3-(3,4-dihydro-2H-pyrrol-2-yl)pyridine

• ChemBase ID: 171825
• Molecular Formular: C9H10N2
• Molecular Mass: 146.1891
• Monoisotopic Mass: 146.08439833
• SMILES: C1CC=NC1c1cccnc1
• Canonical SMILES: C1=NC(CC1)c1cccnc1
• InChI: InChI=1S/C9H10N2/c1-3-8(7-10-5-1)9-4-2-6-11-9/h1,3,5-7,9H,2,4H2
• InChIKey: GXTVPHUMJMZDSF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(3,4-dihydro-2H-pyrrol-2-yl)pyridine
• IUPAC Traditional name: 3-(3,4-dihydro-2H-pyrrol-2-yl)pyridine
• Synonyms: 3-(3,4-Dihydro-2H-pyrrol-2-yl)pyridine; (+/-))-Isomyosamine; (+/-)-Iso Myosmine, Technical Grade

Database IDs

• CAS Number: 53844-46-5
• PubChem SID: 164227735
• PubChem CID: 11286546

CALCULATED PROPERTIES

• Acid pKa: 19.928188
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 0.030629648
• LogD (pH = 7.4): 0.63110095
• Log P: 0.64794636
• Molar Refractivity: 43.6933 cm^3
• Polarizability: 16.792767 Å^3
• Polar Surface Area: 25.25 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Yellow Oil

Safety Information

• Storage Condition: -86°C Freezer, Brown Vial
• Storage Warning: Temperature and Light sensitive

DETAILS

Toronto Research Chemicals - I821350

Used in the synthesis of (+/-)-N'-Nitrosonornicotine 5'-Acetate (NNN-5’-OAc), a stable precursor of the active metabolite 5'-hydroxy(+/-)-N'-nitrosonornicotine (NNN-5'-OH).

REFERENCES

• Hecht, S., et al.: Chem. Res. Toxicol., 11, 559 (1998)
• Jalas, J., et al.: Chem. Res. Toxicol., 18, 95 (1998)
• Lao, Y., et al.: Chem. Res. Toxicol., 20, 246 (1998)