ContaminantDB: Temazepam

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References Targets (21)XML

Record Information

Version

1.0

Creation Date

2009-07-21 20:26:20 UTC

Update Date

2026-05-14 16:24:49 UTC

Accession Number

CHEM002147

Identification

Common Name

Temazepam

Class

Small Molecule

Description

Temazepam is only found in individuals that have used or taken this drug. It is a benzodiazepine that acts as a gamma-aminobutyric acid modulator and anti-anxiety agent. [PubChem]Benzodiazepines bind nonspecifically to benzodiazepine receptors, which affects muscle relaxation, anticonvulsant activity, motor coordination, and memory. As benzodiazepine receptors are thought to be coupled to gamma-aminobutyric acid-A (GABA_A) receptors, this enhances the effects of GABA by increasing GABA affinity for the GABA receptor. Binding of the inhibitory neurotransmitter GABA to the site opens the chloride channel, resulting in a hyperpolarized cell membrane that prevents further excitation of the cell.

Contaminant Sources

HMDB Contaminants - Urine
IARC Carcinogens Group 3
STOFF IDENT Compounds
T3DB toxins
ToxCast & Tox21 Chemicals

Contaminant Type

Adjuvant, Anesthesia
Amide
Amine
Anti-Anxiety Agent
Benzodiazepine
Drug
GABA Modulator
Human Neurotoxin
Hypnotic and Sedative
Metabolite
Organic Compound
Organochloride
Synthetic Compound

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Restoril	Kegg
Hydroxydiazepam	HMDB
Methyloxazepam	HMDB
N-Methyloxazepam	HMDB
Oxydiazepam	HMDB
Apotex brand OF temazepam	MeSH, HMDB
Katwijk brand OF temazepam	MeSH, HMDB
Knoll brand OF temazepam	MeSH, HMDB
Nocturne	MeSH, HMDB
Normitab	MeSH, HMDB
Novopharm brand OF temazepam	MeSH, HMDB
Nu pharm brand OF temazepam	MeSH, HMDB
Nu temazepam	MeSH, HMDB
Nu-pharm brand OF temazepam	MeSH, HMDB
PMS Temazepam	MeSH, HMDB
PMS-Temazepam	MeSH, HMDB
Remestan	MeSH, HMDB
Sigma brand OF temazepam	MeSH, HMDB
3 Hydroxydiazepam	MeSH, HMDB
3-Hydroxydiazepam	MeSH, HMDB
AHP brand OF temazepam	MeSH, HMDB
apo-Temazepam	MeSH, HMDB
Genopharm brand OF temazepam	MeSH, HMDB
Genpharm brand OF temazepam	MeSH, HMDB
Mallinckrodt brand OF temazepam	MeSH, HMDB
Nortem	MeSH, HMDB
novo Temazepam	MeSH, HMDB
Nu-temazepam	MeSH, HMDB
Orion brand OF temazepam	MeSH, HMDB
Planum	MeSH, HMDB
Tenox	MeSH, HMDB
Wyeth brand OF temazepam	MeSH, HMDB
CT-Arzneimittel brand OF temazepam	MeSH, HMDB
apo Temazepam	MeSH, HMDB
Euhypnos	MeSH, HMDB
ICN brand OF temazepam	MeSH, HMDB
Normison	MeSH, HMDB
Norton brand OF temazepam	MeSH, HMDB
Novartis brand OF temazepam	MeSH, HMDB
Pfizer brand 1 OF temazepam	MeSH, HMDB
Pfizer brand 2 OF temazepam	MeSH, HMDB
Pharmascience brand OF temazepam	MeSH, HMDB
Scheffler brand OF temazepam	MeSH, HMDB
Signopam	MeSH, HMDB
Tema, norkotral	MeSH, HMDB
Temaze	MeSH, HMDB
Temtabs	MeSH, HMDB
CT Arzneimittel brand OF temazepam	MeSH, HMDB
Alphapharm brand OF temazepam	MeSH, HMDB
Dasuen	MeSH, HMDB
Desitin brand OF temazepam	MeSH, HMDB
Gen temazepam	MeSH, HMDB
Gen-temazepam	MeSH, HMDB
Levanxol	MeSH, HMDB
Norkotral tema	MeSH, HMDB
novo-Temazepam	MeSH, HMDB
Pronervon T	MeSH, HMDB
Temazep von CT	MeSH, HMDB
Von CT, temazep	MeSH, HMDB

Chemical Formula

C₁₆H₁₃ClN₂O₂

Average Molecular Mass

300.740 g/mol

Monoisotopic Mass

300.067 g/mol

CAS Registry Number

846-50-4

IUPAC Name

7-chloro-3-hydroxy-1-methyl-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-2-one

Traditional Name

temazepam

SMILES

CN1C2=C(C=C(Cl)C=C2)C(=NC(O)C1=O)C1=CC=CC=C1

InChI Identifier

InChI=1/C16H13ClN2O2/c1-19-13-8-7-11(17)9-12(13)14(18-15(20)16(19)21)10-5-3-2-4-6-10/h2-9,15,20H,1H3

InChI Key

InChIKey=SEQDDYPDSLOBDC-UHFFFAOYNA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as 1,4-benzodiazepines. These are organic compounds containing a benzene ring fused to a 1,4-azepine.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzodiazepines

Sub Class

1,4-benzodiazepines

Direct Parent

1,4-benzodiazepines

Alternative Parents

Substituents

1,4-benzodiazepine
Alpha-amino acid or derivatives
Aryl chloride
Aryl halide
Monocyclic benzene moiety
Benzenoid
Tertiary carboxylic acid amide
Carboxamide group
Ketimine
Lactam
Alkanolamine
Azacycle
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carboxylic acid derivative
Organic nitrogen compound
Organohalogen compound
Organochloride
Imine
Organonitrogen compound
Organooxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

benzodiazepine (CHEBI:9435 )

Biological Properties

Status

Detected and Not Quantified

Origin

Exogenous

Cellular Locations

Cytoplasm
Membrane

Biofluid Locations

Not Available

Tissue Locations

Kidney
Liver

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Solid

Appearance

White powder.

