3-(pyrrolidin-2-yl)pyridine

• ChemBase编号: 12357
• 分子式: C9H12N2
• 平均质量: 148.20498
• 单一同位素质量: 148.10004839
• SMILES: c1cncc(c1)C1CCCN1
• Canonical SMILES: C1CNC(C1)c1cccnc1
• InChI: 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

名称和登记号

名称

• IUPAC标准名: 3-(pyrrolidin-2-yl)pyridine
• IUPAC传统名: pyridine, 3-(2-pyrrolin-2-yl); (+-)-nornicotine; 2-(3-pyridyl)pyrrolidine
• 别名: DL-降烟碱; DL-Nornicotine; 2-(3-Pyridyl)pyrrolidine; (±)-Nornicotine; 3-(2S)-2-Pyrrolidinylpyridine; 1'-Demethylnicotine; (-)-(S)-Nornicotine; (-)-Nornicotine; (S)-(-)-Nornicotine; (S)-2-(3-Pyridyl)pyrrolidine; Nornicotin; Nornicotine; l-Nornicotine; (S)-Nornicotine; (±)-1'-Demethylnicotine; (±)-3-(2-Pyrrolidinyl)pyridine; (±)-Nornicotine; 2-(3-Pyridinyl)pyrrolidine; 3-(Pyrrolidin-2-yl)pyridine; (RS)-Nornicotine; DL-2-(3-Pyridyl)pyrrolidine; DL-Nornicotine; 3-(2-Pyrrolidinyl)pyridine; (±)-NORNICOTINE; 2-(Pyridin-3-yl)pyrrolidine; 3-(Pyrrolidin-2-yl)pyridine; 3-pyrrolidin-2-ylpyridine

登记号

• CAS号: 494-97-3; 5746-86-1
• MDL号: MFCD00016913
• Beilstein号: 81968
• 默克索引号: 146712
• PubChem SID: 24897615; 160975664
• PubChem CID: 412

理论计算性质

• 质子受体: 2
• 质子供体: 1
• LogD (pH = 5.5): -2.4496567
• LogD (pH = 7.4): -1.8956487
• Log P: 0.7794868
• 摩尔折射率: 44.3603 cm^3
• 极化性: 17.60328 Å^3
• 极化表面积: 24.92 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Methanol; Acetone; Chloroform; DMSO; H2O: soluble50 mg/mL; H2O: soluble50 mg/mL, clear, faintly yellow; Water
• 外观: Colourless Oil; Pale Yellow to Reddish Brown Oil; yellow liquid
• 沸点: 107-108°C/2mm; 107-108°C/2mm; 107-108-2mm°C; 108-110°C/0.5 mm
• 闪点: 101°C; 101°C(213°F)
• 密度: 1.074
• 折射率: 1.5400; 1.5490
• 疏水性(logP): 0.437

安全信息

• 保存条件: 0°C; Refrigerator; Refrigerator, under inert atmosphere
• 保存注意事项: Harmful/Irritant; IRRITANT, IRRITANT-HARMFUL, KEEP COLD
• RTECS编号: QS6350000; QS6405000
• 欧盟危险性物质标志: X; 有害性(Harmful) (Xn)
• 联合国危险货物编号: UN2810
• 德国WGK号: 3
• 联合国危险货物等级: 6.1
• 联合国危险货物包装类别(PG): III
• 危险公开号: 20/21/22-36/37/38; 20/21/22-36/38
• 安全公开号: 26-36/37; 9-26-36/37
• TSCA收录: false; 否
• GHS危险品标识: GHS06; GHS07
• GHS警示词: Warning
• GHS危险声明: H302-H312-H315-H319-H332-H335; H331-H302-H312-H315-H319
• GHS警示性声明: P261-P280-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• 个人保护装置: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• 保存温度: 2-8°C

药理学性质

• 相关基因信息: mouse ... Chrna1(11435), Chrna7(11441)rat ... Chrna4(25590)

产品相关信息

• 纯度: ≥98% (TLC); ≥98.0% (GC); 95%; 98%
• Empirical Formula (Hill Notation): C9H12N2

详细说明

MP Biomedicals - 02155954

(3-(2-Pyrrolidinyl)pyridine) Purity: 98%

Sigma Aldrich - N3018

Biochem/physiol Actions
Nicotinic acetylcholine receptor agonist; active metabolite of nicotine; tobacco alkaloid.

Toronto Research Chemicals - N757000

(RS)-Nornicotine 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 sign

Toronto Research Chemicals - N756995

(S)-Nornicotine is a metabolite of Nicotine (N412420). Can catalyze aqueous aldol reactions.

参考文献

• Hecht, S., et al.: Carcinogenesis, 9, 875 (1988)
• Rivenson, A., et al.: Cancer Res., 48, 6912 (1988)
• Hoffmann, D., et al.: Chem. Res. Toxicol., 14, 767 (1988)
• Kool, J., et al.: J. Med. Chem., 49, 3287 (1988)
• Kool, J., et al.: Drug Metab. Dispos., 35, 6
• Wynder, E.L., et al.: Tobacco and Tobacco Smoke, Studies in Experimental Carcinogenesis Academic Press, Inc., New York, 377 (1968)
• Kool, J., et al.: J. Med. Chem., 49, 3287 (1968)
• Kool, J., et al.: Drug Metab. Dispos., 35, 640 (1968)