Entry

D00814                      Drug

Name

Doxepin hydrochloride (USP);
Sinequan (TN);
Zonalon (TN)

Product

SILENOR (Currax Pharmaceuticals LLC), ZONALON (Mylan Pharmaceuticals), PRUDOXIN (Mylan Pharmaceuticals)

Generic

DOXEPIN (Actavis Pharma), DOXEPIN (Archis Pharma LLC), DOXEPIN (REMEDYREPACK), DOXEPIN HCL (Direct_Rx), DOXEPIN HCL (Direct_Rx), DOXEPIN HYDROCHLORIDE (A-S Medication Solutions), DOXEPIN HYDROCHLORIDE (A-S Medication Solutions), DOXEPIN HYDROCHLORIDE (A-S Medication Solutions), DOXEPIN HYDROCHLORIDE (Ajanta Pharma USA), DOXEPIN HYDROCHLORIDE (Alembic Pharmaceuticals), DOXEPIN HYDROCHLORIDE (Alembic Pharmaceuticals Limited), DOXEPIN HYDROCHLORIDE (Amneal Pharmaceuticals NY LLC), DOXEPIN HYDROCHLORIDE (Aphena Pharma Solutions - Tennessee), DOXEPIN HYDROCHLORIDE (Appco Pharma LLC), DOXEPIN HYDROCHLORIDE (Aurobindo Pharma Limited), DOXEPIN HYDROCHLORIDE (AvKARE), 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 (Contract Pharmacal Corp.), DOXEPIN HYDROCHLORIDE (Currax Pharmaceuticals LLC dba Cypress), DOXEPIN HYDROCHLORIDE (Edenbridge Pharmaceuticals LLC.), DOXEPIN HYDROCHLORIDE (Epic Pharma), DOXEPIN HYDROCHLORIDE (Florida Pharmaceutical Products), DOXEPIN HYDROCHLORIDE (Golden State Medical Supply), DOXEPIN HYDROCHLORIDE (Heritage Pharmaceuticals Inc. d/b/a Avet Pharmaceuticals), DOXEPIN HYDROCHLORIDE (JUBILANT CADISTA PHARMACEUTICALS), DOXEPIN HYDROCHLORIDE (Lake Erie Medical & Surgical Supply DBA Quality Care Products LLC), 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 (Morton Grove Pharmaceuticals), DOXEPIN HYDROCHLORIDE (Mylan Institutional), DOXEPIN HYDROCHLORIDE (Mylan Pharmaceuticals), DOXEPIN HYDROCHLORIDE (Mylan Pharmaceuticals), DOXEPIN HYDROCHLORIDE (Mylan Pharmaceuticals), DOXEPIN HYDROCHLORIDE (Mylan Pharmaceuticals), DOXEPIN HYDROCHLORIDE (NORTHSTAR RX LLC), DOXEPIN HYDROCHLORIDE (Novadoz Pharmaceuticals LLC), DOXEPIN HYDROCHLORIDE (NuCare Pharmaceuticals), DOXEPIN HYDROCHLORIDE (NuCare Pharmaceuticals), DOXEPIN HYDROCHLORIDE (NuCare Pharmaceuticals), 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 (Par Pharmaceutical), DOXEPIN HYDROCHLORIDE (Proficient Rx LP), DOXEPIN HYDROCHLORIDE (Proficient Rx LP), DOXEPIN HYDROCHLORIDE (Quality Care Products), DOXEPIN HYDROCHLORIDE (Quality Care Products), DOXEPIN HYDROCHLORIDE (Quality Care Products), DOXEPIN HYDROCHLORIDE (Quality Care Products), 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 (REMEDYREPACK), DOXEPIN HYDROCHLORIDE (REMEDYREPACK), DOXEPIN HYDROCHLORIDE (REMEDYREPACK), DOXEPIN HYDROCHLORIDE (REMEDYREPACK), DOXEPIN HYDROCHLORIDE (REMEDYREPACK), DOXEPIN HYDROCHLORIDE (REMEDYREPACK), DOXEPIN HYDROCHLORIDE (REMEDYREPACK), DOXEPIN HYDROCHLORIDE (REMEDYREPACK), DOXEPIN HYDROCHLORIDE (Taro Pharmaceuticals U.S.A.), DOXEPIN HYDROCHLORIDE (direct rx), DOXEPIN HYDROCHLORIDE (medsource pharmaceuticals)

Formula

C19H21NO. HCl

Exact mass

315.139

Mol weight

315.8371

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

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