3-[(2S)-1-methylpyrrolidin-2-yl]pyridine

• ChemBase编号: 119383
• 分子式: C10H14N2
• 平均质量: 162.23156
• 单一同位素质量: 162.11569846
• SMILES: N1([C@H](c2cnccc2)CCC1)C
• Canonical SMILES: CN1CCC[C@H]1c1cccnc1
• InChI: InChI=1S/C10H14N2/c1-12-7-3-5-10(12)9-4-2-6-11-8-9/h2,4,6,8,10H,3,5,7H2,1H3/t10-/m0/s1
• InChIKey: SNICXCGAKADSCV-JTQLQIEISA-N

名称和登记号

名称

• IUPAC标准名: 3-[(2S)-1-methylpyrrolidin-2-yl]pyridine
• IUPAC传统名: nicoderm CQ
• 商标名: Nicorette, Nicotrol
• 别名: (-)-尼古丁 溶液; (-)-1-甲基-2-(3-吡啶基)吡咯烷; (-)-尼古丁; (-)-Nicotine solution; (S)-3-(1-Methyl-2-pyrrolidinyl)pyridine; (-)-Nicotine; (-)-1-Methyl-2-(3-pyridyl)pyrrolidine; (-)-1-Methyl-2-[3-pyridyl]pyrrolidine; 3-[(2S)-1-Methyl-2-pyrrolidinyl]pyridine; (-)-Nicotine; Exodus; Nicolan; Niconil; Nicopatch; Nicorette; Nicotell TTS; Nicotin; l-Nicotine; (S)-(-)-Nicotine; (S)-3-(1-methylpyrrolidin-2-yl)pyridine; Nicotine

登记号

• CAS号: 54-11-5
• EC号: 200-835-2; 200-193-3
• MDL号: MFCD00006369
• Beilstein号: 5733110; 82109
• PubChem SID: 24862741; 162103194; 24870064; 24897737; 24897663
• PubChem CID: 942; 89594
• CHEBI ID: 17688
• ATC码: N07BA01; QP53AX13
• CHEMBL: 3
• Chemspider ID: 80863
• DrugBank ID: DB00184
• IUPHAR配体索引: 2585
• KEGG ID: D03365
• 美国药典/FDA物质标识码: 6M3C89ZY6R
• 维基百科标题: Nicotine

理论计算性质

• 质子受体: 2
• 质子供体: 0
• LogD (pH = 5.5): -1.9628259
• LogD (pH = 7.4): -0.31012845
• Log P: 1.1625347
• 摩尔折射率: 49.655 cm^3
• 极化性: 19.449343 Å^3
• 极化表面积: 16.13 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: Dichloromethane; ethanol: soluble50 mg/mL; Ether; Ethyl Acetate; Methanol
• 外观: Colourless to Yellow Oil; yellow liquid
• 熔点: -79°C (-110.2°F)
• 沸点: 243-248 °C; 247°C (476.6°F)
• 闪点: 101 °C; 2 °C; 213.8 °F; 35.6 °F
• 密度: 1.01 g/cm^3; 1.010 g/mL at 20 °C(lit.)
• 折射率: n20/D 1.5265(lit.); n20/D 1.528
• 比旋光度: [α]20/D -166°, neat; [α]20/D -168±5°, c = 1% in acetone; [α]20/D -169°(lit.)

安全信息

• 保存条件: Refrigerator
• RTECS编号: QS5250000
• 欧盟危险性物质标志: 易燃性(Flammable) (F); 环境危害性(Nature polluting) (N); 有毒(Toxic) (T); 剧毒(Highly toxic) (T+); 有害性(Harmful) (Xn)
• 联合国危险货物编号: 1648; 1654; 1992
• 德国WGK号: 1; 2; 3
• 联合国危险货物等级: 3; 6.1
• 联合国危险货物包装类别(PG): 2
• 危险公开号: 11-20/21/22-36; 23/24/25-39/23/24/25; 25-27-51/53
• 安全公开号: 16-36/37; 36/37-45; 36/37-45-61
• GHS危险品标识: GHS02; GHS06; GHS07; GHS08; GHS09
• GHS警示词: Danger
• GHS危险声明: H225-H302 + H312 + H332-H319; H301-H310-H411; H301-H311-H331-H370
• GHS警示性声明: P210-P280-P305 + P351 + P338; P260-P280-P301 + P310-P311; P273-P280-P301 + P310-P302 + P350-P310
• 个人保护装置: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1648 3/PG 2; UN 1654 6.1/PG 2; UN 1992 3/PG 2
• 保存温度: 2-8°C

