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284599

Sigma-Aldrich

Anabasine

≥97%

Synonym(s):

2-(3-Pyridyl)piperidine, Neonicotine

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About This Item

Empirical Formula (Hill Notation):
C10H14N2
CAS Number:
13078-04-1
Molecular Weight:
162.23
MDL number:
MFCD00006370
UNSPSC Code:
12352100
PubChem Substance ID:
24857169
NACRES:
NA.22

assay

≥97%

form

liquid

refractive index

n20/D 1.544 (lit.)

bp

96 °C/12 mmHg (lit.)

density

1.046 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 ... Chrna1(11435) , Chrna7(11441)

General description

Anabasine inhibited androstenedione conversion to estrogen in a dose-dependent manner.

Application

Anabasine, a tobacco alkaloid, was used as a biomarker of active tobacco use.

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_germany

WGK 3

flash_point_f

199.4 °F - closed cup

flash_point_c

93 °C - closed cup

ppe

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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R L Barbieri et al.
The Journal of clinical investigation, 77(6), 1727-1733 (1986-06-01)
Epidemiologic studies suggest that women who smoke have lower endogenous estrogen than nonsmokers. To explore the possible link between cigarette smoking and decreased endogenous estrogens, we have examined the effects of constituents of tobacco on estrogen production in human choriocarcinoma
Brenda B Suh-Lailam et al.
Journal of analytical toxicology, 38(7), 416-420 (2014-06-19)
Laboratory detection of nicotine exposure is important for establishing eligibility for organ transplant and elective surgery. Nicotine testing is also used to verify compliance with nicotine replacement therapies (NRT), smoking cessation programs and for life insurance purposes. Nicotine metabolites, such
N Mizrachi et al.
Journal of forensic sciences, 45(3), 736-741 (2000-06-16)
Death of a worker occurred after ingestion of unknown amounts of Nicotiana glauca G leaves. The leaves were cooked after having been mistakenly considered to be spices of a type which grow in Thailand. After ingestion, two Thai workers collapsed
J L Castorena et al.
Journal of toxicology. Clinical toxicology, 25(5), 429-435 (1987-01-01)
A young adult male was found dead in a field. No cause of death was apparent at autopsy, and the only positive toxicological finding was the presence of a nicotine-like alkaloid isolated from the liver. Anabasine, the major, highly toxic
Xu Xu et al.
Clinical chemistry, 50(12), 2323-2330 (2004-10-09)
Determination of nicotine metabolism/pharmacokinetics provides a useful tool for estimating uptake of nicotine and tobacco-related toxicants, for understanding the pharmacologic effects of nicotine and nicotine addiction, and for optimizing nicotine dependency treatment. We developed a sensitive method for analysis of
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