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Details

Stereochemistry ACHIRAL
Molecular Formula C9H8N2
Molecular Weight 144.1732
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 1H-1,2-BENZODIAZEPINE

SMILES

N1N=CC=CC2=CC=CC=C12

InChI

InChIKey=SVUOLADPCWQTTE-UHFFFAOYSA-N
InChI=1S/C9H8N2/c1-2-6-9-8(4-1)5-3-7-10-11-9/h1-7,11H

HIDE SMILES / InChI

Molecular Formula C9H8N2
Molecular Weight 144.1732
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Benzodiazepines represent a group of two-ring heterocyclic compounds consisting of a benzene ring fused to a diazepine ring. Benzodiazepines (BZDs) are one of the most widely prescribed pharmacologic agents in the United States (more than 112 million prescriptions in 2007). BZDs are used for numerous indications, including anxiety, insomnia, muscle relaxation, relief from spasticity caused by central nervous system pathology, and epilepsy. BZDs are also used intraoperatively because of their amnesic and anxiolytic properties. However, these properties become undesired side effects in nearly all other clinical instances. BZDs act as positive allosteric modulators on the gamma amino butyric acid (GABA)-A receptor. The GABA-A receptor is a ligand-gated chloride-selective ion channel. Benzodiazepines are a large drug class and have a long history of development, starting with the first FDA-approvals in the 1960s. All benzodiazepines are listed as DEA schedule IV controlled substances. As controlled substances, all benzodiazepines have the potential for abuse, addiction and diversion.

Approval Year

PubMed

PubMed

TitleDatePubMed
Cimetidine and prolonged post-operative somnolence.
1981 Sep
Rebound anxiety in anxious patients after abrupt withdrawal of benzodiazepine treatment.
1984 Jul
Alcohol withdrawal syndromes: clinical management with lofexidine.
1985 Mar-Apr
Toxic "ictal" confusion in middle age: treatment with benzodiazepines.
1985 May
Chronic use of benzodiazepines and psychomotor and cognitive test performance.
1986
[Memory gaps and hypercomplex automatisms after a single oral dose of benzodiazepines: clinical and medico-legal aspects].
1986 Jan
Review of the side-effect profile of buspirone.
1986 Mar 31
Obsessive-compulsive disorder--a complication of benzodiazepine withdrawal.
1987 Feb
Controlled study of extrapyramidal reactions in the management of delirious, medically ill patients: intravenous haloperidol versus intravenous haloperidol plus benzodiazepines.
1988 May
Delusional depression following benzodiazepine withdrawal.
1988 Oct
Clotiazepam-induced acute hepatitis.
1989 Sep
[Confusion induced by the combination cimetidine-benzodiazepine; apropos of a case report].
1990 Jan
Treatment of benzodiazepine withdrawal symptoms with carbamazepine.
1991
Neuropsychiatric adverse drug reactions: passive reports to Health and Welfare Canada's adverse drug reaction database (1965-present).
1994
Benzodiazepine receptor mediation of the anxiolytic-like effect of (-)-nicotine in mice.
1994 Nov
Catatonia after benzodiazepine withdrawal.
1996 Aug
Cocaine-associated myocardial infarction.
1996 Aug
Bilateral forearm compartment syndromes resulting from neuroleptic malignant syndrome.
1996 Mar
[Benzodiazepine withdrawal presenting as pseudo-surgical abdominal pain].
1997
Transient syncope and ECG changes associated with the concurrent administration of clozapine and diazepam.
1999 Sep
Benzodiazepine withdrawal-induced catatonia.
2001 Jan
Bupropion seizure proportion among new-onset generalized seizures and drug related seizures presenting to an emergency department.
2002 Apr
[Acute complications in cocaine users].
2002 May
Musical hallucinations during a treatment with benzodiazepine.
2002 Oct
Antidepressant-related hypomania in a patient with premenstrual dysphoric disorder.
2002 Oct
Naltrexone-bupropion combination therapy for protracted abstinence dysphoria.
2003 May-Jun
Etizolam and benzodiazepine induced blepharospasm.
2004 Mar
The effects of benzodiazepines on cognition.
2005
Associations between use of benzodiazepines or related drugs and health, physical abilities and cognitive function: a non-randomised clinical study in the elderly.
2007
The impact of benzodiazepine use on methadone maintenance treatment outcomes.
2008
Nausea and vomiting.
2008 Apr
Cognitive-behavioural, pharmacological and psychosocial predictors of outcome during tapered discontinuation of benzodiazepine.
2008 Jan-Feb
Alterations of GABA A-receptor function and allosteric modulation during development of status epilepticus.
2008 Mar
Abuse liability of intra-nasal midazolam in inhaled-cocaine abusers.
2008 Oct
Safety evaluation of the concomitant use of clozapine and benzodiazepines: a retrospective, cross-sectional chart review.
2008 Sep
Cardiovascular manifestations of sedatives and analgesics in the critical care unit.
2009 Jul-Aug
Cocaine and beta-blockers: the paradigm.
2010 Apr
Alcoholic and cocaine-associated cardiomyopathies.
2010 Jan-Feb
Hyperammoneic encephalopathy, valproic acid, and benzodiazepine withdrawal: a case series.
2010 Mar
Patents
Substance Class Chemical
Created
by admin
on Fri Dec 15 18:54:18 GMT 2023
Edited
by admin
on Fri Dec 15 18:54:18 GMT 2023
Record UNII
M0Q7802G2B
Record Status Validated (UNII)
Record Version
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Name Type Language
1H-1,2-BENZODIAZEPINE
Systematic Name English
Code System Code Type Description
CAS
264-60-8
Created by admin on Fri Dec 15 18:54:18 GMT 2023 , Edited by admin on Fri Dec 15 18:54:18 GMT 2023
PRIMARY
PUBCHEM
134664
Created by admin on Fri Dec 15 18:54:18 GMT 2023 , Edited by admin on Fri Dec 15 18:54:18 GMT 2023
PRIMARY
FDA UNII
M0Q7802G2B
Created by admin on Fri Dec 15 18:54:18 GMT 2023 , Edited by admin on Fri Dec 15 18:54:18 GMT 2023
PRIMARY