284599

Sigma-Aldrich

Anabasine

≥97%

Synonym(s):
Neonicotine, 2-(3-Pyridyl)piperidine
Empirical Formula (Hill Notation):
C10H14N2
CAS Number:
Molecular Weight:
162.23
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

≥97%

refractive index

n20/D 1.544 (lit.)

bp

96 °C/12 mmHg (lit.)

density

1.046 g/mL at 25 °C (lit.)

Featured Industry

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

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.

Packaging

1 g in glass bottle
100 mg in amber glass bottle

Pictograms

Skull and crossbones

Signal Word

Danger

Hazard Statements

Precautionary Statements

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

UN 3140PSN2 6.1 / PGIII

WGK Germany

WGK 3

Flash Point(F)

199.4 °F - closed cup

Flash Point(C)

93 °C - closed cup

Certificate of Analysis

Certificate of Origin

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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