(-)-COTININE

(-)-COTININE Struktur
486-56-6
CAS-Nr.
486-56-6
Englisch Name:
(-)-COTININE
Synonyma:
COTININE;S-(-)-COTININE;NIH 10498;L-COTININE;(-)-COTININE;COTININE(RG);(-)-Cotinine,98%;(s)-2-pyrrolidinon;NIH 10498(Cotinine);Nicotine EP Impurity C
CBNumber:
CB6402037
Summenformel:
C10H12N2O
Molgewicht:
176.22
MOL-Datei:
486-56-6.mol

(-)-COTININE Eigenschaften

Schmelzpunkt:
40-42 °C(lit.)
Siedepunkt:
250 °C150 mm Hg(lit.)
alpha 
[α]D20 -18~-22° (c=1, C2H5OH)
Dichte
1.1102 (rough estimate)
Brechungsindex
1.7110 (estimate)
Flammpunkt:
>230 °F
storage temp. 
Sealed in dry,2-8°C
Löslichkeit
Chloroform (Sparingly), DMSO (Slightly), Methanol (Sparingly)
Aggregatzustand
Solid
pka
4.72±0.12(Predicted)
Farbe
Colourless to Very Dark Orange Oil
Optische Aktivität
[α]/D -21±2°, c = 1 in ethanol
Wasserlöslichkeit
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
Stabilität:
Stable. Incompatible with strong oxidizing agents. May be heat sensitive - store cold.
EPA chemische Informationen
Cotinine (486-56-6)
Sicherheit
  • Risiko- und Sicherheitserklärung
  • Gefahreninformationscode (GHS)
Kennzeichnung gefährlicher Xn,Xi,T,F
R-Sätze: 22-36/37/38-39/23/24/25-23/24/25-11
S-Sätze: 7-16-36/37-45-36-26
RIDADR  UN 1230 3/PG 2
WGK Germany  3
RTECS-Nr. GN1925500
10
HS Code  29333990
Giftige Stoffe Daten 486-56-6(Hazardous Substances Data)
Bildanzeige (GHS) GHS hazard pictograms
Alarmwort Warnung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H302 Gesundheitsschädlich bei Verschlucken. Akute Toxizität oral Kategorie 4 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P270, P301+P312, P330, P501
H315 Verursacht Hautreizungen. Hautreizung Kategorie 2 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P280, P302+P352, P321,P332+P313, P362
H319 Verursacht schwere Augenreizung. Schwere Augenreizung Kategorie 2 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P280, P305+P351+P338,P337+P313P
H335 Kann die Atemwege reizen. Spezifische Zielorgan-Toxizität (einmalige Exposition) Kategorie 3 (Atemwegsreizung) Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" />
Sicherheit
P302+P352 BEI BERÜHRUNG MIT DER HAUT: Mit viel Wasser/... (Hersteller kann, falls zweckmäßig, ein Reinigungsmittel angeben oder, wenn Wasser eindeutig ungeeignet ist, ein alternatives Mittel empfehlen) waschen.
P305+P351+P338 BEI KONTAKT MIT DEN AUGEN: Einige Minuten lang behutsam mit Wasser spülen. Eventuell vorhandene Kontaktlinsen nach Möglichkeit entfernen. Weiter spülen.

(-)-COTININE Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:

R22:Gesundheitsschädlich beim Verschlucken.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.

S-Sätze Betriebsanweisung:

S7:Behälter dicht geschlossen halten.
S16:Von Zündquellen fernhalten - Nicht rauchen.
S36/37:Bei der Arbeit geeignete Schutzhandschuhe und Schutzkleidung tragen.
S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn möglich, dieses Etikett vorzeigen).
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.

Beschreibung

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.

Chemische Eigenschaften

Colourless to Light Brown Solid

Verwenden

(-)-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.

Biologische Aktivität

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.

(-)-COTININE Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


(-)-COTININE Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

Global( 135)Lieferanten
Firmenname Telefon E-Mail Land Produktkatalog Edge Rate
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512
info@tianfuchem.com China 21677 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 34571 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 33350 58
Aladdin Scientific
+1-+1(833)-552-7181
sales@aladdinsci.com United States 57511 58

486-56-6()Verwandte Suche:


  • L-COTININE
  • (-)-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
  • CREATINE ETHYL ESTER ANALYSIS KIT
  • (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 ( Cotinine)
  • Nicotine EP Impurity C
  • 2-Pyrrolidinone, 1-methyl-5-(3-pyridinyl)-, (5S)-
  • Nicotine USP Related Compound C (Nicotine EP Impurity C)
  • Nicotine Related Compound C (20 mg)
  • Nicotine EP Impurity C/ Nicotine Related Compound C (Cotinine)
  • COTININE
  • S-(-)-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)
  • Pyrantel Pamoate Impurity 23
  • NIH 10498(Cotinine)
  • 486-56-6
  • Chiral Building Blocks
  • Cell Biology
  • Cell Signaling and Neuroscience
  • BioChemical
  • Analytical Chromatography Product Catalog
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  • Asymmetric Synthesis
  • Ion Channels
  • Ligand-Gated Ion Channels
  • Nicotinic Acetylcholine Receptor Modulators
  • CO - CZ
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  • Analytical Standards
  • Pyrrolidines
  • Inhibitors
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