3-(2-Pyrrolidinyl)pyridine CAS 5746-86-1
Introduction：Basic information about 3-(2-Pyrrolidinyl)pyridine CAS 5746-86-1, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
3-(2-Pyrrolidinyl)pyridine Basic information
| Product Name: | 3-(2-Pyrrolidinyl)pyridine |
| Synonyms: | NORNICOTINE, DL-;(R,S)-NORNICOTINE;(+-)-1’-demethylnicotine;beta-dl-nornicotine;3-PYRROLIDIN-2-YLPYRIDINE;DL-NORNICOTINE;2-[3-PYRIDYL]PYRROLIDINE;2-[3-PYRIDYL]PYRROLIDONE |
| CAS: | 5746-86-1 |
| MF: | C9H12N2 |
| MW: | 148.21 |
| EINECS: | 637-353-0 |
| Product Categories: | Metabolites & Impurities;Aromatics;Chiral Reagents;Heterocycles;Mutagenesis Research Chemicals;pharmacetical;Nicotine Derivatives;Benzenes;Heterocycle-Pyridine series;Alkaloids |
| Mol File: | 5746-86-1.mol |
3-(2-Pyrrolidinyl)pyridine Chemical Properties
| Melting point | 235-236 °C(Solv: ethanol (64-17-5)) |
| Boiling point | 107-108°C 2mm |
| density | 1,074 g/cm3 |
| refractive index | 1.54 |
| Fp | 101°C |
| storage temp. | 2-8°C |
| solubility | H2O: 50 mg/mL |
| pka | 9.09±0.10(Predicted) |
| form | liquid |
| color | yellow |
| Specific Gravity | 1.074 |
| Water Solubility | Soluble in acetone, chloroform and water (50mg/ml). |
| Merck | 14,6712 |
| BRN | 81968 |
| Stability: | Hygroscopic, Light Sensitive, Moisture Sensitive |
| InChI | 1S/C9H12N2/c1-3-8(7-10-5-1)9-4-2-6-11-9/h1,3,5,7,9,11H,2,4,6H2 |
| InChIKey | MYKUKUCHPMASKF-UHFFFAOYSA-N |
| SMILES | C1CNC(C1)c2cccnc2 |
| CAS DataBase Reference | 5746-86-1(CAS DataBase Reference) |
Safety Information
| Hazard Codes | Xn,Xi,T,F |
| Risk Statements | 20/21/22-36/37/38-39/23/24/25-23/24/25-11 |
| Safety Statements | 26-36/37-45-16-7 |
| RIDADR | 2810 |
| WGK Germany | 3 |
| RTECS | QS6350000 |
| F | 3-10 |
| HazardClass | 6.1 |
| PackingGroup | III |
| HS Code | 29399990 |
| Storage Class | 10 - Combustible liquids |
| Hazard Classifications | Acute Tox. 4 Dermal Acute Tox. 4 Inhalation Acute Tox. 4 Oral Eye Irrit. 2 Skin Irrit. 2 STOT SE 3 |
| Toxicity | LDLo ipr-rat: 6 mg/kg AJEBAK 25,83,47 |
| Description | (±)-Nornicotine is a metabolite of nicotine that acts as a neuronal nicotinic acetylcholine receptor (nAChR) agonist. The α6 and α7 subunit-containing neuronal nAChRs are particularly responsive to nornicotine with EC50 values of approximately 4 and 17 μM, respectively, when expressed in Xenopus oocytes. Nornicotine promotes cell migration and destabilizes cell-cell junctions in an endothelial cell line. It is generally thought to be free from abuse potential, but it has been self-administered by rats. It can be detected in urine. |
| Chemical Properties | Colourless Oil |
| Uses | A metabolite of Nicotine ((N412420). Can catalyze aqueous aldol reactions. |
| Uses | 3-(2-Pyrrolidinyl)pyridine is a tobacco alkaloid and the major Nicotine (N412420) metabolite in brain. Nornicotine appears to activate different nAChR subtypes, has a better pharmacokinetic profile, and produces less toxicity than Nicotine. Nornicotine shows a significant analgesic activity. Nicotine USP Related Compound F (3-(pyrrolidine-2-yl)pyridine). |
| Uses | A metabolite of Nicotine. Can catalyze aqueous aldol reactions |
| Synthesis Reference(s) | Tetrahedron Letters, 37, p. 1137, 1996 DOI: 10.1016/0040-4039(96)00002-0 |
| Safety Profile | Poison by intraperitoneal route.When heated to decomposition it emits very toxic fumesof NOx and HCl. See also NORNICOTINE |
| References | [1] ROGER L. PAPKE Peter A C Linda P Dwoskin. The pharmacological activity of nicotine and nornicotine on nAChRs subtypes: relevance to nicotine dependence and drug discovery[J]. Journal of Neurochemistry, 2007, 101 1: 160-167. DOI: 10.1111/j.1471-4159.2006.04355.x [2] MACIEJ GAGAT. Nornicotine impairs endothelial cell-cell adherens junction complexes in EA.hy926 cell line via structural reorganization of F-actin.[J]. Folia histochemica et cytobiologica, 2013, 51 3: 179-192. DOI: 10.5603/fhc.2013.0026 [3] M T BARDO. Nornicotine is self-administered intravenously by rats.[J]. Psychopharmacology, 1999, 146 3: 290-296. DOI: 10.1007/s002130051119 [4] ALLISON C HOFFMAN Sarah E E. Abuse potential of non-nicotine tobacco smoke components: acetaldehyde, nornicotine, cotinine, and anabasine.[J]. Nicotine & Tobacco Research, 2013, 15 3: 622-632. DOI: 10.1093/ntr/nts192 |
3-(2-Pyrrolidinyl)pyridine Preparation Products And Raw materials
| Preparation Products | LY-2795050-->NORNICOTINE, DL-(RG)-->(+/-)-NICOTINE |
