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Substance Name: Ethinamate [USP:INN:BAN:JAN]
RN: 126-52-3
UNII: IAN371PP48
InChIKey: GXRZIMHKGDIBEW-UHFFFAOYSA-N

Note

  • Short duration hypnotic with fast onset & relatively low toxicity; may cause dependence.

Molecular Formula

  • C9-H13-N-O2

Molecular Weight

  • 167.207
 

Classification Codes

Classification Codes

  • Drug / Therapeutic Agent
  • Human Data
  • Reproductive Effect

Superlist Classification Code

  • DEA Schedule IV
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Names and Synonyms

Name of Substance

  • Ethinamate
  • Ethinamate [USP:INN:BAN:JAN]

Synonyms

  • 1-Ethinylcyclohexyl carbamate
  • 1-Ethinylcyclohexyl carbonate
  • 1-Ethynylcyclohexanol carbamate
  • 1-Ethynylcyclohexyl carbamate
  • 4-06-00-00349 (Beilstein Handbook Reference)
  • Aethinyl-cyclohexyl-carbamat
  • Aethinyl-cyclohexyl-carbamat [German]
  • BRN 1946056
  • Carbamate de l'ethinylcyclohexanol
  • Carbamate de l'ethinylcyclohexanol [French]
  • Carbamic acid, 1-ethynylcyclohexyl ester
  • Cyclohexanol, 1-ethynyl-, carbamate
  • EINECS 204-789-4
  • Ethinamat
  • Ethinamate
  • Ethinamatum
  • Ethinamatum [INN-Latin]
  • Ethynylcyclohexyl carbamate
  • Etinamate
  • Etinamato
  • Etinamato [INN-Spanish]
  • HSDB 3325
  • NSC 11538
  • UNII-IAN371PP48
  • USAF EL-42
  • Valamin
  • Valamina
  • Valaminetta
  • Valaminettae
  • Valaminetten
  • Valmid
  • Valmidate
  • Volamin

Systematic Names

  • Cyclohexanol, 1-ethynyl-, 1-carbamate
  • Cyclohexanol, 1-ethynyl-, carbamate
  • Ethinamate

Superlist Names

  • DEA No. 2545
  • Ethinamate

Registry Numbers

CAS Registry Number

  • 126-52-3

FDA UNII

  • IAN371PP48

System Generated Number

  • 0000126523

Structure Descriptors

InChI

1S/C9H13NO2/c1-2-9(12-8(10)11)6-4-3-5-7-9/h1H,3-7H2,(H2,10,11)

InChIKey

GXRZIMHKGDIBEW-UHFFFAOYSA-N

Smiles

C1(OC(N)=O)(CCCCC1)C#C

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 intravenous 144mg/kg (144mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: GENERAL ANESTHETIC
Journal of the American Pharmaceutical Association, Scientific Edition. Vol. 45, Pg. 40, 1956.
dog LD50 oral 190mg/kg (190mg/kg)   Drugs in Japan Vol. 6, Pg. 111, 1982.
guinea pig LD50 oral 250mg/kg (250mg/kg)   Compilation of LD50 Values of New Drugs.
guinea pig LDLo rectal 400mg/kg (400mg/kg)   Toho Igakkai Zasshi. Journal of Medical Society of Toho University. Vol. 7, Pg. 513, 1960.
human LDLo oral 57mg/kg (57mg/kg)   Toho Igakkai Zasshi. Journal of Medical Society of Toho University. Vol. 7, Pg. 513, 1960.
mouse LD50 intraperitoneal 300mg/kg (300mg/kg)   National Technical Information Service. Vol. AD277-689,
mouse LD50 intravenous 108mg/kg (108mg/kg)   Journal of the American Pharmaceutical Association, Scientific Edition. Vol. 45, Pg. 40, 1956.
mouse LD50 oral 490mg/kg (490mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) Journal of the American Pharmaceutical Association, Scientific Edition. Vol. 45, Pg. 40, 1956.
rabbit LD50 oral 1gm/kg (1000mg/kg)   "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972Vol. -, Pg. 414, 1972.
rat LD50 intraperitoneal 296mg/kg (296mg/kg)   United States Patent Document. Vol. #4335138,
rat LD50 intravenous 157mg/kg (157mg/kg) BEHAVIORAL: GENERAL ANESTHETIC

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Journal of the American Pharmaceutical Association, Scientific Edition. Vol. 45, Pg. 40, 1956.
rat LD50 oral 331mg/kg (331mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: GENERAL ANESTHETIC
Journal of the American Pharmaceutical Association, Scientific Edition. Vol. 45, Pg. 40, 1956.
rat LD50 subcutaneous 390mg/kg (390mg/kg)   "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972Vol. -, Pg. 414, 1972.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 96 deg C   EXP
log P (octanol-water) 1.930 (none)   EST
Water Solubility 2500 mg/L 25 EXP
Atmospheric OH Rate Constant 1.68E-11 cm3/molecule-sec 25 EST

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