Nicotine
Also known as L-Nicotine, (-)-Nicotine, (S)-Nicotine
Key facts
What buyers check first
- Appearance
- Colorless to pale yellow, oily liquid
- Melting point
- -79 °C
- Boiling point
- 249 °C
- Density
- Relative density (water = 1): 1.01
- Flash point
- 101 °C
- HS code
- 293979
- Category
- Other active pharmaceutical ingredients
- UN number
- UN 1654

What is Nicotine?
Plain description, key identifiers and synonyms
(S)-nicotine is a 3-(1-methylpyrrolidin-2-yl)pyridine in which the chiral centre has S-configuration. The naturally occurring and most active enantiomer of nicotine, isolated from Nicotiana tabacum. It has a role as a phytogenic insecticide, a psychotropic drug, an anxiolytic drug, a xenobiotic, a nicotinic acetylcholine receptor agonist, a peripheral nervous system drug, an immunomodulator, a teratogenic agent, a neurotoxin, a mitogen, a biomarker and a plant metabolite. It is a conjugate base of a (S)-nicotinium(1+). It is an enantiomer of a (R)-nicotine.
Nicotine is a mild chemical stimulant naturally found in some plants.
Identifiers
Registry numbers, names and line notations, tap to copy
- IUPAC name
- 3-[(2S)-1-methylpyrrolidin-2-yl]pyridine
- CAS number
- 54-11-5 CAS number cross-checkedOther or deprecated CAS: 104062-50-2, 22083-74-5
- EC numbers
- 200-193-3, 686-240-2
- Molecular formula
- C10H14N2
- UNII
- 6M3C89ZY6R
- MDL number
- MFCD00006369
- InChIKey
- SNICXCGAKADSCV-JTQLQIEISA-N
- 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
- Canonical SMILES
- CN1CCCC1c1cccnc1
- Isomeric SMILES
- CN1CCC[C@H]1C2=CN=CC=C2
Synonyms
- L-Nicotine
- (-)-Nicotine
- (S)-Nicotine
- (S)-3-(1-methylpyrrolidin-2-yl)pyridine
- (S)-(-)-Nicotine
- Habitrol
- Nicotrol
- 3-[(2S)-1-methylpyrrolidin-2-yl]pyridine
- Nicoderm
- Nicoderm Cq
- Fumetobac
- Nicocide
- Prostep
- Tendust
- Nico-dust
- Nicotine alkaloid
- Emo-nik
- Nico-Fume
- Mach-Nic
- Nic-Sal
- 1-Methyl-2-(3-pyridyl)pyrrolidine
- Flux MAAG
- Nicotina
- Nikotyna
- Ortho N-4 dust
Show all 39 synonymsShow fewer synonyms
- Ortho N-5 dust
- XL All Insecticide
- Niagara P.A. dust
- Destruxol orchid spray
- L(-)-nicotine
- Black Leaf 40
- 3-(N-Methylpyrollidino)pyridine
- 3-(N-Methylpyrrolidino)pyridine
- Nicabate
- Niquitin
- Tabazur
- L-3-(1-Methyl-2-pyrrolidyl)pyridine
- Ortho N-4 and N-5 dusts
- Nicotin
Physical and chemical properties
Measured values and descriptors computed from the structure
Physical and chemical properties
Measured values, check the supplier specification for your grade
| Appearance | Colorless to pale yellow, oily liquidexp.Measured value |
|---|---|
| Odour | Fish-like odor when warmexp.Measured value |
| Taste | Acrid, burningexp.Measured value |
| Melting point | -79 °Cexp.Measured value |
| Boiling point | 249 °Cexp.Measured value |
| Density | Relative density (water = 1): 1.01exp.Measured value |
| Flash point | 101 °Cexp.Measured value |
| Autoignition temperature | 244 °Cexp.Measured value |
| Solubility | Miscible with water below 60 °C, very sol in alcohol, chloroform, ether, petroleum ether, kerosene, oilsexp.Measured value |
| Vapour pressure | 1 MM HG @ 61.8 °Cexp.Measured value |
Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.
