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(-)-COTININE

(-)-COTININE Structure
(-)-COTININE structure
CAS No.
486-56-6
Chemical Name:
(-)-COTININE
Synonyms
COTININE;S-(-)-COTININE;NIH 10498;L-COTININE;(-)-COTININE;COTININE(RG);(-)-Cotinine,98%;(s)-2-pyrrolidinon;(?)-Cotinine (CRM);NIH 10498(Cotinine)
CBNumber:
CB6402037
Molecular Formula:
C10H12N2O
Molecular Weight:
176.22
MDL Number:
MFCD00077696
MOL File:
486-56-6.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-07-17 09:03:53
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(-)-COTININE Properties

Melting point 40-42 °C(lit.)
Boiling point 250 °C150 mm Hg(lit.)
alpha [α]D20 -18～-22° (c=1, C2H5OH)
Density 1.1102 (rough estimate)
refractive index 1.7110 (estimate)
Flash point >230 °F
storage temp. Sealed in dry,2-8°C
solubility Chloroform (Sparingly), DMSO (Slightly), Methanol (Sparingly)
form Solid
pka 4.72±0.12(Predicted)
color Colourless to Very Dark Orange Oil
optical activity [α]/D -21±2°, c = 1 in ethanol
Water Solubility Not miscible or difficult to mix in water. Soluble in dimethyl sulfoxide (100 mM), ethanol (50 mg/ml, yielding a clear, faint yellow to yellow solution), methanol and chloroform.
Merck 14,2553
BRN 83099
Henry's Law Constant 3.0×106 mol/(m3Pa) at 25℃, HSDB (2015)
Stability Stable. Incompatible with strong oxidizing agents. May be heat sensitive - store cold.
InChI 1S/C10H12N2O/c1-12-9(4-5-10(12)13)8-3-2-6-11-7-8/h2-3,6-7,9H,4-5H2,1H3/t9-/m0/s1
InChIKey UIKROCXWUNQSPJ-VIFPVBQESA-N
SMILES CN1[C@@H](CCC1=O)c2cccnc2
EWG's Food Scores 1
FDA UNII K5161X06LL
EPA Substance Registry System Cotinine (486-56-6)
UNSPSC Code 41116107
NACRES NA.24

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P301+P312+P330-P302+P352-P305+P351+P338
target organs Respiratory system
PPE dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes  Xn,Xi,T,F
Risk Statements  22-36/37/38-39/23/24/25-23/24/25-11
Safety Statements  7-16-36/37-45-36-26
RIDADR  UN 1230 3/PG 2
WGK Germany  3
RTECS  GN1925500
F  10
HS Code  29333990
Storage Class 11 - Combustible Solids
Hazard Classifications Acute Tox. 4 Oral
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
Hazardous Substances Data 486-56-6(Hazardous Substances Data)
NFPA 704
1
2 0

(-)-COTININE price More Price(65)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich PHR2533 Nicotine Related Compound C Pharmaceutical Secondary Standard; Certified Reference Material 486-56-6 50MG $620 2026-04-30 Buy
Sigma-Aldrich C-016 (−)-Cotinine solution 1.0?mg/mL in methanol, ampule of 1?mL, certified reference material, Cerilliant? 486-56-6 1mL $29.6 2026-04-30 Buy
Sigma-Aldrich 74003 (?)-Cotinine analytical standard 486-56-6 25mg $89.8 2026-04-30 Buy
Sigma-Aldrich 1463348 Nicotine Related Compound C United States Pharmacopeia (USP) Reference Standard 486-56-6 20mg $1290 2026-04-30 Buy
Sigma-Aldrich C0430 (−)-Cotinine solution drug standard, 1.0 mg/mL in methanol 1 mL $103 2026-03-19 Buy
Product number Packaging Price Buy
PHR2533 50MG $620 Buy
C-016 1mL $29.6 Buy
74003 25mg $89.8 Buy
1463348 20mg $1290 Buy
C0430 1 mL $103 Buy

(-)-COTININE Chemical Properties,Uses,Production

Description

Cotinine is the major metabolite of nicotine. In the liver, nicotine is rapidly metabolized to cotinine (70–80%) by CYP2A6 and to nornicotine (5%) by CYP2A6 and CYP2B6. With a half-life about 10-fold longer than that of nicotine (15–19 h for cotinine versus 2–3 h for nicotine), cotinine induces plasma concentrations of 1–3 mM in smokers. After administration to rats, cotinine levels in the brain reach fourfold those of nicotine at 4 h following injection. Cotinine is not biotransformed in the brain, allowing accumulation of this substance to levels greater than that of nicotine.
Like nicotine, cotinine is able to induce dopamine release in smokers and in superfused rat striatal slices in a dose- and calcium-dependent manner via the nicotinic receptors, but only at concentrations higher than those normally seen in smokers. Indeed, administration of cotinine to smokers at levels 10-fold that is seen following smoking had no observable effect, suggesting that cotinine is not neuroactive at doses found in smokers. However, cotinine also acts as an inhibitor for nicotine binding in rat brain via desensitization of the nicotinic receptor.

