e-Drug3D

1749

DOXEPIN


INN
DOXEPIN

(has an active metabolite)

cas 1668-19-5
CLASS

NERVOUS SYSTEM
ANTIDEPRESSANT
ANTI-ANXIETY AGENTS
TRICYCLIC PSYCHOTHERAPEUTIC AGENT
ANTI-PRURITIC
HISTAMINE RECEPTOR ANTAGONIST
TREATMENT OF INSOMNIA

ROUTE (list)

ORAL TOPICAL

ATC code

D04AX01
N06AA12

PK parameters

Tmax 3.5 HOUR
VD 11930 LITER
Cl 540 LITER / HOUR (EQN)
PPB 80 PERCENT
t1/2 15.3 HOUR

Solubility

READILY SOLUBLE IN WATER


Target

TARGET HISTAMINE H2 RECEPTOR
HISTAMINE H1 RECEPTOR

PDB
3RZE (STRUCTURE OF THE HUMAN HISTAMINE H1 RECEPTOR IN COMPLEX WITH DOXEPIN)

Ligand code = 5EH (link to the list of PDB complexes)

Download experimental 3D coordinates of 5EH with added hydrogens

DrugCentral

Sodium-dependent noradrenaline transporter UNIPROT P23975 SLC6A2

Histamine H1 receptor UNIPROT P35367 HRH1

Download SDF file (3Z)-3-(6H-benzo[c][1]benzoxepin-11-ylidene)-N,N-dimethylpropan-1-amine

Formula:
C19H21NO

Calculated chemical properties:

MW 279.37
NB_atoms 21
XLogP 3.96
PSA 15.703
NB_HD 0
NB_HA 2
fsp3 0.26
Lipinski(0=no;1=yes) 1

