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which have shown, that tetrazepam caused cutaneous adverse effects and toxic epidermal necrolysis, the drug was withdrawn from the market.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
Guidelines for performing skin tests with drugs in the investigation of cutaneous adverse drug reactions.	2001 Dec	11846746
Development of a novel parenteral formulation for tetrazepam using a lipid emulsion.	2001 Nov	11794814
[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
[Determination of benzodiazepine derivatives mixture by high performance liquid chromatography].	2003	14617855
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
Occupational airborne contact allergy to tetrazepam.	2003 Nov	14996051
Sex-dependent modulation of treatment response.	2004 Mar	22034399
Screening and confirmatory method for benzodiazepines and hypnotics in oral fluid by LC-MS/MS.	2005 Jun 10	15944062
Occupational airborne contact dermatitis from sporadic exposure to tetrazepam during machine maintenance.	2005 Mar	15811045
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 Apr	16650186
[Comparative study on Chinese medicine and western medicine for treatment of prolapse of lumbar intervertebral disc].	2007 May	17645261
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
Drugs associated with more suicidal ideations are also associated with more suicide attempts.	2009 Oct 2	19798416
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
Benzodiazepines medazepam and midazolam are activators of pregnane X receptor and weak inducers of CYP3A4: investigation in primary cultures of human hepatocytes and hepatocarcinoma cell lines.	2010 Mar 15	20080160
[Multimodal treatment of chronic unspecific low back pain].	2010 Mar-Apr	20831016
Occupational allergic contact dermatitis from tetrazepam in nurses.	2010 May	20536478
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 UTC 2023` Edited by `admin` on `Fri Dec 15 15:28:29 UTC 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