Chemical Properties

Colourless to Light Brown Solid

Uses

A major metabolite of nicotine in humans

Uses

A major metabolite of Nicotine (N412450) in humans. Carcinogen.

Uses

antidepressant

Uses

(-)-Cotinine is used to activate a subpopulation of α3/ α6β2 nAChRs in monkey striatum. It binds nicotinic- and muscarinic-type acetylcholine receptors with minimal receptor desensitization and demonstrates antipsychotic drug-like properties in behavioral models, neuroprotective properties in neurodegenerative disease models, and enhances attention in a delayed matching-to-sample task.

Definition

ChEBI: An N-alkylpyrrolidine that consists of N-methylpyrrolidinone bearing a pyridin-3-yl substituent at position C-5 (the 5S-enantiomer). It is an alkaloid commonly found in Nicotiana tabacum.

Synthesis Reference(s)

Synthetic Communications, 18, p. 1331, 1988 DOI: 10.1080/00397918808078800

Biological Activity

Major metabolite of nicotine. Shown to activate a subpopulation of α 3/ α 6 β 2 nAChRs in monkey striatum. Displays cognition-enhancing effects in vivo .

Environmental Fate

Cotinine stimulates dopamine release in the nigrostriatal pathway by activating nicotinic acetylcholine receptors. However, its lower EC50 prevents significant activation of this pathway in smokers.

Toxicity evaluation

Cotinine has a vapor pressure of 3.8×10-4mmHg at 25 °C. Cotinine will be photochemically degraded with a half-life of 15 h. In sediment, cotinine is completely degraded to carbon dioxide within 72 h. It is not expected to bioaccumulate in aquatic organisms.

(-)-COTININE Preparation Products And Raw materials

Raw materials

Preparation Products

NORNICOTINE, DL-(RG)

(-)-COTININE Suppliers

Global( 174)Suppliers
Supplier Tel Email Country ProdList Advantage
Chengdu Dorher Pharmaceutical CO.,Ltd 028-64259743 19983537320 wangmin@focuspharm.com China 498 58
J & K SCIENTIFIC LTD. 18210857532 18210857532 jkinfo@jkchemical.com China 96815 76
3B Pharmachem (Wuhan) International Co.,Ltd. 18930552037 3bsc@sina.com China 15813 69
Alfa Aesar 400-6106006 saleschina@alfa-asia.com China 30103 84
Beijing HwrkChemical Technology Co., Ltd 89508211 18501085097 sales.bj@hwrkchemical.com China 9407 55
Energy Chemical 400-0056266 sales8178@energy-chemical.com China 44850 61
Chemsky（shanghai）International Co.,Ltd. 021-50135380 shchemsky@sina.com China 32273 50
RYSS TECH LTD 400-188-0725 +86 21 34310725 13611771617 China 1999 57
SpringPharma Tech Co.,Ltd +86-25-68710855, +86-25-68710897 sales@springpharma.net China 1260 62
T&W GROUP 021-61551611 13296011611 contact@trustwe.com China 9884 58
Supplier Advantage
Chengdu Dorher Pharmaceutical CO.,Ltd 58
J & K SCIENTIFIC LTD. 76
3B Pharmachem (Wuhan) International Co.,Ltd. 69
Alfa Aesar 84
Beijing HwrkChemical Technology Co., Ltd 55
Energy Chemical 61
Chemsky（shanghai）International Co.,Ltd. 50
RYSS TECH LTD 57
SpringPharma Tech Co.,Ltd 62
T&W GROUP 58

Related articles

  • Mechanism of COTININE
  • Cotinine is the major metabolite of nicotine. In the liver, nicotine is rapidly metabolized to cotinine (70–80%) by CYP2A6 and....
  • Jan 12,2022

View Lastest Price from (-)-COTININE manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Cotinine pictures 2026-07-17 Cotinine
486-56-6
 $38.00-59.00 99.94% 10g TargetMol Chemicals Inc.
Cotinine pictures 2026-07-17 Cotinine
486-56-6
 $38.00-59.00 99.94% 10g TargetMol Chemicals Inc.
(-)-COTININE pictures 2026-05-18 (-)-COTININE
486-56-6
 1kg 98% Hefei Lbao Physical & Chemical Science Co.,Ltd
  • Cotinine pictures
  • Cotinine
    486-56-6
  • $38.00-59.00
  • 99.94%
  • TargetMol Chemicals Inc.
  • Cotinine pictures
  • Cotinine
    486-56-6
  • $38.00-59.00
  • 99.94%
  • TargetMol Chemicals Inc.
  • (-)-COTININE pictures
  • (-)-COTININE
    486-56-6
  • $0.00
  • 98%
  • Hefei Lbao Physical & Chemical Science Co.,Ltd

(-)-COTININE Spectrum

(-)-COTININE(486-56-6)1HNMR(-)-COTININE(486-56-6)FT-IR(-)-COTININE(486-56-6)IR(-)-COTININE(486-56-6)Raman

486-56-6((-)-COTININE)Related Search:

