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Substance Name: Tybamate [USAN:INN:BAN:NF]
RN: 4268-36-4
UNII: 3875LLL8M8
InChIKey: PRBORDFJHHAISJ-UHFFFAOYSA-N

Classification Codes

  • Drug / Therapeutic Agent
  • Human Data
  • Tranquilizer (Minor)

Molecular Formula

  • C13-H26-N2-O4

Molecular Weight

  • 274.3584
 
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Names and Synonyms

Name of Substance

  • Tybamate
  • Tybamate [USAN:INN:BAN:NF]

Synonyms

  • 1,3-Propanediol, 2-methyl-2-propyl-, butylcarbamate carbamate
  • 2-(Hydroxymethyl)-2-methylpentyl butylcarbamate carbamate
  • 2-Methyl-2-propyl-1,3-propanediol butylcarbamate carbamate
  • 2-Methyl-2-propyltrimethylene butylcarbamate carbamate
  • Benvil
  • BRN 1970468
  • Butylcarbamic acid 2-(((aminocarbonyl)oxy)methyl)-2-methylpentyl ester
  • Carbamate of 2-(hydroxymethyl)-2-methylpentyl ester of butylcarbamic acid
  • Carbamic acid, butyl-, 2-(((aminocarbonyl)oxy)methyl)-2-methylpentyl ester
  • Carbamic acid, butyl-, 2-(hydroxymethyl)-2-methylpentyl ester carbamate (ester)
  • Carbamic acid, butyl-, 2-(hydroxymethyl)-2-methylpentyl ester, carbamate
  • Carbamic acid, ester with 2-(hydroxymethyl)-2-methylpentyl butylcarbamate
  • Carbamic acid, ester with 2-methyl-2-propyl-1,3-propanediol butylcarbamate
  • Depran
  • Effisax
  • EINECS 224-254-9
  • HSDB 3410
  • Idalene
  • n-Butyl-2-methyl-2-propyl-1,3-propanediol dicarbamate
  • N-n-Butyl-2-methyl-2-propyl-1,3-propanediol dicarbamate
  • Nospan
  • NSC 172126
  • Reposan
  • Solacen
  • Solacin
  • Tibamate
  • Tibamato
  • Tibamato [INN-Spanish]
  • Tibamax
  • Tybamate
  • Tybamatum
  • Tybamatum [INN-Latin]
  • Tybatran
  • UNII-3875LLL8M8
  • W 713

Systematic Names

  • Carbamic acid, butyl-, 2-(((aminocarbonyl)oxy)methyl)-2-methylpentyl ester
  • Carbamic acid, butyl-, 2-(hydroxymethyl)-2-methylpentyl ester carbamate (ester) (8CI)
  • Carbamic acid, butyl-, ester with 2-(hydroxymethyl)-2-methylpentyl carbamate
  • Tybamate

Registry Numbers

CAS Registry Number

  • 4268-36-4

FDA UNII

  • 3875LLL8M8

System Generated Number

  • 0004268364

Structure Descriptors

InChI

1S/C13H26N2O4/c1-4-6-8-15-12(17)19-10-13(3,7-5-2)9-18-11(14)16/h4-10H2,1-3H3,(H2,14,16)(H,15,17)

InChIKey

PRBORDFJHHAISJ-UHFFFAOYSA-N

Smiles

CCCCNC(=O)OCC(C)(CCC)COC(=O)N

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
human TDLo oral 18mg/kg/D (18mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS"

GASTROINTESTINAL: NAUSEA OR VOMITING
Journal of the American Geriatrics Society. Vol. 12, Pg. 1066, 1964.
mouse LD50 intraperitoneal 482mg/kg (482mg/kg)   Toxicology and Applied Pharmacology. Vol. 19, Pg. 93, 1971.
mouse LD50 intravenous 254mg/kg (254mg/kg)   "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972Vol. -, Pg. 418, 1972.
mouse LD50 oral 800mg/kg (800mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 181, Pg. 68, 1969.
rabbit LD50 intravenous 105mg/kg (105mg/kg) SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE

BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

BEHAVIORAL: REGIDITY
International Journal of Neuropharmacology. Vol. 5, Pg. 305, 1966.
rat LD50 intraperitoneal 328mg/kg (328mg/kg)   Toxicology and Applied Pharmacology. Vol. 19, Pg. 93, 1971.
rat LD50 oral 1040mg/kg (1040mg/kg)   "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972Vol. -, Pg. 418, 1972.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 50 deg C   EXP
log P (octanol-water) 2.920 (none)   EST
Atmospheric OH Rate Constant 3.07E-11 cm3/molecule-sec 25 EST

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