KEGG   DRUG: Doxepin hydrochlorideHelp
Entry
D00814                      Drug                                   

Name
Doxepin hydrochloride (USP);
Sinequan (TN);
Zonalon (TN)
Product
  Generic
DOXEPIN HYDROCHLORIDE (A-S Medication Solutions), DOXEPIN HYDROCHLORIDE (A-S Medication Solutions), DOXEPIN HYDROCHLORIDE (Aidarex Pharmaceuticals LLC), DOXEPIN HYDROCHLORIDE (Amneal Pharmaceuticals LLC), DOXEPIN HYDROCHLORIDE (Aphena Pharma Solutions - Tennessee), 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 (Carilion Materials Management), DOXEPIN HYDROCHLORIDE (Contract Pharmacy Services-PA), DOXEPIN HYDROCHLORIDE (DIRECT RX), DOXEPIN HYDROCHLORIDE (DIRECT RX), DOXEPIN HYDROCHLORIDE (GSMS), DOXEPIN HYDROCHLORIDE (H.J. Harkins Company), DOXEPIN HYDROCHLORIDE (Lake Erie Medical & Surgical Supply DBA Quality Care Products LLC), DOXEPIN HYDROCHLORIDE (Lake Erie Medical & Surgical Supply DBA Quality Care Products LLC), DOXEPIN HYDROCHLORIDE (Lake Erie Medical DBA Quality Care Products LLC), DOXEPIN HYDROCHLORIDE (Lannett Company), DOXEPIN HYDROCHLORIDE (Medsource Pharmaceuticals), DOXEPIN HYDROCHLORIDE (Medsource Pharmaceuticals), DOXEPIN HYDROCHLORIDE (Morton Grove Pharmaceuticals), DOXEPIN HYDROCHLORIDE (Mylan Institutional), DOXEPIN HYDROCHLORIDE (Mylan 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 (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 (Rebel Distributors Corp), DOXEPIN HYDROCHLORIDE (Renaissance Pharma), DOXEPIN HYDROCHLORIDE (TYA Pharmaceuticals), DOXEPIN HYDROCHLORIDE (Unit Dose Services)
Formula
C19H21NO. HCl
Exact mass
315.139
Mol weight
315.8371
Structure
Mol fileKCF fileDB search
Simcomp SIMCOMP
Class
Neuropsychiatric agent
 DG01730  Non-selective monoamine reuptake inhibitor
 DG01728  Tricyclic antidepressant
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
Drug 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
  Doxepin
   D00814  Doxepin hydrochloride (USP)
 Sleep Disorder Agents
  Sleep Disorders, Other
   Doxepin
    D00814  Doxepin hydrochloride (USP)
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>
Pharmacogenomic biomarkers [br08341.html]
 Polymorphisms and germline mutations
  D00814
BRITE hierarchy
Other DBs
CAS: 1229-29-4
PubChem: 7847879
ChEBI: 4711
ChEMBL: CHEMBL1200462
DrugBank: DB01142
LigandBox: D00814
NIKKAJI: J349.695C
LinkDB All DBs
KCF data Show

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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