U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C16H13ClN2O
Molecular Weight 284.74
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DIAZEPAM

SMILES

CN1C2=C(C=C(Cl)C=C2)C(=NCC1=O)C3=CC=CC=C3

InChI

InChIKey=AAOVKJBEBIDNHE-UHFFFAOYSA-N
InChI=1S/C16H13ClN2O/c1-19-14-8-7-12(17)9-13(14)16(18-10-15(19)20)11-5-3-2-4-6-11/h2-9H,10H2,1H3

HIDE SMILES / InChI

Molecular Formula C16H13ClN2O
Molecular Weight 284.74
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

Substance Class Chemical
Created
by admin
on Sat Dec 16 17:05:32 UTC 2023
Edited
by admin
on Sat Dec 16 17:05:32 UTC 2023
Record UNII
Q3JTX2Q7TU
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
DIAZEPAM
EP   GREEN BOOK   HSDB   INN   MART.   MI   ORANGE BOOK   USAN   USP   VANDF   WHO-DD  
INN   USAN  
Official Name English
VALTOCO
Brand Name English
RO 5-2807
Code English
DIAZEPAM [VANDF]
Common Name English
ANSIOLISINA
Common Name English
DIAZEPAM CIV
USP-RS  
Common Name English
VALIUM
Brand Name English
LA-III
Code English
DIAZEPAM [GREEN BOOK]
Common Name English
DIZAC
Brand Name English
SERVIZEPAM
Common Name English
DIAZEPAM [IARC]
Common Name English
RO-5-2807
Code English
DIAZEPAM [USAN]
Common Name English
DIASTAT
Brand Name English
NSC-77518
Code English
LA III
Code English
2H-1,4-BENZODIAZEPIN-2-ONE, 7-CHLORO-1,3-DIHYDRO-1-METHYL-5-PHENYL-
Systematic Name English
NSC-169897
Code English
DIAZEPAM [ORANGE BOOK]
Common Name English
RO-52807
Code English
7-CHLORO-1-METHYL-5-PHENYL-3H-1,4-BENZODIAZEPIN-2(1H)-ONE
Systematic Name English
DIAZEPAM [HSDB]
Common Name English
WY-3467
Code English
METHYL DIAZEPINONE
Systematic Name English
CENTRAZEPAM
Common Name English
Q-PAM
Brand Name English
7-CHLORO-1,3-DIHYDRO-1-METHYL-5-PHENYL-2H-1,4-BENZODIAZEPINE-2-ONE
Systematic Name English
VALRELEASE
Brand Name English
DIAZEPAM [MART.]
Common Name English
DIACEPIN
Common Name English
Diazepam [WHO-DD]
Common Name English
DIAZEPAM [MI]
Common Name English
diazepam [INN]
Common Name English
DIAZEPAM [USP MONOGRAPH]
Common Name English
DIAZEPAM [JAN]
Common Name English
NRL-1
Code English
DIAZEPAM [EP MONOGRAPH]
Common Name English
DIAZEPAM CIV [USP-RS]
Common Name English
7-Chloro-1,3-dihydro-1-methyl-5-phenyl-2H-1,4-benzodiazepin-2-one
Systematic Name English
TRANQUASE
Common Name English
Classification Tree Code System Code
NDF-RT N0000007542
Created by admin on Sat Dec 16 17:05:34 UTC 2023 , Edited by admin on Sat Dec 16 17:05:34 UTC 2023
FDA ORPHAN DRUG 384112
Created by admin on Sat Dec 16 17:05:34 UTC 2023 , Edited by admin on Sat Dec 16 17:05:34 UTC 2023
EPA PESTICIDE CODE 600069
Created by admin on Sat Dec 16 17:05:34 UTC 2023 , Edited by admin on Sat Dec 16 17:05:34 UTC 2023
FDA ORPHAN DRUG 334911
Created by admin on Sat Dec 16 17:05:34 UTC 2023 , Edited by admin on Sat Dec 16 17:05:34 UTC 2023
FDA ORPHAN DRUG 518316
Created by admin on Sat Dec 16 17:05:34 UTC 2023 , Edited by admin on Sat Dec 16 17:05:34 UTC 2023
WHO-ESSENTIAL MEDICINES LIST 8.4
Created by admin on Sat Dec 16 17:05:34 UTC 2023 , Edited by admin on Sat Dec 16 17:05:34 UTC 2023
LIVERTOX NBK548352
Created by admin on Sat Dec 16 17:05:34 UTC 2023 , Edited by admin on Sat Dec 16 17:05:34 UTC 2023
WHO-VATC QN05BA01
Created by admin on Sat Dec 16 17:05:34 UTC 2023 , Edited by admin on Sat Dec 16 17:05:34 UTC 2023
FDA ORPHAN DRUG 543516
Created by admin on Sat Dec 16 17:05:34 UTC 2023 , Edited by admin on Sat Dec 16 17:05:34 UTC 2023
FDA ORPHAN DRUG 638118
Created by admin on Sat Dec 16 17:05:34 UTC 2023 , Edited by admin on Sat Dec 16 17:05:34 UTC 2023
WHO-ESSENTIAL MEDICINES LIST 24.3
Created by admin on Sat Dec 16 17:05:34 UTC 2023 , Edited by admin on Sat Dec 16 17:05:34 UTC 2023
FDA ORPHAN DRUG 382512
Created by admin on Sat Dec 16 17:05:34 UTC 2023 , Edited by admin on Sat Dec 16 17:05:34 UTC 2023
WHO-ATC N05BA01
Created by admin on Sat Dec 16 17:05:34 UTC 2023 , Edited by admin on Sat Dec 16 17:05:34 UTC 2023
WHO-ESSENTIAL MEDICINES LIST 05
Created by admin on Sat Dec 16 17:05:34 UTC 2023 , Edited by admin on Sat Dec 16 17:05:34 UTC 2023
DEA NO. 2765
Created by admin on Sat Dec 16 17:05:34 UTC 2023 , Edited by admin on Sat Dec 16 17:05:34 UTC 2023
NCI_THESAURUS C1012
Created by admin on Sat Dec 16 17:05:34 UTC 2023 , Edited by admin on Sat Dec 16 17:05:34 UTC 2023
FDA ORPHAN DRUG 61591
Created by admin on Sat Dec 16 17:05:34 UTC 2023 , Edited by admin on Sat Dec 16 17:05:34 UTC 2023
