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Substance Name: Ethchlorvynol [USP:INN:BAN]
RN: 113-18-8
UNII: 6EIM3851UZ
InChIKey: ZEHYJZXQEQOSON-AATRIKPKSA-N

Note

  • A sedative and hypnotic that has been used in the short-term management of INSOMNIA. Its use has been superseded by other drugs.

Molecular Formula

  • C7-H9-Cl-O

Molecular Weight

  • 144.6
 

Classification Codes

Classification Codes

  • Central Nervous System Agents
  • Central Nervous System Depressants
  • Drug / Therapeutic Agent
  • Human Data
  • Hypnotics and Sedatives
  • Reproductive Effect
  • Sedative-Hypnotic

Superlist Classification Code

  • DEA Schedule IV
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Names and Synonyms

Name of Substance

  • Ethchlorvynol
  • Ethchlorvynol [USP:INN:BAN]

MeSH Heading

  • Ethchlorvynol

Synonyms

  • 1-Chloro-3-ethyl-1-penten-4-yn-3-ol
  • 1-Chloro-3-ethylpent-1-4-yn-3-ol
  • 1-Penten-4-yn-3-ol, 1-chloro-3-ethyl-
  • 3-(beta-Chlorovinyl)-1-pentyn-3-ol
  • 4-01-00-02315 (Beilstein Handbook Reference)
  • 5-Chloro-3-ethylpent-1-yn-4-en-3-ol
  • A 71
  • Aethyl-chlorvynol
  • AI3-23721
  • Alvinol
  • Arvynol
  • beta-Chlorovinyl ethyl ethynyl carbinol
  • beta-Chlorvinyl ethyl ethynyl carbinol
  • BRN 1702245
  • Etchlorvinolo
  • Etclorvinol
  • Etclorvinol [INN-Spanish]
  • Ethchlorovynol
  • Ethchlorvinol
  • Ethchlorvinyl
  • Ethchlorvynol
  • Ethchlorvynolum
  • Ethchlorvynolum [INN-Latin]
  • Ethclorvynol
  • Ethochlorvynol
  • Ethychlorvynol
  • Ethyl beta-chlorovinyl ethynyl carbinol
  • HSDB 3079
  • Normonson
  • Normosan
  • Normoson
  • Nostel
  • NSC 30372
  • Placidil
  • Placidyl
  • Roeridorm
  • Serenil
  • Serensil
  • UNII-6EIM3851UZ

Systematic Name

  • 1-Penten-4-yn-3-ol, 1-chloro-3-ethyl-

Superlist Names

  • DEA No. 2540
  • Ethchlorvynol

Registry Numbers

CAS Registry Number

  • 113-18-8

FDA UNII

  • 6EIM3851UZ

System Generated Number

  • 0000113188

Structure Descriptors

InChI

1S/C7H9ClO/c1-3-7(9,4-2)5-6-8/h1,5-6,9H,4H2,2H3/b6-5+

InChIKey

ZEHYJZXQEQOSON-AATRIKPKSA-N

Smiles

C(\[C@@](CC)(C#C)O)=C\Cl

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
bird - wild LD50 oral 42mg/kg (42mg/kg)   Toxicology and Applied Pharmacology. Vol. 21, Pg. 315, 1972.
dog LD50 intravenous 55mg/kg (55mg/kg)   "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972Vol. -, Pg. 420, 1972.
human TDLo oral 107mg/kg (107mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: COMA

LUNGS, THORAX, OR RESPIRATION: ACUTE PULMONARY EDEMA
Critical Care Medicine. Vol. 9, Pg. 677, 1981.
mouse LD50 intraperitoneal 275mg/kg (275mg/kg)   "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972Vol. -, Pg. 420, 1972.
mouse LD50 oral 290mg/kg (290mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 114, Pg. 326, 1955.
mouse LD50 subcutaneous 240mg/kg (240mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 114, Pg. 326, 1955.
rat LD50 subcutaneous 200mg/kg (200mg/kg)   "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972Vol. -, Pg. 420, 1972.
women TDLo multiple routes 90mg/kg (90mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION

BEHAVIORAL: COMA

LUNGS, THORAX, OR RESPIRATION: ACUTE PULMONARY EDEMA
Critical Care Medicine. Vol. 9, Pg. 677, 1981.
women TDLo oral 10mg/kg (10mg/kg) BEHAVIORAL: GENERAL ANESTHETIC British Medical Journal. Vol. 2, Pg. 1610, 1962.
women TDLo oral 15mg/kg/2D (15mg/kg) BLOOD: THROMBOCYTOPENIA Annals of Internal Medicine. Vol. 77, Pg. 73, 1972.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point < 25 deg C   EXP
Boiling Point 174 deg C   EXP
log P (octanol-water) 1.650 (none)   EST
Vapor Pressure 0.1 mm Hg 29 EXP
Atmospheric OH Rate Constant 2.27E-11 cm3/molecule-sec 25 EST

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