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A5656

(±)-Anabasine

≥90% (TLC), liquid

Synonym(s):

3-(2-Piperidinyl)pyridine, Neonicotine

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About This Item

Empirical Formula (Hill Notation):
C10H14N2
CAS Number:
13078-04-1
Molecular Weight:
162.23
UNSPSC Code:
12352100
PubChem Substance ID:
24891007
MDL number:
MFCD00006370
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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.)

application(s)

agriculture
environmental

SMILES string

C1CCC(NC1)c2cccnc2

InChI

1S/C10H14N2/c1-2-7-12-10(5-1)9-4-3-6-11-8-9/h3-4,6,8,10,12H,1-2,5,7H2

InChI key

MTXSIJUGVMTTMU-UHFFFAOYSA-N

Gene Information

mouse ... Chrna7(11441), Chrnb1(11443)

Biochem/physiol Actions

Tobacco alkaloid; potent nicotinic acetylcholine receptor agonist.

flash_point_f

199.4 °F - closed cup

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H301

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_c

93 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
010M1221
129K1180
119K1510
109K1308
099K1072

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P M Gocze et al.
Gynecological endocrinology : the official journal of the International Society of Gynecological Endocrinology, 13(4), 266-272 (1999-10-26)
To reveal the well known effect of smoking on the incidence of early abortion, the possible effects of cigarette alkaloids on progesterone and estradiol synthesis were investigated. A suspected cause for early spontaneous abortion is corpus luteum insufficiency. The present
W R Kem et al.
The Journal of pharmacology and experimental therapeutics, 283(3), 979-992 (1998-02-12)
We assessed the pharmacological activity of anabaseine, a toxin found in certain animal venoms, relative to nicotine and anabasine on a variety of vertebrate nicotinic receptors, using cultured cells, the Xenopus oocyte expression system, contractility assays with skeletal and smooth
M J Parker et al.
Molecular pharmacology, 54(6), 1132-1139 (1998-12-18)
We used equilibrium binding analysis to characterize the agonist binding properties of six different rat neuronal nicotinic receptor subunit combinations expressed in Xenopus laevis oocytes. The alpha4beta2 receptor bound [3H]cytisine with a Kdapp of 0.74 +/- 0. 14 nM. The
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