A5656
Sigma

(±)-Anabasine

≥90% (TLC), liquid

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Synonym

3-(2-Piperidinyl)pyridine

Neonicotine

Molecular Formula

C₁₀H₁₄N₂

Molecular Weight

162.23

CAS Number

13078-04-1

MDL number

MFCD00006370

PubChem Substance ID

24891007

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Descriptions

Biochem/physiol Actions

Tobacco alkaloid; potent nicotinic acetylcholine receptor agonist.

Properties

assay

≥90% (TLC)

form

liquid

optical activity

[α]25/D 0°, c = 1 in H₂O(lit.)

color

colorless to yellow

transition temp

freezing point 9 °C

solubility

H₂O: 10 mg/mL

ethanol: 50 mg/mL

density

1.05 g/mL at 25 °C(lit.)

References

Reference

Lu, Y., et al., Desensitization of nicotinic agonist-induced [³H]γ-aminobutyric acid release from mouse brain synaptosomes is produced by subactivating concentrations of agonists. J. Pharmacol. Exp. Ther. 291, 1127, (1999) abstract

Parker, M.J., et al., Neuronal nicotinic receptor β₂ and β₄ subunits confer large differences in agonist binding affinity. Mol. Pharmacol. 54, 1132-1139, (1998) abstract

Gocze, P.M., et al., Influence of nicotine, cotinine, anabasine and cigarette smoke extract on human granulosa cell progesterone and estradiol synthesis. Gynecol. Endocrinol. 13, 266, (1999) abstract

Kem, W.R., et al., Anabaseine is a potent agonist on muscle and neuronal α-bungarotoxin-sensitive nicotinic receptors. J. Pharmacol. Exp. Ther. 283, 979, (1997) abstract

Safety

Hazard Codes

Risk Statements

25-36/37/38

Safety Statements

26-45

RIDADR

UN 3140 6.1/PG 3

WGK Germany

RTECS

UT7371000

Flash Point(F)