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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

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

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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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
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
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
Norbert H Kleinsasser et al.
Toxicology, 192(2-3), 171-177 (2003-10-29)
Myosmine, 3-(1-pyrroline-2-yl)pyridine, is an alkaloid found in tobacco plants. Recently, it was also detected in various edibles and staple foods. Whereas other tobacco alkaloids such as nicotine and nornicotine and their nitrosation products, 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) and N'-nitrosonornicotine (NNN), have been
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