TICRYNAFEN DL-COTININE-D3 (N-METHYL-D3),COTININE-METHYL-D3, 99 ATOM % D,(+/-)-COTININE-D3,COTININE-D3 (N-METHYL-D3) (-)-COTININE DL-Cotinine-methyl-D3,DL-COTININE-D3 (N-METHYL-D3),COTININE-METHYL-D3,COTININE-D3 (N-METHYL-D3),(+/-)-COTININE-D3 Oxybutynin
Potassium sulfate Chromium potassium sulfate dodecahydrate CHROMIUM POTASSIUM SULFATE ChroMiuM(III) sulfate hydrate alpha-Pyridoin
trans-1-Methyl-4-carboxy-5-(3-pyridyl)-2-pyrrolidinone trans-3'-Hydroxycotinine-O-β-D-glucuronide trans-3'-Hydroxycotinine, methyl-d3 (3'R,5'S)-3'-Hydroxycotinine S-(-)-COTININE PERCHLORATE
trans-3'-Hydroxycotinine-N-b-D-glucuronide (3S,5S)-3'-Hydroxycotinine CNG

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Nicotine EP Impurity C ( Cotinine) L-COTININE (-)-COTININE S-(-)-COTININE (S)-(-)-1-METHYL-5-(3-PYRIDIYL)-2-PYRROLIDINONE [S]-1-METHYL-5-[3-PYRIDYL]-2-PYRROLIDINONE S(-)-1-METHYL-5-(3-PYRIDYL)-2-PYRROLIDONE (s)-1-methyl-5-(3-pyridinyl)-2-pyrrolidinone (s)-2-pyrrolidinon 1-Methyl-5-(3-pyridinyl)-2-pyrrolidinone 2-Pyrrolidinone, 1-methyl-5-(3-pyridinyl)-, (S)- (-)COTININE METHANOL SOLUTION CHROMIUM POTASSIUM SULFATE*DODECAHYDRATE ACS REAGENT (-)-Cotinine,98% 1-methyl-5-pyridin-3-yl-pyrrolidin-2-one COTININE(RG) S-(-)-1-Methyl-5-(pyridin-3yl)pyrrolidin-2-one 1-METHYL-5-[3-PYRIDYL]-2-PYRROLIDINONE (S)-1-Methyl-5-(3-pyridyl)-2-pyrrolidinone, S(-)-1-Methyl-5-(3-pyridyl)-2-pyrrolidone (5S)-1-Methyl-5-(3-pyridinyl)pyrrolidin-2-one (5S)-1-Methyl-5-(3-pyridyl)pyrrolidin-2-one Inchi=1/C10H12N2o/C1-12-9(4-5-10(12)13)8-3-2-6-11-7-8/H2-3,6-7,9H,4-5H2,1h ()-Cotinine,(S)-1-Methyl-5-(3-pyridyl)-2-pyrrolidinone, S()-1-Methyl-5-(3-pyridyl)-2-pyrrolidone (5S)-(-)-1-Methyl-5-(pyridin-3-yl)pyrrolidin-2-one (5S)-1-Methyl-5-(3-pyridinyl)-2-pyrrolidinone NIH 10498 (5S)-(-)-1-Methyl-5-(pyridin-3-yl)pyrrolidin-2-one, 3-[(2S)-(-)-1-Methyl-5-oxopyrrolidin-2-yl]pyridine, (5S)-(-)-1-Methyl-2-oxo-5-(pyridin-3-yl)pyrrolidine S-(-)-Cotinine (1.0 Mg/ML in Methanol) (?)-Cotinine solution Nicotine Related Compound C Nicotine EP Impurity C Nicotine USP Related Compound C (Nicotine EP Impurity C) 2-Pyrrolidinone, 1-methyl-5-(3-pyridinyl)-, (5S)- Nicotine Related Compound C (20 mg) Nicotine EP Impurity C/ Nicotine Related Compound C (Cotinine) Nicotine USP Related Compound C (5S)-1-methyl-5-(pyridin-3-yl)pyrrolidin-2-one (cotinine) Nicotine EP Impurity C (Nicotine USP Related Compound C) NIH 10498(Cotinine) (S)-(-)-Cotinine in methanol (-)-Cotinine in Acetonitrile Pyrantel Pamoate Impurity 23 Cotinine, 10 mM in DMSO CREATINE ETHYL ESTER ANALYSIS KIT (?)-Cotinine (CRM) (S)-1-Methyl-5-(pyridin-3-yl)pyrrolidin-2-one , Cotinine (-)-Cotinine 100 μg/mL in Acetonitrile (-)-Cotinine 1.0 mg/ml in Methanol Cotinine (Nicotine EP Impurity C, Nicotine USP Related Compound C) COTININE S-(-)-Cotinine (1 mg/mL in Methanol) 486-56-6 Chiral Building Blocks Cell Biology Cell Signaling and Neuroscience BioChemical Analytical Chromatography Product Catalog Alphabetic