Promethazine hydrochlorideProduct ingredient for Promethazine

Name
Promethazine hydrochloride
Drug Entry
Promethazine

Promethazine, originally known as 3,277 R.P., is an N-dimethylaminopropyl derivative of phenothiazine that was developed in France in 1946.1 Promethazine antagonizes a variety of receptors, allowing it to be used for a number of indications including allergic reactions, pain, sedation, nausea, and vomiting.2,8,9,7,10

Promethazine was granted FDA approval before 29 March 1951.11,12

Accession Number
DBSALT000427
Structure
Synonyms
Promethazine HCl
UNII
R61ZEH7I1I
CAS Number
58-33-3
Weight
Average: 320.88
Monoisotopic: 320.111397079
Chemical Formula
C17H21ClN2S
InChI Key
XXPDBLUZJRXNNZ-UHFFFAOYSA-N
InChI
InChI=1S/C17H20N2S.ClH/c1-13(18(2)3)12-19-14-8-4-6-10-16(14)20-17-11-7-5-9-15(17)19;/h4-11,13H,12H2,1-3H3;1H
IUPAC Name
dimethyl[1-(10H-phenothiazin-10-yl)propan-2-yl]amine hydrochloride
SMILES
Cl.CC(CN1C2=CC=CC=C2SC2=CC=CC=C12)N(C)C
PubChem Compound
6014
ChemSpider
5792
ChEBI
8462
ChEMBL
CHEMBL1200750
Wikipedia
Promethazine
Predicted Properties
PropertyValueSource
Water Solubility0.0245 mg/mLALOGPS
logP4.52ALOGPS
logP4.29Chemaxon
logS-4.1ALOGPS
pKa (Strongest Basic)9.05Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count2Chemaxon
Hydrogen Donor Count0Chemaxon
Polar Surface Area6.48 Å2Chemaxon
Rotatable Bond Count3Chemaxon
Refractivity88.5 m3·mol-1Chemaxon
Polarizability31.9 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleYesChemaxon
MDDR-like RuleNoChemaxon