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Substance Name: Zolpidem tartrate [USAN:USP]
RN: 99294-93-6
UNII: WY6W63843K
InChIKey: VXRDAMSNTXUHFX-CEAXSRTFSA-N

Note

  • A nonbenzodiazepine; benzodiazepine receptor agonist; one of the so-called of Z drugs (zopiclone, eszopiclone, zolpidem, and zaleplon) for which there is some correlation with tumors.

Molecular Formula

  • C19-H21-N3-O.1/2C4-H6-O6

Molecular Weight

  • 764.8752
 

Classification Codes

  • Drug / Therapeutic Agent
  • Human Data
  • Reproductive Effect
  • Sedative-Hypnotic
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Names and Synonyms

Name of Substance

  • Zolpidem tartrate [USAN:USP]

Synonyms

  • Ambien
  • Ambien CR
  • Bilcam
  • Cymerion
  • Dalparan
  • Durnit
  • Edluar
  • Eudorm
  • HSDB 7045
  • Imidazo(1,2-a)pyridine-3-acetamide, N,N,6-trimethyl-2-(4-methylphenyl)-, (R-(R*,R*))-2,3-dihydroxybutanedioate (2:1)
  • Intermezzo
  • Ivadal
  • Myslee
  • N,N,6-Trimethyl-2-p-tolylimidazo(1,2-a)pyridine-3-acetamide L-(+)-tartrate (2:1)
  • Niotal
  • SL 80.0750-23N
  • Somit
  • Stilnoct
  • Stilnox
  • Stimox
  • Sumenan
  • Tovalt ODT
  • UNII-WY6W63843K
  • Zolpidem hemitartrate
  • Zolpidem L-( )-hemitartrate
  • Zolpidem tart
  • Zolpidem tartrate
  • Zolpimist

Systematic Names

  • Imidazo(1,2-a)pyridine-3-acetamide, N,N,6-trimethyl-2-(4-methylphenyl)-, (2R,3R)-2,3-dihydroxybutanedioate (2:1)
  • Imidazo(1,2-a)pyridine-3-acetamide, N,N,6-trimethyl-2-(4-methylphenyl)-, (R-(R*,R*))-2,3-dihydroxybutanedioate (2:1)

Superlist Names

  • Ambien
  • DEA No. 2783

Registry Numbers

CAS Registry Number

  • 99294-93-6

FDA UNII

  • WY6W63843K

System Generated Number

  • 0099294936

Molecular Formulas

Molecular Formula

  • C19-H21-N3-O.1/2C4-H6-O6

Molecular Formula Fragments

  • C19-H21-N3-O
  • C4-H6-O6
  • COMPONENT

Structure Descriptors

InChI

1S/2C19H21N3O.C4H6O6/c2*1-13-5-8-15(9-6-13)19-16(11-18(23)21(3)4)22-12-14(2)7-10-17(22)20-19;5-1(3(7)8)2(6)4(9)10/h2*5-10,12H,11H2,1-4H3;1-2,5-6H,(H,7,8)(H,9,10)/t;;1-,2-/m..1/s1

InChIKey

VXRDAMSNTXUHFX-CEAXSRTFSA-N

Smiles

CN(C)C(=O)Cc1c(nc2ccc(C)cn12)c3ccc(C)cc3.CN(C)C(=O)Cc4c(nc5ccc(C)cn45)c6ccc(C)cc6.O[C@H]([C@@H](O)C(=O)O)C(=O)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
child TDLo oral 500ug/kg (0.5mg/kg) BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS" Journal of Toxicology, Clinical Toxicology. Vol. 35, Pg. 453, 1997.
child TDLo oral 5mg/kg (5mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

CARDIAC: PULSE RATE INCREASE WITHOUT FALL IN BP
Journal of Toxicology, Clinical Toxicology. Vol. 35, Pg. 453, 1997.
human TDLo oral 857ug/kg (0.857mg/kg) VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION

CARDIAC: PULSE RATE INCREASE WITHOUT FALL IN BP
Journal of Toxicology, Clinical Toxicology. Vol. 32, Pg. 391, 1994.
man TDLo oral 143ug/kg (0.143mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) Journal of Clinical Pyschopharmacology. Vol. 14, Pg. 150, 1994.
man TDLo oral 4286ug/kg (4.286mg/kg) BEHAVIORAL: COMA

LUNGS, THORAX, OR RESPIRATION: BRONCHIOLAR CONSTRICTION

VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION
Human & Experimental Toxicology. Vol. 9, Pg. 105, 1990.
mouse LD50 oral 695mg/kg (695mg/kg)   Journal of Toxicology, Clinical Toxicology. Vol. 32, Pg. 391, 1994.
rat LD50 oral 2700mg/kg (2700mg/kg)   Journal of Toxicology, Clinical Toxicology. Vol. 32, Pg. 391, 1994.
women LDLo oral 6mg/kg (6mg/kg) BLOOD: OTHER CHANGES Forensic Science International. Vol. 78, Pg. 165, 1996.
women TDLo oral 200ug/kg (0.2mg/kg) SENSE ORGANS AND SPECIAL SENSES: VISUAL FIELD CHANGES: EYE

BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS"
Lancet. Vol. 342, Pg. 443, 1993.