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Substance Name: Nicotine [USP:BAN]
RN: 54-11-5
UNII: 6M3C89ZY6R
InChIKey: SNICXCGAKADSCV-JTQLQIEISA-N
Note
- Nicotine is highly toxic alkaloid. It is the prototypical agonist at nicotinic cholinergic receptors where it dramatically stimulates neurons and ultimately blocks synaptic transmission. Nicotine is also important medically because of its presence in tobacco smoke.
Molecular Formula
- C10-H14-N2
Molecular Weight
- 162.2346
- All
- Classifications
- Links to Resources
- Names & Synonyms
- Registry Numbers
- Structure Descriptors
- Toxicity
- Physical Properties
Classification Codes
Classification Codes
- Agricultural Chemical
- Autonomic Agents
- Cholinergic Agents
- Cholinergic Agonists
- Ganglionic Stimulants
- Human Data
- Insecticide
- Mutation Data
- Natural Product
- Neurotransmitter Agents
- Nicotinic Agonists
- Peripheral Nervous System Agents
- Reproductive Effect
- Smoking Cessation Adjunct
- Smoking Cessation Agents
Superlist Classification Codes
- Reportable Quantity (RQ) = 100 lb
- Threshold Planning Quantity (TPQ) = 100 lb
- TWA 0.5 mg/m3; skin
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Links to Resources
NLM Resources (File Locators)
Regulatory Agencies (Superlist Locators)
Other Resources (Internet Locators)
Search for this InChIKey on the Web
Names and Synonyms
Results Name
- Nicotine [USP:BAN]
Name of Substance
- Nicotine
- Nicotine polacrilex [USAN]
- Nicotine [BSI:ISO]
- Nicotine [USP:BAN]
MeSH Heading
- Nicotine
Synonyms
- (-)-3-(1-Methyl-2-pyrrolidyl)pyridine
- (-)-Nicotine
- (S)-3-(1-Methyl-2-pyrrolidinyl)pyridine
- (S)-Nicotine
- 1-Methyl-2-(3-pyridyl)pyrrolidine
- 3-(1-Methyl-2-pyrrolidinyl)pyridine
- 3-(N-Methylpyrrolidino)pyridine
- AI3-03424
- beta-Pyridyl-alpha-N-methyl pyrrolidine
- beta-Pyridyl-alpha-N-methylpyrrolidine
- Black leaf
- Black leaf 40
- Caswell No. 597
- CCRIS 1637
- Destruxol orchid spray
- EC 200-193-3
- EINECS 200-193-3
- Emo-nik
- ENT 3,424
- EPA Pesticide Chemical Code 056702
- Exodus
- Flux MAAG
- Fumetobac
- Habitrol
- HSDB 1107
- L-3-(1-Methyl-2-pyrrolidyl)pyridine
- L-Nicotine
- Mach-Nic
- Micotine
- Niagara P.A. dust
- Nic-Sal
- Nicabate
- Nico-dust
- Nico-fume
- Nicocide
- Nicoderm
- Nicoderm CQ
- Nicorette
- Nicotin
- Nicotina
- Nicotina [Italian]
- Nicotine
- Nicotine alkaloid
- Nicotine polacrilex
- Nicotrol
- Nicotrol Inhaler
- Nicotrol NS
- Nikotin
- Nikotin [German]
- Nikotyna
- Nikotyna [Polish]
- Niquitin
- NSC 5065
- Ortho N-4 and N-5 dusts
- Ortho N-4 dust
- Ortho N-5 dust
- Prostep
- Pyridine, 3-(tetrahydro-1-methylpyrrol-2-yl)
- Pyrrolidine, 1-methyl-2-(3-pyridal)-
- RCRA waste number P075
- Tabazur
- Tendust
- UNII-6M3C89ZY6R
- XL all insecticide
Systematic Names
- Nicotine
- Pyridine, 3-((2S)-1-methyl-2-pyrrolidinyl)-
- Pyridine, 3-(1-methyl-2-pyrrolidinyl)-, (S)- (9CI)
Superlist Names
- Nicotine
- Nicotine and salts
- Nicotine [UN1654] [Poison]
- Pyridine, 3-(1-methyl-2-pyrrolidinyl)-, (S)-
- RCRA waste no. P075
- UN1654
Registry Numbers
CAS Registry Number
- 54-11-5
FDA UNII
- 6M3C89ZY6R
Other Registry Numbers
- 13890-81-8
- 13890-82-9
- 16760-37-5
- 551-13-3
- 6912-85-2
System Generated Number
- 0000054115
Structure Descriptors
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/s1InChIKey
SNICXCGAKADSCV-JTQLQIEISA-NSmiles
CN1CCC[C@H]1c2cccnc2Toxicity
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
bird - domestic | LDLo | intramuscular | 8mg/kg (8mg/kg) | Physiological Zoology. Vol. 12, Pg. 238, 1939. | |
bird - wild | LD50 | oral | 17800ug/kg (17.8mg/kg) | Archives of Environmental Contamination and Toxicology. Vol. 12, Pg. 355, 1983. | |
cat | LD50 | intravenous | 1300ug/kg (1.3mg/kg) | Proceedings of the Society for Experimental Biology and Medicine. Vol. 35, Pg. 316, 1936. | |
