Basic information
- CAS
15569-85-4- Standard SMILES
CN1C(=O)CCC1c1cccnc1- InChIKey
UIKROCXWUNQSPJ-UHFFFAOYSA-N- Molecular formula
- C10H12N2O
- Average molar mass
- 176.21 g/mol
- Monoisotopic mass
- 176.09496301
Overview
1-Methyl-5-(3-pyridinyl)-2-pyrrolidinone is a member of pyridines and a member of pyrrolidines.
Names & identifiers
- Preferred name
- (+-)-Cotinine
- IUPAC
- 1-methyl-5-pyridin-3-ylpyrrolidin-2-one
- English name
- rac Cotinine
- Molecular formula
- C10H12N2O
- Molecular weight
- 176.22
Names & synonyms
15569-85-4DTXSID6047577(+-)-CotinineRefChem:1049029DTXCID4027577rac-Cotinine1-methyl-5-pyridin-3-ylpyrrolidin-2-one2-Pyrrolidinone, 1-methyl-5-(3-pyridinyl)-CHEMBL664rac Cotinine66269-66-7(+/-)-Cotinine
Show more names
Cotinine,racemic mixture
NCGC00093739-04(-)-Cotinine;(S)-Cotinine;NIH-10498L-COTININE(S)-1-Methyl-5-(3-pyridyl)-2-pyrrolidinone1-Methyl-5-(3-pyridyl)pyrrolidin-2-oneSCHEMBL49061SCHEMBL7718117SCHEMBL29450216
Database identifiers
- CAS
15569-85-4、486-56-6、66269-66-7- PubChem CID
- 408
- DTXSID
DTXSID6047577- ChEMBL
CHEMBL664- ChEBI
CHEBI:182609- EC Number
- 804-120-1
- Nikkaji
- J47.255G
Properties
Computed structural properties
- XLogP
- -0.3
- Topological polar surface area
- 33.2 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 1
- Heavy atoms
- 13
- Formal charge
- 0
- Complexity
- 205
Experimental & physicochemical properties
LogP
0.07
0.07
Melting Point41 °C
Physical DescriptionSolid
Physicochemical properties
- Melting point
- 48 · 48-50°C
- Boiling point
- 160 · 160-180 °C(Press: 0.03-0.04 Torr)
- Density
- 1.146 · 1.146±0.06 g/cm3(Predicted)
- storage temp.
- -20 °C · Hygroscopic, -20°C Freezer, Under Inert Atmosphere
- solubility
- Chloroform (Slightly) , Dichloromethane (Slightly), Ethanol (Slightly), Methanol
- pka
- 4.72 · 4.72±0.12(Predicted)
- form
- Solid
- color
- Off-White to Light Beige
- Stability
- Temperature Sensitive and Hygroscopic
- CAS DataBase Reference
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P264, P264+P265, P270, P280, P301+P317, P302+P352, P305+P351+P338, P321, P330, P332+P317, P337+P317, P362+P364, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 39 reports by companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesAcute Tox. 4 (100%)
Toxicology
Health Effects
Similarly to nicotine, cotinine binds to, activates, and desensitizes neuronal nicotinic acetylcholine receptors, though at much lower potency in comparison. It has demonstrated nootropic and antipsychotic-like effects in animal models. Direct administration of high levels of cotinine resulted in no significant physiologic, subjective, or performance effects. (Wikipedia)
Exposure RoutesInhalation
Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).
Chemistry & industry
Pharmacology
Metabolism/Metabolites
Cotinine is a known thirdhand smoke metabolite of Nicotine.
Cotinine is a metabolite of nicotine. Cotinine has an in vivo half-life of approximately 20 hours, and is typically detectable for several days (up to one week) after the use of tobacco. The level of cotinine in the blood is proportionate to the amount of exposure to tobacco smoke, so it is a valuable indicator of tobacco smoke exposure, including secondary (passive) smoke. People who smoke menthol cigarettes may retain cotinine in the blood for a longer period because menthol can compete with enzymatic metabolism of cotinine. (Wikipedia)
Tissue LocationsAdipose Tissue
Cellular LocationsCytoplasm
Metabolite PathwaysNicotine Action Pathway
Uses & manufacturing
UsesCotinine is an alkaloid found in tobacco and is also a metabolite of nicotine. (Wikipedia)
Use ClassificationNatural products -> Stimulants -> Transformation products
Applications
UsesA major metabolite of Nicotine in humans. Carcinogen.
Upstream & downstream products
Downstream products
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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