4-{3-[4-(4-fluorophenyl)-1,2,3,6-tetrahydropyridin-1-yl]-3-hydroxypropoxy}benzamide hydrochloride

• ChemBase ID: 133707
• Molecular Formular: C21H24ClFN2O3
• Molecular Mass: 406.8782632
• Monoisotopic Mass: 406.14594854
• SMILES: c1cc(ccc1C1=CCN(CC1)C(CCOc1ccc(cc1)C(=O)N)O)F.Cl
• Canonical SMILES: Fc1ccc(cc1)C1=CCN(CC1)C(CCOc1ccc(cc1)C(=O)N)O.Cl
• InChI: InChI=1S/C21H23FN2O3.ClH/c22-18-5-1-15(2-6-18)16-9-12-24(13-10-16)20(25)11-14-27-19-7-3-17(4-8-19)21(23)26;/h1-9,20,25H,10-14H2,(H2,23,26);1H
• InChIKey: NYFXHCMXYODFLP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-{3-[4-(4-fluorophenyl)-1,2,3,6-tetrahydropyridin-1-yl]-3-hydroxypropoxy}benzamide hydrochloride
• IUPAC Traditional name: 4-{3-[4-(4-fluorophenyl)-3,6-dihydro-2H-pyridin-1-yl]-3-hydroxypropoxy}benzamide hydrochloride
• Synonyms: Ro 8-4304

Database IDs

• MDL Number: MFCD03101333
• PubChem SID: 162227984; 24277971
• PubChem CID: 16219936

CALCULATED PROPERTIES

• Acid pKa: 13.481838
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 1.3829858
• LogD (pH = 7.4): 2.7479007
• Log P: 2.893891
• Molar Refractivity: 102.7984 cm^3
• Polarizability: 39.071106 Å^3
• Polar Surface Area: 75.79 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: ≤0.5 mg/mL
• Apperance: solid

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Pharmacology Properties

• Gene Information: human ... GRIN2B(2904)

DETAILS

Sigma Aldrich - R8900

Biochem/physiol Actions
NR2B-selective, noncompetitive NMDA glutamate receptor antagonist