Details
Stereochemistry | ACHIRAL |
Molecular Formula | C15H11ClN2O |
Molecular Weight | 270.714 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
ClC1=CC2=C(NC(=O)CN=C2C3=CC=CC=C3)C=C1
InChI
InChIKey=AKPLHCDWDRPJGD-UHFFFAOYSA-N
InChI=1S/C15H11ClN2O/c16-11-6-7-13-12(8-11)15(17-9-14(19)18-13)10-4-2-1-3-5-10/h1-8H,9H2,(H,18,19)
DescriptionSources: https://www.ncbi.nlm.nih.gov/pubmed/28242100Curator's Comment: description was created based on several sources, including
https://www.drugs.com/international/nordazepam.html | https://www.ncbi.nlm.nih.gov/pubmed/25099802 | https://goo.gl/QtLiQA | https://www.drugbank.ca/metabolites/DBMET00113
Sources: https://www.ncbi.nlm.nih.gov/pubmed/28242100
Curator's Comment: description was created based on several sources, including
https://www.drugs.com/international/nordazepam.html | https://www.ncbi.nlm.nih.gov/pubmed/25099802 | https://goo.gl/QtLiQA | https://www.drugbank.ca/metabolites/DBMET00113
Nordazepam (INN; marketed under brand names Nordaz, Stilny, Madar, Vegesan, and Calmday) is a 1,4-benzodiazepine derivative with amnesic, anticonvulsant, anxiolytic, muscle relaxant, and sedative properties. Nordazepam is an active metabolite of diazepam, chlordiazepoxide, clorazepate, prazepam, pinazepam, and medazepam, used primarily in the treatment of anxiety disorders. Nordazepam is a partial agonist at the GABAA receptor, which makes it less potent than other benzodiazepines, particularly in its amnesic and muscle-relaxing effects. Nordazepam’s elimination half-life is between 36 and 200 hours, with wide variation among individuals; factors such as age and gender are known to impact it. The variation of reported half-life are attributed to differences in nordazepam metabolism and that of its metabolites as nordazepam is hydroxylated to active metabolites such as oxazepam, before finally being glucuronidated and excreted in the urine. Common side effects of nordazepam include somnolence, which is more common in elderly patients and/or people on high-dose regimens. Hypotonia, which is much less common, is also associated with high doses and/or old age.
CNS Activity
Originator
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL2093872 Sources: https://www.ncbi.nlm.nih.gov/pubmed/7861419 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Primary | Madar Approved UseUnknown |
PubMed
Title | Date | PubMed |
---|---|---|
The simultaneous determination of diazepam and its three metabolites in dog plasma by high-performance liquid chromatography with mass spectroscopy detection. | 2001 Sep |
|
Fatal accident caused by isoflurane abuse. | 2002 Dec |
|
SPME-LC with UV detection to study delorazepam-serum albumin interactions. | 2002 Jul 31 |
|
Toxicological data and growth characteristics of single post-feeding larvae and puparia of Calliphora vicina (Diptera: Calliphoridae) obtained from a controlled nordiazepam study. | 2004 Aug |
|
Highlights on new food research. | 2006 Dec |
|
Determination of diazepam and its metabolites in human urine by liquid chromatography/tandem mass spectrometry using a hydrophilic polymer column. | 2008 Aug |
|
Thiodicarb and methomyl tissue distribution in a fatal multiple compounds poisoning. | 2008 Mar |
|
Quantification of chlordesmethyldiazepam by liquid chromatography-tandem mass spectrometry: application to a cloxazolam bioequivalence study. | 2009 Dec |
|
Development of a list of potentially inappropriate drugs for the korean elderly using the delphi method. | 2010 Dec |
Sample Use Guides
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/15100178
Cryopreserved rat hepatocytes were thawed at 37°C for 1.5 min and centrifuged through supplemented Dulbecco’s modified Eagle’s medium containing Percoll for 5 min at 90g. The supernatant was removed and hepatocytes were washed by centrifugation in Dulbecco’s modified Eagle’s medium for 3 min at 60g. The pellet was resuspended in Waymouth MB 752/1 medium (Sigma Chemical) containing 5% FCS, and viability was assessed by trypan blue exclusion. The average viability of cryopreserved hepatocytes was 84.9 _ 3.8%. The cell suspension was diluted to the relevant cell density in Waymouth’s medium containing 5% FCS based on the number of viable cells and transferred (0.125 ml) into each well of a 24-well plate (Corning Glassworks, Corning, NY). All incubations were performed in an incubator (Sanyo Gallenkamp PLC, Leicester, UK) set at 37°C with 5% CO2 and _95% humidity. After 5-min preincubation, reactions were initiated by addition of 0.125 ml of prewarmed Waymouth’s medium containing 5% FCS and 1.25 _l of substrate in DMF followed by mixing for 10 s at 400 rpm. The final incubation volume was 0.25 ml and solvent concentration was 0.5% (v/v) in all incubations.
