3-(piperidin-2-yl)pyridine

• ChemBase ID: 85306
• Molecular Formular: C10H14N2
• Molecular Mass: 162.23156
• Monoisotopic Mass: 162.11569846
• SMILES: N1C(c2cccnc2)CCCC1
• Canonical SMILES: C1CCC(NC1)c1cccnc1
• InChI: InChI=1S/C10H14N2/c1-2-7-12-10(5-1)9-4-3-6-11-8-9/h3-4,6,8,10,12H,1-2,5,7H2
• InChIKey: MTXSIJUGVMTTMU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(piperidin-2-yl)pyridine
• IUPAC Traditional name: anabasine
• Synonyms: 2-(3-Pyridyl)piperidine; Anabasine; (S)-3-(piperidin-2-yl)pyridine; (±)-Anabasine; (R,S)-3-(2-Piperidinyl)pyridine; (+/-)-Anabasine; 1,2,3,4,5,6-Hexahydro-[2,3']bipyridinyl; 3-(Piperidin-2-yl)pyridine; DL-Anabasine; (R,S)-Anabasine; (-)-Neonicotine; (S)-3-(2-Piperidinyl)pyridine; (-)-Anabasine; Anabasine; Neonicotine; 2-(Pyridin-3-yl)piperidine; 3-(Piperidin-2-yl)pyridine; Anabasine; 2-pyridin-3-ylpiperidine; 2-(3-吡啶基)哌啶; 毒藜碱; 3-(2-哌啶基)吡啶; 新烟碱; (±)-毒藜碱; (-)-毒藜碱

Database IDs

• CAS Number: 40774-73-0; 494-52-0; 13078-04-1
• EC Number: 207-791-3
• MDL Number: MFCD00006370; MFCD00871391
• Beilstein Number: 82639; 82637
• Merck Index: 14619
• PubChem SID: 162072422; 24891007; 24857169
• PubChem CID: 2181
• CHEBI ID: 28986
• CHEMBL: 280963
• Chemspider ID: 21106257
• KEGG ID: C06180
• Unique Ingredient Identifier: LMS11II2LO
• Wikipedia Title: Anabasine

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -1.9107507
• LogD (pH = 7.4): -0.6504358
• Log P: 1.2240554
• Molar Refractivity: 48.9613 cm^3
• Polarizability: 19.449373 Å^3
• Polar Surface Area: 24.92 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; ethanol: soluble50 mg/mL; H2O: soluble10 mg/mL
• Apperance: colorless to yellow liquid; Colourless Oil
• Melting Point: 9°C; ca 9°C
• Boiling Point: 270-272°C; 270-272°C; 96 °C/12 mmHg(lit.)
• Flash Point: 199.4 °F; 93 °C; 93°C; 93°C(199°F)
• Density: 1.045; 1.046; 1.046 g/mL at 25 °C(lit.); 1.05 g/mL at 25 °C(lit.)
• Refractive Index: 1.5430; 1.5440; n20/D 1.544(lit.)
• Optical Rotation: [α]25/D 0°, c = 1 in H2O(lit.); -22 (c=1 in water)
• Transition Temperature: freezing point 9 °C

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: Toxic
• RTECS: BV4375000; UT7371000
• European Hazard Symbols: Nature polluting (N); Toxic (T); Highly toxic (T+)
• UN Number: 3140; UN3140
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3; I
• Risk Statements: 25-36/37/38; 27/28-51/53
• Safety Statements: 20-23-27/28-36/37/39-45-57; 20-27/28-36/37-45-57; 26-45
• TSCA Listed: 否
• GHS Pictograms: GHS06; GHS09
• GHS Signal Word: Danger
• GHS Hazard statements: H300-H310-H227-H401-H411; H300-H315-H319-H335
• GHS Precautionary statements: P210-P301+P310-P361-P302+P350-P405-P501A; P261-P264-P301 + P310-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 3140 6.1/PG 3

Pharmacology Properties

• Gene Information: mouse ... Chrna1(11435), Chrna7(11441); mouse ... Chrna7(11441), Chrnb1(11443)

Product Information

• Purity: ≥90% (TLC); ≥97%; 94%; 95+%; 97%; 98%; tech. 85%
• Empirical Formula (Hill Notation): C10H14N2

DETAILS

Sigma Aldrich - A5656

Biochem/physiol Actions
烟叶生物碱；烟碱型乙酰胆碱受体的强效激动剂。

Sigma Aldrich - 284599

Packaging
1 g in glass bottle
100 mg in glass bottle

Toronto Research Chemicals - A637175

A nicotinic receptor agonist; brain rubidium efflux pharmacol.

REFERENCES

• Alkondon, M., et al.: J. Pharmacol. Exp. Ther., 271, 494 (1994)
• Wang, F., et al.: J. Biol. Chem., 271, 17656 (1994)
• Corringer, P., et al.: J. Neurosci., 18, 648 (1994)