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KEGG   DRUG: Alprazolam
Entry
D00225                      Drug                                   
Name
Alprazolam (JP18/USP/INN);
Xanax (TN)
Product
XANAX (PHARMACIA & UPJOHN COMPANY LLC), XANAX (PHARMACIA & UPJOHN COMPANY LLC), XANAX (Viatris Specialty LLC)
  Generic
ALPRAZOLAM (A-S Medication Solutions), ALPRAZOLAM (A-S Medication Solutions), ALPRAZOLAM (A-S Medication Solutions), ALPRAZOLAM (A-S Medication Solutions), ALPRAZOLAM (A-S Medication Solutions), ALPRAZOLAM (A-S Medication Solutions), ALPRAZOLAM (ANI Pharmaceuticals), ALPRAZOLAM (ATLANTIC BIOLOGICALS CORP.), ALPRAZOLAM (Actavis Pharma), ALPRAZOLAM (Actavis Pharma), ALPRAZOLAM (Actavis Pharma), ALPRAZOLAM (Advanced Rx Pharmacy of Tennessee), ALPRAZOLAM (Advanced Rx Pharmacy of Tennessee), ALPRAZOLAM (Advanced Rx Pharmacy of Tennessee), ALPRAZOLAM (Advanced Rx Pharmacy of Tennessee), ALPRAZOLAM (Advanced Rx Pharmacy of Tennessee), ALPRAZOLAM (Advanced Rx of Tennessee), ALPRAZOLAM (American Health Packaging), ALPRAZOLAM (Amneal Pharmaceuticals LLC), ALPRAZOLAM (Aphena Pharma Solutions - Tennessee), ALPRAZOLAM (Aphena Pharma Solutions - Tennessee), ALPRAZOLAM (Aphena Pharma Solutions - Tennessee), ALPRAZOLAM (Aphena Pharma Solutions - Tennessee), ALPRAZOLAM (Aphena Pharma Solutions - Tennessee), ALPRAZOLAM (Asclemed USA), ALPRAZOLAM (Asclemed USA), ALPRAZOLAM (Aurobindo Pharma Limited), ALPRAZOLAM (Aurobindo Pharma Limited), ALPRAZOLAM (Breckenridge Pharmaceutical), ALPRAZOLAM (Bryant Ranch Prepack), ALPRAZOLAM (Bryant Ranch Prepack), ALPRAZOLAM (Bryant Ranch Prepack), ALPRAZOLAM (Bryant Ranch Prepack), ALPRAZOLAM (Bryant Ranch Prepack), ALPRAZOLAM (Bryant Ranch Prepack), ALPRAZOLAM (Bryant Ranch Prepack), ALPRAZOLAM (Bryant Ranch Prepack), ALPRAZOLAM (Bryant Ranch Prepack), ALPRAZOLAM (Bryant Ranch Prepack), ALPRAZOLAM (Bryant Ranch Prepack), ALPRAZOLAM (Bryant Ranch Prepack), ALPRAZOLAM (Bryant Ranch Prepack), ALPRAZOLAM (Bryant Ranch Prepack), ALPRAZOLAM (Bryant Ranch Prepack), ALPRAZOLAM (Bryant Ranch Prepack), ALPRAZOLAM (Calvin Scott &), ALPRAZOLAM (Direct Rx), ALPRAZOLAM (Direct Rx), ALPRAZOLAM (Direct_Rx), ALPRAZOLAM (Endo USA), ALPRAZOLAM (Greenstone LLC), ALPRAZOLAM (Greenstone LLC), ALPRAZOLAM (Hikma Pharmaceuticals USA), ALPRAZOLAM (Medsource Pharmaceuticals), ALPRAZOLAM (Medsource Pharmaceuticals), ALPRAZOLAM (Natco Pharma USA LLC), ALPRAZOLAM (Northwind Pharmaceuticals), ALPRAZOLAM (NuCare Pharmaceuticals), ALPRAZOLAM (NuCare Pharmaceuticals), ALPRAZOLAM (NuCare Pharmaceuticals), ALPRAZOLAM (NuCare Pharmaceuticals), ALPRAZOLAM (NuCare Pharmaceuticals), ALPRAZOLAM (NuCare Pharmaceuticals), ALPRAZOLAM (NuCare Pharmaceuticals), ALPRAZOLAM (NuCare Pharmaceuticals), ALPRAZOLAM (NuCare Pharmaceuticals), ALPRAZOLAM (NuCare Pharmaceuticals), ALPRAZOLAM (NuCare Pharmaceuticals), ALPRAZOLAM (NuCare Pharmaceuticals), ALPRAZOLAM (NuCare Pharmaceuticals), ALPRAZOLAM (NuCare Pharmaceuticals), ALPRAZOLAM (PD-Rx