3-(1,2,3,6-tetrahydropyridin-2-yl)pyridine

• ChemBase ID: 44835
• Molecular Formular: C10H12N2
• Molecular Mass: 160.21568
• Monoisotopic Mass: 160.10004839
• SMILES: c1cncc(c1)C1NCC=CC1
• Canonical SMILES: C1=CCC(NC1)c1cccnc1
• InChI: InChI=1S/C10H12N2/c1-2-7-12-10(5-1)9-4-3-6-11-8-9/h1-4,6,8,10,12H,5,7H2
• InChIKey: SOPPBXUYQGUQHE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(1,2,3,6-tetrahydropyridin-2-yl)pyridine
• IUPAC Traditional name: anatabine
• Synonyms: D,L-Anatabine; D,L-Anatabine; (+/-)-1,2,3,6-Tetrahydro-2,3'-bipyridine; (+/-)-1,2,3,6-Tetrahydro-2,3'-bipyridine; (+/-)-Anatabine; (R,S)-Anatabine; (2S)-1,2,3,6-Tetrahydro-2,3'-bipyridine; Anatabine; (-)-Anatabine; (S)-Anatabine; (S)-(-)-Anatabine

Database IDs

• CAS Number: 27430-90-0; 581-49-7; 2743-90-0
• MDL Number: MFCD00078278
• PubChem SID: 162049598
• PubChem CID: 261474

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -1.956176
• LogD (pH = 7.4): -0.40024453
• Log P: 1.0180413
• Molar Refractivity: 49.9239 cm^3
• Polarizability: 19.214947 Å^3
• Polar Surface Area: 24.92 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol; Water
• Apperance: Hazy Yellow Oil; Light Yellow Oil
• Boiling Point: 116-117°C/1mm; 136°C
• Density: 1.086
• Refractive Index: 1.5655

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere; Amber Vial, Refrigerator, Under Inert Atmosphere
• Storage Warning: TOXIC; Toxic/Irritant/Store under Argon
• TSCA Listed: false

Product Information

• Purity: 98%

DETAILS

Apollo Scientific Ltd - OR6370T

Racemic mixture. A minor component in tobacco.

Toronto Research Chemicals - A637500

(R,S)-Anatabine is a metabolite of Nicotine (N412420).

Toronto Research Chemicals - A637495

The (S)-metabolite of Nicotine (N412420).

REFERENCES

• Quan, P.M., et al.: J. Org. Chem., 30, 2769 (1965)
• Maciuk, A., et al.: J. Pharm. Biomed. Anal., 48, 238 (1965)
• Armstrong, D., et al.: Chirality, 11, 82 (1999)
• Carmella, S., et al.: Carcinogenesis, 21, 839 (1999)