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Details

Stereochemistry ACHIRAL
Molecular Formula C17H13ClN4
Molecular Weight 308.765
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ALPRAZOLAM

SMILES

CC1=NN=C2CN=C(C3=CC=CC=C3)C4=C(C=CC(Cl)=C4)N12

InChI

InChIKey=VREFGVBLTWBCJP-UHFFFAOYSA-N
InChI=1S/C17H13ClN4/c1-11-20-21-16-10-19-17(12-5-3-2-4-6-12)14-9-13(18)7-8-15(14)22(11)16/h2-9H,10H2,1H3

HIDE SMILES / InChI
Molecular Formula C17H13ClN4
Molecular Weight 308.765
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

Unknown
86413
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:17:53 UTC 2023
Edited
by admin
on Fri Dec 15 15:17:53 UTC 2023
Record UNII
YU55MQ3IZY
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ALPRAZOLAM
EP   HSDB   INN   MART.   MI   ORANGE BOOK   USAN   USP   VANDF   WHO-DD  
INN   USAN  
Official Name English
ALPRAZOLAM [EP MONOGRAPH]
Common Name English
ALPRAZOLAM [ORANGE BOOK]
Common Name English
8-Chloro-1-methyl-6-phenyl-4H-S-triazolo[4,3-α][1,4]benzodiazepine
Common Name English
ALPRAZOLAM [USP MONOGRAPH]
Common Name English
ALPRAZOLAM [HSDB]
Common Name English
ALPRAZOLAM [MI]
Common Name English
NSC-760140
Code English
4H-(1,2,4)TRIAZOLO(4,3-.ALPHA.)(1,4)BENZODIAZEPINE, 8-CHLORO-1-METHYL-6-PHENYL-
Common Name English
ALPRAZOLAM CIV
USP-RS  
Common Name English
XANAX
Brand Name English
U-31,889
Code English
ALPRAZOLAM [JAN]
Common Name English
Alprazolam [WHO-DD]
Common Name English
U 31,889
Code English
NIRAVAM
Brand Name English
U-31889
Code English
ALPRAZOLAM [MART.]
Common Name English
alprazolam [INN]
Common Name English
ALPRAZOLAM [EP IMPURITY]
Common Name English
ALPRAZOLAM [USAN]
Common Name English
ALPRAZOLAM [VANDF]
Common Name English
Classification Tree Code System Code
LIVERTOX NBK548178
Created by admin on Fri Dec 15 15:17:53 UTC 2023 , Edited by admin on Fri Dec 15 15:17:53 UTC 2023
DEA NO. 2882
Created by admin on Fri Dec 15 15:17:53 UTC 2023 , Edited by admin on Fri Dec 15 15:17:53 UTC 2023
WHO-ATC N05BA12
Created by admin on Fri Dec 15 15:17:53 UTC 2023 , Edited by admin on Fri Dec 15 15:17:53 UTC 2023
NDF-RT N0000007542
Created by admin on Fri Dec 15 15:17:53 UTC 2023 , Edited by admin on Fri Dec 15 15:17:53 UTC 2023
WHO-VATC QN05BA12
Created by admin on Fri Dec 15 15:17:53 UTC 2023 , Edited by admin on Fri Dec 15 15:17:53 UTC 2023
NDF-RT N0000175694
Created by admin on Fri Dec 15 15:17:53 UTC 2023 , Edited by admin on Fri Dec 15 15:17:53 UTC 2023
NCI_THESAURUS C1012
Created by admin on Fri Dec 15 15:17:53 UTC 2023 , Edited by admin on Fri Dec 15 15:17:53 UTC 2023
Code System Code Type Description
IUPHAR
7111
Created by admin on Fri Dec 15 15:17:53 UTC 2023 , Edited by admin on Fri Dec 15 15:17:53 UTC 2023
PRIMARY
HSDB
7207
Created by admin on Fri Dec 15 15:17:53 UTC 2023 , Edited by admin on Fri Dec 15 15:17:53 UTC 2023
PRIMARY
SMS_ID
100000091908
Created by admin on Fri Dec 15 15:17:53 UTC 2023 , Edited by admin on Fri Dec 15 15:17:53 UTC 2023
PRIMARY
NCI_THESAURUS
C227
