| Identification | More | [Name]
MYOSMINE | [CAS]
532-12-7 | [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
3-(1-pyrrolin-2-yl)-pyridin
MYOSMINE(RG)
PYRIDINE,3-(1-PYRROLIN-2-YL)-
Myosmine, 98%, may contain up to 2% water | [Molecular Formula]
C9H10N2 | [MDL Number]
MFCD00052019 | [Molecular Weight]
146.19 | [MOL File]
532-12-7.mol |
| Chemical Properties | Back Directory | [Appearance]
Light Yellow Powder | [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 | [pka]
pK1:5.26 (25°C) | [color ]
Light Beige to Dark Yellow Low-Melting | [BRN ]
119254 | [Stability:]
Moisture, Temperature Sensitive | [InChI]
InChI=1S/C9H10N2/c1-3-8(7-10-5-1)9-4-2-6-11-9/h1,3,5,7H,2,4,6H2 | [InChIKey]
DPNGWXJMIILTBS-UHFFFAOYSA-N | [SMILES]
C1=NC=CC=C1C1=NCCC1 | [LogP]
0.730 (est) | [CAS DataBase Reference]
532-12-7(CAS DataBase Reference) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H302-H315-H319-H335 | [Precautionary statements ]
P261-P264-P270-P301+P312-P302+P352-P305+P351+P338 | [Hazard Codes ]
Xn | [Risk Statements ]
R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [RTECS ]
UT7660000
| [REACH Registrations]
Active | [HazardClass ]
IRRITANT, IRRITANT-HARMFUL | [HS Code ]
29399990 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Oral
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [Description]
The 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 Properties]
Light Yellow Powder | [Uses]
mitogen | [Uses]
Myosmine is an alkaloid found in tobacco. Myosmine has been suspected to be a tobacco-independent carcinogenic source. | [Definition]
ChEBI: Myosmine is a member of the class of pyridines that is pyridine substituted by a 3,4-dihydro-2H-pyrrol-5-yl group at position 3. It is an alkaloid found in tobacco plants and exhibits genotoxic effects. It has a role as a plant metabolite, an EC 1.14.14.14 (aromatase) inhibitor and a mutagen. It is a pyrroline and a pyridine alkaloid. | [Synthesis Reference(s)]
Canadian Journal of Chemistry, 35, p. 651, 1957 DOI: 10.1139/v57-094
The Journal of Organic Chemistry, 37, p. 1635, 1972
Tetrahedron Letters, 8, p. 5185, 1967 | [References]
Spath, Wenusch, Zajic., Ber., 69, 393 (1936)
Woodward, Eisner, Haines., ibid, 69, 7S7 (1936)
Spath, Wibaut, Kesztler., ibid, 71, 100 (1938) |
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