TETRAZEPAM

Details

Stereochemistry	ACHIRAL
Molecular Formula	C16H17ClN2O
Molecular Weight	288.772
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CN1C2=C(C=C(Cl)C=C2)C(=NCC1=O)C3=CCCCC3

InChI

InChIKey=IQWYAQCHYZHJOS-UHFFFAOYSA-N

InChI=1S/C16H17ClN2O/c1-19-14-8-7-12(17)9-13(14)16(18-10-15(19)20)11-5-3-2-4-6-11/h5,7-9H,2-4,6,10H2,1H3

HIDE SMILES / InChI

Molecular Formula	C16H17ClN2O
Molecular Weight	288.772
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/24845943 | https://www.ncbi.nlm.nih.gov/pubmed/26012498

Tetrazepam was the most widely prescribed muscle relaxant in Germany. After a series of studies, which have shown, that tetrazepam caused cutaneous adverse effects and toxic epidermal necrolysis, the drug was withdrawn from the market.

Approval Year

PubMed

Title	Date	PubMed
The usefulness of patch testing on the previously most severely affected site in a cutaneous adverse drug reaction to tetrazepam.	2001 Apr	11336014
Occupational contact allergy to tetrazepam.	2001 Jun	11417526
[Fatal toxic epidermal necrolysis associated with tetrazepam.	2001 Mar-Apr	11471372
Tetrazepam drug sensitivity -- usefulness of the patch test.	2002 Sep	12492544
Major bleeding during combined treatment with indomethacin and low doses of acenocoumarol in a homozygous patient for 2C9*3 variant of cytochrome p-450 CYP2C9.	2003 Jul	12876643
[Medical treatment of spasticity].	2003 May	12746699
Screening, library-assisted identification and validated quantification of 23 benzodiazepines, flumazenil, zaleplone, zolpidem and zopiclone in plasma by liquid chromatography/mass spectrometry with atmospheric pressure chemical ionization.	2004 Aug	15329838
Sex-dependent modulation of treatment response.	2004 Mar	22034399
Toxic epidermal necrolysis caused by tetrazepam.	2006 Oct	17040464
Medicolegal aspects of tetrazepam metabolism.	2007 May	17021899
[Current differential diagnosis of hypereosinophilic syndrome].	2007 Nov-Dec	18666600
Systemic dermatitis due to tetrazepam.	2008	18973107
Unraveling the metabolic transformation of tetrazepam to diazepam with mass spectrometric methods.	2008 Dec	18949465
Patch testing in non-immediate drug eruptions.	2008 Jun 15	20525127
Metabolic studies of tetrazepam based on electrochemical simulation in comparison to in vivo and in vitro methods.	2009 Apr 10	19233363
Development and validation of an EI-GC-MS method for the determination of benzodiazepine drugs and their metabolites in blood: applications in clinical and forensic toxicology.	2010 Aug 1	20172681
An updated overview of clinical guidelines for the management of non-specific low back pain in primary care.	2010 Dec	20602122
Patient-reported-outcomes in subjects with painful lumbar or cervical radiculopathy treated with pregabalin: evidence from medical practice in primary care settings.	2010 Jun	19798503
[Multimodal treatment of chronic unspecific low back pain].	2010 Mar-Apr	20831016
Analysis of six benzodiazepines in vitreous humor by high-performance liquid chromatography-photodiode-array detection.	2010 Nov	21073805

Patents

Sample Use Guides

In Vivo Use Guide

Tetrazepam was given orally as a single dose of 50 mg and repeated administration for 5 consecutive days of 50 mg at 12-h intervals, in tablet form

Route of Administration: Oral

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:28:29 GMT 2023` Edited by `admin` on `Fri Dec 15 15:28:29 GMT 2023`
Record UNII	FO92091VP8
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

TETRAZEPAM

Official Name

English

Tetrazepam [WHO-DD]

Common Name

English

CB 4261

Code

English

tetrazepam [INN]

Common Name

English

TETRAZEPAM [EP MONOGRAPH]

Common Name

English

TETRAZEPAM [MART.]

Common Name

English

MYOLASTAN

Brand Name

English

CB-4261

Code

English

TETRAZEPAM [MI]

Common Name

English

Classification Tree Code System Code

WHO-VATC

QM03BX07