Name | Type | Language | ||
---|---|---|---|---|
|
Official Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Code | English | ||
|
Common Name | English | ||
|
Code | English | ||
|
Common Name | English | ||
|
Brand Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Brand Name | English | ||
|
Common Name | English | ||
|
Code | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Brand Name | English |
Classification Tree | Code System | Code | ||
---|---|---|---|---|
|
WHO-ATC |
N05BA16
Created by
admin on Fri Dec 15 15:05:53 GMT 2023 , Edited by admin on Fri Dec 15 15:05:53 GMT 2023
|
||
|
WHO-VATC |
QN05BA16
Created by
admin on Fri Dec 15 15:05:53 GMT 2023 , Edited by admin on Fri Dec 15 15:05:53 GMT 2023
|
||
|
NCI_THESAURUS |
C1012
Created by
admin on Fri Dec 15 15:05:53 GMT 2023 , Edited by admin on Fri Dec 15 15:05:53 GMT 2023
|
||
|
DEA NO. |
2838
Created by
admin on Fri Dec 15 15:05:53 GMT 2023 , Edited by admin on Fri Dec 15 15:05:53 GMT 2023
|
Code System | Code | Type | Description | ||
---|---|---|---|---|---|
|
111762
Created by
admin on Fri Dec 15 15:05:53 GMT 2023 , Edited by admin on Fri Dec 15 15:05:53 GMT 2023
|
PRIMARY | |||
|
1468400
Created by
admin on Fri Dec 15 15:05:53 GMT 2023 , Edited by admin on Fri Dec 15 15:05:53 GMT 2023
|
PRIMARY | |||
|
3155
Created by
admin on Fri Dec 15 15:05:53 GMT 2023 , Edited by admin on Fri Dec 15 15:05:53 GMT 2023
|
PRIMARY | RxNorm | ||
|
DTXSID2049000
Created by
admin on Fri Dec 15 15:05:53 GMT 2023 , Edited by admin on Fri Dec 15 15:05:53 GMT 2023
|
PRIMARY | |||
|
100000090394
Created by
admin on Fri Dec 15 15:05:53 GMT 2023 , Edited by admin on Fri Dec 15 15:05:53 GMT 2023
|
PRIMARY | |||
|
67220MCM01
Created by
admin on Fri Dec 15 15:05:53 GMT 2023 , Edited by admin on Fri Dec 15 15:05:53 GMT 2023
|
PRIMARY | |||
|
2997
Created by
admin on Fri Dec 15 15:05:53 GMT 2023 , Edited by admin on Fri Dec 15 15:05:53 GMT 2023
|
PRIMARY | |||
|
DB14028
Created by
admin on Fri Dec 15 15:05:53 GMT 2023 , Edited by admin on Fri Dec 15 15:05:53 GMT 2023
|
PRIMARY | |||
|
1088-11-5
Created by
admin on Fri Dec 15 15:05:53 GMT 2023 , Edited by admin on Fri Dec 15 15:05:53 GMT 2023
|
PRIMARY | |||
|
NORDAZEPAM
Created by
admin on Fri Dec 15 15:05:53 GMT 2023 , Edited by admin on Fri Dec 15 15:05:53 GMT 2023
|
PRIMARY | |||
|
m8050
Created by
admin on Fri Dec 15 15:05:53 GMT 2023 , Edited by admin on Fri Dec 15 15:05:53 GMT 2023
|
PRIMARY | Merck Index | ||
|
D003708
Created by
admin on Fri Dec 15 15:05:53 GMT 2023 , Edited by admin on Fri Dec 15 15:05:53 GMT 2023
|
PRIMARY | |||
|
214-123-4
Created by
admin on Fri Dec 15 15:05:53 GMT 2023 , Edited by admin on Fri Dec 15 15:05:53 GMT 2023
|
PRIMARY | |||
|
816
Created by
admin on Fri Dec 15 15:05:53 GMT 2023 , Edited by admin on Fri Dec 15 15:05:53 GMT 2023
|
PRIMARY | |||
|
46078
Created by
admin on Fri Dec 15 15:05:53 GMT 2023 , Edited by admin on Fri Dec 15 15:05:53 GMT 2023
|
PRIMARY | |||
|
SUB09358MIG
Created by
admin on Fri Dec 15 15:05:53 GMT 2023 , Edited by admin on Fri Dec 15 15:05:53 GMT 2023
|
PRIMARY | |||
|
C87675
Created by
admin on Fri Dec 15 15:05:53 GMT 2023 , Edited by admin on Fri Dec 15 15:05:53 GMT 2023
|
PRIMARY | |||
|
CHEMBL523
Created by
admin on Fri Dec 15 15:05:53 GMT 2023 , Edited by admin on Fri Dec 15 15:05:53 GMT 2023
|
PRIMARY | |||
|
4400
Created by
admin on Fri Dec 15 15:05:53 GMT 2023 , Edited by admin on Fri Dec 15 15:05:53 GMT 2023
|
PRIMARY | |||
|
631619
Created by
admin on Fri Dec 15 15:05:53 GMT 2023 , Edited by admin on Fri Dec 15 15:05:53 GMT 2023
|
PRIMARY |
ACTIVE MOIETY
METABOLITE (PARENT)
METABOLITE (PARENT)
PARENT (METABOLITE ACTIVE)