KEGG   DRUG: Doxepin hydrochloride
Entry
D00814                      Drug                                   
Name
Doxepin hydrochloride (USP);
Sinequan (TN);
Zonalon (TN)
Product
  Generic
DOXEPIN (Actavis Pharma), DOXEPIN (Ajanta Pharma USA), DOXEPIN (Archis Pharma LLC), DOXEPIN (Marlex Pharmaceuticals), DOXEPIN (North Star Rx LLC), DOXEPIN (REMEDYREPACK), DOXEPIN (Strides Pharma Science Limited), DOXEPIN (Viona Pharmaceuticals), DOXEPIN (Zydus Lifesciences Limited), DOXEPIN HCL (Direct_Rx), DOXEPIN HCL (Direct_Rx), DOXEPIN HCL (Direct_Rx), DOXEPIN HYDROCHLORIDE (A-S Medication Solutions), DOXEPIN HYDROCHLORIDE (A-S Medication Solutions), DOXEPIN HYDROCHLORIDE (Advanced Rx Pharmacy of Tennessee), DOXEPIN HYDROCHLORIDE (Advanced Rx of Tennessee), DOXEPIN HYDROCHLORIDE (Ajanta Pharma USA), DOXEPIN HYDROCHLORIDE (Alembic Pharmaceuticals Limited), DOXEPIN HYDROCHLORIDE (Alembic Pharmaceuticals), DOXEPIN HYDROCHLORIDE (Amneal Pharmaceuticals NY LLC), DOXEPIN HYDROCHLORIDE (Amneal Pharmaceuticals NY LLC), DOXEPIN HYDROCHLORIDE (Aphena Pharma Solutions - Tennessee), DOXEPIN HYDROCHLORIDE (Appco Pharma LLC), DOXEPIN HYDROCHLORIDE (Aurobindo Pharma Limited), DOXEPIN HYDROCHLORIDE (Bryant Ranch Prepack), DOXEPIN HYDROCHLORIDE (Bryant Ranch Prepack), DOXEPIN HYDROCHLORIDE (Bryant Ranch Prepack), DOXEPIN HYDROCHLORIDE (Bryant Ranch Prepack), DOXEPIN HYDROCHLORIDE (Bryant Ranch Prepack), DOXEPIN HYDROCHLORIDE (Bryant Ranch Prepack), DOXEPIN HYDROCHLORIDE (Bryant Ranch Prepack), DOXEPIN HYDROCHLORIDE (Bryant Ranch Prepack), DOXEPIN HYDROCHLORIDE (Bryant Ranch Prepack), DOXEPIN HYDROCHLORIDE (Bryant Ranch Prepack), DOXEPIN HYDROCHLORIDE (Bryant Ranch Prepack), DOXEPIN HYDROCHLORIDE (Bryant Ranch Prepack), DOXEPIN HYDROCHLORIDE (Bryant Ranch Prepack), DOXEPIN HYDROCHLORIDE (Bryant Ranch Prepack), DOXEPIN HYDROCHLORIDE (Chartwell RX), DOXEPIN HYDROCHLORIDE (Contract Pharmacal Corp.), DOXEPIN HYDROCHLORIDE (Currax Pharmaceuticals LLC dba Cypress), DOXEPIN HYDROCHLORIDE (Edenbridge Pharmaceuticals LLC.), DOXEPIN HYDROCHLORIDE (Epic Pharma), DOXEPIN HYDROCHLORIDE (First Nation Group), DOXEPIN HYDROCHLORIDE (Florida Pharmaceutical Products), DOXEPIN HYDROCHLORIDE (Golden State Medical Supply), DOXEPIN HYDROCHLORIDE (Golden State Medical Supply), DOXEPIN HYDROCHLORIDE (Heritage Pharmaceuticals Inc. d/b/a Avet Pharmaceuticals), DOXEPIN HYDROCHLORIDE (JUBILANT CADISTA PHARMACEUTICALS), DOXEPIN HYDROCHLORIDE (Lannett Company), DOXEPIN HYDROCHLORIDE (Lannett Company), DOXEPIN HYDROCHLORIDE (Leading Pharma), DOXEPIN HYDROCHLORIDE (Leading Pharma), DOXEPIN HYDROCHLORIDE (Lifestar Pharma LLC), DOXEPIN HYDROCHLORIDE (Major Pharmaceuticals), DOXEPIN HYDROCHLORIDE (Medsource Pharmaceuticals), DOXEPIN HYDROCHLORIDE (Medsource Pharmaceuticals), DOXEPIN HYDROCHLORIDE (Micro Labs Limited), DOXEPIN HYDROCHLORIDE (Mylan Institutional), DOXEPIN HYDROCHLORIDE (Mylan Pharmaceuticals), DOXEPIN HYDROCHLORIDE (Mylan Pharmaceuticals), DOXEPIN HYDROCHLORIDE (NORTHSTAR RX LLC), DOXEPIN HYDROCHLORIDE (Novadoz Pharmaceuticals LLC), DOXEPIN HYDROCHLORIDE (Novadoz Pharmaceuticals LLC), DOXEPIN HYDROCHLORIDE (NuCare Pharmaceuticals), DOXEPIN HYDROCHLORIDE (NuCare Pharmaceuticals), DOXEPIN HYDROCHLORIDE (PD-Rx Pharmaceuticals), DOXEPIN HYDROCHLORIDE (PD-Rx Pharmaceuticals), DOXEPIN HYDROCHLORIDE (PD-Rx Pharmaceuticals), DOXEPIN HYDROCHLORIDE (PD-Rx Pharmaceuticals), DOXEPIN HYDROCHLORIDE (PURACAP LABORATORIES LLC DBA BLU PHARMACEUTICALS), DOXEPIN HYDROCHLORIDE (Par Pharmaceutical), DOXEPIN HYDROCHLORIDE (Proficient Rx LP), DOXEPIN HYDROCHLORIDE (Proficient Rx LP), DOXEPIN HYDROCHLORIDE (Proficient Rx LP), DOXEPIN HYDROCHLORIDE (Proficient Rx LP), DOXEPIN HYDROCHLORIDE (Proficient Rx LP), DOXEPIN HYDROCHLORIDE (REMEDYREPACK), DOXEPIN HYDROCHLORIDE (REMEDYREPACK), DOXEPIN HYDROCHLORIDE (REMEDYREPACK), DOXEPIN HYDROCHLORIDE (REMEDYREPACK), DOXEPIN HYDROCHLORIDE (REMEDYREPACK), DOXEPIN HYDROCHLORIDE (REMEDYREPACK), DOXEPIN HYDROCHLORIDE (REMEDYREPACK), DOXEPIN HYDROCHLORIDE (REMEDYREPACK), DOXEPIN HYDROCHLORIDE (REMEDYREPACK), DOXEPIN HYDROCHLORIDE (REMEDYREPACK), DOXEPIN HYDROCHLORIDE (REMEDYREPACK), DOXEPIN HYDROCHLORIDE (Rising Pharma Holdings), DOXEPIN HYDROCHLORIDE (Taro Pharmaceuticals U.S.A.), DOXEPIN HYDROCHLORIDE (Teva Pharmaceuticals USA), DOXEPIN HYDROCHLORIDE (Viona Pharmaceuticals), DOXEPIN HYDROCHLORIDE (Viona Pharmaceuticals), DOXEPIN HYDROCHLORIDE (Zydus Lifesciences Limited), DOXEPIN HYDROCHLORIDE (Zydus Lifesciences Limited), DOXEPIN HYDROCHLORIDE (direct rx), DOXEPIN HYDROCHLORIDE (medsource pharmaceuticals)
Formula
C19H21NO. HCl
Exact mass
315.1390
Mol weight
315.83
Structure
Simcomp
Class
Neuropsychiatric agent
 DG01730  Non-selective monoamine reuptake inhibitor
 DG01728  Tricyclic antidepressant
Metabolizing enzyme substrate
 DG01892  CYP1A2 substrate
 DG01642  CYP2C9 substrate
 DG01639  CYP2C19 substrate
 DG01644  CYP2D6 substrate
Remark
ATC code: D04AX01 N06AA12
Chemical structure group: DG00937
Product (DG00937): D00814<US>
Efficacy
Antidepressant, H1 receptor antagonist, Serotonin-noradrenaline reuptake inhibitor (SNRI)
  Disease
Atopic dermatitis [DS:H01358]
Insomnia [DS:H01609]
Target
HRH1 [HSA:3269] [KO:K04149]
SLC6A4 (HTT) [HSA:6532] [KO:K05037]
SLC6A2 (NAT1) [HSA:6530] [KO:K05035]
  Pathway
hsa04080  Neuroactive ligand-receptor interaction
hsa04721  Synaptic vesicle cycle
hsa04726  Serotonergic synapse
hsa04750  Inflammatory mediator regulation of TRP channels
Metabolism
Enzyme: CYP2C19 [HSA:1557], CYP2D6 [HSA:1565]; CYP1A2 [HSA:1544], CYP2C9 [HSA:1559]
Interaction
Brite
Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
 D DERMATOLOGICALS
  D04 ANTIPRURITICS, INCL. ANTIHISTAMINES, ANESTHETICS, ETC.
   D04A ANTIPRURITICS, INCL. ANTIHISTAMINES, ANESTHETICS, ETC.
