3-[(3S)-1-propylpiperidin-3-yl]benzonitrile hydrochloride

• ChemBase ID: 153303
• Molecular Formular: C15H21ClN2
• Molecular Mass: 264.79364
• Monoisotopic Mass: 264.13932636
• SMILES: CCCN1CCC[C@H](C1)c1cccc(c1)C#N.Cl
• Canonical SMILES: CCCN1CCC[C@H](C1)c1cccc(c1)C#N.Cl
• InChI: InChI=1S/C15H20N2.ClH/c1-2-8-17-9-4-7-15(12-17)14-6-3-5-13(10-14)11-16;/h3,5-6,10,15H,2,4,7-9,12H2,1H3;1H/t15-;/m1./s1
• InChIKey: AZJNIMLZMPQSPE-XFULWGLBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(3S)-1-propylpiperidin-3-yl]benzonitrile hydrochloride
• IUPAC Traditional name: 3-[(3S)-1-propylpiperidin-3-yl]benzonitrile hydrochloride
• Synonyms: S(-)-3-(1-Propyl-3-piperidinyl)benzonitrile hydrochloride-hemicarbonate salt; S(-)-DS 121 hydrochloride

Database IDs

• MDL Number: MFCD00671779
• PubChem SID: 24278811; 162247442
• PubChem CID: 11957534

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): -0.053064544
• LogD (pH = 7.4): 1.3706402
• Log P: 3.274739
• Molar Refractivity: 71.6909 cm^3
• Polarizability: 27.645643 Å^3
• Polar Surface Area: 27.03 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: >10 mg/mL; methanol: >10 mg/mL
• Apperance: white solid
• Optical Rotation: [α]22/D -10.6°, c = 1.2 in methanol(lit.)

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Pharmacology Properties

• Gene Information: human ... DRD3(1814)

Product Information

• Empirical Formula (Hill Notation): C15H20N2 · HCl · 0.5HCO3

DETAILS

Sigma Aldrich - D206

Biochem/physiol Actions
Dopamine autoreceptor antagonist with some selectivity for the D3 dopamine receptor.