FDA
NDA 070931 (pdf not found) INN (DOXEPIN HYDROCHLORIDE) DOXEPIN HYDROCHLORIDE (QUANTUM PHARMICS) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 070932 (pdf not found) INN (DOXEPIN HYDROCHLORIDE) DOXEPIN HYDROCHLORIDE (QUANTUM PHARMICS) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 070952 (pdf not found) INN (DOXEPIN HYDROCHLORIDE) DOXEPIN HYDROCHLORIDE (WATSON LABS) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 070953 (pdf not found) INN (DOXEPIN HYDROCHLORIDE) DOXEPIN HYDROCHLORIDE (WATSON LABS) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 070954 (pdf not found) INN (DOXEPIN HYDROCHLORIDE) DOXEPIN HYDROCHLORIDE (WATSON LABS) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 070955 (pdf not found) INN (DOXEPIN HYDROCHLORIDE) DOXEPIN HYDROCHLORIDE (WATSON LABS) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 070972 (pdf not found) INN (DOXEPIN HYDROCHLORIDE) DOXEPIN HYDROCHLORIDE (QUANTUM PHARMICS) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 070973 (pdf not found) INN (DOXEPIN HYDROCHLORIDE) DOXEPIN HYDROCHLORIDE (QUANTUM PHARMICS) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 071673 (pdf not found) INN (DOXEPIN HYDROCHLORIDE) DOXEPIN HYDROCHLORIDE (DAVA PHARMS INC) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 071674 (pdf not found) INN (DOXEPIN HYDROCHLORIDE) DOXEPIN HYDROCHLORIDE (DAVA PHARMS INC) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 071675 (pdf not found) INN (DOXEPIN HYDROCHLORIDE) DOXEPIN HYDROCHLORIDE (DAVA PHARMS INC) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 071676 (pdf not found) INN (DOXEPIN HYDROCHLORIDE) DOXEPIN HYDROCHLORIDE (DAVA PHARMS INC) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 071685 (pdf not found) INN (DOXEPIN HYDROCHLORIDE) DOXEPIN HYDROCHLORIDE (DAVA PHARMS INC) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 071686 (pdf not found) INN (DOXEPIN HYDROCHLORIDE) DOXEPIN HYDROCHLORIDE (DAVA PHARMS INC) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 071763 (pdf not found) INN (DOXEPIN HYDROCHLORIDE) DOXEPIN HYDROCHLORIDE (WATSON LABS) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 071764 (pdf not found) INN (DOXEPIN HYDROCHLORIDE) DOXEPIN HYDROCHLORIDE (WATSON LABS) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 072109 (pdf not found) INN (DOXEPIN HYDROCHLORIDE) DOXEPIN HYDROCHLORIDE (PUREPAC PHARM) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 072110 (pdf not found) INN (DOXEPIN HYDROCHLORIDE) DOXEPIN HYDROCHLORIDE (PUREPAC PHARM) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 072375 (pdf not found) INN (DOXEPIN HYDROCHLORIDE) DOXEPIN HYDROCHLORIDE (QUANTUM PHARMICS) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 072376 (pdf not found) INN (DOXEPIN HYDROCHLORIDE) DOXEPIN HYDROCHLORIDE (QUANTUM PHARMICS) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 072386 (pdf not found) INN (DOXEPIN HYDROCHLORIDE) DOXEPIN HYDROCHLORIDE (PUREPAC PHARM) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 072387 (pdf not found) INN (DOXEPIN HYDROCHLORIDE) DOXEPIN HYDROCHLORIDE (PUREPAC PHARM) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 016798 (label) INN (DOXEPIN HYDROCHLORIDE) SINEQUAN (PFIZER) APPROVAL= AP YEAR= 1969 DISCONTINUED
