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Danitracen

Identifiers
IUPAC name 4-(6H-benzobenzothiepin-11-ylidene)-1-methylpiperidine
CAS Number	1447-70-7
PubChem CID	35758
UNII	SD507F5T2W
ChEMBL	ChEMBL440557
CompTox Dashboard (EPA)	DTXSID70185156
Chemical and physical data
Formula	C20H21NO
Molar mass	291.394 g·mol
3D model (JSmol)	Interactive image
SMILES CN1CCC(=C2C3=CC=CC=C3C(C4=CC=CC=C42)O)CC1
InChI InChI=1S/C20H21NO/c1-21-12-10-14(11-13-21)19-15-6-2-4-8-17(15)20(22)18-9-5-3-7-16(18)19/h2-9,20,22H,10-13H2,1H3 Key:HLBRHTFSMMEHPK-UHFFFAOYSA-N

Danitracen (WA 335) is an antidepressant compound developed in the 1970s. Danitracen acts by blocking central and peripheral 5-HT receptors: it potentiates testosterone-induced sexual behavior in rats and abolishes the 5-hydroxytryptophan (5-HTP) induced hypermotility in mice. In amphetamine-treated rats, administration of danitracen lowered whole brain serotonin and norepinephrine levels. Danitracen was investigated in clinical trials in depressed patients. At 3 mg/day, danitracen was equipotent to 150 mg/day amitriptyline.

See also

• Cyproheptadine

References

1. Engelhardt G (November 1975). "". Arzneimittel-Forschung (in German). 25 (11): 1723–37. PMID 1049.
2. "Danitracen". Inxight Drugs. National Center for Advancing Translational Sciences (NCATS).
3. Castañer J, Chatterjee SS (1976). "Danitracen". Drugs of the Future. 1 (6)): 279. doi:10.1358/dof.1976.001.06.1002525.
4. Maj J, Baran L, Sowińska H, Gancarczyk L (1976). "The action of compound WA-335 on the central nervous system". Archivum Immunologiae et Therapiae Experimentalis. 24 (2): 205–22. PMID 945051.
5. Maj J, Sowińska H, Baran L (1976). "Influence of WA-335, a factor which blocks serotonin receptors, on neuroleptic-induced catalepsy". Archivum Immunologiae et Therapiae Experimentalis. 24 (2): 197–203. PMID 945050.
6. Matussek N, Benkert O, Fidetzis K, Flach D, Hermann HU, Kaumeier S, et al. (1976). "". Arzneimittel-Forschung (in German). 26 (6): 1160–2. PMID 786311.

Attribution: some content on this page was copied from the public domain source https://drugs.ncats.io/drug/SD507F5T2W.

• Tetracyclic antidepressants
• Piperidines
• Secondary alcohols
• Anthracenes