Myosmine

Base Information

• Chemical Name: Myosmine
• CAS No.: 532-12-7
• Molecular Formula: C9H10 N2
• Molecular Weight: 146.192
• Hs Code.: 2933990090
• European Community (EC) Number: 637-297-7
• UNII: 9O0A545W4L
• DSSTox Substance ID: DTXSID70891866
• Nikkaji Number: J11.722F
• Wikipedia: Myosmine
• Wikidata: Q411486
• Metabolomics Workbench ID: 44364
• ChEMBL ID: CHEMBL423429
• Mol file: 532-12-7.mol

Synonyms:myosmine

Chemical Property of Myosmine

Chemical Property:

• Appearance/Colour: Light Yellow Powder
• Vapor Pressure: 0.0468mmHg at 25°C
• Melting Point: 42-44°C
• Boiling Point: 82-83°C 0,5mm
• PKA: pK1:5.26 (25°C)
• Flash Point: 101.8°C
• PSA: 25.25000
• Density: 1.12g/cm³
• LogP: 1.10010
• Storage Temp.: 2-8°C
• Solubility.: Methanol (Slightly), Water (Sparingly)
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 146.084398327
• Heavy Atom Count: 11
• Complexity: 163

Purity/Quality:

98% ^*data from raw suppliers

Myosmine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R22:Harmful if swallowed.
• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=NC1)C2=CN=CC=C2
• 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.
• Uses: Myosmine is an alkaloid found in tobacco. Myosmine has been suspected to be a tobacco-independent carcinogenic source. mitogen Tobacco alkaloidReactant for:Nitrosation reactionsPeroxidation reaction with hydrogen peroxide

Technology Process of Myosmine

There total 36 articles about Myosmine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 85.0%

4-oxo-4-(pyridin-3-yl)butanenitrile (36740-10-0) → Myosmine (532-12-7)

Guidance literature:

With ammonia; hydrogen; nickel; In ethanol; at 0 ℃;

DOI:10.1002/ardp.19883210314

Reference yield: 83.0%

1-(pyridin-3-yl)cyclobutane-1-carboxamide → Myosmine (532-12-7)

Guidance literature:

With bis-[(trifluoroacetoxy)iodo]benzene; In water; acetonitrile; at 20 ℃; for 12h;

DOI:10.1002/adsc.201501071

Reference yield: 77.2%

methyl 3-pyridinecarboxylate (93-60-7) + N-butenylpyrrolidone (117593-76-7) → Myosmine (532-12-7)

Guidance literature:

methyl 3-pyridinecarboxylate; N-butenylpyrrolidone; With sodium hydride; In N,N-dimethyl-formamide; at 90 ℃; for 2h;

With hydrogenchloride; In water; at 110 ℃; for 12h;

With sodium hydroxide; In water; at 0 ℃; pH=14;

upstream raw materials:

3-pyridinecarboxylic acid ethyl ester

1-benzoylpyrrolidin-2-one

sodium ethanolate

benzene

Downstream raw materials:

4-(3-pyridyl)-4-oxobutanol

3-(1-nitroso-pyrrolidin-2-yl)-pyridine

3-(1-methyl-pyrrolidin-2-yl)-pyridine

D-nicotine

Refernces

• 1、 Stein,Burger. "-". . p. 154. Retrieved 1957.
• 2、 -. "Synthesis method of nicotine". Paragraph 0039; 0048-0052; 0063; 0072-0076. . Retrieved 2021/07/10.
• 3、 -. "Method for preparing nicotine". . . Retrieved 2020/04/22.