Fenethazine

Fenethazine

Systematic (IUPAC) name
N,N-Dimethyl-2-phenothiazin-10-ylethanamine
Identifiers
CAS Number	208-325-1
PubChem	CID 68223
ChemSpider	61526
UNII	8J97CUZ4HX
KEGG	D02602
ChEMBL	CHEMBL2106299
Synonyms	Phenethazinum, Phenethazine, Phenetazine; RP-3015, SC-1627, WY-1143
Chemical data
Formula	C16H18N2S
Molar mass	270.39 g/mol
SMILES CN(C)CCN1C2=CC=CC=C2SC3=CC=CC=C31
InChI InChI=1S/C16H18N2S/c1-17(2)11-12-18-13-7-3-5-9-15(13)19-16-10-6-4-8-14(16)18/h3-10H,11-12H2,1-2H3 Key:PFAXACNYGZVKMX-UHFFFAOYSA-N

Fenethazine (INN) (brand names Anergen, Contralergial, Ethysine, Etisine, Lisergan, Lysergan; former developmental code names RP-3015, SC-1627, WY-1143), also known as phenethazinum, is a first-generation antihistamine of the phenothiazine group.^[1] Promethazine, and subsequently chlorpromazine, were derived from fenethazine.^[2] Fenethazine, in turn, was derived from phenbenzamine.^[3]

References

1. J. Elks (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 434–. ISBN 978-1-4757-2085-3.
2. Florencio Zaragoza Dörwald (4 February 2013). Lead Optimization for Medicinal Chemists: Pharmacokinetic Properties of Functional Groups and Organic Compounds. John Wiley & Sons. pp. 301–. ISBN 978-3-527-64565-7.
3. Walter Sneader (23 June 2005). Drug Discovery: A History. John Wiley & Sons. pp. 404–. ISBN 978-0-471-89979-2.