(S)-(-)-nicotine

pyridine, 3- (1-methyl-2-pyrrolidinyl)-, (S)-

CAS: 54-11-5 C10 H14 N2 MW: 162.23558000

Identification

Name(S)-(-)-nicotine
CAS Number54-11-5
EINECS200-193-3
FDA UNII6M3C89ZY6R
Molecular FormulaC10 H14 N2
Molecular Weight162.23558000
MDL NumberMFCD00006369
Nikkaji NumberJ9.266E
Beilstein082109
XlogP31.20 (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 SDSView
Oral/Parenteral Toxicityoral-bird - wild LD50 17800 ug/kg
Dermal Toxicitysubcutaneous-cat LDLo 20 mg/kg
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categorypharmaceuticals / chemical synthisis
Recommendation for (S)-(-)-nicotine usage levels up tonot for fragrance use.
Recommendation for (S)-(-)-nicotine flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

found in nature

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. 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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. PubMed: 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. PubMed: Clinical evaluation of a citric acid inhaler for smoking cessation. PubMed: The use of flavor in cigarette substitutes. PubMed: Withdrawal from chronic nicotine fails to produce a conditioned taste aversion to saccharin in rats. PubMed: Development of a citric acid aerosol as a smoking cessation aid. PubMed: Neuromuscular disorder associated with a defect in mitochondrial energy supply.