cat | LDLo | intramuscular | 9mg/kg (9mg/kg) | PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE) BEHAVIORAL: ATAXIA BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD | Science. Vol. 127, Pg. 1054, 1958. |
cat | LDLo | subcutaneous | 20mg/kg (20mg/kg) | "Ueber die Wirkung Verschiedener Gifte Auf Vogel, Dissertation," Forchheimer, L., Pharmakologischen Institut der Universitat Wurzburg, Fed. Rep. Ger., 1931Vol. -, Pg. -, 1931. | |
cattle | LDLo | intramuscular | 9mg/kg (9mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: ATAXIA BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) | Science. Vol. 127, Pg. 1054, 1958. |
dog | LD50 | intravenous | 5mg/kg (5mg/kg) | Journal of Pharmacology and Experimental Therapeutics. Vol. 95, Pg. 506, 1949. | |
dog | LD50 | oral | 9200ug/kg (9.2mg/kg) | Proceedings of the Society for Experimental Biology and Medicine. Vol. 29, Pg. 1177, 1932. | |
dog | LDLo | intramuscular | 7700ug/kg (7.7mg/kg) | Proceedings of the Society for Experimental Biology and Medicine. Vol. 29, Pg. 1177, 1932. | |
dog | LDLo | parenteral | 5700ug/kg (5.7mg/kg) | Proceedings of the Society for Experimental Biology and Medicine. Vol. 29, Pg. 1177, 1932. | |
dog | LDLo | subcutaneous | 20mg/kg (20mg/kg) | "Ueber die Wirkung Verschiedener Gifte Auf Vogel, Dissertation," Forchheimer, L., Pharmakologischen Institut der Universitat Wurzburg, Fed. Rep. Ger., 1931Vol. -, Pg. -, 1931. | |
frog | LDLo | subcutaneous | 6mg/kg (6mg/kg) | "Ueber die Wirkung Verschiedener Gifte Auf Vogel, Dissertation," Forchheimer, L., Pharmakologischen Institut der Universitat Wurzburg, Fed. Rep. Ger., 1931Vol. -, Pg. -, 1931. | |
guinea pig | LD50 | intravenous | 4500ug/kg (4.5mg/kg) | Arzneimittel-Forschung. Drug Research. Vol. 11, Pg. 1011, 1961. | |
guinea pig | LDLo | intramuscular | 15mg/kg (15mg/kg) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: ATAXIA PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE) | Science. Vol. 127, Pg. 1054, 1958. |
guinea pig | LDLo | intraperitoneal | 15mg/kg (15mg/kg) | Journal of Pharmacology and Experimental Therapeutics. Vol. 50, Pg. 93, 1934. | |
guinea pig | LDLo | subcutaneous | 15mg/kg (15mg/kg) | BEHAVIORAL: ATAXIA BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD LUNGS, THORAX, OR RESPIRATION: DYSPNEA | Journal of Pharmacology and Experimental Therapeutics. Vol. 48, Pg. 95, 1933. |
horse/donkey | LDLo | intramuscular | 8800ug/kg (8.8mg/kg) | BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) BEHAVIORAL: ATAXIA BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) | Science. Vol. 127, Pg. 1054, 1958. |
horse/donkey | LDLo | intramuscular | 8800mg/kg (8800mg/kg) | BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: ATAXIA | Science. Vol. 127, Pg. 1054, 1958. |
human | TDLo | rectal | 1430ug/kg (1.43mg/kg) | GASTROINTESTINAL: NAUSEA OR VOMITING BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS" | Clinical Toxicology. Vol. 10, Pg. 391, 1977. |
mammal (species unspecified) | LD50 | intravenous | 8mg/kg (8mg/kg) | "Chemistry of Pesticides," Melnikov, N.N., New York, Springer-Verlag New York, Inc., 1971Vol. -, Pg. 406, 1971. | |
man | LDLo | unreported | 882ug/kg (0.882mg/kg) | "Poisoning; Toxicology, Symptoms, Treatments," 2nd ed., Arena, J.M., Springfield, IL, C.C. Thomas, 1970Vol. 2, Pg. 73, 1970. | |
monkey | LDLo | intramuscular | 6mg/kg (6mg/kg) | PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: ATAXIA | Science. Vol. 127, Pg. 1054, 1958. |
mouse | LD50 | intraperitoneal | 5900ug/kg (5.9mg/kg) | Toxicology and Applied Pharmacology. Vol. 28, Pg. 227, 1974. | |
mouse | LD50 | intravenous | 300ug/kg (0.3mg/kg) | LUNGS, THORAX, OR RESPIRATION: DYSPNEA BEHAVIORAL: TREMOR BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD | British Journal of Pharmacology. Vol. 35, Pg. 161, 1969. |
