4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanone

Base Information

• Chemical Name: 4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanone
• CAS No.: 64091-91-4
• Deprecated CAS: 121268-99-3,96552-68-0,87876-94-6,64173-37-1,64142-44-5
• Molecular Formula: C₁₀H₁₃N₃O₂
• Molecular Weight: 207.232
• Hs Code.: 38220090
• European Community (EC) Number: 636-341-2
• UN Number: 2811
• UNII: 7S395EDO61
• DSSTox Substance ID: DTXSID3020881
• Nikkaji Number: J1.123A
• Wikipedia: NNK
• Wikidata: Q6138931
• NCI Thesaurus Code: C29801
• Metabolomics Workbench ID: 41418
• ChEMBL ID: CHEMBL2311069
• Mol file: 64091-91-4.mol

Synonyms:4'-(nitrosomethylamino)-1-(3-pyridyl)-1-butanone;4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone;4-(methylnitrosoamino)-1-(3-pyridyl)-1-butanone;4-(N-methyl-N-nitrosamino)-1-(3-pyridyl)-1-butanone;4-(N-nitrosomethylamino)-1-(3-pyridyl)-1-butanone;NNK cpd

Chemical Property of 4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanone

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 63-65°C
• Refractive Index: 1.569
• Boiling Point: 423.9 °C at 760 mmHg
• PKA: 3.19±0.10(Predicted)
• Flash Point: 210.2 °C
• PSA: 62.63000
• Density: 1.15 g/cm³
• LogP: 1.65770
• Storage Temp.: Amber Vial, -20°C Freezer
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 207.100776666
• Heavy Atom Count: 15
• Complexity: 221
• Transport DOT Label: Poison

Purity/Quality:

99% ^*data from raw suppliers

4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R26/27/28:Very toxic by inhalation, in contact with skin and if swallowed.; R45:May cause cancer.
• Hazard Codes: Xn,T,F
• Statements: 26/27/28-45-43-40-22-39/23/24/25-23/24/25-11
• Safety Statements: 45-53-36/37-16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Nitrosamines
• Canonical SMILES: CN(CCCC(=O)C1=CN=CC=C1)N=O
• Uses: This compound was present in the highest concentrations in smokeless tobacco out of the nitrosamines identified. Readily produces cancer in rats and hamsters

Technology Process of 4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanone

There total 2 articles about 4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanone 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: 43.0%

4-(methylamino)-1-(3'-pyridyl)-1-butanone dihydrochloride (16426-44-1,66093-90-1) → 4-(N-methyl-N-nitrosoamino)-1-(3-pyridyl)-1-butanone (64091-91-4,350508-23-5,350508-31-5)

Guidance literature:

With sodium nitrite; In water; for 16h; Ambient temperature; pH 4;

DOI:10.1016/S0040-4020(01)81978-5

Reference yield:

4-(methylnitrosoamino)-1-(3-pyridyl)-1-butanol (350508-24-6,350508-33-7,250643-91-5,250643-92-6,250643-93-7,250643-94-8,76014-81-8) → 4-(N-methyl-N-nitrosoamino)-1-(3-pyridyl)-1-butanone (64091-91-4,350508-23-5,350508-31-5)

Guidance literature:

With carbonyl reductase; Enzymatic reaction;

DOI:10.1021/acs.chemrestox.7b00281

Reference yield:

4-(N-methyl-N-nitrosoamino)-1-(3-pyridyl)-1-butanone (64091-91-4,350508-23-5,350508-31-5) → 4-(methylnitrosoamino)-1-(3-pyridyl)-1-butanol (350508-24-6,350508-33-7,250643-91-5,250643-92-6,250643-93-7,250643-94-8,76014-81-8)

Guidance literature:

With carbonyl reductase EC 1.1.1.184; NADPH-regenerating system; In water; at 37 ℃; for 0.5h; pH=7.4; Further Variations:; pH dependence; co-substrate dependence; inhibition with medicines; Enzyme kinetics;

DOI:10.1080/00498250050119826

upstream raw materials:

4-(methylamino)-1-(3'-pyridyl)-1-butanone dihydrochloride

4-(methylnitrosoamino)-1-(3-pyridyl)-1-butanol

Downstream raw materials:

4-(methylnitrosoamino)-1-(3-pyridyl)-1-butanol

4-(methylnitrosamino)-1-(3-pyridyl-N-β-D-glucopyranuronosyl)-1-butanonium inner salt

4-(3-pyridyl)-4-oxobutanol