NDF-RT N0000175694
Created by admin on Sat Dec 16 17:05:34 UTC 2023 , Edited by admin on Sat Dec 16 17:05:34 UTC 2023
Code System Code Type Description
RS_ITEM_NUM
1185008
Created by admin on Sat Dec 16 17:05:34 UTC 2023 , Edited by admin on Sat Dec 16 17:05:34 UTC 2023
PRIMARY
MERCK INDEX
m4267
Created by admin on Sat Dec 16 17:05:34 UTC 2023 , Edited by admin on Sat Dec 16 17:05:34 UTC 2023
PRIMARY Merck Index
NSC
169897
Created by admin on Sat Dec 16 17:05:34 UTC 2023 , Edited by admin on Sat Dec 16 17:05:34 UTC 2023
PRIMARY
RXCUI
3322
Created by admin on Sat Dec 16 17:05:34 UTC 2023 , Edited by admin on Sat Dec 16 17:05:34 UTC 2023
PRIMARY RxNorm
MESH
D003975
Created by admin on Sat Dec 16 17:05:34 UTC 2023 , Edited by admin on Sat Dec 16 17:05:34 UTC 2023
PRIMARY
HSDB
3057
Created by admin on Sat Dec 16 17:05:34 UTC 2023 , Edited by admin on Sat Dec 16 17:05:34 UTC 2023
PRIMARY
LACTMED
Diazepam
Created by admin on Sat Dec 16 17:05:34 UTC 2023 , Edited by admin on Sat Dec 16 17:05:34 UTC 2023
PRIMARY
DRUG BANK
DB00829
Created by admin on Sat Dec 16 17:05:34 UTC 2023 , Edited by admin on Sat Dec 16 17:05:34 UTC 2023
PRIMARY
EPA CompTox
DTXSID4020406
Created by admin on Sat Dec 16 17:05:34 UTC 2023 , Edited by admin on Sat Dec 16 17:05:34 UTC 2023
PRIMARY
DRUG CENTRAL
852
Created by admin on Sat Dec 16 17:05:34 UTC 2023 , Edited by admin on Sat Dec 16 17:05:34 UTC 2023
PRIMARY
WIKIPEDIA
DIAZEPAM
Created by admin on Sat Dec 16 17:05:34 UTC 2023 , Edited by admin on Sat Dec 16 17:05:34 UTC 2023
PRIMARY
EVMPD
SUB07069MIG
Created by admin on Sat Dec 16 17:05:34 UTC 2023 , Edited by admin on Sat Dec 16 17:05:34 UTC 2023
PRIMARY
IUPHAR
3364
Created by admin on Sat Dec 16 17:05:34 UTC 2023 , Edited by admin on Sat Dec 16 17:05:34 UTC 2023
PRIMARY
FDA UNII
Q3JTX2Q7TU
Created by admin on Sat Dec 16 17:05:34 UTC 2023 , Edited by admin on Sat Dec 16 17:05:34 UTC 2023
PRIMARY
NCI_THESAURUS
C28982
Created by admin on Sat Dec 16 17:05:34 UTC 2023 , Edited by admin on Sat Dec 16 17:05:34 UTC 2023
PRIMARY
INN
1295
Created by admin on Sat Dec 16 17:05:34 UTC 2023 , Edited by admin on Sat Dec 16 17:05:34 UTC 2023
PRIMARY
CAS
439-14-5
Created by admin on Sat Dec 16 17:05:34 UTC 2023 , Edited by admin on Sat Dec 16 17:05:34 UTC 2023
PRIMARY
PUBCHEM
3016
Created by admin on Sat Dec 16 17:05:34 UTC 2023 , Edited by admin on Sat Dec 16 17:05:34 UTC 2023
PRIMARY
ChEMBL
CHEMBL12
Created by admin on Sat Dec 16 17:05:34 UTC 2023 , Edited by admin on Sat Dec 16 17:05:34 UTC 2023
PRIMARY
CHEBI
49575
Created by admin on Sat Dec 16 17:05:34 UTC 2023 , Edited by admin on Sat Dec 16 17:05:34 UTC 2023
PRIMARY
ECHA (EC/EINECS)
207-122-5
Created by admin on Sat Dec 16 17:05:34 UTC 2023 , Edited by admin on Sat Dec 16 17:05:34 UTC 2023
PRIMARY
SMS_ID
100000092362
Created by admin on Sat Dec 16 17:05:34 UTC 2023 , Edited by admin on Sat Dec 16 17:05:34 UTC 2023
PRIMARY
DAILYMED
Q3JTX2Q7TU
Created by admin on Sat Dec 16 17:05:34 UTC 2023 , Edited by admin on Sat Dec 16 17:05:34 UTC 2023
PRIMARY
NSC
77518
Created by admin on Sat Dec 16 17:05:34 UTC 2023 , Edited by admin on Sat Dec 16 17:05:34 UTC 2023
PRIMARY
WHO INTERNATIONAL PHARMACOPEIA
DIAZEPAM
Created by admin on Sat Dec 16 17:05:34 UTC 2023 , Edited by admin on Sat Dec 16 17:05:34 UTC 2023
PRIMARY Description: A white or almost white, crystalline powder; odourless or almost odourless. Solubility: Very slightly soluble in water; soluble in ethanol (~750 g/l) TS. Category: Tranquillizer. Storage: Diazepam should be kept in a well-closed container, protected from light. Definition: Diazepam contains not less than 99.0% and not more than 101.0% of C16H13ClN2O, calculated with reference to the dried substance.
Related Record Type Details
METABOLIC ENZYME -> SUBSTRATE
BINDER->LIGAND
BINDING
SALT/SOLVATE -> PARENT
METABOLIC ENZYME -> SUBSTRATE
METABOLIC ENZYME -> SUBSTRATE
Related Record Type Details
PRODRUG -> METABOLITE ACTIVE
METABOLITE ACTIVE -> PARENT
METABOLITE ACTIVE -> PARENT
METABOLITE -> PARENT
METABOLITE ACTIVE -> PARENT
METABOLITE TOXIC -> PARENT
Metabolite produces adverse autonomic nervous symptoms in man.
Related Record Type Details
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Related Record Type Details
ACTIVE MOIETY
Name Property Type Amount Referenced Substance Defining Parameters References
pKa CHEMICAL
Volume of Distribution PHARMACOKINETIC
Tmax PHARMACOKINETIC IV: 8 minutes