Pharmaceuticals), ALPRAZOLAM (PD-Rx Pharmaceuticals), ALPRAZOLAM (PD-Rx Pharmaceuticals), ALPRAZOLAM (PD-Rx Pharmaceuticals), ALPRAZOLAM (PD-Rx Pharmaceuticals), ALPRAZOLAM (PD-Rx Pharmaceuticals), ALPRAZOLAM (PD-Rx Pharmaceuticals), ALPRAZOLAM (Preferred Pharmaceuticals), ALPRAZOLAM (Preferred Pharmaceuticals), ALPRAZOLAM (PreferredPharmaceuticals), ALPRAZOLAM (Proficient Rx LP), ALPRAZOLAM (Proficient Rx LP), ALPRAZOLAM (Proficient Rx LP), ALPRAZOLAM (Proficient Rx LP), ALPRAZOLAM (Proficient Rx LP), ALPRAZOLAM (Proficient Rx LP), ALPRAZOLAM (Proficient Rx LP), ALPRAZOLAM (Proficient Rx LP), ALPRAZOLAM (Proficient Rx LP), ALPRAZOLAM (Proficient Rx LP), ALPRAZOLAM (Proficient Rx LP), ALPRAZOLAM (Proficient Rx LP), ALPRAZOLAM (Proficient Rx LP), ALPRAZOLAM (Quality Care Products), ALPRAZOLAM (Quality Care Products), ALPRAZOLAM (REMEDYREPACK), ALPRAZOLAM (REMEDYREPACK), ALPRAZOLAM (REMEDYREPACK), ALPRAZOLAM (RPK Pharmaceuticals), ALPRAZOLAM (RPK Pharmaceuticals), ALPRAZOLAM (RPK Pharmaceuticals), ALPRAZOLAM (RPK Pharmaceuticals), ALPRAZOLAM (RedPharm Drug), ALPRAZOLAM (RedPharm Drug), ALPRAZOLAM (RedPharm Drug), ALPRAZOLAM (ST. MARY'S MEDICAL PARK PHARMACY), ALPRAZOLAM (Sandoz), ALPRAZOLAM (St. Mary's Medical Park Pharmacy), ALPRAZOLAM (Strides Pharma Science Limited), ALPRAZOLAM (medsource pharmaceuticals), ALPRAZOLAM (medsource pharmaceuticals), ALPRAZOLAM C-IV (Direct_Rx), ALPRAZOLAM C-IV (Direct_Rx)
Formula
C17H13ClN4
Exact mass
308.0829
Mol weight
308.76
Structure
Simcomp
Class
Neuropsychiatric agent
 DG01567  GABA-A receptor agonist
 DG01914  Anxiolytics, benzodiazepine derivatives
Metabolizing enzyme substrate
 DG01633  CYP3A/CYP3A4 substrate
Remark
Same as: C06817
Therapeutic category: 1124
ATC code: N05BA12
Product: D00225<JP/US>
Efficacy
Antianxiety, Minor tranquilizer, Sedative-hypnotic
  Disease
Generalized anxiety disorder [DS:H01662]
Panic disorder [DS:H01664]
Comment
Benzodiazepine derivative
Target
GABR [HSA:2554 2555 2556 2557 2558 2559 2560 2561 2562 2563 2564 2565 2566 2567 2568 55879] [KO:K05175 K05181 K05184 K05185 K05186 K05189 K05192]
  Pathway
hsa04080  Neuroactive ligand-receptor interaction
hsa04727  GABAergic synapse
Metabolism
Enzyme: CYP3A [HSA:1576 1577 1551]
Interaction
Structure map
map07030  Anxiolytics
map07230  GABA-A receptor agonists/antagonists
Brite
Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
 N NERVOUS SYSTEM
  N05 PSYCHOLEPTICS
   N05B ANXIOLYTICS
    N05BA Benzodiazepine derivatives
     N05BA12 Alprazolam
      D00225  Alprazolam (JP18/USP/INN) <JP/US>
USP drug classification [BR:br08302]
 Anxiolytics
  Benzodiazepines
   Alprazolam
    D00225  Alprazolam (JP18/USP/INN)
Therapeutic category of drugs in Japan [BR:br08301]
 1  Agents affecting nervous system and sensory organs
  11  Agents affecting central nervous system
   112  Hypnotics and sedatives, anxiolytics
    1124  Benzodiazepins
     D00225  Alprazolam (JP18/USP/INN)
Drug groups [BR:br08330]
 Neuropsychiatric agent