mouse | LD50 | oral | 3340ug/kg (3.34mg/kg) | LUNGS, THORAX, OR RESPIRATION: DYSPNEA BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY) BEHAVIORAL: TREMOR | Hygiene and Sanitation Vol. 34(4-6), Pg. 187, 1969. |
mouse | LD50 | subcutaneous | 16mg/kg (16mg/kg) | Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 188, Pg. 605, 1938. | |
mouse | LD50 | unreported | 260ug/kg (0.26mg/kg) | European Patent Application. Vol. #0000106, | |
mouse | LDLo | intramuscular | 8mg/kg (8mg/kg) | PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE) BEHAVIORAL: ATAXIA BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD | Science. Vol. 127, Pg. 1054, 1958. |
pig | LDLo | intramuscular | > 14mg/kg (14mg/kg) | BEHAVIORAL: EXCITEMENT BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS" | Science. Vol. 127, Pg. 1054, 1958. |
pigeon | LDLo | intramuscular | 9mg/kg (9mg/kg) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: ATAXIA PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE) | Science. Vol. 127, Pg. 1054, 1958. |
pigeon | LDLo | subcutaneous | 4580ug/kg (4.58mg/kg) | "Ueber die Wirkung Verschiedener Gifte Auf Vogel, Dissertation," Forchheimer, L., Pharmakologischen Institut der Universitat Wurzburg, Fed. Rep. Ger., 1931Vol. -, Pg. -, 1931. | |
rabbit | LD50 | intraperitoneal | 14mg/kg (14mg/kg) | Proceedings of the Society for Experimental Biology and Medicine. Vol. 58, Pg. 231, 1945. | |
rabbit | LD50 | intravenous | 6250ug/kg (6.25mg/kg) | Proceedings of the Society for Experimental Biology and Medicine. Vol. 58, Pg. 231, 1945. | |
rabbit | LD50 | skin | 50mg/kg (50mg/kg) | LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD | Quarterly Bulletin--Association of Food and Drug Officials of the United States. Vol. 16, Pg. 3, 1952. |
rabbit | LDLo | intramuscular | 30mg/kg (30mg/kg) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: ATAXIA PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE) | Science. Vol. 127, Pg. 1054, 1958. |
rabbit | LDLo | subcutaneous | 5mg/kg (5mg/kg) | "Ueber die Wirkung Verschiedener Gifte Auf Vogel, Dissertation," Forchheimer, L., Pharmakologischen Institut der Universitat Wurzburg, Fed. Rep. Ger., 1931Vol. -, Pg. -, 1931. | |
rat | LD50 | intraperitoneal | 14560ug/kg (14.56mg/kg) | Journal of Pharmacology and Experimental Therapeutics. Vol. 124, Pg. 350, 1958. | |
rat | LD50 | intratracheal | 19300ug/kg (19.3mg/kg) | American Review of Respiratory Disease. Vol. 129, Pg. 112, 1984. | |
rat | LD50 | intravenous | 2800ug/kg (2.8mg/kg) | Drugs in Japan Vol. -, Pg. 916, 1995. | |
rat | LD50 | oral | 50mg/kg (50mg/kg) | Farm Chemicals Handbook. Vol. -, Pg. C219, 1991. | |
rat | LD50 | skin | 140mg/kg (140mg/kg) | World Review of Pest Control. Vol. 9, Pg. 119, 1970. | |
rat | LD50 | subcutaneous | 25mg/kg (25mg/kg) | Farmakologiya i Toksikologiya Vol. 47(5), Pg. 85, 1984. | |
rat | LDLo | intraduodenal | 30mg/kg (30mg/kg) | Arzneimittel-Forschung. Drug Research. Vol. 25, Pg. 1037, 1975. | |
rat | LDLo | intramuscular | 15mg/kg (15mg/kg) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: ATAXIA PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE) | Science. Vol. 127, Pg. 1054, 1958. |
rat | LDLo | parenteral | 34mg/kg (34mg/kg) | LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES | Journal of Pharmacology and Experimental Therapeutics. Vol. 48, Pg. 317, 1933. |
Physical Properties
Physical Property | Value | Units | Temp (deg C) | Source |
---|---|---|---|---|
Melting Point | -7.90E+01 | deg C | EXP | |
Boiling Point | 247 | deg C | EXP | |
pKa Dissociation Constant | 3.1 | (none) | EXP | |
log P (octanol-water) | 1.17 | (none) | EXP | |
Water Solubility | 1.00E+06 | mg/L | EXP | |
Henry's Law Constant | 3.00E-09 | atm-m3/mole | 25 | EST |
Atmospheric OH Rate Constant | 9.10E-11 | cm3/molecule-sec | 25 | EST |
Physical property data is provided to ChemIDplus by SRC, Inc.