Drug Information

Drug General Information
Drug ID
D06FES
Former ID
DAP000177
Drug Name
Doxepin
Synonyms
Cidoxepin; Cidoxepina; Cidoxepinum; Doxepina; Doxepine; Doxepinum; Quitaxon; Sinequan; Triadapin; Zonalon; Cidoxepin [INN]; Doxepin Hydrochloride; Doxepin [USAN]; MF 10; MOLI001594; Adapine (TN); Aponal (TN); Cis-doxepin; Deptran (TN); Doxepin (INN); Doxepin, Hydrochloride; Doxepina [INN-Spanish]; Doxepinum [INN-Latin]; Sinequan (TN); Sinquan (TN); Xepin (TN); Zonalon (TN); Doxepin (Z)-isomer; N,N-Dimethyldibenz(b,e)oxepin-delta(11(6H),gamma)-propylamine; Cis-N-(3-(6H-Dibenz(b,e)oxepin-11-yliden)propyl)-N,N-dimethylamin; (3E)-3-(6H-benzo[c][1]benzoxepin-11-ylidene)-N,N-dimethylpropan-1-amine; (3E)-3-dibenzo[b,e]oxepin-11(6H)-ylidene-N,N-dimethylpropan-1-amine; (3Z)-3-(6H-benzo[c][1]benzoxepin-11-ylidene)-N,N-di(methyl)propan-1-amine; (3Z)-3-(6H-benzo[c][1]benzoxepin-11-ylidene)-N,N-dimethylpropan-1-amine; (3Z)-3-dibenzo[b,e]oxepin-11(6H)-ylidene-N,N-dimethylpropan-1-amine; (Z)-Doxepin; 11-(3-(Dimethylamino)propylidene)-6H-dibenz(b,e)oxepine; 11-(3-Dimethylamino-propyliden)-6,11-dihydro-dibenz(b,e)oxipin; 11-(3-Dimethylaminopropylidene)-6,11-dihydrodibenz(b,e)oxipin; 3-(6H-benzo[c][1]benzoxepin-11-ylidene)-N,N-dimethylpropan-1-amine; 3-Dibenz[b,e]oxepin-11(6H)-ylidene-N,N-dimethyl-1-propanamine; 3-dibenzo[b,e]oxepin-11(6H)-ylidene-N,N-dimethylpropan-1-amine
Drug Type
Small molecular drug
Indication Depression [ICD9: 311; ICD10:F30-F39] Approved [536306], [538737]
Therapeutic Class
Antidepressants
Company
Pfizer Pharmaceuticals
Structure
Download
2D MOL

3D MOL
Formula
C19H21NO
InChI
InChI=1S/C19H21NO/c1-20(2)13-7-11-17-16-9-4-3-8-15(16)14-21-19-12-6-5-10-18(17)19/h3-6,8-12H,7,13-14H2,1-2H3/b17-11+
InChIKey
ODQWQRRAPPTVAG-GZTJUZNOSA-N
CAS Number
CAS 1668-19-5
PubChem Compound ID
667477
PubChem Substance ID
9185, 7979128, 9276661, 11111071, 11111072, 11113537, 15222194, 47349355, 48094536, 48169369, 48243362, 48243363, 49698411, 49962689, 50064724, 50111016, 53787313, 57408485, 74600407, 85209421, 85787476, 85787555, 90341830, 96024571, 104098315, 104171145, 109839956, 123090162, 124361053, 124749633, 126651546, 134337497, 134980709, 135650208, 137001419, 142365241, 160964476, 163423735, 163639170, 163853816, 164786701, 172883005, 175270523, 176224908, 176267053, 178100785, 179116660, 184548423, 194690521, 196105693
ChEBI ID
ChEBI:4710
SuperDrug ATC ID
N06AA12
SuperDrug CAS ID
cas=001668195
Target and Pathway
Target(s) Histamine H1 receptor Target Info Inhibitor [536469]
KEGG Pathway Calcium signaling pathway
Neuroactive ligand-receptor interaction
Inflammatory mediator regulation of TRP channels
PANTHER Pathway Histamine H1 receptor mediated signaling pathway
Reactome Histamine receptors
G alpha (q) signalling events
WikiPathways Monoamine GPCRs
GPCRs, Class A Rhodopsin-like
IL-4 Signaling Pathway
Gastrin-CREB signalling pathway via PKC and MAPK
GPCR ligand binding
GPCR downstream signaling
References
Ref 536306Emerging treatments for depression. Expert Opin Pharmacother. 2006 Dec;7(17):2323-39.
Ref 538737(http://www.guidetopharmacology.org/) Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Ligand id: 1225).
Ref 536469Novel therapeutic usage of low-dose doxepin hydrochloride. Expert Opin Investig Drugs. 2007 Aug;16(8):1295-305.

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