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Details

Stereochemistry RACEMIC
Molecular Formula C15H10BrClN2O2
Molecular Weight 365.609
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 3-HYDROXYPHENAZEPAM

SMILES

OC1N=C(C2=CC=CC=C2Cl)C3=CC(Br)=CC=C3NC1=O

InChI

InChIKey=KRJKJUWAZOWXNV-UHFFFAOYSA-N
InChI=1S/C15H10BrClN2O2/c16-8-5-6-12-10(7-8)13(19-15(21)14(20)18-12)9-3-1-2-4-11(9)17/h1-7,15,21H,(H,18,20)

HIDE SMILES / InChI

Molecular Formula C15H10BrClN2O2
Molecular Weight 365.609
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
PubMed

PubMed

TitleDatePubMed
[Simulation of kinetics of phenazepam and its metabolite 3-hydroxyphenazepam in cat blood].
1982 Oct
[Characteristics of fenazepam excretion in rats and mice].
1983 May-Jun
[Spectral changes in the liver microsomal cytochrome P-450 of rats during interaction with phenazepam and its 3-hydroxy metabolite].
1984 Aug
[Pharmacokinetics of fenazepam and its metabolite 3-oxyfenazepam in animals of different species and in man].
1985 Jan-Feb
[Kinetics of hydrolysis of 1,4-benzodiazepine derivative by carboxylesterases in mice organism].
2014 Jul-Aug
Analysis of phenazepam and 3-hydroxyphenazepam in post-mortem fluids and tissues.
2015 Oct
Characterization and in vitro phase I microsomal metabolism of designer benzodiazepines - an update comprising adinazolam, cloniprazepam, fonazepam, 3-hydroxyphenazepam, metizolam and nitrazolam.
2016 Nov
Detectability of designer benzodiazepines in CEDIA, EMIT II Plus, HEIA, and KIMS II immunochemical screening assays.
2017 Apr
Substance Class Chemical
Created
by admin
on Sat Dec 16 10:19:24 GMT 2023
Edited
by admin
on Sat Dec 16 10:19:24 GMT 2023
Record UNII
1KJ8MP77JK
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
3-HYDROXYPHENAZEPAM
Common Name English
7-BROMO-5-(2-CHLOROPHENYL)-3-HYDROXY-1,3-DIHYDRO-2H-1,4-BENZODIAZEPIN-2-ONE
Systematic Name English
2H-1,4-BENZODIAZEPIN-2-ONE, 7-BROMO-5-(2-CHLOROPHENYL)-1,3-DIHYDRO-3-HYDROXY-
Systematic Name English
3-HYDROXYFENAZEPAM
Common Name English
Classification Tree Code System Code
WIKIPEDIA Designer-drugs-3-Hydroxyphenazepam
Created by admin on Sat Dec 16 10:19:24 GMT 2023 , Edited by admin on Sat Dec 16 10:19:24 GMT 2023
Code System Code Type Description
SMS_ID
100000175980
Created by admin on Sat Dec 16 10:19:24 GMT 2023 , Edited by admin on Sat Dec 16 10:19:24 GMT 2023
PRIMARY
FDA UNII
1KJ8MP77JK
Created by admin on Sat Dec 16 10:19:24 GMT 2023 , Edited by admin on Sat Dec 16 10:19:24 GMT 2023
PRIMARY
CAS
70030-11-4
Created by admin on Sat Dec 16 10:19:24 GMT 2023 , Edited by admin on Sat Dec 16 10:19:24 GMT 2023
PRIMARY
PUBCHEM
125820
Created by admin on Sat Dec 16 10:19:24 GMT 2023 , Edited by admin on Sat Dec 16 10:19:24 GMT 2023
PRIMARY
WEB RESOURCE
3-HYDROXYPHENAZEPAM
Created by admin on Sat Dec 16 10:19:24 GMT 2023 , Edited by admin on Sat Dec 16 10:19:24 GMT 2023
PRIMARY Novel benzodiazepine, 3-Hydroxyphenazepam
WIKIPEDIA
3-HYDROXYPHENAZEPAM
Created by admin on Sat Dec 16 10:19:24 GMT 2023 , Edited by admin on Sat Dec 16 10:19:24 GMT 2023
PRIMARY 3-Hydroxyphenazepam is a benzodiazepine with hypnotic, sedative, anxiolytic, and anticonvulsant properties. It is an active metabolite of phenazepam, as well as the active metabolite of the benzodiazepine prodrug cinazepam. Relative to phenazepam, 3-hydroxyphenazepam has diminished myorelaxant properties, but is about equivalent in most other regards. Like other benzodiazepines, 3-hydroxyphenazepam behaves as a positive allosteric modulator of the benzodiazepine site of the GABAA receptor. It has been sold online as a designer drug.
EPA CompTox
DTXSID10990281
Created by admin on Sat Dec 16 10:19:24 GMT 2023 , Edited by admin on Sat Dec 16 10:19:24 GMT 2023
PRIMARY
Related Record Type Details
PARENT -> METABOLITE ACTIVE
in rat and mouse
URINE
Related Record Type Details
ACTIVE MOIETY