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Substance Name: Proxibarbal [INN]
RN: 2537-29-3
UNII: F97OMS297F
InChIKey: VNLMRPAWAMPLNZ-UHFFFAOYSA-N

Note

  • A derivative of barbituric acid that isomerizes easily, totally lacks the hypnotic properties of the other barbiturates, and has instead tranquilizing activity.

Molecular Formula

  • C10-H14-N2-O4

Molecular Weight

  • 226.2306
 

Classification Codes

  • Central Nervous System Agents
  • Central Nervous System Depressants
  • Drug / Therapeutic Agent
  • Hypnotics and Sedatives
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Names and Synonyms

Name of Substance

  • Proxibarbal
  • Proxibarbal [INN]

Synonyms

  • 5-(2-Hydroxypropyl)-5-(2-propenyl)-2,4,6(1H,3H,5H)-pyrimidinetrione
  • 5-25-03-00294 (Beilstein Handbook Reference)
  • 5-Allilo-5-(beta-hydroksypropylo)-barbiturowy
  • 5-Allilo-5-(beta-hydroksypropylo)-barbiturowy [Polish]
  • 5-Allyl-5-(2-hydroxypropyl)barbituric acid
  • 5-Allyl-5-(beta-hydroxypropyl)malonylurea
  • Axeen
  • BRN 0219840
  • Centralgol
  • Centralgyl
  • EINECS 219-803-4
  • HH 184
  • Hydroxydial
  • Ipronal
  • Kwas 5-allilo-5-(beta-hydroksy-propylo)barbiturowy
  • Kwas 5-allilo-5-(beta-hydroksy-propylo)barbiturowy [Polish]
  • Proxibarbal
  • Proxibarbalum
  • Proxibarbalum [INN-Latin]
  • Proxibarbital
  • UNII-F97OMS297F

Systematic Names

  • 2,4,6(1H,3H,5H)-Pyrimidinetrione, 5-(2-hydroxypropyl)-5-(2-propenyl)- (9CI)
  • 5-Allyl-5-(2-hydroxypropyl)barbituric acid
  • Barbituric acid, 5-allyl-5-(2-hydroxypropyl)-
  • Proxibarbal

Registry Numbers

CAS Registry Number

  • 2537-29-3

FDA UNII

  • F97OMS297F

System Generated Number

  • 0002537293

Structure Descriptors

InChI

1S/C10H14N2O4/c1-3-4-10(5-6(2)13)7(14)11-9(16)12-8(10)15/h3,6,13H,1,4-5H2,2H3,(H2,11,12,14,15,16)

InChIKey

VNLMRPAWAMPLNZ-UHFFFAOYSA-N

Smiles

CC(CC1(C(=O)NC(=O)NC1=O)CC=C)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 2500mg/kg (2500mg/kg)   Archiwum Immunologii i Terapii Doswiadczalnej. Vol. 7, Pg. 95, 1959.
rabbit LD50 intravenous 1gm/kg (1000mg/kg)   Archiwum Immunologii i Terapii Doswiadczalnej. Vol. 6, Pg. 749, 1958.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 157-158 deg C   EXP
log P (octanol-water) -0.05 (none)   EXP
Water Solubility 3.52E+04 mg/L 25 EST
Vapor Pressure 9.58E-15 mm Hg 25 EST
Henry's Law Constant 1.73E-17 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 4.51E-11 cm3/molecule-sec 25 EST

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