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Substance Name: Felbamate [USAN:INN]
RN: 25451-15-4
UNII: X72RBB02N8
InChIKey: WKGXYQFOCVYPAC-UHFFFAOYSA-N

Note

  • An orphan drug; used as therapy for the treatment of partial and generalized seizures.

Molecular Formula

  • C11-H14-N2-O4

Molecular Weight

  • 238.2416
 

Classification Codes

  • Anti-Epileptic
  • Anticonvulsants
  • Central Nervous System Agents
  • Drug / Therapeutic Agent
  • Human Data

Names and Synonyms

Name of Substance

  • 2-Phenyl-1,3-propanediol dicarbamate
  • Felbamate
  • Felbamate [USAN:INN]

Synonyms

  • 2-Phenyl-1,3-propanediol dicarbamate
  • 4-06-00-05993 (Beilstein Handbook Reference)
  • BRN 3345236
  • Carbamic acid, 2-phenyltrimethylene ester
  • EINECS 247-001-4
  • Felbamate
  • Felbamato
  • Felbamato [Spanish]
  • Felbamatum
  • Felbamatum [Latin]
  • Felbatol
  • HSDB 7525
  • UNII-X72RBB02N8
  • W 554
  • W-554

Systematic Names

  • 1,3-Propanediol, 2-phenyl-, dicarbamate
  • 2-Phenylpropane-1,3-diyl dicarbamate

Registry Numbers

CAS Registry Number

  • 25451-15-4

FDA UNII

  • X72RBB02N8

System Generated Number

  • 0025451154

Structure Descriptors

InChI

1S/C11H14N2O4/c12-10(14)16-6-9(7-17-11(13)15)8-4-2-1-3-5-8/h1-5,9H,6-7H2,(H2,12,14)(H2,13,15)

InChIKey

WKGXYQFOCVYPAC-UHFFFAOYSA-N

Smiles

C(c1ccccc1)(COC(=O)N)COC(=O)N

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 659mg/kg (659mg/kg) BEHAVIORAL: TREMOR

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

SKIN AND APPENDAGES (SKIN): HAIR: OTHER
Toxicological Sciences. Vol. 45, Pg. 225, 1998.
mouse LD50 oral > 5gm/kg (5000mg/kg)   Drugs of the Future. Vol. 11, Pg. 931, 1986.
rat LD50 intraperitoneal 1625mg/kg (1625mg/kg) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE
Toxicological Sciences. Vol. 45, Pg. 225, 1998.
rat LD50 oral > 5gm/kg (5000mg/kg)   Drugs of the Future. Vol. 11, Pg. 931, 1986.
women TDLo oral 24mg/kg/2D-I (24mg/kg) SKIN AND APPENDAGES (SKIN): "DERMATITIS, ALLERGIC: AFTER SYSTEMIC EXPOSURE"

VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION
Annals of Pharmacotherpy. Vol. 29, Pg. 430, 1995.
women TDLo oral 140mg/kg (140mg/kg) BEHAVIORAL: SLEEP Pediatric Emergency Care. Vol. 11, Pg. 369, 1995.
women TDLo oral 1296mg/kg/18D (1296mg/kg) SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE"

GASTROINTESTINAL: OTHER CHANGES

SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE
Pharmacotherapy Vol. 15, Pg. 260, 1995.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 151.5 deg C   EXP
log P (octanol-water) 0.760 (none)   EST
Atmospheric OH Rate Constant 2.40E-11 cm3/molecule-sec 25 EST

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