1-cyclohexyl-1-phenyl-3-(piperidin-1-yl)propan-1-ol hydrochloride

• ChemBase ID: 104748
• Molecular Formular: C20H32ClNO
• Molecular Mass: 337.92718
• Monoisotopic Mass: 337.21724233
• SMILES: Cl.OC(CCN1CCCCC1)(C1CCCCC1)c1ccccc1
• Canonical SMILES: OC(c1ccccc1)(C1CCCCC1)CCN1CCCCC1.Cl
• 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
• InChIKey: QDWJJTJNXAKQKD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-cyclohexyl-1-phenyl-3-(piperidin-1-yl)propan-1-ol hydrochloride
• IUPAC Traditional name: trihexyphenidyl hydrochloride
• Synonyms: DL-Trihexyphenidyl hydrochloride; DL-TRIHEXYPHENIDYL HYDROCHLORIDE; α-Cyclohexyl-α-phenyl-1-piperidinepropanol, HCl, Artane; D,L-Trihexyphenidyl, Hydrochloride

Database IDs

• CAS Number: 58947-95-8
• MDL Number: MFCD00058212
• PubChem SID: 162091986; 24277876
• PubChem CID: 66007

CALCULATED PROPERTIES

• Acid pKa: 13.84003
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.90073836
• LogD (pH = 7.4): 2.3163583
• Log P: 4.2326856
• Molar Refractivity: 93.2052 cm^3
• Polarizability: 36.836517 Å^3
• Polar Surface Area: 23.47 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethanol; H2O: soluble; Methanol; Slightly Sol. Water
• Apperance: white solid; White Solid
• Melting Point: 247-249°C

Safety Information

• Storage Condition: Refrigerator; Room Temperature (15-30°C), Protect from light
• Storage Warning: Stable at RT
• RTECS: TN2625000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• Safety Statements: 36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Pharmacology Properties

• Gene Information: human ... CHRM1(1128), CHRM2(1129), CHRM3(1131), CHRM4(1132), CHRM5(1133)

DETAILS

MP Biomedicals - 02157047

Hydrochloride
Muscarinic receptor antagonist

Sigma Aldrich - T1516

Biochem/physiol Actions
Muscarinic acetylcholine receptor antagonist; centrally acting anticholinergic.

Toronto Research Chemicals - T795000

Artane is an anticholinergic tertiary amine that can gain access to the CNS. It is used to treat parkinsonism and the extrapyramidal side effects of anti-psychotic drugs. The drug is a muscarinic antagonist that qualitatively resembles the belladonna alka

REFERENCES

• Calne, D.B., Postgrad. Med., 64, 82-88 (1978).