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

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which have shown, that tetrazepam caused cutaneous adverse effects and toxic epidermal necrolysis, the drug was withdrawn from the market.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
Adverse reaction to tetrazepam.	2001	11642573
[Fatal toxic epidermal necrolysis associated with tetrazepam.	2001 Mar-Apr	11471372
[Analysis of benzodiazepine derivative mixture by gas-liquid chromatography].	2002	12474705
Formulating and stability of benzodiazepines in a new lipid emulsion formulation.	2002 Nov	12611276
Direct injection micellar liquid chromatographic determination of benzodiazepines in serum.	2002 Nov 25	12401349
Tetrazepam drug sensitivity -- usefulness of the patch test.	2002 Sep	12492544
Possible mechanism(s) for relaxant effect of aqueous and macerated extracts from Nigella sativa on tracheal chains of guinea pig.	2004 Feb 25	15070429
[Drug Safety. Preventing medication errors].	2004 Jul-Aug	15369443
Sex-dependent modulation of treatment response.	2004 Mar	22034399
Medicinal and injection therapies for mechanical neck disorders.	2005 Apr 18	15846603
Screening and confirmatory method for benzodiazepines and hypnotics in oral fluid by LC-MS/MS.	2005 Jun 10	15944062
Windows of detection of tetrazepam in urine, oral fluid, beard, and hair, with a special focus on drug-facilitated crimes.	2005 Oct	16175127
Screening method for benzodiazepines and hypnotics in hair at pg/mg level by liquid chromatography-mass spectrometry/mass spectrometry.	2005 Oct 15	16154525
Toxic epidermal necrolysis caused by tetrazepam.	2006 Oct	17040464
Erythema multiforme to tetrazepam.	2007	17583114
Detection of diazepam in urine, hair and preserved oral fluid samples with LC-MS-MS after single and repeated administration of Myolastan and Valium.	2007 Aug	17468852
Development of in situ ion selective sensors for dissolution.	2007 Jan 2	17386443
[Comparative study on Chinese medicine and western medicine for treatment of prolapse of lumbar intervertebral disc].	2007 May	17645261
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
Acute generalized exanthematous pustulosis due to tetrazepam.	2008	18447141
Unraveling the metabolic transformation of tetrazepam to diazepam with mass spectrometric methods.	2008 Dec	18949465
Probable drug rash with eosinophilia and systemic symptoms syndrome related to tetrazepam.	2008 Jul	18031497
Patch testing in non-immediate drug eruptions.	2008 Jun 15	20525127
No cross-reactions between tetrazepam and other benzodiazepines: a possible chemical explanation.	2009 Jul	19659970
Lumbar spondylosis: clinical presentation and treatment approaches.	2009 Jun	19468872
Occupational airborne contact allergy to tetrazepam in a geriatric nurse.	2009 Oct	19453384
Solubilization of poorly water-soluble drugs by mixed micelles based on hydrogenated phosphatidylcholine.	2010 Aug 16	20580793
An updated overview of clinical guidelines for the management of non-specific low back pain in primary care.	2010 Dec	20602122
The impact of perfectionism and anxiety traits on action monitoring in major depressive disorder.	2010 Jul	20473695
[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

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