and in methylene chloride.
form 
Solid
pka
pKa 4.2 (Uncertain)
color 
White to Off-White
Water Solubility 
<0.1 g/100 mL at 19.5 ºC
BCS Class
2/4
CAS DataBase Reference
78-44-4(CAS DataBase Reference)
NIST Chemistry Reference
Carisoprodol(78-44-4)
EPA Substance Registry System
Carisoprodol (78-44-4)
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Safety

Hazard Codes 
Xn
Risk Statements 
22
Safety Statements 
36
RTECS 
FB3325000
HS Code 
29224999
Hazardous Substances Data
78-44-4(Hazardous Substances Data)
Toxicity
LD50 in mice, rats (mg/kg): 2340, 1320 orally; 980, 450 i.p. (Berger)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
1096600
Product name
Carisoprodol
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
1g
Price
$581
Updated
2024/03/01
TCI Chemical
Product number
C3573
Product name
Carisoprodol
Packaging
5G
Price
$82
Updated
2022/04/27
TCI Chemical
Product number
C3573
Product name
Carisoprodol
Packaging
25G
Price
$318
Updated
2022/04/27
Cayman Chemical
Product number
ISO60206
Product name
Carisoprodol (CRM)
Packaging
1mg
Price
$29
Updated
2024/03/01
Cayman Chemical
Product number
30778
Product name
Carisoprodol
Packaging
50mg
Price
$70
Updated
2024/03/01
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Carisoprodol Chemical Properties,Usage,Production

Description

Carisoprodol (Item No. 30778) is an analytical reference standard categorized as a skeletal muscle relaxant. It also has sedative properties. Carisoprodol is regulated as a Schedule IV compound in the United States. This product is intended for research and forensic applications.

Description

Carisoprodol (CRM) (Item No. ISO60206) is a certified reference material categorized as a skeletal muscle relaxant. It also has sedative properties. Carisoprodol is regulated as a Schedule IV compound in the United States. Carisoprodol (CRM) (Item No. ISO60206) is provided as a DEA exempt preparation. This product is intended for research and forensic applications.

Chemical Properties

White Solid

Originator

Soma,Wallace,US,1959

Uses

Carisoprodol suppresses interneuronal action of reticular formation of the spinal cord. It is used as an adjuvant drug for loss of flexibility of skeletal muscle as well as for relieving pain caused therein. Synonyms of this drug are rela, soma, carisoma, and sanoma.

Uses

Muscle relaxant (skeletal)
Carisoprodol has an onset of action of ca. 30min and a duration of 4–6h. It is administered orally. Presumably, it acts by inhibiting interneuronal activity in the spinal cord and the brainstem reticular formation. Clinically effective doses are accompanied by drowsiness or dizziness; its mechanism may involve sedation.Its CNS depressant effects are additive with those of ethanol and other psychotropic agents. Carisoprodol has a low potential for drug dependence.

Uses

For the relief of discomfort associated with acute, painful, musculoskeletal conditions.

Definition

ChEBI: A carbamate ester that is the mono-N-isopropyl derivative of meprobamate (which is a significant metabolite). Carisoprodol interrupts neuronal communication within the reticular formation and spinal cord, resulting in sedation and alter tion in pain perception. It is used as a muscle relaxant in the symptomatic treatment of musculoskeletal conditions associated with painful muscle spasm.

Preparation

Carisoprodol is Prepared by reaction of 2-methyl-2-propyl-1,3-pro-panediol with phosgene and ammonium hydroxide, then with isopropyl isocyanate.

Manufacturing Process

A cooled 10% solution of 1 mol of phosgene in toluene was added with stirring to a cooled solution of 1 mol of 2-methyl-2-propyl-1,3-propanediol and 2 mols of dimethylaniline also dissolved in toluene, at such a rate that the temperature of the mixture was maintained at about 25°C. The mixture was allowed to remain at this temperature for several hours, then cooled and extracted with cold 5% hydrochloric acid solution to remove the dimethylaniline. The toluene layer was dried using a suitable drying agent and the 2-methyl-2-propyl-3-hydroxypropyl chlorocarbonate used in subsequent reactions in the form of its solution in anhydrous toluene.
A quantity of solution obtained as described containing 0.1 mol of the chlorocarbonate was treated with 0.2 mol of anhydrous isopropylamine and allowed to react at ordinary room temperature. The solution was cooled, extracted with dilute hydrochloric acid and the organic layer concentrated by evaporation of the solvent. The crude monocarbamate was purified by distilling at 86° to 88°C at about 0.01 mm. It was a clear, viscous liquid.
21.7 g (0.1 mol) of N-isopropyl-2-methyl-2-propyl-3-hydroxypropylcarbamate and 7.5 g (0.11 mol) of anhydrous sodium cyanate are stirred in 200 ml anhydrous chloroform in a suitable vessel equipped with a gas inlet tube,stirrer and thermometer. While cooling the vessel, anhydrous hydrogen chloride is passed into the stirred mixture slowly for 5 hours maintaining the temperature between 0° and 5°C. Alternatively ethyl urethane in the presence of aluminum isopropylate as a catalyst may be used in place of the sodium cyanates and HCl. The mixture is then allowed to stand at room temperature overnight.
The solid material is separated by filtration and the chloroform solution concentrated to an oil under reduced pressure. The oil is dissolved in 50 ml of trichloroethylene, the solution treated with charcoal, filtered and the filtrate added to 125 ml of hexane. The crystalline material which forms on standing at refrigerator temperature is removed by filtration, washed with light petroleum ether and dried at about 50°C. Approximately 20 g of product are obtained. On recrystallizing from trichloroethylene-hexane, 17.8 g of purified compound are obtained, MP 89° to 91°C.

brand name

Rela (Schering); Soma (Medpointe).

