(S)-(-)-nicotine
pyridine, 3- (1-methyl-2-pyrrolidinyl)-, (S)-
Identification
| Name | (S)-(-)-nicotine |
| CAS Number | 54-11-5 |
| EINECS | 200-193-3 |
| FDA UNII | 6M3C89ZY6R |
| Molecular Formula | C10 H14 N2 |
| Molecular Weight | 162.23558000 |
| MDL Number | MFCD00006369 |
| Nikkaji Number | J9.266E |
| Beilstein | 082109 |
| XlogP3 | 1.20 (est) |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Specific Gravity | 1.01000 @ 25.00 °C. |
| Melting Point | -79.00 °C. @ 760.00 mm Hg (est) |
| Boiling Point | 247.00 °C. @ 760.00 mm Hg |
| Vapor Pressure | 0.030000 mmHg @ 25.00 °C. (est) |
| Vapor Density | 5.61 ( Air = 1 ) |
| Flash Point | 215.00 °F. TCC ( 101.67 °C. ) |
| logP (o/w) | 1.170 |
| Soluble in | water, 1.00E+06 mg/L @ 25 °C (exp) |
No sensory data available
Safety Information
| Preferred SDS | View |
| Oral/Parenteral Toxicity | oral-bird - wild LD50 17800 ug/kg |
| Dermal Toxicity | subcutaneous-cat LDLo 20 mg/kg |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | pharmaceuticals / chemical synthisis |
| Recommendation for (S)-(-)-nicotine usage levels up to | not for fragrance use. |
| Recommendation for (S)-(-)-nicotine flavor usage levels up to | not for flavor use. |
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M&U International LLC
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Meeting customers increasing demands at home as well as abroad.
Penta International Corporation
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WholeChem, LLC
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Potential Uses
Natural Occurrence
Synonyms
destruxol
emo-nik
flux MAAG
fumeto bac
fumetobac
habitrol
mach-nic
1-
methyl-2-(3-pyridyl)pyrrolidine
(S)-3-(1-
methyl-2-pyrrolidinyl)pyridine
3-[(2S)-1-
methyl-2-pyrrolidinyl]pyridine
L-3-(1-
methyl-2-pyrrolidyl)pyridine
3-((S)-1-
methyl-pyrrolidin-2-yl)-pyridine
(S)-3-(1-
methylpyrrolidin-2-yl)pyridine
(S)-3-(N-
methylpyrrolidin-2-yl)pyridine
3-((2S)-1-
methylpyrrolidin-2-yl)pyridine
3-[(2S)-1-
methylpyrrolidin-2-yl]pyridine
micotine
nic-sal
nico-dust
nico-fume
nicocide
nicoderm
niconil
nicotin
(-)-
nicotine
(S)-
nicotine
L-
nicotine
L-(-)-
nicotine
S-(-)-
nicotine
nicotrol
prostep
pyridine, 3- (1-methyl-2-pyrrolidinyl)-, (S)-
pyridine, 3-((2S)-1-methyl-2-pyrrolidinyl)-
pyridine, 3-(1-methyl-2-pyrrolidinyl)-, (S)-
pyridine, 3-[(2S)-1-methyl-2-pyrrolidinyl]-
b-
pyridyl-a-N-methylpyrrolidine
tendust
PubMed:
Nicotine concentrations with electronic cigarette use: effects of sex and flavor.
PubMed:
Factors associated with electronic cigarette users' device preferences and transition from first generation to advanced generation devices.
PubMed:
Multicomponent Analysis of Replacement Liquids of Electronic Cigarettes Using Chromatographic Techniques.
PubMed:
Vapors produced by electronic cigarettes and e-juices with flavorings induce toxicity, oxidative stress, and inflammatory response in lung epithelial cells and in mouse lung.
PubMed:
Chemical Composition and Evaluation of Nicotine, Tobacco Alkaloids, pH, and Selected Flavors in E-Cigarette Cartridges and Refill Solutions.
PubMed:
Custom Mentholation of Commercial Cigarettes for Research Purposes.
PubMed:
The Impact of Flavor Descriptors on Nonsmoking Teens' and Adult Smokers' Interest in Electronic Cigarettes.
PubMed:
E-Cigarette Market Trends in Traditional U.S. Retail Channels, 2012-2013.
PubMed:
Patterns of Longitudinal Transitions in Menthol Use Among U.S. Young Adult Smokers.
PubMed:
Aerosol deposition doses in the human respiratory tree of electronic cigarette smokers.
PubMed:
Comparison of select analytes in aerosol from e-cigarettes with smoke from conventional cigarettes and with ambient air.
PubMed:
Identification and Quantification of Several Contaminated Compounds in Replacement Liquids of Electronic Cigarettes by Gas Chromatography-Mass Spectrometry.
PubMed:
Comparative in vitro toxicity profile of electronic and tobacco cigarettes, smokeless tobacco and nicotine replacement therapy products: e-liquids, extracts and collected aerosols.
PubMed:
Comparison of Puff Topography, Toxicant Exposure, and Subjective Effects in Low- and High-Frequency Waterpipe Users: A Double-Blind, Placebo-Control Study.
PubMed:
The association between smokers' perceived importance of the appearance of cigarettes/cigarette packs and smoking sensory experience: a structural equation model.
PubMed:
Evaluation of electronic cigarette liquids and aerosol for the presence of selected inhalation toxins.
PubMed:
Prenatal alcohol exposure increases postnatal acceptability of nicotine odor and taste in adolescent rats.
PubMed:
Investigation of the chemical compositions in tobacco of different origins and maturities at harvest by GC-MS and HPLC-PDA-QTOF-MS.
PubMed:
Comparative effects between electronic and cigarette smoke in human keratinocytes and epithelial lung cells.