    D04AX Other antipruritics
     D04AX01 Doxepin
      D00814  Doxepin hydrochloride (USP) <US>
 N NERVOUS SYSTEM
  N06 PSYCHOANALEPTICS
   N06A ANTIDEPRESSANTS
    N06AA Non-selective monoamine reuptake inhibitors
     N06AA12 Doxepin
      D00814  Doxepin hydrochloride (USP) <US>
USP drug classification [BR:br08302]
 Antidepressants
  Tricyclics
   Doxepin
    D00814  Doxepin hydrochloride (USP)
 Anxiolytics
  Anxiolytics, Other
   Doxepin
    D00814  Doxepin hydrochloride (USP)
 Dermatological Agents
  Dermatitis and Pruitus Agents
   Dermatitis and Pruitus Agents, Other
    Doxepin
     D00814  Doxepin hydrochloride (USP)
 Sleep Disorder Agents
  Sleep Promoting Agents
   Doxepin
    D00814  Doxepin hydrochloride (USP)
Drug groups [BR:br08330]
 Neuropsychiatric agent
  DG01730  Non-selective monoamine reuptake inhibitor
   DG00937  Doxepin
    D00814  Doxepin hydrochloride
  DG01728  Tricyclic antidepressant
   DG00937  Doxepin
    D00814  Doxepin hydrochloride
 Metabolizing enzyme substrate
  DG01892  CYP1A2 substrate
   DG00937  Doxepin
    D00814  Doxepin hydrochloride
  DG01642  CYP2C9 substrate
   DG00937  Doxepin
    D00814  Doxepin hydrochloride
  DG01639  CYP2C19 substrate
   DG00937  Doxepin
    D00814  Doxepin hydrochloride
  DG01644  CYP2D6 substrate
   DG00937  Doxepin
    D00814  Doxepin hydrochloride
Drug classes [BR:br08332]
 Neuropsychiatric agent
  DG01730  Non-selective monoamine reuptake inhibitor
   D00814  Doxepin hydrochloride
Target-based classification of drugs [BR:br08310]
 G Protein-coupled receptors
  Rhodopsin family
   Histamine
    HRH1
     D00814  Doxepin hydrochloride (USP) <US>
 Transporters
  Solute carrier family
   SLC6
    SLC6A2 (NAT1)
     D00814  Doxepin hydrochloride (USP) <US>
    SLC6A4 (HTT)
     D00814  Doxepin hydrochloride (USP) <US>
Drug metabolizing enzymes and transporters [br08309.html]
 Drug metabolizing enzymes
  D00814
Pharmacogenomic biomarkers [br08341.html]
 Polymorphisms and mutations affecting drug response
  D00814
Drug groups [BR:br08330]
 Neuropsychiatric agent
  DG01730  Non-selective monoamine reuptake inhibitor
   DG00937  Doxepin
  DG01728  Tricyclic antidepressant
   DG00937  Doxepin
 Metabolizing enzyme substrate
  DG01892  CYP1A2 substrate
   DG00937  Doxepin
  DG01642  CYP2C9 substrate
   DG00937  Doxepin
  DG01639  CYP2C19 substrate
   DG00937  Doxepin
  DG01644  CYP2D6 substrate
   DG00937  Doxepin
Other DBs
CAS: 1229-29-4
PubChem: 7847879
ChEBI: 4711
LigandBox: D00814
NIKKAJI: J349.695C
LinkDB
KCF data

ATOM        22
            1   X   Cl   20.8859  -12.9993
            2   C1x C    16.9400  -18.6200
            3   C8y C    16.1000  -17.5000
            4   C8y C    16.4500  -16.1700
            5   C2y C    17.7100  -15.6100
            6   O2x O    18.3400  -18.6200
            7   C8y C    18.9700  -16.2400
            8   C8y C    19.2500  -17.5700
            9   C8x C    15.4700  -15.1900
            10  C8x C    14.0700  -15.6100
            11  C8x C    13.7900  -16.9400
            12  C8x C    14.7700  -17.9200
            13  C8x C    20.5800  -17.9900
            14  C8x C    21.6300  -17.0800
            15  C8x C    21.3500  -15.7500
            16  C8x C    20.0200  -15.2600
            17  C2b C    17.7100  -14.1400
            18  C1b C    16.4500  -13.4400
            19  C1b C    15.2600  -14.1400
            20  N1c N    14.0700  -13.4400
            21  C1a C    12.8800  -14.1400
            22  C1a C    14.0700  -12.0400
BOND        23
            1     4   5 1
            2     2   6 1
            3     5   7 1
            4     3   4 1
            5     6   8 1
            6     2   3 1
            7     7   8 1
            8     4   9 2
            9     9  10 1
            10   10  11 2
            11   11  12 1
            12    3  12 2
            13    8  13 2
            14   13  14 1
            15   14  15 2
            16   15  16 1
            17    7  16 2
            18    5  17 2
            19   17  18 1
            20   18  19 1
            21   19  20 1
            22   20  21 1
            23   20  22 1

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