  DG01567  GABA-A receptor agonist
   D00225  Alprazolam
  DG01914  Anxiolytics, benzodiazepine derivatives
   D00225  Alprazolam
 Metabolizing enzyme substrate
  DG01633  CYP3A/CYP3A4 substrate
   D00225  Alprazolam
Target-based classification of drugs [BR:br08310]
 Ion channels
  Ligand-gated ion channels
   GABA (ionotropic)
    GABR
     D00225  Alprazolam (JP18/USP/INN) <JP/US>
Drugs listed in the Japanese Pharmacopoeia [BR:br08311]
 Chemicals
  D00225  Alprazolam
Drug metabolizing enzymes and transporters [br08309.html]
 Drug metabolizing enzymes
  D00225
Narcotics and psychotropics in Japan [br08308.html]
 Psychotropics by Cabinet order Article 3 (78 substances)
  D00225
Other DBs
CAS: 28981-97-7
PubChem: 7847292
ChEBI: 2611
PDB-CCD: 08H[PDBj]
LigandBox: D00225
NIKKAJI: J9.279G
KCF data

ATOM        22
            1   C2y C    11.2028  -17.3488
            2   C8y C    10.3478  -16.2505
            3   C8y C    10.6659  -14.8908
            4   N4y N    11.9188  -14.2978
            5   N2x N    12.6076  -17.3566
            6   C8y C    13.1789  -14.9040
            7   C1x C    13.4820  -16.2680
            8   C8x C     9.6478  -13.9358
            9   C8x C     8.3118  -14.3400
            10  C8y C     7.9936  -15.6997
            11  C8x C     9.0117  -16.6546
            12  C8y C    10.5740  -18.6251
            13  C8x C     9.1513  -18.6484
            14  C8x C     8.5338  -19.9703
            15  C8x C     9.3094  -21.1309
            16  C8x C    10.7341  -21.1074
            17  C8x C    11.3495  -19.7858
            18  N5x N    14.1449  -13.8929
            19  N5x N    13.4818  -12.6617
            20  C8y C    12.1059  -12.9119
            21  C1a C    11.0956  -11.9466
            22  X   Cl    6.6468  -16.1072
BOND        25
            1     3   4 1
            2     1   5 2
            3     4   6 1
            4     2   3 1
            5     5   7 1
            6     1   2 1
            7     6   7 1
            8     3   8 2
            9     8   9 1
            10    9  10 2
            11   10  11 1
            12    2  11 2
            13    1  12 1
            14   12  13 2
            15   13  14 1
            16   14  15 2
            17   15  16 1
            18   16  17 2
            19   12  17 1
            20    6  18 2
            21   18  19 1
            22   19  20 2
            23    4  20 1
            24   20  21 1
            25   10  22 1

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Ontology (8)   
   KEGG BRITE (8)   
Pathway (2)   
   KEGG PATHWAY (2)   
Disease (2)   
   KEGG DISEASE (2)   
Drug (5)   
   KEGG DGROUP (3)   
   LigandBox (1)   
   SIDER (1)   
Chemical substance (12)   
   KEGG COMPOUND (1)   
   PubChem (1)   
   ChEBI (1)   
   HMDB (1)   
   HSDB (1)   
   MASSBANK (5)   
   NIKKAJI (1)   
   PDB-CCD (1)   
Gene (23)   
   KEGG ORTHOLOGY (7)   
   KEGG GENES (16)   
All databases (52)   

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