36980-91-3

Basic information

• Product Name: 1,3-DIMETHYL-5-CYANOURACIL
• Synonyms: 1,3-DIMETHYL-5-CYANOURACIL;1,3-diMethyl-2,4-dioxo-1,2,3,4-tetrahydropyriMidine-5-carbonitrile
• CAS NO: 36980-91-3
• Molecular Formula: C₇H₇N₃O₂
• Molecular Weight: 165.15
• Mol File: 36980-91-3.mol

Chemical Properties

• Melting Point: 156 °C
• Boiling Point: 250.226°C at 760 mmHg
• Flash Point: 105.133°C
• Appearance: /
• Density: 1.372g/cm³
• Vapor Pressure: 0.022mmHg at 25°C
• Refractive Index: 1.579
• PKA: -4.18±0.40(Predicted)
• CAS DataBase Reference: 1,3-DIMETHYL-5-CYANOURACIL(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-DIMETHYL-5-CYANOURACIL(36980-91-3)
• EPA Substance Registry System: 1,3-DIMETHYL-5-CYANOURACIL(36980-91-3)

Safety Data

• Hazardous Substances Data: 36980-91-3(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
1,3-DIMETHYL-5-CYANOURACIL is used as a building block for the synthesis of various pharmaceuticals and agrochemicals, contributing to the development of new drugs and chemical products.
Used in Medicinal Chemistry and Drug Discovery:
1,3-DIMETHYL-5-CYANOURACIL is utilized as a precursor in the production of other chemicals and materials, playing a crucial role in the field of medicinal chemistry and drug discovery. It serves as a starting material for the development of novel therapeutic agents, potentially leading to breakthroughs in healthcare.
Used in Materials Science:
In the field of materials science, 1,3-DIMETHYL-5-CYANOURACIL may have applications in the synthesis of polymers and other materials with specific properties, broadening its utility beyond pharmaceuticals to include advanced material development.

InChI:InChI=1/C7H7N3O2/c1-9-4-5(3-8)6(11)10(2)7(9)12/h4H,1-2H3

Upstream product

• 52432-02-7 (3-ethoxy-2-cyano-acryloyl)-methyl-carbamic acid ethyl ester 
• 74-89-5 methylamine 
• 874-14-6 1,3-dimethyluracil 
• 49846-86-8 6-cyano-1,3-dimethyluracil 
• 64-17-5 ethanol 

Downstream Products

• 96-31-1 N,N'-Dimethylurea 
• 74115-52-9 6-cyano-1,3-dimethylpyrido<2,3-d>pyrimidine-2,4,7-(1H,3H,8H)-trione 
• 74115-54-1 2,4,7-Trioxo-1,3-dipropyl-1,2,3,4,7,8-hexahydro-pyrido[2,3-d]pyrimidine-6-carbonitrile 
• 59797-06-7 1,3,7-trimethylpyrido<2,3-d>pyrimidine-2,4(1H,3H)-dione 
• 38009-11-9 1,3-dimethyluracil-5-carboxamide 
• 95546-19-3 5-Cyano-6-cyanomethyl-5,6-dihydrouracil 
• 52294-86-7 7-amino-1,3-dimethylpyrido<2,3-d>pyrimidine-2,4(1H,3H)-dione 
• 17789-33-2 7-amino-6-cyano-1,3-dimethylpyrido<2,3-d>pyrimidine-2,4(1H,3H)-dione 
• 24410-21-7 1,3-dimethylpyrido<2,3-d>pyrimidine-2,4(1H,3H)-dione 
• 57821-19-9 6-Ethoxycarbonyl-1,3-dimethylpyrido<2,3-d>pyrimidine-2,4,7(1H,3H,8H)-trione 
• 84725-60-0 7-amino-6-ethoxycarbonyl-1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydropyrido<2,3-d>pyrimidine 
• 54660-80-9 6-amino-1,3-dimethyl-5-formyluracil 
• 94272-21-6 5-(N-methylcarbamoyl)-3-phenyl-2-thiocytosine 
• 67-64-1 acetone 

Relevant articles and documents

AuIII binding to C5 of the model nucleobase 1,3-dimethyluracil (1,3-DimeU): Preparation and X-ray crystal structures of trans-K[Au(CN)2Cl(1,3-DimeU-)] and of two derivatives

The reaction of trans-K[Au(CN)2Cl2] with 1,3-dimethyluracil (1,3-DimeU) gives trans-K[Au(CN)2Cl(1,3-DimeU--C5)] (1) which contains the 1,3-dimethyluracil-5-yl entity (1,3-DimeU--C5) bound to AuIII. Complex 1 represents the first example of an X-ray structurally characterized organogold(III) complex of a nucleobase. Further reaction with purine model nucleobases (nb) such as 9-ethylguanine (9-EtGH), 9-methyladenine (9-MeA), and 1-methylcytosine (1-MeC) leads to mixed nucleobase complexes of type trans-[Au(CN)2(1,3-DimeU--C5)(nb)] (nb=9-MeA, 2a; nb=9-EtGH, 3a; nb=1-MeC, 4a) or to compounds containing the protonated purine base Hnb+ and [Au(CN)2X(1,3-DimeU--C5)]- as a counter ion (X=Cl or CN), e.g. [9-MeAH][Au(CN)2Cl(1,3-DimeU--C 5)]·H2O (2b) and [9-EtGH2][Au(CN)3(1,3-DimeU--C5)] (3b). The crystal structures of 1, 2b, and 3b were determined. The C-bound nucleobase exerts a distinct trans-influence, as evident from long Au-Cl bonds in 1 and 2b (2.340(3) A and 2.358(6) A) and a long bond (2.082(7) A) between Au and the cyano ligand trans to 1,3-DimeU- in 3b.

Chemical models and their mechanistic implications for the transformation of 6-cyanouridine 5′-monophosphate catalyzed by orotidine 5′-monophosphate decarboxylase

The reactions of 6-cyano-1,3-dimethyluracil have been studied as chemical models to illustrate the mechanism for the transformation of 6-cyanouridine 5′-monophosphate (6-CN-UMP) to barbiturate ribonucleoside 5′-monophosphate (BMP) catalyzed by orotidine 5′-monophosphate decarboxylase (ODCase). The results suggest that the Asp residue in the ODCase active site plays the role of a general base in the transformation.