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Substance Name: Midazolam [USP:INN:BAN:JAN]
RN: 59467-70-8
UNII: R60L0SM5BC
InChIKey: DDLIGBOFAVUZHB-UHFFFAOYSA-N

Note

  • A short-acting hypnotic-sedative drug with anxiolytic and amnestic properties. It is used in dentistry, cardiac surgery, endoscopic procedures, as preanesthetic medication, and as an adjunct to local anesthesia. The short duration and cardiorespiratory stability makes it useful in poor-risk, elderly, and cardiac patients. It is water-soluble at pH less than 4 and lipid-soluble at physiological pH.

Molecular Formula

  • C18-H13-Cl-F-N3

Molecular Weight

  • 325.7727
 

Classification Codes

Classification Codes

  • Adjuvants, Anesthesia
  • Anesthetics
  • Anesthetics, General
  • Anesthetics, Intravenous
  • 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
  • Tranquilizing Agents

Superlist Classification Code

  • DEA Schedule IV

Names and Synonyms

Name of Substance

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

MeSH Heading

  • Midazolam

Synonyms

  • 8-Chlor-6-(2-fluorphenyl)-1-methyl-4H-imidazo(1,5-a)(1,4)benzodiazepin
  • 8-Chloro-6-(o-fluorophenyl)-1-methyl-4H-imidazo(1,5-a)(1,4)benzodiazepine
  • BRN 0625572
  • Dormicum
  • EINECS 261-774-5
  • HSDB 6751
  • Midazolam
  • Midazolamum
  • Midazolamum [INN-Latin]
  • Ro 21-3981
  • UNII-R60L0SM5BC
  • USL261

Systematic Names

  • 4H-Imidazo(1,5-a)(1,4)benzodiazepine, 8-chloro-6-(2-fluorophenyl)-1-methyl-
  • Midazolam

Superlist Names

  • DEA No. 2884
  • Midazolam

Registry Numbers

CAS Registry Number

  • 59467-70-8

FDA UNII

  • R60L0SM5BC

System Generated Number

  • 0059467708

Structure Descriptors

InChI

1S/C18H13ClFN3/c1-11-21-9-13-10-22-18(14-4-2-3-5-16(14)20)15-8-12(19)6-7-17(15)23(11)13/h2-9H,10H2,1H3

InChIKey

DDLIGBOFAVUZHB-UHFFFAOYSA-N

Smiles

Cc1ncc2n1-c3ccc(cc3C(=NC2)c4ccccc4F)Cl

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
child TDLo oral 500ug/kg (0.5mg/kg) BEHAVIORAL: EXCITEMENT Annals of Emergency Medicine. Vol. 24, Pg. 1173, 1994.
mouse LD50 intramuscular > 50mg/kg (50mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE
Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 13(Suppl,
mouse LD50 intravenous 50mg/kg (50mg/kg)   British Journal of Clinical Pharmacology. Vol. 16, Pg. 37S, 1983.
mouse LDLo oral 500mg/kg (500mg/kg) SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE

BEHAVIORAL: ATAXIA

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 13(Suppl,
rat LD50 intramuscular > 50mg/kg (50mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 13(Suppl,
rat LD50 intravenous 75mg/kg (75mg/kg)   British Journal of Clinical Pharmacology. Vol. 16, Pg. 37S, 1983.
rat LD50 oral 215mg/kg (215mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: ATAXIA

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 13(Suppl,
women TDLo intravenous 74ug/kg/1M-C (0.074mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Australian and New Zealand Journal of Medicine. Vol. 25, Pg. 743, 1995.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 159 deg C   EXP
log P (octanol-water) 4.330 (none)   EST
Atmospheric OH Rate Constant 1.16E-10 cm3/molecule-sec 25 EST

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