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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:
532-12-7
Molecular Weight:
146.19
MDL number:
MFCD00052019
UNSPSC Code:
12352100
PubChem Substance ID:
24897288
NACRES:
NA.22

Quality Level

100

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

rat ... Chrna4(25590)

Related Categories

Application

Myosmine can be used as a reactant in thesynthesis of nicotinoid derivatives through N-nitrosation.
Tobacco alkaloid

Reactant for:
Nitrosation reactions
Peroxidation reaction with hydrogen peroxide

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000403025
0000369119
0000403025
0000369119
0000334555

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J S LaKind et al.
Risk analysis : an official publication of the Society for Risk Analysis, 19(3), 359-373 (2000-04-15)
The 16-City Study analyzed for gas-phase environmental tobacco smoke (ETS) constituents (nicotine, 3-ethenyl pyridine [3-EP], and myosmine) and for particulate-phase constituents (respirable particulate matter [RSP], ultraviolet-absorbing particulate matter [UVPM], fluorescing particulate matter [FPM], scopoletin, and solanesol). In this second of
Krzysztof Noworyta et al.
Analytical chemistry, 84(5), 2154-2163 (2012-03-08)
Two electropolymerizable zinc porphyrins with receptor sites tailor-designed for selective recognition of the nicotine, cotinine, or myosmine alkaloids were synthesized. These were 5-(2-phenoxyacetamide)-10,15,20-tris(triphenylamino)porphyrinato zinc(II) 1 and 5-(2,5-phenylene-bis(oxy)diacetamide)-10,15,20-tris(triphenylamino)porphyrinato zinc(II) 2 featuring one and two pendant amide side "pincers", respectively, and three
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
W Zwickenpflug
Journal of agricultural and food chemistry, 48(2), 392-394 (2000-02-26)
N-Nitrosonornicotine (NNN) is formed by synthetic or biological N-nitrosation of the tobacco alkaloid nornicotine. Following metabolic activation of NNN, DNA and protein adducts are formed releasing 4-hydroxy-1-(3-pyridyl)-1-butanone (HPB), an actual biomarker to differentiate between tobacco smokers and passive smokers. NNN
Rumyana Simeonova et al.
Arhiv za higijenu rada i toksikologiju, 63(1), 7-14 (2012-03-28)
Myosmine [3-(1-pyrrolin-2-yl) pyridine] is an alkaloid structurally similar to nicotine, which is known to induce oxidative stress. In this study we investigated the effects of myosmine on enzymatic and non-enzymatic antioxidative defence in rat liver. Wistar rats received a single
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