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Substance Name: Alprazolam [USAN:USP:INN:BAN:JAN]
RN: 28981-97-7
UNII: YU55MQ3IZY
InChIKey: VREFGVBLTWBCJP-UHFFFAOYSA-N

Note

  • A triazolobenzodiazepine compound with antianxiety and sedative-hypnotic actions, that is efficacious in the treatment of PANIC DISORDERS, with or without AGORAPHOBIA, and in generalized ANXIETY DISORDERS. (From AMA Drug Evaluations Annual, 1994, p238)

Molecular Formula

  • C17-H13-Cl-N4

Molecular Weight

  • 308.7707
 

Classification Codes

Classification Codes

  • Anti-Anxiety Agents
  • Central Nervous System Agents
  • Central Nervous System Depressants
  • Drug / Therapeutic Agent
  • GABA Agents
  • GABA Modulators
  • Human Data
  • Hypnotics and Sedatives
  • Neurotransmitter Agents
  • Psychotropic Drugs
  • Reproductive Effect
  • Sedative-Hypnotic
  • Tranquilizing Agents

Superlist Classification Code

  • DEA Schedule IV

Names and Synonyms

Name of Substance

  • Alprazolam
  • Alprazolam [USAN:USP:INN:BAN:JAN]

MeSH Heading

  • Alprazolam

Synonyms

  • 4H-(1,2,4)Triazolo(4,3-alpha)(1,4)benzodiazepine, 8-chloro-1-methyl-6-phenyl-
  • 8-Chloro-1-methyl-6-phenyl-4H-s-triazolo(4,3-a)(1,4)benzodiazepine
  • Alcelam
  • Algad
  • Alpaz
  • Alplax
  • Alpram
  • Alprax
  • Alprazolam
  • Alprazolam extended release tablets
  • Alprazolam intensol
  • Alprazolamum
  • Alprazolamum [INN-Latin]
  • Alpronax
  • Alprox
  • Alzam
  • Alzolam
  • Alzon
  • Anpress
  • Apo-Alpraz
  • Azor
  • Bestrol
  • BRN 1223125
  • Cassadan
  • Constan
  • D 65MT
  • EINECS 249-349-2
  • Esparon
  • Frontal
  • Gen-Alprazolan
  • Helex
  • HSDB 7207
  • Intensol
  • Kalma
  • Ksalol
  • Mialin
  • Neurol
  • Niravam
  • Novo-Alprazol
  • Nu-Alpraz
  • Panix
  • Pharnax
  • Prazam
  • Prazolan
  • Prinox
  • Ralozam
  • Relaxol
  • Restyl
  • Solanax
  • Tafil
  • Tafil D
  • Tensivan
  • Trankimazin
  • Tranquinal
  • Tricalma
  • Tus 1
  • TUS-1
  • U 31889
  • U-31,889
  • UNII-YU55MQ3IZY
  • Unilan
  • Valeans
  • Xanagis
  • Xanax
  • Xanax TS
  • Xanax XR
  • Xanolam
  • Xanor
  • Zacetin
  • Zanapam
  • Zaxan
  • Zenax
  • Zolam
  • Zolarem
  • Zoldac
  • Zoldax
  • Zopax
  • Zopic
  • Zotran

Systematic Names

  • 4H-(1,2,4)Triazolo(4,3-a)(1,4)benzodiazepine, 8-chloro-1-methyl-6-phenyl-
  • 4H-s-Triazolo(4,3-a)(1,4)benzodiazepine, 8-chloro-1-methyl-6-phenyl-
  • Alprazolam

Superlist Names

  • Alprazolam
  • DEA No. 2882

Registry Numbers

CAS Registry Number

  • 28981-97-7

FDA UNII

  • YU55MQ3IZY

System Generated Number

  • 0028981977

Structure Descriptors

InChI

1S/C17H13ClN4/c1-11-20-21-16-10-19-17(12-5-3-2-4-6-12)14-9-13(18)7-8-15(14)22(11)16/h2-9H,10H2,1H3

InChIKey

VREFGVBLTWBCJP-UHFFFAOYSA-N

Smiles

c12c(C(c3ccccc3)=NCc3n1c(nn3)C)cc(Cl)cc2

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
child TDLo oral 75ug/kg (0.075mg/kg) BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS"

BEHAVIORAL: MUSCLE WEAKNESS
Medical Toxicology. Vol. 1, Pg. 411, 1986.
man TDLo oral 160ug/kg/4D-I (0.16mg/kg) BEHAVIORAL: EXCITEMENT American Journal of Psychiatry. Vol. 142, Pg. 859, 1985.
mouse LD50 intraperitoneal 380mg/kg (380mg/kg) BEHAVIORAL: ANTIPSYCHOTIC

BEHAVIORAL: MUSCLE WEAKNESS

BEHAVIORAL: FOOD INTAKE (ANIMAL)
Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 8, Pg. 4687, 1980.
mouse LD50 oral 770mg/kg (770mg/kg) AUTONOMIC NERVOUS SYSTEM: "SMOOTH MUSCLE RELAXANT (MECHANISM UNDEFINED, SPASMOLYTIC)"

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Cesko-Slovenska Farmacie. Vol. 37, Pg. 443, 1988.
mouse LD50 subcutaneous > 5gm/kg (5000mg/kg) BEHAVIORAL: FOOD INTAKE (ANIMAL)

AUTONOMIC NERVOUS SYSTEM: "SMOOTH MUSCLE RELAXANT (MECHANISM UNDEFINED, SPASMOLYTIC)"
Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 8, Pg. 4687, 1980.
rat LD50 intraperitoneal 355mg/kg (355mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)

BEHAVIORAL: ANTIPSYCHOTIC
Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 8, Pg. 4695, 1980.
rat LD50 oral 1220mg/kg (1220mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)

BEHAVIORAL: ANTIPSYCHOTIC
Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 8, Pg. 4695, 1980.
rat LD50 subcutaneous > 5gm/kg (5000mg/kg) AUTONOMIC NERVOUS SYSTEM: "SMOOTH MUSCLE RELAXANT (MECHANISM UNDEFINED, SPASMOLYTIC)"

BEHAVIORAL: FOOD INTAKE (ANIMAL)

BEHAVIORAL: ATAXIA
Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 8, Pg. 4695, 1980.
women TDLo oral 20ug/kg/1D-I (0.02mg/kg) BEHAVIORAL: EUPHORIA American Journal of Psychiatry. Vol. 141, Pg. 1127, 1984.

Physical Properties

Physical Property Value Units Temp (deg C) Source
log P (octanol-water) 2.12 (none)   EXP
Water Solubility 13.1 mg/L 25 EST
Vapor Pressure 1.65E-08 mm Hg 25 EST
Henry's Law Constant 9.77E-12 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 7.62E-12 cm3/molecule-sec 25 EST

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