3-(2-Pyrrolidinyl)pyridine
- CAS No.
- 5746-86-1
- Chemical Name:
- 3-(2-Pyrrolidinyl)pyridine
- Synonyms
- Nornicotine;DL-NORNICOTINE;(R,S)-NORNICOTINE;3-PYRROLIDIN-2-YLPYRIDINE;(±)-Nornicotine;NORNICOTINE, DL-;Nicotine USP RC F;(+/-)-nornicotine;DL-Nornicotine,96%;beta-dl-nornicotine
- CBNumber:
- CB4385206
- Molecular Formula:
- C9H12N2
- Molecular Weight:
- 148.21
- MDL Number:
- MFCD00016913
- MOL File:
- 5746-86-1.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| Product description | Number | Pack Size | Price |
| Nicotine Related Compound F pharmaceutical secondary standard, certified reference material | PHR3063 | 50MG | $512 |
| (±)-Nornicotine solution 1.0?mg/mL in methanol, ampule of 1?mL, certified reference material, Cerilliant? | N-071 | 1mL | $115 |
| Nicotine Related Compound F United States Pharmacopeia (USP) Reference Standard | 1463371 | 20mg | $1290 |
| (±)-Nornicotine min. 98.0 % | N1222 | 250MG | $45 |
| (±)-Nornicotine ≥95% | 20505 | 50mg | $41 |
| More product size | |||
| 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 |
| Flash point | 101°C |
| storage temp. | 2-8°C |
| solubility | H2O: 50 mg/mL |
| form | liquid |
| pka | 9.09±0.10(Predicted) |
| 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) |
| EWG's Food Scores | 1 |
| FDA UNII | 83H6L5QD8Z |
| UNSPSC Code | 41116107 |
| NACRES | NA.24 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H302+H312+H332-H315-H319-H335 | |||||||||
| Precautionary statements | P261-P280-P301+P312-P302+P352+P312-P304+P340+P312-P305+P351+P338 | |||||||||
| target organs | Respiratory system | |||||||||
| PPE | Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter | |||||||||
| 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 | |||||||||
| NFPA 704 |
|
3-(2-Pyrrolidinyl)pyridine price More Price(110)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | PHR3063 | Nicotine Related Compound F pharmaceutical secondary standard, certified reference material | 5746-86-1 | 50MG | $512 | 2026-04-30 | Buy |
| Sigma-Aldrich | N-071 | (±)-Nornicotine solution 1.0?mg/mL in methanol, ampule of 1?mL, certified reference material, Cerilliant? | 5746-86-1 | 1mL | $115 | 2026-04-30 | Buy |
| Sigma-Aldrich | 1463371 | Nicotine Related Compound F United States Pharmacopeia (USP) Reference Standard | 5746-86-1 | 20mg | $1290 | 2026-04-30 | Buy |
| TCI Chemical | N1222 | (±)-Nornicotine min. 98.0 % | 5746-86-1 | 250MG | $45 | 2026-04-30 | Buy |
| Cayman Chemical | 20505 | (±)-Nornicotine ≥95% | 5746-86-1 | 50mg | $41 | 2026-04-30 | Buy |
3-(2-Pyrrolidinyl)pyridine Chemical Properties,Uses,Production
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
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 ((N412420). Can catalyze aqueous aldol reactions.
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
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Capot Chemical Co.,Ltd. | +86-（0）57185586718 +86-13336195806 | sales@capot.com | China | 29640 | 60 |
| Shanghai Daken Advanced Materials Co.,Ltd | +86-2158073036 | info@dakenam.com | China | 14026 | 58 |
| Zhejiang ZETian Fine Chemicals Co. LTD | +8618957127338 | stella@zetchem.com | China | 2994 | 58 |
| Alchem Pharmtech,Inc. | 8485655694 | sales@alchempharmtech.com | United States | 63687 | 58 |
| CONIER CHEM AND PHARMA LIMITED | +8618523575427 | sales@conier.com | China | 49979 | 58 |
| career henan chemical co | +86-0371-86658258 +8613203830695 | factory@coreychem.com | China | 29792 | 58 |
| Shanghai zaiqi biology technology co., ltd | +86-21-54824098 13817598959 | sales@chemzq.com | CHINA | 136 | 58 |
| Hefei TNJ Chemical Industry Co.,Ltd. | +86-0551-65418671 +8618949823763 | sales@tnjchem.com | China | 34563 | 58 |
| Shanxi Xuanran Import and Export Trade Co., Ltd. | +8617735180244 | mike_yan@xuanranglobal.com | CHINA | 4017 | 58 |
| Shaanxi Dideu Medichem Co. Ltd | +86-29-81139210 +86-17392587031 | 1059@dideu.com | China | 9996 | 58 |
View Lastest Price from 3-(2-Pyrrolidinyl)pyridine manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2026-06-30 | 3-(2-Pyrrolidinyl)pyridine
5746-86-1
|
1kg | 99% | 10000KGS | Shaanxi Dideu New Materials Co. Ltd | ||
 |
2019-12-31 | 2-(3-Pyridyl)pyrrolidine, 3-(2-Pyrrolidinyl)pyridine;Nicotine, 1'-demethyl-, (+-)-
5746-86-1
|
$1.00 | 1KG | 99% | 200kg | Career Henan Chemical Co |
-
- 3-(2-Pyrrolidinyl)pyridine
5746-86-1
- $0.00
- 99%
- Shaanxi Dideu New Materials Co. Ltd
-
- 2-(3-Pyridyl)pyrrolidine, 3-(2-Pyrrolidinyl)pyridine;Nicotine, 1'-demethyl-, (+-)-
5746-86-1
- $1.00
- 99%
- Career Henan Chemical Co
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