Trihexyphenidyl hydrochlorideProduct ingredient for Trihexyphenidyl

Name
Trihexyphenidyl hydrochloride
Drug Entry
Trihexyphenidyl

Trihexyphenidyl is a centrally acting muscarinic antagonist used for treatment of parkinsonism and drug-induced extrapyramidal disorders.11,12 Its discovery was published in 1949 in a study looking for drugs with antispasmodic activity.9 Trihexyphenidyl is rarely used in the treatment of parkinsonism, and is not a first line treatment due to significant adverse effects.15 It has largely been replaced by drugs such as levodopa.15

Trihexyphenidyl was granted FDA approval on 13 May 1949.10

Accession Number
DBSALT000448
Structure
Synonyms
Trihexyphenidyl HCl
UNII
AO61G82577
CAS Number
52-49-3
Weight
Average: 337.927
Monoisotopic: 337.217242358
Chemical Formula
C20H32ClNO
InChI Key
QDWJJTJNXAKQKD-UHFFFAOYSA-N
InChI
InChI=1S/C20H31NO.ClH/c22-20(18-10-4-1-5-11-18,19-12-6-2-7-13-19)14-17-21-15-8-3-9-16-21;/h1,4-5,10-11,19,22H,2-3,6-9,12-17H2;1H
IUPAC Name
1-cyclohexyl-1-phenyl-3-(piperidin-1-yl)propan-1-ol hydrochloride
SMILES
Cl.OC(CCN1CCCCC1)(C1CCCCC1)C1=CC=CC=C1
PubChem Compound
66007
ChemSpider
59399
ChEBI
9721
ChEMBL
CHEMBL1092
Wikipedia
Trihexyphenidyl
Predicted Properties
PropertyValueSource
Water Solubility0.00314 mg/mLALOGPS
logP4.93ALOGPS
logP4.23Chemaxon
logS-5ALOGPS
pKa (Strongest Acidic)13.84Chemaxon
pKa (Strongest Basic)9.32Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count2Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area23.47 Å2Chemaxon
Rotatable Bond Count5Chemaxon
Refractivity93.21 m3·mol-1Chemaxon
Polarizability36.69 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleYesChemaxon
MDDR-like RuleNoChemaxon