NDA 016987 (pdf not found) INN (DOXEPIN HYDROCHLORIDE) DOXEPIN HYDROCHLORIDE (NEW RIVER) APPROVAL= AP YEAR= 1972 DISCONTINUED
NDA 017516 (label) INN (DOXEPIN HYDROCHLORIDE) SINEQUAN (PFIZER) APPROVAL= AP YEAR= 1974 DISCONTINUED
NDA 070789 (pdf not found) INN (DOXEPIN HYDROCHLORIDE) DOXEPIN HYDROCHLORIDE (MYLAN) APPROVAL= AP YEAR= 1986 OBSOLETE
NDA 070790 (pdf not found) INN (DOXEPIN HYDROCHLORIDE) DOXEPIN HYDROCHLORIDE (MYLAN) APPROVAL= AP YEAR= 1986
NDA 070791 (label) INN (DOXEPIN HYDROCHLORIDE) DOXEPIN HYDROCHLORIDE (MYLAN PHARMS INC) APPROVAL= AP YEAR= 1986
NDA 070792 (pdf not found) INN (DOXEPIN HYDROCHLORIDE) DOXEPIN HYDROCHLORIDE (MYLAN) APPROVAL= AP YEAR= 1986
NDA 070793 (pdf not found) INN (DOXEPIN HYDROCHLORIDE) DOXEPIN HYDROCHLORIDE (MYLAN) APPROVAL= AP YEAR= 1986
NDA 070825 (pdf not found) INN (DOXEPIN HYDROCHLORIDE) DOXEPIN HYDROCHLORIDE (SANDOZ) APPROVAL= AP YEAR= 1986 DISCONTINUED
NDA 070827 (pdf not found) INN (DOXEPIN HYDROCHLORIDE) DOXEPIN HYDROCHLORIDE (SANDOZ) APPROVAL= AP YEAR= 1986 DISCONTINUED
NDA 070828 (pdf not found) INN (DOXEPIN HYDROCHLORIDE) DOXEPIN HYDROCHLORIDE (SANDOZ) APPROVAL= AP YEAR= 1986 DISCONTINUED
NDA 071238 (pdf not found) INN (DOXEPIN HYDROCHLORIDE) DOXEPIN HYDROCHLORIDE (WATSON LABS) APPROVAL= AP YEAR= 1987 DISCONTINUED
NDA 071239 (pdf not found) INN (DOXEPIN HYDROCHLORIDE) DOXEPIN HYDROCHLORIDE (WATSON LABS) APPROVAL= AP YEAR= 1987 DISCONTINUED
NDA 071326 (pdf not found) INN (DOXEPIN HYDROCHLORIDE) DOXEPIN HYDROCHLORIDE (WATSON LABS) APPROVAL= AP YEAR= 1987 DISCONTINUED
NDA 071422 (pdf not found) INN (DOXEPIN HYDROCHLORIDE) DOXEPIN HYDROCHLORIDE (PH HEALTH) APPROVAL= AP YEAR= 1987
NDA 071437 (pdf not found) INN (DOXEPIN HYDROCHLORIDE) DOXEPIN HYDROCHLORIDE (PAR PHARM) APPROVAL= AP YEAR= 1987
NDA 071485 (pdf not found) INN (DOXEPIN HYDROCHLORIDE) DOXEPIN HYDROCHLORIDE (WATSON LABS) APPROVAL= AP YEAR= 1987 DISCONTINUED
NDA 071486 (pdf not found) INN (DOXEPIN HYDROCHLORIDE) DOXEPIN HYDROCHLORIDE (WATSON LABS) APPROVAL= AP YEAR= 1987 DISCONTINUED
NDA 071487 (pdf not found) INN (DOXEPIN HYDROCHLORIDE) DOXEPIN HYDROCHLORIDE (SANDOZ) APPROVAL= AP YEAR= 1987 DISCONTINUED
NDA 071562 (pdf not found) INN (DOXEPIN HYDROCHLORIDE) DOXEPIN HYDROCHLORIDE (SANDOZ) APPROVAL= AP YEAR= 1987 DISCONTINUED
NDA 071595 (pdf not found) INN (DOXEPIN HYDROCHLORIDE) DOXEPIN HYDROCHLORIDE (PAR PHARM) APPROVAL= AP YEAR= 1987 OBSOLETE
NDA 071608 (pdf not found) INN (DOXEPIN HYDROCHLORIDE) DOXEPIN HYDROCHLORIDE (PAR PHARM) APPROVAL= AP YEAR= 1987 OBSOLETE