Therapeutic Function

Muscle relaxant

General Description

Carisoprodol, N-isopropyl-2-methyl-2-propyl-1,3-propanediol dicarbamate, 2-methyl-2-propyl-1,3-propanediol carbamate isopropylcarbamate(Soma), is the mono-N-isopropyl–substituted relative ofmeprobamate. The structure is given in the discussion ofmeprobamate. It is indicated in acute skeletomuscular conditionscharacterized by pain, stiffness, and spasm. As canbe expected, a major side effect of the drug is drowsiness.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

Carisoprodol is a carbamate ester. Carbamates are chemically similar to, but more reactive than amides. Like amides they form polymers such as polyurethane resins. Carbamates are incompatible with strong acids and bases, and especially incompatible with strong reducing agents such as hydrides. Flammable gaseous hydrogen is produced by the combination of active metals or nitrides with carbamates. Strongly oxidizing acids, peroxides, and hydroperoxides are incompatible with carbamates.

Health Hazard

SYMPTOMS: The most common symptoms of exposure to Carisoprodol are drowsiness and hives. Other symptoms may include nausea, vomiting, epigastric distress, vertigo, ataxia, tremors, agitation, irritability, headache, insomnia, fainting, hiccups, visual disturbances, asthma, fever, hypotension, excitement and paralysis.

Fire Hazard

Flash point data for Carisoprodol are not available, but Carisoprodol it probably combustible.

Synthesis

Carisoprodol, N-iso-propyl-2-methyl-2-propyl-1,3-propanediol (15.3.12), is synthesized by reacting 2-methyl-2-propylpropanediol-1,3 dicarbamate with 1 mol of phosgene, forming the chloroformate (15.3.10), from which carbamate (15.3.11) is formed by reacting it with isopropylamine. Reacting this with either urethane or sodium cyanate gives carisoprodol (15.3.12).

Carisoprodol Preparation Products And Raw materials

Raw materials

Preparation Products

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Carisoprodol Suppliers

Shaanxi Jiandu Pharmaceutical Chemical Co. Ltd.
Tel
029-88380327 17691182729
Fax
029-88380327
Email
1018@dideu.com
Country
China
ProdList
1993
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58
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
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3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801 18930552037
Fax
86-21-50328109
Email
3bsc@sina.com
Country
China
ProdList
15839
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Capot Chemical Co., Ltd
Tel
+86 (0) 571 85 58 67 18
Fax
0086-571-85864795
Email
sales@capotchem.com
Country
China
ProdList
18207
Advantage
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LGM Pharma
Tel
1-(800)-881-8210
Fax
615-250-9817
Email
inquiries@lgmpharma.com
Country
United States
ProdList
2123
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70
Chemsky(shanghai)International Co.,Ltd.
Tel
021-50135380
Email
shchemsky@sina.com
Country
China
ProdList
32321
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50
Syntechem Co.,Ltd
Tel
Fax
E-Mail Inquiry
Email
info@syntechem.com
Country
China
ProdList
12984
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China Langchem Inc.
Tel
0086-21-58956006
Fax
0086-21-58956100
Country
China
ProdList
7811
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57
Sinopharm Chemical Reagent Co,Ltd.
Tel
86-21-63210123
Fax
86-21-63290778 86-21-63218885
Email
sj_scrc@sinopharm.com
Country
China
ProdList
9815
Advantage
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Spectrum Chemical Manufacturing Corp.
Tel
021-021-021-67601398-809-809-809 15221380277
Fax
021-57711696
Email
marketing_china@spectrumchemical.com
Country
China
ProdList
9658
Advantage
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View Lastest Price from Carisoprodol manufacturers

Dorne Chemical Technology co. LTD
Product
Carisoprodol 78-44-4
Price
US $1.00/g
Min. Order
1g
Purity
99%
Supply Ability
100kg
Release date
2024-03-26
hebei hongtan Biotechnology Co., Ltd
Product
Carisoprodol 78-44-4
Price
US $20.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
2000kg
Release date
2024-05-13
WUHAN FORTUNA CHEMICAL CO., LTD
Product
Carisoprodol 78-44-4
Price
US $1.00/Kg/Bag
Min. Order
1KG
Purity
98.0%-102.0%,USP35
Supply Ability
1ton/month
Release date
2021-06-01

78-44-4, CarisoprodolRelated Search:


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