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| | 3-(2-Pyrrolidinyl)pyridine Basic information |
| | 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) |
| 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 |
| | 3-(2-Pyrrolidinyl)pyridine Usage And Synthesis |
| 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 |
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