MYOSMINE
MYOSMINE
  • CAS No.:532-12-7
Other grades of this product :
MYOSMINE Basic information
Product Name:MYOSMINE
Synonyms:3-[1-PYRROLIN-2-YL]PYRIDINE;3-(3,4-DIHYDRO-2H-PYRROL-5-YL)PYRIDINE;3-(4,5-DIHYDRO-3H-PYRROL-2-YL)PYRIDINE;MYOSIME;MYOSMINE;MYSOMINE;MYOSMINE(RG);PYRIDINE,3-(1-PYRROLIN-2-YL)-
CAS:532-12-7
MF:C9H10N2
MW:146.19
EINECS:
Product Categories:Amines;Alkaloids;Nicotine Derivatives;Heterocycles
Mol File:532-12-7.mol
MYOSMINE Chemical Properties
Melting point 42-44°C
Boiling point 82-83°C 0,5mm
density 1.12±0.1 g/cm3(Predicted)
Fp 82-83°C/0.5mm
storage temp. 2-8°C
solubility Methanol (Slightly), Water (Sparingly)
form Solid
pkapK1:5.26 (25°C)
color Light Beige to Dark Yellow
BRN 119254
Stability:Moisture, Temperature Sensitive
CAS DataBase Reference532-12-7(CAS DataBase Reference)
Safety Information
Hazard Codes Xn
Risk Statements 22-36/37/38
Safety Statements 26-36
WGK Germany 3
RTECS UT7660000
HazardClass IRRITANT, IRRITANT-HARMFUL
HS Code 29399990
MSDS Information
ProviderLanguage
SigmaAldrich English
ALFA English
MYOSMINE Usage And Synthesis
DescriptionThe alkaloids found in tobacco smoke may be separated into those which are volatile in steam and those which are non-volatile. Myosmine occurs in the former group and, although only present in small quantities, is the most fully investigated of these bases. The alkaloid is normally obtained as an oily liquid which may be crystallized. It is optically inactive and readily soluble in light petroleum or Et20. It forms a hydrochloride as a microcrystalline powder which, on sublimation yields colourless rods, m.p. ISS-8°C. The dihydrochloride, also a microcrystalline powder, yields colourless needles on sublimation, m.p. 1S0- 17 Soc. The base also furnishes a dipicrate, m.p. 182-3°C (dec.) and a dipi_x0002_crolonate, m.p. 204°C (dec.). On dehydrogenation it gives 2-(3'-pyridyl)-pyrrole (picrate, m.p. 200°C) identical with that obtained in a similar manner from nornicotine. According to Woodward and his colleagues, the alkaloid is one of several products formed when nicotine is dehydrogenated over prepared quartz at S70°C. It is readily hydrolyzed in H20 to yield 3-pyridyl-r-aminopropyl ketone, forming a crystalline phenylhydrazone, m.p. 20l-2°C.
Chemical PropertiesLight Yellow Powder
UsesMyosmine is an alkaloid found in tobacco. Myosmine has been suspected to be a tobacco-independent carcinogenic source.
Usesmitogen
UsesTobacco alkaloidReactant for:Nitrosation reactionsPeroxidation reaction with hydrogen peroxide
Synthesis Reference(s)Canadian Journal of Chemistry, 35, p. 651, 1957 DOI: 10.1139/v57-094The Journal of Organic Chemistry, 37, p. 1635, 1972Tetrahedron Letters, 8, p. 5185, 1967
ReferencesSpath, Wenusch, Zajic., Ber., 69, 393 (1936)Woodward, Eisner, Haines., ibid, 69, 7S7 (1936)Spath, Wibaut, Kesztler., ibid, 71, 100 (1938)

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