Created by admin on Fri Dec 15 15:17:53 UTC 2023 , Edited by admin on Fri Dec 15 15:17:53 UTC 2023
PRIMARY
DRUG BANK
DB00404
Created by admin on Fri Dec 15 15:17:53 UTC 2023 , Edited by admin on Fri Dec 15 15:17:53 UTC 2023
PRIMARY
WIKIPEDIA
ALPRAZOLAM
Created by admin on Fri Dec 15 15:17:53 UTC 2023 , Edited by admin on Fri Dec 15 15:17:53 UTC 2023
PRIMARY
FDA UNII
YU55MQ3IZY
Created by admin on Fri Dec 15 15:17:53 UTC 2023 , Edited by admin on Fri Dec 15 15:17:53 UTC 2023
PRIMARY
INN
3426
Created by admin on Fri Dec 15 15:17:53 UTC 2023 , Edited by admin on Fri Dec 15 15:17:53 UTC 2023
PRIMARY
PUBCHEM
2118
Created by admin on Fri Dec 15 15:17:53 UTC 2023 , Edited by admin on Fri Dec 15 15:17:53 UTC 2023
PRIMARY
NSC
760140
Created by admin on Fri Dec 15 15:17:53 UTC 2023 , Edited by admin on Fri Dec 15 15:17:53 UTC 2023
PRIMARY
RXCUI
596
Created by admin on Fri Dec 15 15:17:53 UTC 2023 , Edited by admin on Fri Dec 15 15:17:53 UTC 2023
PRIMARY RxNorm
EVMPD
SUB05370MIG
Created by admin on Fri Dec 15 15:17:53 UTC 2023 , Edited by admin on Fri Dec 15 15:17:53 UTC 2023
PRIMARY
CAS
28981-97-7
Created by admin on Fri Dec 15 15:17:53 UTC 2023 , Edited by admin on Fri Dec 15 15:17:53 UTC 2023
PRIMARY
CHEBI
2611
Created by admin on Fri Dec 15 15:17:53 UTC 2023 , Edited by admin on Fri Dec 15 15:17:53 UTC 2023
PRIMARY
EPA CompTox
DTXSID4022577
Created by admin on Fri Dec 15 15:17:53 UTC 2023 , Edited by admin on Fri Dec 15 15:17:53 UTC 2023
PRIMARY
DRUG CENTRAL
136
Created by admin on Fri Dec 15 15:17:53 UTC 2023 , Edited by admin on Fri Dec 15 15:17:53 UTC 2023
PRIMARY
DAILYMED
YU55MQ3IZY
Created by admin on Fri Dec 15 15:17:53 UTC 2023 , Edited by admin on Fri Dec 15 15:17:53 UTC 2023
PRIMARY
RS_ITEM_NUM
1015008
Created by admin on Fri Dec 15 15:17:53 UTC 2023 , Edited by admin on Fri Dec 15 15:17:53 UTC 2023
PRIMARY
ChEMBL
CHEMBL661
Created by admin on Fri Dec 15 15:17:53 UTC 2023 , Edited by admin on Fri Dec 15 15:17:53 UTC 2023
PRIMARY
MESH
D000525
Created by admin on Fri Dec 15 15:17:53 UTC 2023 , Edited by admin on Fri Dec 15 15:17:53 UTC 2023
PRIMARY
LACTMED
Alprazolam
Created by admin on Fri Dec 15 15:17:53 UTC 2023 , Edited by admin on Fri Dec 15 15:17:53 UTC 2023
PRIMARY
MERCK INDEX
m1578
Created by admin on Fri Dec 15 15:17:53 UTC 2023 , Edited by admin on Fri Dec 15 15:17:53 UTC 2023
PRIMARY Merck Index
ECHA (EC/EINECS)
249-349-2
Created by admin on Fri Dec 15 15:17:53 UTC 2023 , Edited by admin on Fri Dec 15 15:17:53 UTC 2023
PRIMARY
Related Record Type Details
Structure of BROMAZOLAM
DERIVATIVE -> PARENT
Structure of ALPRAZOLAM
BASIS OF STRENGTH->SUBSTANCE
ASSAY (HPLC)
USP
Structure of ALPRAZOLAM DIHYDRATE
SOLVATE->ANHYDROUS
CYTOCHROME P450 3A4
METABOLIC ENZYME -> SUBSTRATE
Structure of ALPRAZOLAM DIHYDRATE
SALT/SOLVATE -> PARENT
Structure of ALPRAZOLAM
BASIS OF STRENGTH->SUBSTANCE
CHROMATOGRAPHIC PURITY (TLC)
EP
PLASMA PROTEIN FRACTION (HUMAN)
BINDER->LIGAND
BINDING
Related Record Type Details
Structure of .ALPHA.-HYDROXYALPRAZOLAM
