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N1019

Sigma-Aldrich

(−)-Nicotine hemisulfate salt

≥95% (TLC), ~35 % (w/v) in H2O (based on free base)

Sinonimo/i:

(−)-1-Methyl-2-(3-pyridyl)pyrrolidine

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About This Item

Formula condensata:
(C10H14N2)2 · H2SO4
Numero CAS:
65-30-5
Peso molecolare:
422.54
Numero MDL:
MFCD00148918
Codice UNSPSC:
12352210
ID PubChem:
24897454
NACRES:
NA.77

Saggio

≥95% (TLC)

Forma fisica

liquid

Concentrazione

~35 % (w/v) in H2O (based on free base)

Colore

dark brown

Stringa SMILE

OS(O)(=O)=O.CN1CCC[C@H]1c2cccnc2.CN3CCC[C@H]3c4cccnc4

InChI

1S/2C10H14N2.H2O4S/c2*1-12-7-3-5-10(12)9-4-2-6-11-8-9;1-5(2,3)4/h2*2,4,6,8,10H,3,5,7H2,1H3;(H2,1,2,3,4)/t2*10-;/m00./s1
IECQULMJVNSKDB-RCWTXCDDSA-N

Informazioni sul gene

human ... CHRNA4(1137) , CHRNB2(1141)

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Descrizione generale

Nicotine is found in the leaves of Nicotiana species. It binds to nicotinic acetylcholine receptors and inhibits endogenous neurotransmitters. Nicotine is associated with lung cancer development and reduces the efficiency of chemotherapeutic agents. It is used to treat Alzheimer′s and Parkinson′s disease.

Applicazioni

(−)-Nicotine hemisulfate salt has been used to study the influence of nicotine on the severity of choroidal neovascularization (CNV). It also has been used as a natural nectar alkaloid to study the effect of self-medication in bumblebees.

Azioni biochim/fisiol

Prototype nicotinic acetylcholine receptor agonist; naturally occurring isomer.

Qualità

Mixture of nicotine base and nicotine sulfate.

Avvertenza

Shelf-life of the solution as supplied is at least six years when stored at room temperature.

Pittogrammi

Skull and crossbonesEnvironment
GHS06,GHS09

Avvertenze

Danger

Indicazioni di pericolo

H301,H310 + H330,H411

Classi di pericolo

Acute Tox. 2 Dermal - Acute Tox. 2 Inhalation - Acute Tox. 3 Oral - Aquatic Chronic 2

Codice della classe di stoccaggio

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

Classe di pericolosità dell'acqua (WGK)

WGK 3

Certificati d'analisi (COA)

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(--)-Nicotine, Ditartrate Potent agonist of the nicotinic acetylcholine receptor.

Sigma-Aldrich

481975

(--)-Nicotine, Ditartrate

USP

USP

1463304

Nicotine bitartrate dihydrate

USP

USP

1463382

Nicotine Related Compound G

S(−)-Nicotine solution 1.0 mg/mL in methanol, ampule of 1 mL, certified reference material, Cerilliant®

Supelco

N-008

S(−)-Nicotine solution

Caiqi Zhao et al.
Cell discovery, 3, 17009-17009 (2017-05-23)
Vagal circuits-α7 nAChR (α7 nicotinic acetylcholine receptor, coded by
Explorations of Plant?s Chemodiversity: Role of Nitrogen-Containing Secondary Metabolites in Plant Defense
Molecular Aspects of Plant-Pathogen Interaction, 309-332 (2018)
Nicotine increases size and severity of experimental choroidal neovascularization
Suner IJ, et al.
Investigative Ophthalmology & Visual Science, 45(1), 311-317 (2004)
Nicotine inactivation of the proapoptotic function of Bax through phosphorylation
Xin M and Deng X
The Journal of Biological Chemistry, 280(11), 10781-10789 (2005)
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)
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