PubMed:
Oxidative and pro-inflammatory impact of regular and denicotinized cigarettes on blood brain barrier endothelial cells: is smoking reduced or nicotine-free products really safe?
PubMed:
The role of cocoa as a cigarette additive: opportunities for product regulation.
PubMed:
Direct action and modulating effect of (+)- and (-)-nicotine on ion channels expressed in trigeminal sensory neurons.
PubMed:
Comparison of tobacco-containing and tobacco-free waterpipe products: effects on human alveolar cells.
PubMed:
Comparison of electronic cigarette refill fluid cytotoxicity using embryonic and adult models.
PubMed:
Flavored and nonflavored smokeless tobacco products: rate, pattern of use, and effects.
PubMed:
Youth access, creation, and content of smokeless tobacco ("dip") videos in social media.
PubMed:
Does switching to a tobacco-free waterpipe product reduce toxicant intake? A crossover study comparing CO, NO, PAH, volatile aldehydes, "tar" and nicotine yields.
PubMed:
Electronic cigarettes: effective nicotine delivery after acute administration.
PubMed:
Scientific assessment of the use of sugars as cigarette tobacco ingredients: a review of published and other publicly available studies.
PubMed:
Use of the target group index survey to evaluate the cigarette smoking profile in Saudi Arabia.
PubMed:
Effect of ammonia in cigarette tobacco on nicotine absorption in human smokers.
PubMed:
The health effects of menthol cigarettes as compared to non-menthol cigarettes.
PubMed:
Acute effects of waterpipe tobacco smoking: a double-blind, placebo-control study.
PubMed:
Determination of hazardous VOCs and nicotine released from mainstream smoke by the combination of the SPME and GC-MS methods.
PubMed:
The effect of chewing gum flavor on the negative affect associated with tobacco abstinence among dependent cigarette smokers.
PubMed:
Cellular basis for the olfactory response to nicotine.
PubMed:
The effect of chewing gum on self-reported nicotine withdrawal: is it the flavor, the act of chewing, or both?
PubMed:
Comparison of methods for measurement of smoking behavior: mouthpiece-based computerized devices versus direct observation.
PubMed:
Surveillance of moist snuff: total nicotine, moisture, pH, un-ionized nicotine, and tobacco-specific nitrosamines.
PubMed:
A randomized, controlled exposure study in adult smokers of full flavor Marlboro cigarettes switching to Marlboro Lights or Marlboro Ultra Lights cigarettes.
PubMed:
The menthol smoker: tobacco industry research on consumer sensory perception of menthol cigarettes and its role in smoking behavior.
PubMed:
Genotoxicity of 10 cigarette smoke condensates in four test systems: comparisons between assays and condensates.
PubMed:
Internal tobacco industry research on olfactory and trigeminal nerve response to nicotine and other smoke components.
PubMed:
Toxicological evaluation of potassium sorbate added to cigarette tobacco.
PubMed:
Do increases in cigarette prices lead to increases in sales of cigarettes with high tar and nicotine yields?
PubMed:
Determination of 10 carcinogenic polycyclic aromatic hydrocarbons in mainstream cigarette smoke.
PubMed:
Cytotoxicity and gene expression profiles in cell cultures exposed to whole smoke from three types of cigarettes.
PubMed:
Cadmium, lead, and thallium in mainstream tobacco smoke particulate.
PubMed:
Characterization of measured menthol in 48 U.S. cigarette sub-brands.
PubMed:
Toxicological evaluation of glycerin as a cigarette ingredient.
PubMed:
Scope for regulation of cigarette smoke toxicity according to brand differences in published toxicant emissions.
PubMed:
Smoking topography predicts abstinence following treatment with nicotine replacement therapy.
PubMed:
Adolescent and adult rats' aversion to flavors previously paired with nicotine.
PubMed:
Extinguishing the rewarding value of smoke cues: pharmacological and behavioral treatments.
PubMed:
Application, function, and effects of menthol in cigarettes: a survey of tobacco industry documents.
PubMed:
Efficacy of oral transmucosal nicotine lozenge for suppression of withdrawal symptoms in smoking abstinence.
PubMed:
Relationship between FTC 'tar' and urine mutagenicity in smokers of tobacco-burning or Eclipse cigarettes.
PubMed:
Flavor improvement does not increase abuse liability of nicotine chewing gum.
PubMed:
Subjective and discriminative stimulus effects of two de-nicotinized cigarettes with different tar yields.
PubMed:
Acute effects of smoking of cigarettes with different tar content on plasma oxidant/antioxidant status.
PubMed:
Toxicologic evaluation of flavor ingredients added to cigarette tobacco: skin painting bioassay of cigarette smoke condensate in SENCAR mice.
PubMed:
Indian cigarettes gain popularity, but don't let the flavor fool you.
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Glass fiber contamination of cigarette filters: an additional health risk to the smoker?
PubMed:
Preferences for tastes paired with a nicotine antagonist in rats chronically treated with nicotine.
PubMed:
Genetic differences in nicotine-induced conditioned taste aversion.
PubMed:
Comparison of measured and FTC-predicted nicotine uptake in smokers.
PubMed:
Nicotine and addiction. The Brown and Williamson documents.
PubMed:
Rewarding drugs produce taste avoidance, but not taste aversion.
PubMed:
Nicotine polacrilex dose effects: serum nicotine levels and sensory characteristics.
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Clinical evaluation of a citric acid inhaler for smoking cessation.
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The use of flavor in cigarette substitutes.
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Withdrawal from chronic nicotine fails to produce a conditioned taste aversion to saccharin in rats.
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Development of a citric acid aerosol as a smoking cessation aid.
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Neuromuscular disorder associated with a defect in mitochondrial energy supply.