METABOLITE ACTIVE -> PARENT
α-Hydroxy alprazolam (α-OHALP) is the minor but pharmacologically active metabolite
MINOR
Structure of .ALPHA.-HYDROXYALPRAZOLAM
METABOLITE ACTIVE -> PARENT
Structure of 4-HYDROXYALPRAZOLAM
METABOLITE LESS ACTIVE -> PARENT
4-hydroxy alprazolam (4-OHALP) is the major and pharmacologically less active metabolite [of alprazolam]
MAJOR
Structure of 4-HYDROXYALPRAZOLAM
METABOLITE LESS ACTIVE -> PARENT
Related Record Type Details
Structure of OXAZEPAM BENZOPHENONE
IMPURITY -> PARENT
UNSPECIFIED
EP
Structure of 8-CHLORO-1-ETHENYL-6-PHENYL-4H-(1,2,4)TRIAZOLO(4,3-A)(1,4)BENZODIAZEPINE
IMPURITY -> PARENT
UNSPECIFIED
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of (5-CHLORO-2-(3-(CHLOROMETHYL)-5-METHYL-4H-1,2,4-TRIAZOL-4-YL)PHENYL)(PHENYL)METHANONE
IMPURITY -> PARENT
UNSPECIFIED
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of 2,17-DICHLORO-6,13-DIMETHYL-18B,19A-DIPHENYL-8B,19ADIHYDRO-10H,18BH-(1,2,4)TRIAZOLO(4''',3''':1'',2'')QUINOLO(3'',4'':4',5')OXAZOLO(3',2'-D)-1,2,4-TRIAZOLO(4,3-A)(1,4)BENZODIAZEPINE
IMPURITY -> PARENT
UNSPECIFIED
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of 3-AMINO-6-CHLORO-2-METHYL-4-PHENYL-3,4-DIHYDROQUINAZOLIN-4-OL
IMPURITY -> PARENT
UNSPECIFIED
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of (5-CHLORO-2-(3-(HYDROXYMETHYL)-5-METHYL-4H-1,2,4-TRIAZOL-4-YL)PHENYL)PHENYLMETHANONE
IMPURITY -> PARENT
UNSPECIFIED
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of OXAZEPAM BENZOPHENONE
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Structure of 7-CHLORO-1-METHYL-5-PHENYL(1,2,4)TRIAZOLO(4,3-A)QUINOLIN-4-AMINE
IMPURITY -> PARENT
UNSPECIFIED
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of (5-CHLORO-2-(3-METHYL-4H-1,2,4-TRIAZOL-4-YL)PHENYL)PHENYLMETHANONE
IMPURITY -> PARENT
UNSPECIFIED
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of BIS((4-(2-BENZOYL-4-CHLOROPHENYL)-5-METHYL-4H-1,2,4-TRIAZOL-3-YL)METHYL)AMINE
IMPURITY -> PARENT
UNSPECIFIED
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of (5-CHLORO-2-(3-(((6RS)-8-CHLORO-6-HYDROXY-1-METHYL-6-PHENYL-4H-(1,2,4)TRIAZOLO(4,3-A)(1,4)BENZODIAZEPIN-5(6H)-YL)METHYL)-5-METHYL-4H-1,2,4-TRIAZOL-4-YL)PHENYL)PHENYLMETHANONE
IMPURITY -> PARENT
UNSPECIFIED
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of 2-(2-ACETYLHYDRAZINO)-7-CHLORO-5-PHENYL-3H-1,4-BENZODIAZEPINE
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Related Record Type Details
Structure of ALPRAZOLAM
ACTIVE MOIETY
Name Property Type Amount Referenced Substance Defining Parameters References
RENAL CLEARANCE PHARMACOKINETIC
MAXIMUM TOLERATED DOSE TOXICITY ROUTE OF ADMINISTRATION

Biological Half-life PHARMACOKINETIC EXTENDED-RELEASE

ORALLY DISINTEGRATING TABLET

ALCOHOLIC LIVER DISEASE

ELDERLY

Volume of Distribution PHARMACOKINETIC
ORAL BIOAVAILABILITY PHARMACOKINETIC IMMEDIATE-RELEASE
PHARMACOKINETIC
Tmax PHARMACOKINETIC ORAL, IMMEDIATE-RELEASE TABLET

ORAL, EXTENDED-RELEASE TABLET

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