3-(Pyrrolidin-2-yl)pyridine (HCID 412)

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:496138637-353-05746-86-13-pyrrolidin-2-yl-pyridine(+-)-NornicotineDL-NORNICOTINE(+/-)-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)pyrrolidineSMR000449277(R,S)-Nornicotine (1.0 mg/mL in Methanol)

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

Kovats Retention Index1435.4

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
InChIKey: MYKUKUCHPMASKF-UHFFFAOYSA-N
SMILES: C1CNC(C1)c2cccnc2
CAS データベース: 5746 · 5746-86-1(CAS DataBase Reference)

化学的性質

化学的特性Colourless Oil

安全と法規制

GHS分類

GHS Classification · 5 件

Warning

H302 (98%): Harmful if swallowed [Warning Acute toxicity, oral]；H312 (98%): Harmful in contact with skin [Warning Acute toxicity, dermal]；H315 (98%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H332 (98%): Harmful if inhaled [Warning Acute toxicity, inhalation]；H335 (87.8%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

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.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

危険有害性情報

Hazard Classes and CategoriesAcute Tox. 4 (98%)；Acute Tox. 4 (98%)；Skin Irrit. 2 (98%)；Eye Irrit. 2 (100%)；Acute Tox. 4 (98%)；STOT SE 3 (87.8%)

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；Liver

Cellular LocationsCytoplasm

Metabolite PathwaysNicotine Action Pathway；Nicotine Metabolism 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).