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Substance Name: Chlordiazepoxide [USP:INN:BAN:JAN]
RN: 58-25-3
UNII: 6RZ6XEZ3CR
InChIKey: ANTSCNMPPGJYLG-UHFFFAOYSA-N

Note

  • An anxiolytic benzodiazepine derivative with anticonvulsant, sedative, and amnesic properties. It has also been used in the symptomatic treatment of alcohol withdrawal.

Molecular Formula

  • C16-H14-Cl-N3-O

Molecular Weight

  • 299.7596
 

Classification Codes

Classification Codes

  • Adjuvants, Anesthesia
  • Anti-Anxiety Agents
  • Central Nervous System Agents
  • Central Nervous System Depressants
  • Drug / Therapeutic Agent
  • GABA Agents
  • GABA Modulators
  • Human Data
  • Hypnotics and Sedatives
  • Mutation Data
  • Neurotransmitter Agents
  • Psychotropic Drugs
  • Reproductive Effect
  • Tranquilizer (Minor)
  • Tranquilizing Agents

Superlist Classification Code

  • DEA Schedule IV

Names and Synonyms

Name of Substance

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

MeSH Heading

  • Chlordiazepoxide

Synonyms

  • 3H-1,4-Benzodiazepin-2-amine, 7-chloro-N-methyl-5-phenyl-, 4-oxide
  • 7-Chlor-2-methylamino-5-phenyl-3H-1,4-benzodiazepin-4-oxid
  • 7-Chlor-2-methylamino-5-phenyl-3H-1,4-benzodiazepin-4-oxid [German]
  • 7-Chloro-2-(methylamino)-5-phenyl-3H-1,4-benzodiazepine 4-oxide
  • 7-Chloro-N-methyl-5-phenyl-3H-1,4-benzodiazepin-2-amine 4-oxide
  • 7-Cloro-2-metilamino-5-fenil-3H-1,4-benzodiazepina 4-ossido
  • 7-Cloro-2-metilamino-5-fenil-3H-1,4-benzodiazepina 4-ossido [Italian]
  • Balance
  • Balance (pharmaceutical)
  • CDO
  • Chlordiazepoxide
  • Chlordiazepoxidum
  • Chlordiazepoxidum [INN-Latin]
  • Chlordiazepoxydum
  • Chloridiazepide
  • Chlorodiazepoxide
  • Chlozepid
  • Clordiazepossido
  • Clordiazepossido [Italian]
  • Clordiazepoxido
  • Clordiazepoxido [INN-Spanish]
  • Control
  • Decacil
  • Disarim
  • Eden
  • Eden-psich
  • EINECS 200-371-0
  • Elenium
  • Helogaphen
  • HSDB 3028
  • Ifibrium
  • Kalmocaps
  • Librelease
  • Librinin
  • Libritabs
  • Menrium
  • Mesural
  • Methaminodiazepoxide
  • Mildmen
  • Multum
  • Napoton
  • Psicosan
  • Radepur
  • Risolid
  • Silibrin
  • Sonimen
  • Tropium
  • UNII-6RZ6XEZ3CR
  • Viopsicol
  • Zeisin
  • Zetran

Systematic Names

  • 3H-1,4-Benzodiazepin-2-amine, 7-chloro-N-methyl-5-phenyl-, 4-oxide
  • 3H-1,4-Benzodiazepine, 7-chloro-2-(methylamino)-5-phenyl-, 4-oxide
  • Chlordiazepoxide

Superlist Names

  • Chlordiazepoxide
  • DEA No. 2744

Mixture Names

  • Equirex
  • Limbitrol
  • Menrium

Registry Numbers

CAS Registry Number

  • 58-25-3

FDA UNII

  • 6RZ6XEZ3CR

Related Registry Number

  • 438-41-5

System Generated Number

  • 0000058253

Structure Descriptors

InChI

1S/C16H14ClN3O/c1-18-15-10-20(21)16(11-5-3-2-4-6-11)13-9-12(17)7-8-14(13)19-15/h2-9H,10H2,1H3,(H,18,19)

InChIKey

ANTSCNMPPGJYLG-UHFFFAOYSA-N

Smiles

CNC1=Nc2ccc(cc2C(=[N+](C1)[O-])c3ccccc3)Cl

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
human TDLo oral 857ug/kg (0.857mg/kg) BEHAVIORAL: SLEEP Danish Medical Bulletin. Vol. 13, Pg. 170, 1966.
human TDLo oral 2mg/kg/2D (2mg/kg) BEHAVIORAL: SLEEP

BEHAVIORAL: ATAXIA
Journal of the Louisiana State Medical Society. Vol. 112, Pg. 142, 1960.
mouse LD50 intramuscular 366mg/kg (366mg/kg)   Drugs in Japan Vol. 6, Pg. 248, 1982.
mouse LD50 intraperitoneal 80mg/kg (80mg/kg)   United States Patent Document. Vol. #3966793,
mouse LD50 intravenous 95mg/kg (95mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Archives Internationales de Pharmacodynamie et de Therapie. Vol. 178, Pg. 216, 1969.
mouse LD50 oral 200mg/kg (200mg/kg)   United States Patent Document. Vol. #3966793,
mouse LD50 parenteral 700mg/kg (700mg/kg)   United States Patent Document. Vol. #5010077,
mouse LD50 subcutaneous 392mg/kg (392mg/kg) BEHAVIORAL: ANTICONVULSANT Acta Pharmacologica et Toxicologica. Vol. 19, Pg. 247, 1962.
rabbit LD50 oral 590mg/kg (590mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Archives Internationales de Pharmacodynamie et de Therapie. Vol. 178, Pg. 216, 1969.
rat LD50 intraperitoneal 143mg/kg (143mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 17, Pg. 242, 1967.
rat LD50 intravenous 165mg/kg (165mg/kg)   Current Therapeutic Research, Clinical & Experimental. Vol. 7, Pg. 590, 1965.
rat LD50 oral 392mg/kg (392mg/kg)   United States Patent Document. Vol. #3794726,
rat LD50 subcutaneous > 800mg/kg (800mg/kg)   Current Therapeutic Research, Clinical & Experimental. Vol. 7, Pg. 590, 1965.
women TDLo intravenous 104mg/kg/4D-C (104mg/kg) VASCULAR: BP ELEVATION NOT CHARACTERIZED IN AUTONOMIC SECTION

BEHAVIORAL: COMA

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Journal of Toxicology, Clinical Toxicology. Vol. 27, Pg. 117, 1989.
women TDLo oral 4mg/kg (4mg/kg) BEHAVIORAL: ANTIANXIETY

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: EUPHORIA
Toxicology and Applied Pharmacology. Vol. 3, Pg. 619, 1961.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 236.2 deg C   EXP
pKa Dissociation Constant 4.8 (none)   EXP
log P (octanol-water) 2.44 (none)   EXP
Water Solubility 2000 mg/L   EXP
Vapor Pressure 1.03E-11 mm Hg 25 EST
Henry's Law Constant 4.24E-17 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 8.26E-11 cm3/molecule-sec 25 EST

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