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Substance Name: Carisoprodol [USP:INN:BAN]
RN: 78-44-4
UNII: 21925K482H
InChIKey: OFZCIYFFPZCNJE-UHFFFAOYSA-N

Note

  • A centrally acting skeletal muscle relaxant whose mechanism of action is not completely understood but may be related to its sedative actions. It is used as an adjunct in the symptomatic treatment of musculoskeletal conditions associated with painful muscle spasm. (From Martindale, The Extra Pharmacopoeia, 30th ed, p1202)

Molecular Formula

  • C12-H24-N2-O4

Molecular Weight

  • 260.332
 

Classification Codes

Classification Codes

  • Central Nervous System Agents
  • Drug / Therapeutic Agent
  • Muscle Relaxants, Central
  • Neuromuscular Agents
  • Peripheral Nervous System Agents
  • Relaxant (Skeletal Muscle)
  • Reproductive Effect
  • Tumor Data

Superlist Classification Code

  • DEA Schedule IV

Names and Synonyms

Name of Substance

  • Carisoprodol
  • Carisoprodol [USP:INN:BAN]

MeSH Heading

  • Carisoprodol

Synonyms

  • (+-)-2-Methyl-2-propyl-1,3-propanediol carbamate isopropylcarbamate
  • (1-Methylethyl)carbamic acid 2-(((aminocarbonyl)oxy)methyl)-2-methylpentyl ester
  • 1,3-Propanediol, 2-methyl-2-propyl-, carbamate isopropylcarbamate (ester)
  • 2-Methyl-2-propyl-1,3-propanediol carbamate isopropylcarbamate
  • 4-04-00-00520 (Beilstein Handbook Reference)
  • Apesan
  • Artifar
  • Arusal
  • Atonalyt
  • Brianil
  • BRN 1791537
  • Calenfa
  • Caprodat
  • Carbamic acid, ester with 2-(hydroxymethyl)-2-methylpentyl isopropylcarbamate
  • Carbamic acid, ester with 2-methyl-2-propyl-1,3-propanediol isopropylcarbamate
  • Carbamic acid, isopropyl-, 2-(hydroxymethyl)-2-methylpentyl ester carbamate (ester)
  • Caridolin
  • Carisol
  • Carisoma
  • Carisoprodate
  • Carisoprodatum
  • Carisoprodol
  • Carisoprodolo
  • Carisoprodolo [DCIT]
  • Carisoprodolum
  • Carisoprodolum [INN-Latin]
  • Carlsodol
  • Carlsoma
  • Carlsoprol
  • Carsodal
  • Carsodol
  • CB 8019
  • CCRIS 4764
  • Chinchen
  • Diolene
  • Domarax
  • EINECS 201-118-7
  • Fibrosona
  • Flexagilt
  • Flexagit
  • Flexal
  • Flexartal
  • Flexidon
  • HSDB 3021
  • Isobamate
  • Isomeprobamate
  • Isopropyl meprobamate
  • Isopropylcarbamic acid, ester with 2-(hydroxymethyl)-2-methylpentyl carbamate
  • Isoprotan
  • Isoprotane
  • Isoprothane
  • Izoprotan
  • Listaflex
  • Mediquil
  • Meprodat
  • Mioartrina
  • Miolisodal
  • Mioratrina
  • Mioril
  • Mioriodol
  • Muslax
  • N-Isopropyl-2-methyl-2-propyl-1,3-propanediol dicarbamate
  • NCI-C56235
  • Neotica
  • Nospasm
  • NSC 172124
  • Prazolamine
  • Rela
  • Relasom
  • Sanoma
  • Sch 7307
  • Scutamil-C
  • Skutamil
  • Soma
  • Somadril
  • Somalgit
  • Somanil
  • Stialgin
  • Tonolyt isopropyl meprobamate
  • UNII-21925K482H

Systematic Names

  • 2-Methyl-2-propyl-1,3-propanediol carbamate isopropylcarbamate
  • Carbamic acid, (1-methylethyl)-, 2-(((aminocarbonyl)oxy)methyl)-2-methylpentyl ester
  • Carbamic acid, isopropyl-, 2-(hydroxymethyl)-2-methylpentyl ester carbamate (ester)
  • Carisoprodol

Superlist Names

  • Carisoprodol
  • DEA No. 8192

Registry Numbers

CAS Registry Number

  • 78-44-4

FDA UNII

  • 21925K482H

Other Registry Number

  • 8053-63-2

System Generated Number

  • 0000078444

Structure Descriptors

InChI

1S/C12H24N2O4/c1-5-6-12(4,7-17-10(13)15)8-18-11(16)14-9(2)3/h9H,5-8H2,1-4H3,(H2,13,15)(H,14,16)

InChIKey

OFZCIYFFPZCNJE-UHFFFAOYSA-N

Smiles

C(N)(=O)OC[C@@](COC(NC(C)C)=O)(CCC)C

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 800mg/kg (800mg/kg)   Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 238, Pg. 92, 1960.
mouse LD50 intravenous 165mg/kg (165mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

PERIPHERAL NERVE AND SENSATION: SPASTIC PARALYSIS WITH OR WITHOUT SENSORY CHANGE

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES		 Journal of Pharmacology and Experimental Therapeutics. Vol. 127, Pg. 66, 1959.
mouse LD50 oral 1800mg/kg (1800mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)		 Arzneimittel-Forschung. Drug Research. Vol. 12, Pg. 340, 1962.
rabbit LD50 intravenous 124mg/kg (124mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE

BEHAVIORAL: REGIDITY		 International Journal of Neuropharmacology. Vol. 5, Pg. 305, 1966.
rat LD50 intraperitoneal 450mg/kg (450mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

PERIPHERAL NERVE AND SENSATION: SPASTIC PARALYSIS WITH OR WITHOUT SENSORY CHANGE

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES		 Journal of Pharmacology and Experimental Therapeutics. Vol. 127, Pg. 66, 1959.
rat LD50 intravenous 450mg/kg (450mg/kg)   Psychopharmacology Service Center, Bulletin. Vol. 2, Pg. 17, 1963.
rat LD50 oral 1320mg/kg (1320mg/kg) PERIPHERAL NERVE AND SENSATION: SPASTIC PARALYSIS WITH OR WITHOUT SENSORY CHANGE

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)		 Journal of Pharmacology and Experimental Therapeutics. Vol. 127, Pg. 66, 1959.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 92 deg C   EXP
log P (octanol-water) 2.360 (none)   EST
Water Solubility 300 mg/L 25 EXP
Atmospheric OH Rate Constant 3.42E-11 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.