NDA 071609 (label) INN (DOXEPIN HYDROCHLORIDE) DOXEPIN HYDROCHLORIDE (TEVA PHARMS) APPROVAL= AP YEAR= 1987 DISCONTINUED
NDA 071669 (pdf not found) INN (DOXEPIN HYDROCHLORIDE) DOXEPIN HYDROCHLORIDE (PAR PHARM) APPROVAL= AP YEAR= 1987 OBSOLETE
NDA 071697 (pdf not found) INN (DOXEPIN HYDROCHLORIDE) DOXEPIN HYDROCHLORIDE (PAR PHARM) APPROVAL= AP YEAR= 1987 OBSOLETE
NDA 071502 (pdf not found) INN (DOXEPIN HYDROCHLORIDE) DOXEPIN HYDROCHLORIDE (SUN PHARM INDUSTRIES) APPROVAL= AP YEAR= 1988 DISCONTINUED
NDA 071521 (pdf not found) INN (DOXEPIN HYDROCHLORIDE) DOXEPIN HYDROCHLORIDE (SUN PHARM INDUSTRIES) APPROVAL= AP YEAR= 1988 DISCONTINUED
NDA 071653 (pdf not found) INN (DOXEPIN HYDROCHLORIDE) DOXEPIN HYDROCHLORIDE (SUN PHARM INDUSTRIES) APPROVAL= AP YEAR= 1988 DISCONTINUED
NDA 071654 (pdf not found) INN (DOXEPIN HYDROCHLORIDE) DOXEPIN HYDROCHLORIDE (SUN PHARM INDUSTRIES) APPROVAL= AP YEAR= 1988 DISCONTINUED
NDA 071918 (pdf not found) INN (DOXEPIN HYDROCHLORIDE) DOXEPIN HYDROCHLORIDE (PHARMOBEDIENT CNSLTG) APPROVAL= AP YEAR= 1988 DISCONTINUED
NDA 073054 (pdf not found) INN (DOXEPIN HYDROCHLORIDE) DOXEPIN HYDROCHLORIDE (PUREPAC PHARM) APPROVAL= AP YEAR= 1990 DISCONTINUED
NDA 073055 (pdf not found) INN (DOXEPIN HYDROCHLORIDE) DOXEPIN HYDROCHLORIDE (PUREPAC PHARM) APPROVAL= AP YEAR= 1990 DISCONTINUED
NDA 072985 (pdf not found) INN (DOXEPIN HYDROCHLORIDE) DOXEPIN HYDROCHLORIDE (WATSON LABS) APPROVAL= AP YEAR= 1991 DISCONTINUED
NDA 072986 (pdf not found) INN (DOXEPIN HYDROCHLORIDE) DOXEPIN HYDROCHLORIDE (WATSON LABS) APPROVAL= AP YEAR= 1991 DISCONTINUED
NDA 072987 (pdf not found) INN (DOXEPIN HYDROCHLORIDE) DOXEPIN HYDROCHLORIDE (WATSON LABS TEVA) APPROVAL= AP YEAR= 1991 DISCONTINUED
NDA 020126 (label) INN (DOXEPIN HYDROCHLORIDE) ZONALON (MYLAN) APPROVAL= AP YEAR= 1994
NDA 074721 (pdf not found) INN (DOXEPIN HYDROCHLORIDE) DOXEPIN HYDROCHLORIDE (LANNETT CO INC) APPROVAL= AP YEAR= 1998
NDA 075924 (pdf not found) INN (DOXEPIN HYDROCHLORIDE) DOXEPIN HYDROCHLORIDE (PHARM ASSOC) APPROVAL= AP YEAR= 2004 DISCONTINUED
NDA 022036 (label) INN (DOXEPIN HYDROCHLORIDE) SILENOR (CURRAX) APPROVAL= AP YEAR= 2010
NDA 201951 (pdf not found) INN (DOXEPIN HYDROCHLORIDE) DOXEPIN HYDROCHLORIDE (ACTAVIS ELIZABETH) APPROVAL= AP YEAR= 2013
NDA 202337 (pdf not found) INN (DOXEPIN HYDROCHLORIDE) DOXEPIN HYDROCHLORIDE (RK PHARMA) APPROVAL= AP YEAR= 2016
NDA 207482 (pdf not found) INN (DOXEPIN HYDROCHLORIDE) DOXEPIN HYDROCHLORIDE (AMNEAL PHARMS CO) APPROVAL= AP YEAR= 2017
NDA 211603 (pdf not found) INN (DOXEPIN HYDROCHLORIDE) DOXEPIN HYDROCHLORIDE (AUROBINDO PHARMA LTD) APPROVAL= AP YEAR= 2019
NDA 212624 (pdf not found) INN (DOXEPIN HYDROCHLORIDE) DOXEPIN HYDROCHLORIDE (AJANTA PHARMA LTD) APPROVAL= AP YEAR= 2019
NDA 202510 (pdf not found) INN (DOXEPIN HYDROCHLORIDE) DOXEPIN HYDROCHLORIDE (STRIDES PHARMA) APPROVAL= AP YEAR= 2020
NDA 213063 (pdf not found) INN (DOXEPIN HYDROCHLORIDE) DOXEPIN HYDROCHLORIDE (TARO) APPROVAL= AP YEAR= 2020 DISCONTINUED
