(-)-COTININE

Bezeichnung:(-)-COTININE

CAS-Nr486-56-6

Englisch Name:(-)-COTININE

CBNumberCB6402037

SummenformelC10H12N2O

Molgewicht176.22

MOL-Datei486-56-6.mol

(-)-COTININE physikalisch-chemischer 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

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
F	10
HS Code	29333990
Giftige Stoffe Daten	486-56-6(Hazardous Substances Data)

Gefahreninformationscode (GHS)

(-)-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.
Verwenden
antidepressant
Verwenden
A major metabolite of Nicotine (N412450) in humans. Carcinogen.
Verwenden
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
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.
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 Upstream-Materialien And Downstream Produkte

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

486-56-6, (-)-COTININE Verwandte Suche:

Send Inquriy