IM: 1.31 hours (SYRINGE)

IM: 1.47 hours (AUTOINJECTOR)

EFFECT OF FOOD: DELAYED Tmax

RECTAL GEL: 1.5 hours

PROTEIN BINDING PHARMACOKINETIC
Biological Half-life PHARMACOKINETIC IV: 15-21 HOURS (CHILD 2-12 YEARS)

IV: 40-50 HOURS (INFANT AND TODDLER 1 MONTH TO 2 YEARS)

IV: 18-20 HOURS (ADOLESCENT 12-16 YEARS)

IV: 50-95 HOURS (NEONATE, BIRTH UP TO 1 MONTH)

IV: ABOUT 100 HOURS (ELDERLY 95 YEARS)

IV: ABOUT 15 HOURS (YOUNG ADULT 18 YEARS)

PREMATURE INFANTS, 28-34 WEEKS GESTATIONAL AGE AND 8-81 DAYS POSTPARTUM: 54 HOURS

DESMETHYLDIAZEPAM: UP TO 100 HOURS

GERIATRICS: INCREASES BY ABOUT 1 HOUR FOR EACH YEAR OF AGE BEGINNING WITH A HALF-LIFE OF 20 HOURS AT 20 YEARS OF AGE

CHILDREN 3-8 YEARS: 18 HOURS

FULL TERM INFANTS: 30 HOURS

MAXIMUM TOLERATED DOSE TOXICITY SEDATION, ENDOSCOPIC PROCEDURE: 20 mg IV IMMEDIATELY PRIOR TO PROCEDURE

SEVERE, RECURRENT SEIZURE: 30 mg/dose IV

ORAL BIOAVAILABILITY PHARMACOKINETIC
BIOAVAILABILTY PHARMACOKINETIC