Computed descriptors
Calculated from the structure, useful for screening and formulation
| Molecular weight | 162.24 g/molcalc.Computed value |
|---|---|
| Exact mass | 162.1157 Dacalc.Computed value |
| LogP (octanol/water) | 1.85calc.Computed value |
| Topological polar surface area | 16.13 Ųcalc.Computed value |
| Hydrogen bond donors | 0calc.Computed value |
| Hydrogen bond acceptors | 2calc.Computed value |
| Rotatable bonds | 1calc.Computed value |
| Heavy atoms | 12calc.Computed value |
| Rings | 2calc.Computed value |
| Aromatic rings | 1calc.Computed value |
| Fraction sp3 carbons | 0.5calc.Computed value |
| Formal charge | 0calc.Computed value |
| Stereocentres | 1calc.Computed value |
| Lipinski rule of five | Passes (0 violations)calc.Computed value |
Calculated for screening. Confirm critical figures with the supplier.
Murcko scaffold
The ring system that remains when every side chain is removed
c1cncc(C2CCCN2)c1
2 rings, 11 atoms, the 3-(Pyrrolidin-2-yl)pyridine ring system.
725 other chemicals share this scaffoldSafety and hazards
GHS classification summary, not a safety data sheet
Hazard statements
- H300Fatal if swallowed.
- H310Fatal in contact with skin.
- H330Fatal if inhaled.
- H411Toxic to aquatic life with long lasting effects.
Precautionary statements (20)
- P260Do not breathe dust, fume, gas, mist, vapours or spray.
- P262Do not get in eyes, on skin, or on clothing.
- P264Wash skin thoroughly after handling.
- P270Do not eat, drink or smoke when using this product.
- P271Use only outdoors or in a well-ventilated area.
- P273Avoid release to the environment.
- P280Wear protective gloves, protective clothing, eye protection and face protection.
- P284In case of inadequate ventilation wear respiratory protection.
- P301 + P316If swallowed: Get emergency medical help immediately.
- P302 + P352If on skin: Wash with plenty of water.
- P304 + P340If inhaled: Remove person to fresh air and keep comfortable for breathing.
- P316Get emergency medical help immediately.
- P320Specific treatment is urgent (see supplemental first aid instructions on the label).
- P321Specific treatment (see supplemental first aid instructions on the label).
- P330Rinse mouth.
- P361 + P364Take off immediately all contaminated clothing. And wash it before reuse.
- P391Collect spillage.
- P403 + P233Store in a well-ventilated place. Keep container tightly closed.
- P405Store locked up.
- P501Dispose of contents and container in accordance with local regulations.
- UN number
- UN 1654
- Transport hazard class
- 6.1
- Packing group
- II
GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.
Full safety data and first aidNicotine suppliers
Sponsored listings first, then the documented ranking: membership, verification, replies, completeness, freshness and ratings
- China, Zhuhai ManufacturerUnclaimed profileNicotineGrade, purity and minimum order on requestPrice on request
- Italy, MilanoUnclaimed profileNicotineGrade, purity and minimum order on requestPrice on request
- China, ShanghaiUnclaimed profileNicotineGrade, purity and minimum order on requestPrice on request
- India, Navi MumbaiUnclaimed profileNicotineGrade, purity and minimum order on requestPrice on request
- India, GurugramUnclaimed profile(S) - NicotineGrade, purity and minimum order on requestPrice on request
- Singapore, Singapore ManufacturerUnclaimed profileNicotineGrade, purity and minimum order on requestPrice on request
- Vietnam ManufacturerUnclaimed profileNicotineGrade, purity and minimum order on requestPrice on request
- Price on request
- Price on request
- China, Changshou ManufacturerUnclaimed profileNicotineGrade, purity and minimum order on requestPrice on request
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Where suppliers are based
98 suppliers in 18 countries
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Nicotine price
Indicative price range per kg from live supplier offers
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Uses and applications
What the substance is used for, by industry and function
Fumigant (former use).
