3-(ピロリジン-2-イル)ピリジン

3-(Pyrrolidin-2-yl)pyridine

基本情報

CAS: 494-97-3
標準SMILES: c1cncc(C2CCCN2)c1
InChIKey: MYKUKUCHPMASKF-UHFFFAOYSA-N
分子式: C9H12N2
平均分子量: 148.2 g/mol
単同位体質量: 148.10004839

概要

(RS)-nornicotine has been reported in Senegalia berlandieri, Nicotiana suaveolens, and other organisms with data available.

名称と識別子

優先名称: 3-(Pyrrolidin-2-yl)pyridine
IUPAC: 3-pyrrolidin-2-ylpyridine
現地名: 3-(ピロリジン-2-イル)ピリジン
英語名: 3-(2-Pyrrolidinyl)pyridine
分子式: C9H12N2
分子量: 148.21

名称と別名

3-(pyrrolidin-2-yl)pyridineRefChem:496138637-353-05746-86-1(+/-)-Nornicotine3-pyrrolidin-2-yl-pyridine(+-)-NornicotineDL-NORNICOTINEMFCD00016913(+-)-1'-Demethylnicotinedl-Norcitine( inverted exclamation markA)-Nornicotine

名称をさらに表示

3-(ピロリジン-2-イル)ピリジン3-(2-ピロリジニル)ピリジン2-(3-ピリジル)ピロリジン(±)-3-(2-ピロリジニル)ピリジン(R,S)-ノルニコチンノルニコチン, DL-DL-ノルニコチン(±)-ノルニコチン溶液DL-ノルニコチン, 98%(±)-1′-デメチルニコチンNornicotine(R,S)-NORNICOTINE3-PYRROLIDIN-2-YLPYRIDINE(±)-NornicotineNORNICOTINE, DL-Nicotine USP RC FDL-Nornicotine,96%beta-dl-nornicotine

3-(2-Pyrrolidyl)pyridine(+-)-3-(2-Pyrrolidinyl)pyridine(S)-3-Pyrrolidin-2-yl-pyridine2-(3-PYRIDINYL)PYRROLIDINE13450-58-3(S)-2-(3-Pyridyl)pyrrolidineNicotine Impurity 13SMR000449277

データベース識別子

CAS: 494-97-3、5746-86-1
PubChem CID: 412
DTXSID: DTXSID50862034
EC Number: 637-353-0
Nikkaji: J391.269H

物性

構造計算による物性

XLogP: 0.2
極性表面積: 24.9 Å²
水素結合供与体数: 1
水素結合受容体数: 2
回転可能結合数: 1
重原子数: 11
形式電荷: 0
複雑度: 125

実験および物理化学的性質

LogP0.17

Boiling Point270 °C

Physical DescriptionLiquid

物理化学的性質

融点: 235 · 235-236 °C(Solv: ethanol (64-17-5))
沸点: 107 · 107-108°C 2mm
比重(密度): 1 · 1,074 g/cm3
屈折率: 1.54 · 1.54
闪点: 101 °C · 101°C
貯蔵温度: 2 · 2-8°C
溶解性: 2 O: · H2O: 50 mg/mL
外見: 液体
酸解離定数(Pka): 9.09 · 9.09±0.10(Predicted)
色: 黄色
比重: 1.074 · 1.074
水溶解度: アセトン、クロロホルム、水に可溶 (50mg/ml)。
Merck: 14 · 14,6712
BRN: 81968 · 81968
安定性: 吸湿性、光に敏感、湿気に敏感
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

安全と法規制

安全情報は参考情報です。供給元の安全データシート（SDS）、適用法令、専門家による評価に代わるものではありません。

GHS分類

GHS Classification · 4 件

Warning

H302 (98%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 49 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Hazard Classes and CategoriesAcute Tox. 4 (98%)

安全データ

F: 3-10
wgk: 3
rtecs: QS6350000
ridadr: 2810
毒性: LDLo ipr-rat: 6 mg/kg AJEBAK 25,83,47
hs_code: 29399990
risk_code: 20/21/22-36/37/38-39/23/24/25-23/24/25-11
hazard_code: Xn,Xi,T,F
safety_code: 26-36/37-45-16-7
hazard_class: 6.1
packing_group: III
Hazard Classifications: Acute Tox. 4 DermalAcute Tox. 4 InhalationAcute Tox. 4 OralEye Irrit. 2Skin Irrit. 2STOT SE 3
ストレージクラス: 10 - Combustible liquids

化学と産業

薬理情報

Metabolism/MetabolitesNornicotine is a known thirdhand smoke metabolite of Nicotine.

Tissue LocationsKidney

Cellular LocationsCytoplasm

Metabolite PathwaysNicotine Action Pathway

用途と製造

Use ClassificationNatural products -> Stimulants -> Transformation products

応用分野 · 2 件

説明(±)-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.

使用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).

上流・下流製品情報

下流製品

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基本情報

CAS: 494-97-3
標準SMILES: c1cncc(C2CCCN2)c1
InChIKey: MYKUKUCHPMASKF-UHFFFAOYSA-N
分子式: C9H12N2
平均分子量: 148.2 g/mol
単同位体質量: 148.10004839

概要

(RS)-nornicotine has been reported in Senegalia berlandieri, Nicotiana suaveolens, and other organisms with data available.