1-Methylcytosine

Base Information

• Chemical Name: 1-Methylcytosine
• CAS No.: 1122-47-0
• Molecular Formula: C5H7N3O
• Molecular Weight: 125.13
• Hs Code.: 2933599090
• European Community (EC) Number: 850-931-9
• NSC Number: 47693
• UNII: 1J54NE82RV
• DSSTox Substance ID: DTXSID60149949
• Nikkaji Number: J80.165H
• Wikipedia: 1-Methylcytosine
• Wikidata: Q27095132
• Metabolomics Workbench ID: 56338
• ChEMBL ID: CHEMBL500883
• Mol file: 1122-47-0.mol

Synonyms:1-methylcytosine;1-methylcytosine hydrochloride;N-methylcytosine

Chemical Property of 1-Methylcytosine

Chemical Property:

• Vapor Pressure: 0.0356mmHg at 25°C
• Melting Point: 300-303℃
• Refractive Index: 1.619
• Boiling Point: 241.576 °C at 760 mmHg
• PKA: 4.53±0.10(Predicted)
• Flash Point: 99.902 °C
• PSA: 60.91000
• Density: 1.346 g/cm³
• LogP: -0.05630
• Storage Temp.: 2-8°C
• Solubility.: Methanol (Slightly), Water (Slightly)
• XLogP3: -1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 125.058911855
• Heavy Atom Count: 9
• Complexity: 194

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Amino-1-methylpyrimidin-2(1H)-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C=CC(=NC1=O)N

Technology Process of 1-Methylcytosine

There total 21 articles about 1-Methylcytosine 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: 98.0%

N4-<(Dimethylamino)methylene>-1-methylcytosine (77738-01-3) → 1-MeCyt (1122-47-0)

Guidance literature:

With ammonium hydroxide; for 10h; Ambient temperature;

DOI:10.1055/s-1981-29352

Reference yield: 92.0%

6-Methyltetrazolo<1,5-c>pyrimidin-5(6H)-one → 1-MeCyt (1122-47-0)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 10h;

Reference yield: 88.0%

4-N-(N,N-dimethyl-aminomethylene)-1-methylcytosine (77738-01-3) → 1-MeCyt (1122-47-0)

Guidance literature:

With methylamine; In ethanol; for 12h;

upstream raw materials:

1-methyl-4-thiouracil

Cytosine

methyl iodide

1-methyl-4-methoxy-2-oxo-1,2-dihydropyrimidine

Downstream raw materials:

cis-(PPh₃)2Pt(1-methylthymine)(1-methylcytosine-N⁽⁴⁾)NO₃

cis-(PPh₃)2Pt(1-methylthymine)(1-methylcytosine-N⁽³⁾)NO₃

cis-[Pd(pentafluorophenyl)(t-BuNC)(1-methylcytosine)2]ClO₄

cis-[Pd(pentafluorophenyl)2(1-methylcytosine)2]

Refernces

• 1、 Hosmane, Ramachandra S.,Leonard, Nelson J.. "Simple Convenient Synthesis of 1-Methylcytosine". . p. 118 - 119. Retrieved 1981.
• 2、 Lingens,Rau,Süssmuth. "On the mechanism of action of 1-nitroso-3-nitro-1-methylguanidine during induced mutation. II. Products of the reaction of 1-nitroso-3-nitro-1-methylguanidine with nucleic bases, nucleosides, nucleosidephosphatesmand homopolyribonucleic acids". . p. 1565 - 1570. Retrieved 1968.
• 3、 Krizanovic, Olga,Pesch, Ferdinand J.,Lippert, Bernhard. "". . p. 145 - 146. Retrieved 1989.
• 4、 Yamauchi et al.. "-". . p. 1593. Retrieved 1978.
• 5、 Yao, Chunxiang,Cuadrado-Peinado, Maria L.,Polasek, Miroslav,Turecek, Frantisek. "Gas-phase tautomers of protonated 1-methylcytosine. Preparation, energetics, and dissociation mechanisms". . p. 1417 - 1428. Retrieved 2005.
• 6、 -. "SUBSTITUTED IMIDAZOPYRIMIDIN-5(6H)-ONES AS ALLOSTERIC MODULATORS OF MGLUR5 RECEPTORS". Paragraph 0527; 0528; 0529; 0530. . Retrieved 2013/09/26.
• 7、 -. "Universal Base". Page/Page column 4-5. . Retrieved 2010/03/02.