4-Methoxy-2-oxo-1,2-dihydropyridine-3-carbonitrile

Base Information

• Chemical Name: 4-Methoxy-2-oxo-1,2-dihydropyridine-3-carbonitrile
• CAS No.: 21642-98-8
• Molecular Formula: C7H6N2O2
• Molecular Weight: 150.137
• Hs Code.: 29349990
• European Community (EC) Number: 800-656-5
• DSSTox Substance ID: DTXSID60176033
• Nikkaji Number: J497.205H
• Wikidata: Q72517389
• ChEMBL ID: CHEMBL350154
• Mol file: 21642-98-8.mol

Synonyms:21642-98-8;4-Methoxy-2-oxo-1,2-dihydropyridine-3-carbonitrile;4-Methoxy-2-oxo-1,2-dihydro-pyridine-3-carbonitrile;3-Cyano-2-hydroxy-4-methoxypyridine;N-Demethylricinine;4-methoxy-2-oxo-1,2-dihydro-3-pyridinecarbonitrile;2-HYDROXY-4-METHOXYNICOTINONITRILE;4-methoxy-2-oxo-1H-pyridine-3-carbonitrile;3-Pyridinecarbonitrile, 1,2-dihydro-4-methoxy-2-oxo-;N-Demethylricinine-13C3;3-CYANO-4-METHOXY-2(1H)-PYRIDINONE;1,2-dihydro-4-methoxy-2-oxopyridine-3-carbonitrile;MFCD00975442;1391053-00-1;1,2-Dihydro-4-methoxy-2-oxo-3-pyridinecarbonitrile;SCHEMBL103159;3-Cyano-4-methoxy-2-pyridone;CHEMBL350154;3-Cyano-4-methoxy-2-pyridinone;DTXSID60176033;MWGIDWPSRDMIQN-UHFFFAOYSA-N;BCP04139;CS-D0769;CL0187;AKOS005070058;AKOS006280511;AKOS015961823;3-Cyano-4-methoxy-2-(1H)-pyridione;AB43127;AC-1949;3-Cyano-4-methoxyl-2-(1H)-pyridione;HY-65008;SY007475;A4649;AM20070205;C2925;FT-0601140;2K-028;A18451;EN300-116245;3-Cyano-2-hydroxy-4-methoxypyridine, AldrichCPR;2-HYDROXY-4-METHOXYPYRIDINE-3-CARBONITRILE;W-206657;Z1741973389;4-methoxy-2-oxo-1,2-dihydro-3-pyridinecarbonitrile, AldrichCPR

Chemical Property of 4-Methoxy-2-oxo-1,2-dihydropyridine-3-carbonitrile

Chemical Property:

• Vapor Pressure: 2.54E-07mmHg at 25°C
• Melting Point: 293 °C
• Refractive Index: 1.547
• Boiling Point: 421.8 °C at 760 mmHg
• PKA: 7.99±0.10(Predicted)
• Flash Point: 208.9 °C
• PSA: 65.88000
• Density: 1.27 g/cm³
• LogP: 0.25518
• Storage Temp.: Inert atmosphere,Room Temperature
• Sensitive.: Hygroscopic
• Solubility.: Soluble in Dimethyl sulfoxide.
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 150.042927438
• Heavy Atom Count: 11
• Complexity: 293

Purity/Quality:

99% ^*data from raw suppliers

N-Demethyl Ricinine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn,T
• Statements: 20/21/22-36/37/38-22-25
• Safety Statements: 26-36/37/39-45-24/25

MSDS Files:

Useful:

• Canonical SMILES: COC1=C(C(=O)NC=C1)C#N
• Uses: N-Demethylricinine is a demethylated metabolite of Ricinine (R495550), an alkaloid extract from the castor-oil plant (Ricinus communalis). N-Demethylricinine is an impurity in the production of Gime racil. Used as a intermediate for gimeracil and pharmaceutical application.

Technology Process of 4-Methoxy-2-oxo-1,2-dihydropyridine-3-carbonitrile

There total 8 articles about 4-Methoxy-2-oxo-1,2-dihydropyridine-3-carbonitrile 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: 95.0%

1,1-dicyano-2-methoxy-4-(N,N-dimethylamino)-1,3-butadiene → 4-methoxy-2-oxo-1,2-dihydropyridine-3-carbonitrile (21642-98-8)

Guidance literature:

With acetic acid; at 130 ℃; for 2h;

DOI:10.3987/COM-92-6195

Reference yield: 91.0%

1,1-dicyano-4-(N,N-dimethylamino)-2-methoxy-1,3-butadiene (95689-38-6) → 2-hydroxy-4-methoxypyridine-3-carbonitrile (21642-98-8)

Guidance literature:

With acetic acid; at 125 ℃;

DOI:10.1016/j.ejmech.2012.12.016

Reference yield: 67.0%

1,1-dicyano-4-(N,N-dimethylamino)-2-methoxy-1,3-butadiene (95689-38-6) → 4-methoxy-2-oxo-1,2-dihydropyridine-3-carbonitrile (21642-98-8)

Guidance literature:

With sulfuric acid; for 6h; Ambient temperature;

DOI:10.1002/ardp.19853180602

upstream raw materials:

1,1-dicyano-4-(N,N-dimethylamino)-2-methoxy-1,3-butadiene

2-amino-4-methoxypyridine-3-carbonitrile

2-bromo-4-methoxypyridine-3-carbonitrile

N,N-dimethyl-formamide dimethyl acetal

Downstream raw materials:

C₁₅H₁₁F₃N₂O₃

ricinin

5-chloro-3-cyano-4-methoxy-2(1H)-pyridinone

Refernces

• 1、 Zhang, Zhichao,Liu, Chengwu,Li, Xiangqian,Song, Ting,Wu, Zhiyong,Liang, Xiaomeng,Zhao, Yan,Shen, Xiaoyun,Chen, Hongbo. "Fragment-based design, synthesis, and biological evaluation of N-substituted-5-(4-isopropylthiophenol)-2-hydroxynicotinamide derivatives as novel Mcl-1 inhibitors". . p. 410 - 420. Retrieved 2013/04/10.
• 2、 -. "FUSED TRICYCLIC MGLUR1 ANTAGONISTS AS THERAPEUTIC AGENTS". Page/Page column 45; 55. . Retrieved 2010/11/26.