4-(pyrrolidin-2-yl)pyridine

• ChemBase ID: 22378
• Molecular Formular: C9H12N2
• Molecular Mass: 148.20498
• Monoisotopic Mass: 148.10004839
• SMILES: c1(C2NCCC2)ccncc1
• Canonical SMILES: C1CNC(C1)c1ccncc1
• InChI: InChI=1S/C9H12N2/c1-2-9(11-5-1)8-3-6-10-7-4-8/h3-4,6-7,9,11H,1-2,5H2
• InChIKey: GDGNPIOGJLCICG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(pyrrolidin-2-yl)pyridine
• IUPAC Traditional name: 4-(pyrrolidin-2-yl)pyridine
• Synonyms: (±)-4-(2-Pyrrolidinyl)-pyridine; (±)-2-(4-Pyridyl)pyrrolidine; (±)-4-(2-Pyrrolidinyl)pyridine; (±)-4-Isonornicotine; 2-(Pyridin-4-yl)pyrrolidine; 4-(2-Pyrrolidinyl)pyridine; 4-(2-Pyrrolidinyl)pyridine; 2-(4-Pyridyl)pyrrolidine; 4-(2-Pyrrolidino)pyridine; 4-(2-Pyrrolidinyl)pyridine; 4-Pyrrolidin-2-ylpyridine; (+/-)-4-(Pyrrolidin-2-yl)pyridine; 4-(2-吡咯烷基)吡啶

Database IDs

• CAS Number: 128562-25-4
• MDL Number: MFCD01862536
• PubChem SID: 160985685
• PubChem CID: 2771664

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -2.451971
• LogD (pH = 7.4): -1.9707884
• Log P: 0.7794868
• Molar Refractivity: 44.3603 cm^3
• Polarizability: 17.602995 Å^3
• Polar Surface Area: 24.92 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Hydrophobicity(logP): 0.437

Safety Information

• Storage Warning: IRRITANT; Irritant
• European Hazard Symbols: Irritant (Xi)
• Risk Statements: 36/37/38
• Safety Statements: 26-37
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A

Product Information

• Purity: 95%; 95+%; 96%; 98%

DETAILS

Apollo Scientific Ltd - OR12517

Racemic mixture

Toronto Research Chemicals - P998550

4-(2-Pyrrolidinyl)-pyridine can be used in aldol catatlysis, in the preparation of azole compounds as 11β-HSD1 inhibitors as well as in the asymetric synthesis of pyrazolodihydropyrimidinylpyrrolidin amide derivatives.

REFERENCES

• Dickerson, T.J. et al.: J. Am. Chem. Soc. 124, 3220(2002)
• Lloyd, J. et al.: Bioorgan. Med. Chem. Lett. 20, 1436(2010)