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Key Documents

M8765

Sigma-Aldrich

Myosmine

≥98%

Synonym(s):

3-(1-Pyrrolin-2-yl)pyridine

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About This Item

Empirical Formula (Hill Notation):
C9H10N2
CAS Number:
Molecular Weight:
146.19
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

≥98%

form

solid

storage temp.

2-8°C

SMILES string

C1CN=C(C1)c2cccnc2

InChI

1S/C9H10N2/c1-3-8(7-10-5-1)9-4-2-6-11-9/h1,3,5,7H,2,4,6H2

InChI key

DPNGWXJMIILTBS-UHFFFAOYSA-N

Gene Information

Application

Tobacco alkaloid

Reactant for:
Nitrosation reactions
Peroxidation reaction with hydrogen peroxide

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


Certificates of Analysis (COA)

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Zhao-Xiang Zhang et al.
Analytical and bioanalytical chemistry, 390(6), 1645-1652 (2008-01-30)
A novel on-column sequential preconcentration method based on the combination of field-amplified sample injection induced by acetonitrile and pseudo isotachophoresis (ITP)-acid stacking is developed for simply but efficiently concentrating alkaloid cations in a high-salt sample matrix in capillary electrophoresis. Acetonitrile
Sarah Vogt et al.
Toxicology, 222(1-2), 71-79 (2006-03-01)
The incidence of esophageal adenocarcinoma is rapidly rising in Western populations. Gastroesophageal reflux disease (GERD) is thought to be one of the most important risk factors. However, the mechanisms by which GERD enhances tumor formation at the gastroesophageal junction are
Wei Li et al.
Scientific reports, 7(1), 12126-12126 (2017-09-25)
Leaf senescence in plants is a coordinated process that involves remobilization of nutrients from senescing leaves to sink tissues. The molecular events associated with nutrient remobilization are however not well understood. In this study the tobacco system with a source-sink
Trixie Ann Bartholomeusz et al.
Phytochemistry, 66(20), 2432-2440 (2005-09-06)
Nicotine or nornicotine enriched with stable isotopes in either the N'-methyl group or the pyrrolidine-N were fed to Nicotiana plumbaginifolia suspension cell cultures that do not form endogenous nicotine. The metabolism of these compounds was investigated by analysing the incorporation
Wolfgang Zwickenpflug et al.
Drug metabolism and disposition: the biological fate of chemicals, 33(11), 1648-1656 (2005-08-05)
The alkaloid myosmine is present not only in tobacco products but also in various foods. Myosmine is easily nitrosated, yielding 4-hydroxy-1-(3-pyridyl)-1-butanone (HPB) and the esophageal tobacco carcinogen N'-nitrosonornicotine. Due to its widespread occurrence, investigations on the metabolism and activation of

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