Drug Information

Drug General Information
Drug ID
D0X7DE
Former ID
DAP000042
Drug Name
Nefazodone
Synonyms
Nefazodona; Nefazodonum; Nefazodona [Spanish]; Nefazodone Hcl; Nefazodonum [Latin]; Nefadar (TN); Nefazodone (INN); Nefazodone [INN:BAN]; Serzone (TN); 1-(3-(4-(3-Chlorpheyl-1-piperazinylpropyl)-3-ethyl-4,5-dihydro-4-(2-phenoxyethyl)-1,2,4-triazol-5-on; 1-(3-(4-(m-Chlorophenyl)-1-piperazinyl)propyl)-3-ethyl-4-(2-phenoxyethyl)-delta2-1,2,4-triazolin-5-one; 2-[3-[4-(3-Chlorophenyl)-1-piperazinyl]propyl]-5-ethyl-2,4-dihydro-4-(2-phenoxyethyl)-3H-1,2,4-triazol-3-one; 2-[3-[4-(3-chlorophenyl)piperazin-1-yl]propyl]-5-ethyl-4-(2-phenoxyethyl)-1,2,4-triazol-3-one; 2-{3-[4-(3-chlorophenyl)piperazin-1-yl]propyl}-5-ethyl-4-(2-phenoxyethyl)-2,4-dihydro-3H-1,2,4-triazol-3-one; 2-{3-[4-(3-chlorophenyl)piperazin-1-yl]propyl}-5-ethyl-4-[2-(phenyloxy)ethyl]-2,4-dihydro-3H-1,2,4-triazol-3-one
Drug Type
Small molecular drug
Indication Major depressive disorder [ICD9: 296.2, 296.3, 710.0; ICD10:F32, F33, M32] Approved [551871]
Depression [ICD9: 311; ICD10:F30-F39] Withdrawn from market [536306], [542264]
Therapeutic Class
Antidepressants
Company
Bristol-Myers Squibb
Structure
Download
2D MOL

3D MOL
Formula
C25H32ClN5O2
InChI
InChI=1S/C25H32ClN5O2/c1-2-24-27-31(25(32)30(24)18-19-33-23-10-4-3-5-11-23)13-7-12-28-14-16-29(17-15-28)22-9-6-8-21(26)20-22/h3-6,8-11,20H,2,7,12-19H2,1H3
InChIKey
VRBKIVRKKCLPHA-UHFFFAOYSA-N
CAS Number
CAS 83366-66-9
PubChem Compound ID
4449
PubChem Substance ID
9465, 4634333, 7980102, 8152743, 14858579, 29217604, 29223544, 46508323, 48416316, 49665930, 49666410, 50057418, 50111710, 50788542, 56464118, 57322274, 85209875, 85789114, 89736110, 92309073, 93166947, 96024945, 103188221, 103963508, 104306436, 121362268, 124799827, 124893191, 125358294, 126656776, 126684012, 127339542, 127339543, 127339544, 127339545, 129514880, 131327475, 134337370, 135020756, 137001425, 142052543, 144076337, 152046617, 160964483, 163409603, 164828567, 172862753, 175268308, 175610915, 176484419
ChEBI ID
ChEBI:7494
SuperDrug ATC ID
N06AX06
SuperDrug CAS ID
cas=083366669
Target and Pathway
Target(s) 5-hydroxytryptamine 2C receptor Target Info Antagonist [536175], [536286]
KEGG Pathway Calcium signaling pathway
Neuroactive ligand-receptor interaction
Gap junction
Serotonergic synapse
Inflammatory mediator regulation of TRP channels
PANTHER Pathway 5HT2 type receptor mediated signaling pathway
Reactome Serotonin receptors
G alpha (q) signalling events
WikiPathways Serotonin Receptor 2 and ELK-SRF/GATA4 signaling
Monoamine GPCRs
GPCRs, Class A Rhodopsin-like
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 542264(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: 7247).
Ref 551871Drugs@FDA. U.S. Food and Drug Administration. U.S. Department of Health & Human Services. 2015
Ref 536175Serotonin 5-HT2C receptors as a target for the treatment of depressive and anxious states: focus on novel therapeutic strategies. Therapie. 2005 Sep-Oct;60(5):441-60.
Ref 536286Serotonin reuptake inhibitors: the corner stone in treatment of depression for half a century--a medicinal chemistry survey. Curr Top Med Chem. 2006;6(17):1801-23.

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