Experimental Properties

Property	Value
Melting Point	119-121°C
Boiling Point	Not Available
Solubility	164 mg/L

Predicted Properties

Property	Value	Source
Water Solubility	0.053 g/L	ALOGPS
logP	2.16	ALOGPS
logP	2.79	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	10.68	ChemAxon
pKa (Strongest Basic)	-1.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	52.9 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	81.01 m³·mol⁻¹	ChemAxon
Polarizability	30.32 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0076-1290000000-b5520ec3d2305756be73	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-0kmr-9437000000-0244d11da064e8c0d1e6	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-0udi-0019000000-f9c9fe92391b593143eb	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-0a4i-0091000000-b26b004678460e39d9db	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-0a4i-0090000000-d71ab75b6d551af5cf29	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-0a4i-0390000000-43e671827e9519f8cbd7	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-0a6r-0980000000-6fcab627ec42157d1ed9	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-0a4i-0092000000-36017deb260bb70b05cd	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-0a4i-0092000000-6a05dc5e5e75afdcbb8e	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-0390000000-d827d877da314f89978b	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-0a4i-0090000000-4d4b7b7e906e1e440ca6	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0019000000-63de5541966279a763b9	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-0a4i-0091000000-6f9aea1c6f9196a6e83b	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-0a4i-0090000000-870c794aaa0e39428afa	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 50V, Positive	splash10-0a6r-0980000000-66dedd2284e2508d3ac3	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 50V, Positive	splash10-0a6r-0980000000-675aed8b116c38e11e48	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 50V, Positive	splash10-0a6r-0980000000-5dbd9ed3345c15cac665	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0009000000-7d9e12c41cdc37869173	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0udi-0339000000-d65623eab9da4e6e0a8f	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-002f-3930000000-e6777c2ed8db44e9e193	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-0090000000-7fc31b3910bb0c20262c	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0007-0190000000-f5990016db4cbf3432da	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-052f-9340000000-37b87e4eed991dce5a03	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-0090000000-cde58810059d12ab5be7	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0002-1090000000-2dc539ab79eba1a4f1d7	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-001i-9020000000-9bd67fa93999e29b9582	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0039000000-3e8551a1d6ec2eac7db0	Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-00di-4391000000-eba55d0cdbd09c877424	Spectrum

Toxicity Profile

Route of Exposure

Oral, well absorbed, minimal first-pass metabolism.

Mechanism of Toxicity

Benzodiazepines bind nonspecifically to benzodiazepine receptors, which affects muscle relaxation, anticonvulsant activity, motor coordination, and memory. As benzodiazepine receptors are thought to be coupled to gamma-aminobutyric acid-A (GABA_A) receptors, this enhances the effects of GABA by increasing GABA affinity for the GABA receptor. Binding of the inhibitory neurotransmitter GABA to the site opens the chloride channel, resulting in a hyperpolarized cell membrane that prevents further excitation of the cell.

Metabolism

Hepatic. Temazepam is completely metabolized through conjugation prior to excretion. The major metabolite is the O-conjugate of temazepam (90%). Route of Elimination: Temazepam was completely metabolized through conjugation prior to excretion; 80% to 90% of the dose appeared in the urine. Half Life: 10-20 hours

Toxicity Values

LD50: 1963 mg/kg (oral, mice) (7) LD50: 1833 mg/kg (oral, rat) (7) LD50: >2400 mg/kg (oral, rabbit) (7)

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

3, not classifiable as to its carcinogenicity to humans. (6)

Uses/Sources

Officially indicated for severe insomnia and other severe or disabling sleep disorders. For the short-term treatment of insomnia (generally 7-10 days).

Minimum Risk Level

Not Available

Health Effects

They cause slurred speech, disorientation and "drunken" behavior. They are physically and psychologically addictive.

Symptoms

Not Available

Treatment

If the patient is conscious, vomiting should be induced mechanically or with emetics. Gastric lavage should be employed utilizing concurrently a cuffed endotracheal tube if the patient is unconscious to prevent aspiration and pulmonary complications. Maintenance of adequate pulmonary ventilation is essential. The use of pressor agents intravenously may be necessary to combat hypotension. Fluids should be administered intravenously to encourage diuresis. (8)

Concentrations

Not Available

External Links

DrugBank ID

DB00231

HMDB ID

HMDB0259493

FooDB ID

Not Available

Phenol Explorer ID

Not Available

KNApSAcK ID

Not Available

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Temazepam

Chemspider ID

5198

ChEBI ID

Not Available

PubChem Compound ID

Not Available

Kegg Compound ID

C07125

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

Not Available

Temazepam (CHEM002147)

Structure for CHEM002147: Temazepam