NDA 210268 (pdf not found) INN (DOXEPIN HYDROCHLORIDE) DOXEPIN HYDROCHLORIDE (CHARTWELL RX) APPROVAL= AP YEAR= 2020
NDA 210675 (pdf not found) INN (DOXEPIN HYDROCHLORIDE) DOXEPIN HYDROCHLORIDE (EPIC PHARMA LLC) APPROVAL= AP YEAR= 2020
NDA 212997 (pdf not found) INN (DOXEPIN HYDROCHLORIDE) DOXEPIN HYDROCHLORIDE (LANNETT CO INC) APPROVAL= AP YEAR= 2020 DISCONTINUED
NDA 213474 (pdf not found) INN (DOXEPIN HYDROCHLORIDE) DOXEPIN HYDROCHLORIDE (AIPING PHARM INC) APPROVAL= AP YEAR= 2020
NDA 211618 (pdf not found) INN (DOXEPIN HYDROCHLORIDE) DOXEPIN HYDROCHLORIDE (VELZEN PHARMA PVT) APPROVAL= AP YEAR= 2021
NDA 211619 (pdf not found) INN (DOXEPIN HYDROCHLORIDE) DOXEPIN HYDROCHLORIDE (LEADING) APPROVAL= AP YEAR= 2021
NDA 214908 (pdf not found) INN (DOXEPIN HYDROCHLORIDE) DOXEPIN HYDROCHLORIDE (APPCO) APPROVAL= AP YEAR= 2021
NDA 215076 (pdf not found) INN (DOXEPIN HYDROCHLORIDE) DOXEPIN HYDROCHLORIDE (ALEMBIC) APPROVAL= AP YEAR= 2021
NDA 213796 (pdf not found) INN (DOXEPIN HYDROCHLORIDE) DOXEPIN HYDROCHLORIDE (ADAPTIS) APPROVAL= AP YEAR= 2022 DISCONTINUED
NDA 215113 (pdf not found) INN (DOXEPIN HYDROCHLORIDE) DOXEPIN HYDROCHLORIDE (MSN) APPROVAL= AP YEAR= 2022
NDA 215483 (pdf not found) INN (DOXEPIN HYDROCHLORIDE) DOXEPIN HYDROCHLORIDE (JUBILANT CADISTA) APPROVAL= AP YEAR= 2022
NDA 215710 (pdf not found) INN (DOXEPIN HYDROCHLORIDE) DOXEPIN HYDROCHLORIDE (MANKIND PHARMA) APPROVAL= AP YEAR= 2022
NDA 202761 (pdf not found) INN (DOXEPIN HYDROCHLORIDE) DOXEPIN HYDROCHLORIDE (ZYDUS LIFESCIENCES) APPROVAL= AP YEAR= 2023
NDA 210140 (pdf not found) INN (DOXEPIN HYDROCHLORIDE) DOXEPIN HYDROCHLORIDE (ZYDUS LIFESCIENCES) APPROVAL= AP YEAR= 2023
NDA 210700 (pdf not found) INN (DOXEPIN HYDROCHLORIDE) DOXEPIN HYDROCHLORIDE (ZYDUS LIFESCIENCES) APPROVAL= AP YEAR= 2023
NDA 212357 (pdf not found) INN (DOXEPIN HYDROCHLORIDE) DOXEPIN HYDROCHLORIDE (AMNEAL) APPROVAL= AP YEAR= 2023
NDA 214823 (pdf not found) INN (DOXEPIN HYDROCHLORIDE) DOXEPIN HYDROCHLORIDE (MSN) APPROVAL= AP YEAR= 2023
NDA 215408 (pdf not found) INN (DOXEPIN HYDROCHLORIDE) DOXEPIN HYDROCHLORIDE (TEVA PHARMS) APPROVAL= AP YEAR= 2023
NDA 217688 (pdf not found) INN (DOXEPIN HYDROCHLORIDE) DOXEPIN HYDROCHLORIDE (MICRO LABS) APPROVAL= AP YEAR= 2023
NDA 217975 (pdf not found) INN (DOXEPIN HYDROCHLORIDE) DOXEPIN HYDROCHLORIDE (PTS CONSULTING) APPROVAL= AP YEAR= 2023
NDA 216041 (pdf not found) INN (DOXEPIN HYDROCHLORIDE) DOXEPIN HYDROCHLORIDE (AUROBINDO PHARMA LTD) APPROVAL= AP YEAR= 2024
NDA 218564 (pdf not found) INN (DOXEPIN HYDROCHLORIDE) DOXEPIN HYDROCHLORIDE (AJANTA PHARMA LTD) APPROVAL= AP YEAR= 2024
NDA 219058 (pdf not found) INN (DOXEPIN HYDROCHLORIDE) DOXEPIN HYDROCHLORIDE (TARO) APPROVAL= AP YEAR= 2025

Other links:

PubChem
ChemicalProbes

U.S. repository of Clinical Trials

VigiAccess
SIDER side effects

ChemSynthesis
Patent@SureChEMBL