Restricted use insecticide (US).
Use Sites: Ornamental plants in greenhouses only, especially poinsettias, and including annual bedding plants and chrysanthenmums.
Nicotine is a naturally occurring toxic chemical found in tobacco plants. It has a fishy odor when warm. Cigarettes, cigars, other tobacco products, and tobacco smoke contain nicotine. Worker exposure may occur during processing and extraction of tobacco. At one time, nicotine was used in the United States as an insecticide and fumigant, however, it is no longer produced or used in this country for this purpose. Nicotine affects the nervous system and the heart. Exposure to relatively small amounts can rapidly be fatal.
Use classes: Pharmaceuticals, Natural products.
Industries and functions
Pharmacological actions
- Ganglionic Stimulants
- Nicotinic Agonists
- Smoking Cessation Agents
Roles
- aetiopathogenetic role
- anxiolytic drug
- biomarker
- central nervous system depressant
- central nervous system drug
- cholinergic agonist
- cholinergic drug
- immunomodulator
- indicator
- insecticide
- mitogen
- neurotoxin
- neurotransmitter agent
- nicotinic acetylcholine receptor agonist
- peripheral nervous system drug
- pesticide
- pharmaceutical
- phytogenic insecticide
- plant metabolite
- poison
- psychotropic drug
- teratogenic agent
- tranquilizing drug
- xenobiotic
Pharmacology
Nicotine is a Cholinergic Nicotinic Agonist.
How it is made
From waste tobacco, nicotiana tabacum, or from n rustica either by steam distillation in presence of alkali, or by extraction with trichloroethylene in presence of alkali & extraction from solvent by dil sulfuric acid ...
By distilling tobacco with milk of lime and extracting with ether
Regulatory status
Inventories, regulations and trade controls that list this substance
Europe
- EU harmonised classification (CLP Annex VI)Index no: 614-001-00-4
Health and food
- EU Cosmetics Regulation Annex II, prohibited in cosmeticsName: Nicotine and its salts, Ref no: 246, Annex ref: II/246
- Active ingredient in FDA approved drug labels
United States
- TSCA inventory (USA)Status: Active in US commerce
HS code and trade data
Customs classification and reported world trade statistics
Global trade
World import and export statistics for the HS code Nicotine is traded under.
Alkaloids of vegetal origin, other than cocaine, ecgonine, salts, esters and other derivatives, not elsewhere…
- Switzerland * partner reported25.3%
- Germany21.4%
- India * partner reported14.9%
- United States20.9%
- Germany14.7%
- Italy14.6%
* Partner reported figures, a lower bound.
The HS code shown for Nicotine is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.
Frequently asked questions
Quick answers about Nicotine, based on the data on this page
What is Nicotine?
What is the CAS number of Nicotine?
What is the molecular formula and weight of Nicotine?
What is Nicotine used for?
Is Nicotine hazardous?
What is the HS code of Nicotine?
Where can I buy Nicotine?
Where can I buy Nicotine in India?
What is the price of Nicotine?
Guides for buyers
Practical guides that help when you source, ship or handle Nicotine
- Article, QualityPharma grades explained: IP vs BP vs USP vs EPWhat the Indian, British, US and European pharmacopoeias are, how their monographs differ, what multi grade claims mean and why a grade alone does not make a product fit for medicines.Read
- Guide, SafetyHow to read a safety data sheet in 10 minutesA section by section method to pull the essentials out of any 16 section SDS: identity, hazards, composition, storage, PPE, properties, transport and emergency measures.Read
- Guide, Trade and logisticsShipping dangerous goods: UN numbers, classes and packing groupsHow the UN dangerous goods system works for chemicals, from the nine classes and UN numbers to packing groups, UN packaging marks, labels, documents and segregation.Read
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