(-)-COTININE
- CAS No.
- 486-56-6
- Chemical Name:
- (-)-COTININE
- Synonyms
- COTININE;S-(-)-COTININE;NIH 10498;L-COTININE;(-)-COTININE;COTININE(RG);(-)-Cotinine,98%;(s)-2-pyrrolidinon;NIH 10498(Cotinine);Nicotine EP Impurity C
- CBNumber:
- CB6402037
- Molecular Formula:
- C10H12N2O
- Molecular Weight:
- 176.22
- MDL Number:
- MFCD00077696
- MOL File:
- 486-56-6.mol
- MSDS File:
- SDS
| 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 |
| Stability | Stable. Incompatible with strong oxidizing agents. May be heat sensitive - store cold. |
| EWG's Food Scores | 1 |
| FDA UNII | K5161X06LL |
| EPA Substance Registry System | Cotinine (486-56-6) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H302-H315-H319-H335 | |||||||||
| Precautionary statements | P301+P312+P330-P302+P352-P305+P351+P338 | |||||||||
| 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 | |||||||||
| NFPA 704 |
|
(-)-COTININE price More Price(36)
| 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 | $534 | 2024-03-01 | 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 | $27.7 | 2024-03-01 | Buy |
| Sigma-Aldrich | 74003 | (?)-Cotinine analytical standard | 486-56-6 | 25mg | $82.8 | 2024-03-01 | Buy |
| Sigma-Aldrich | 1463348 | Nicotine Related Compound C United States Pharmacopeia (USP) Reference Standard | 486-56-6 | 20mg | $1380 | 2024-03-01 | Buy |
| Alfa Aesar | L11873 | (-)-Cotinine, 98% | 486-56-6 | 250mg | $78.4 | 2024-03-01 | 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
(-)-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.
Uses
antidepressant
Uses
A major metabolite of Nicotine (N412450) in humans. Carcinogen.
Uses
A major metabolite of nicotine in humans
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
(-)-COTININE Suppliers
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Henan Tianfu Chemical Co.,Ltd. | +86-0371-55170693 +86-19937530512 | info@tianfuchem.com | China | 21695 | 55 |
| Guangzhou Yuheng Pharmaceutical Technology Co., Ltd | +8613580539051 | joe@yuhengpharm.com | CHINA | 21149 | 58 |
| TargetMol Chemicals Inc. | +1-781-999-5354 +1-00000000000 | marketing@targetmol.com | United States | 19892 | 58 |
| Hefei TNJ Chemical Industry Co.,Ltd. | 0551-65418671 | sales@tnjchem.com | China | 34572 | 58 |
| sgtlifesciences pvt ltd | +8617013299288 | dj@sgtlifesciences.com | China | 12382 | 58 |
| Alfa Chemistry | +1-5166625404 | Info@alfa-chemistry.com | United States | 21317 | 58 |
| GIHI CHEMICALS CO.,LIMITED | +8618058761490 | info@gihichemicals.com | China | 49999 | 58 |
| LEAPCHEM CO., LTD. | +86-852-30606658 | market18@leapchem.com | China | 43348 | 58 |
| Shanghai Acmec Biochemical Technology Co., Ltd. | +undefined18621343501 | product@acmec-e.com | China | 33349 | 58 |
| Aladdin Scientific | +1-833-552-7181 | sales@aladdinsci.com | United States | 57511 | 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
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