药理学性质

• 给药途径: smoked (as smoking tobacco, mapacho, etc.), insufflated (as tobacco snuff or nicotine nasal spray), chewed (as nicotine gum, tobacco gum or chewing tobacco), transdermal (as nicotine patch, nicogel or topical tobacco paste), intrabuccal (as dipping tobacco, snuffs, dissolvable tobacco or creamy snuff), vaporized (as electronic cigarette, etc.), directly inhaled (as nicotine inhaler), oral (as nicotini), buccal (as snus)
• 生物利用度: 20 to 45% (oral)
• 依赖倾向: Moderate
• 半衰期: 2 hours; 20 hours active metabolite (cotinine)
• 代谢: hepatic
• 法定药品分级: GSL (UK); OTC (US); Unscheduled (Australia)
• 妊娠期药物分类: D (US)
• 相关基因信息: human ... CHRNA2(1135); human ... CHRNA2(1135), CHRNA3(1136), CHRNB2(1141), CHRNB4(1143), CYP2A6(1548), KCNH1(3756)mouse ... Chrna7(11441), Chrnb1(11443)rat ... Chrna1(79557), Chrna2(170945), Chrna4(25590), Chrna7(25302), Chrnb2(54239), Chrnb4(25103); human ... CHRNA3(1136), CHRNB2(1141), CHRNB4(1143), CYP2A6(1548), KCNH1(3756)mouse ... Chrna7(11441), Chrnb1(11443)rat ... Chrna1(79557), Chrna2(170945), Chrna4(25590), Chrna7(25302), Chrnb2(54239), Chrnb4(25103)

产品相关信息

• 纯度: ≥99% (GC); ≥99.0% (sum of enantiomers, GC); 95+%; 98%
• 浓度: 1.0 mg/mL; 1.0 mg/mL±5% in methanol; 100 ng/μL in acetonitrile
• 级别: analytical standard, for drug analysis; PESTANAL®, analytical standard
• 杂质: ~1% water
• Empirical Formula (Hill Notation): C10H14N2
• 分类: Genuine Natural Compounds

详细说明

Sigma Aldrich - N3876

Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.
Biochem/physiol Actions
原型烟酸乙酰胆碱受体激动剂;天然异构体。

Sigma Aldrich - 186376

Biochem/physiol Actions
原型烟酸乙酰胆碱受体激动剂;天然异构体。

Sigma Aldrich - 72290

Biochem/physiol Actions
原型烟酸乙酰胆碱受体激动剂;天然异构体。
Caution
may discolor to brown on storage

Sigma Aldrich - 36733

Biochem/physiol Actions
原型烟酸乙酰胆碱受体激动剂;天然异构体。
法律信息
PESTANAL 注册商标 Sigma-Aldrich Laborchemikalien GmbH

Sigma Aldrich - 46343

法律信息
PESTANAL 注册商标 Sigma-Aldrich Laborchemikalien GmbH

Toronto Research Chemicals - N412450

(S)-(-)-Nicotine is a prototype nicotinic acetylcholine receptor agonist. (S)-(-)-Nicotine is the naturally occurring isomer. Nicotine can be absorbed through the alimentary canal, respiratory tract and intact skin. Nicotine is used in the treatment of sm

参考文献

• Geffken, D., et al.: Am. J. Epidemiol., 153, 242 (2001)
• Bolego, C., et al.: Cardiovasc. Res., 53, 568 (2001)
• Leone, A., et al.: Curr. Pharm. Des., 1, 2199 (2001)