1122-47-0

Basic information

• Product Name: 1-METHYLCYTOSIN
• Synonyms: 2(1H)-Pyrimidinone,4-amino-1-methyl-;1-METHYLCYTOSIN;1-METHYLCYTOSINE;RARECHEM AQ NN 0292;1-Methyl-1,2,3,4-tetrahydro-4-iminopyrimidine-2-one;1-Methyl-4-amino-1,2-dihydropyrimidine-2-one;1-Methyl-4-aminopyrimidine-2(1H)-one;1-Methyl-4-imino-1,2,3,4-tetrahydropyrimidine-2-one
• CAS NO: 1122-47-0
• Molecular Formula: C₅H₇N₃O
• Molecular Weight: 125.13
• Mol File: 1122-47-0.mol
• Article Data: 19

Chemical Properties

• Melting Point: 300-303℃
• Boiling Point: 242℃
• Flash Point: 100℃
• Appearance: /
• Density: 1.34
• Vapor Pressure: 0.0356mmHg at 25°C
• Refractive Index: 1.619
• Storage Temp.: 2-8°C
• Solubility: Methanol (Slightly), Water (Slightly)
• PKA: 4.53±0.10(Predicted)
• CAS DataBase Reference: 1-METHYLCYTOSIN(CAS DataBase Reference)
• NIST Chemistry Reference: 1-METHYLCYTOSIN(1122-47-0)
• EPA Substance Registry System: 1-METHYLCYTOSIN(1122-47-0)

Safety Data

• Hazardous Substances Data: 1122-47-0(Hazardous Substances Data)

Usage

Definition

ChEBI: A pyrimidone that is cytosine in which the hydrogen attached to the nitrogen at position 1 is substituted by a methyl group.

InChI:InChI=1/C5H7N3O/c1-8-3-2-4(6)7-5(8)9/h2-3H,1H3,(H2,6,7,9)

Upstream product

• 71-30-7 cytosine 
• 74-88-4 methyl iodide 
• 77738-01-3 4-N-(N,N-dimethyl-aminomethylene)-1-methylcytosine 
• 615-77-0 1-methyluracil 
• 64-17-5 ethanol 
• 7732-18-5 water 
• 7647-01-0 hydrogenchloride 
• 6749-83-3 1-methylcytosine hemihydroiodide 
• 77738-01-3 N⁴-<(Dimethylamino)methylene>-1-methylcytosine 
• 71-30-7 Cytosine 
• 616-38-6 carbonic acid dimethyl ester 
• 10504-60-6 diphenylmethylsulfonium tetrafluoroborate 
• 512-56-1 trimethyl phosphite 
• 7152-66-1 1-methyl-4-methoxy-2-oxo-1,2-dihydropyrimidine 

Downstream Products

• 868667-70-3 [Pd(bis(3,5-dimethylpyrazol-1-yl)methane)(pentafluorophenyl)(1-methylcytosine)]ClO₄ 
• 1019659-50-7 cis-[(PPh₃)2Pt(1-methylcytosine)(ONO₂)](NO₃) 
• 185846-28-0 2-[(1-Methyl-2-oxo-1,2-dihydro-pyrimidin-4-ylamino)-methylene]-malonaldehyde 
• 155-15-7 1-methyl-5-fluorocytosine 
• 115923-86-9 (5R,6R)-5-Fluoro-6-hydroxy-4-imino-1-methyl-tetrahydro-pyrimidin-2-one 

Relevant articles and documents

Permanganate oxidation of 4-thiouracil derivatives. Isolation and properties of 1-substituted-2-pyrimidone-4-sulfonates.

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One-Electron Redox Potentials of Purines and Pyrimidines

One-electron redox potentials of some purine and pyrimidine derivatives were determined by pulse radiolysis from electron transfer equilibria involving their and other free radicals.The redox potentials were determined at pH 13 by using p-methoxyphenol (E=0.4 V), Trolox C (E=0.19 V), and tryptophan (E=0.56 V) as references.The lowest oxidation potential measured for DNA bases was guanosine (E=0.72 V vs.NHE), and the highest was for 1-methylpyrimidines (E ca. 1.6 V) Uric acid (E=0.26 V) and isobarbituric acid (E=0.13 V) were found to have the lowest potentials.

Permanganate oxidation of 4-thiouracil derivatives. Isolation and properties of I-substituted 2-pyrimidone 4-sulfonates.

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Cytosine modules in quadruple hydrogen bonded arrays

Cytosine modules have been investigated for applications in supramolecular quadruple hydrogen bonded arrays. Notably, the importance of the C-5-H in the formation of unfolded and folded arrays by substitution to C-5-F was established. In addition, the incorporation of different alkyl chain lengths at N-1 and N-9 indicated that longer alkyl chains give rise to more of the unfolded rotamer, with the chain length and degree of unsaturation at N-1 having the major effect. Methyl cytosine modules were also able to readily form hetero-associated Upy-UCyt dimers as efficiently as the hexyl cytosine modules and a polyadipate telechelic polymer was used to prepare cytosine polymers.

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SUBSTITUTED IMADAZAPYRINIDIN-5(6H)-ONES AS ALLOSTERIC MODULATORS OF MGLUR5 RECEPTORS

In one aspect, the invention relates to imidazopyrimidin-5(6H)-one analogs, derivatives thereof, and related compounds, which are useful as positive allosteric modulators of the metabotropic glutamate receptor subtype 5 (mGluR5); synthetic methods for making the compounds; pharmaceutical compositions comprising the compounds; and methods of treating neurological and psychiatric disorders associated with glutamate dysfunction using the compounds and compositions. This abstract is intended as a scanning tool for purposes of searching in the particular art and is not intended to be limiting of the present invention.

Synthesis of modified pyrimidine bases and positive impact of chemically reactive substituents on their in vitro antiproliferative activity

The antiproliferative activity screening on human tumor cell lines of a series of modified uracil and cytosine bases as well as some corresponding acyclonucleosides, and comparison of structure-activity relationship revealed the importance of chemical rea