跳转至内容
Merck
CN

N3876

Sigma-Aldrich

(−)-尼古丁

≥99% (GC), liquid

别名:

(−)-1-甲基-2-(3-吡啶基)四氢吡咯, (S)-3-(1-甲基-2-吡咯烷基)吡啶

登录查看公司和协议定价


About This Item

经验公式(希尔记法):
C10H14N2
CAS号:
分子量:
162.23
Beilstein:
82109
EC 号:
MDL编号:
UNSPSC代码:
12352210
PubChem化学物质编号:
NACRES:
NA.77

质量水平

检测方案

≥99% (GC)

形式

liquid

旋光性

[α]20/D −169°(lit.)

颜色

yellow

折射率

n20/D 1.5265 (lit.)

溶解性

ethanol: 50 mg/mL

密度

1.010 g/mL at 20 °C (lit.)

SMILES字符串

CN1CCC[C@H]1c2cccnc2

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

InChI key

SNICXCGAKADSCV-JTQLQIEISA-N

正在寻找类似产品? 访问 产品对比指南

一般描述

烟碱是烟叶中含量最丰富的生物碱。它是一种主要的毒剂。

应用

(-)-尼古丁已被用于:
  • 在细胞外DNA荧光实验和中性粒细胞免疫染色中刺激中性粒细胞
  • 通过细胞外DNA荧光检测和中性粒细胞免疫染色来研究新生儿慢性尼古丁暴露对尼古丁乙酰胆碱受体(nAChR)结合、细胞死亡和海马和小脑形态的影响
  • 在体外研究中评估尼古丁或可替宁的根暴露对成纤维细胞形态和密度的影响

生化/生理作用

尼古丁与尼古丁乙酰胆碱受体结合,对发育中的大脑既有神经保护作用又有神经毒性作用。它与肺癌的发展有关,并降低化疗药物的效率。此外,尼古丁还具有损害吞噬细胞宿主防御的能力,并增加活性氧(ROS)相关损伤。它还能阻止Akt/蛋白激酶B (PKB)的失活,减少中性粒细胞的自发死亡。尼古丁用于治疗阿尔茨海默和帕金森病。
烟碱乙酰胆碱受体激动剂原型;自然产生的异构体。

警示用语:

Danger

危险分类

Acute Tox. 1 Oral - Acute Tox. 2 Dermal - Acute Tox. 2 Inhalation - Aquatic Chronic 2 - Eye Dam. 1 - Skin Irrit. 2

WGK

WGK 3

闪点(°F)

213.8 °F

闪点(°C)

101 °C

个人防护装备

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

法规信息

监管及禁止进口产品

分析证书(COA)

输入产品批号来搜索 分析证书(COA) 。批号可以在产品标签上"批“ (Lot或Batch)字后找到。

已有该产品?

在文件库中查找您最近购买产品的文档。

访问文档库

  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  2. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

  3. What is the concentration of Product N3876,  (-)-Nicotine?

    This product is not a solution.  It is a liquid.  The physical state of (-)-Nicotine is a liquid at room temperature.  It has not been dissolved in any solvent at a specific concentration to prepare a solution.  The density of (-)-Nicotine as a liquid at 20 °C is 1.010 g/mL.

  4. What is the molarity of Product N3876,  (-)-Nicotine?

    The molarity of (-)-Nicotine is 6.23 M based on a 100% pure compound with a density at 20 °C equal to 1.010 g/mL.  If you multiply this density by 1000, you obtain g/L.  If you divide g/L by the molecular weight of (-)-Nicotine which is 162.2 g/mole, you get moles per L which is molarity.  [1.010 x 1000]/162.2 = 6.23 M.

  5. Where should Product N3876, (-)-Nicotine, be stored and what sensitivities does it have?

    For long-term storage, this product can be stored at room temperature.  This compound is very hygroscopic and can darken in color on exposure to air and light.

  6. What is the difference between Nicotine, Products N3876 and N0267?

    Prod. No. N3876 is the naturally occurring (-) isomer while Prod. No. N0267 is a mixture of the (+) and (-) isomers.

  7. How do I find price and availability?

    There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

  8. What is the Department of Transportation shipping information for this product?

    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

  9. How can Product N3876, (-)-Nicotine, be solublized?

    Product N3876, (-)-Nicotine, is soluble in ethanol.  It is only miscible in water.  We would recommend to solublized the product in ethanol to make a 1000x stock solution.  This can then be diluted 1:1000 into aqueous buffer for use.

  10. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

Effects of chronic neonatal nicotine exposure on nicotinic acetylcholine receptor binding, cell death and morphology in hippocampus and cerebellum
Huang LZ, et al.
Neuroscience, 146(4), 1854-1868 (2007)
Nicotine alkaloid levels, and nicotine to nornicotine conversion, in Australian Nicotiana species used as chewing tobacco
Moghbel N, et al.
Heliyon, 3(11), e00469-e00469 (2017)
Root surface conditioning with nicotine or cotinine reduces viability and density of fibroblasts in vitro
Martinez AE, et al.
Clinical Oral Investigations, 9(3), 180-186 (2005)
Nicotine induces neutrophil extracellular traps
Hosseinzadeh A, et al.
Journal of Leukocyte Biology, 100(5), 1105-1112 (2016)
Chronic nicotine exposure differentially affects the function of human alpha3, alpha4, and alpha7 neuronal nicotinic receptor subtypes
Olale F, et al.
Journal of Pharmacology and Experimental Therapeutics, 283(2), 675-683 (1997)

我们的科学家团队拥有各种研究领域经验,包括生命科学、材料科学、化学合成、色谱、分析及许多其他领域.

联系技术服务部门