29458-38-6

Basic information

• Product Name: 6-METHOXYURACIL
• Synonyms: SPECS AE-848/30739014;6-METHOXYURACIL;2,4(1H,3H)-Pyrimidinedione, 6-methoxy- (9CI);2,4-Dihydroxy-6-methoxypyrimidine;6-MethoxypyriMidine-2,4(1H,3H)-dione
• CAS NO: 29458-38-6
• Molecular Formula: C₅H₆N₂O₃
• Molecular Weight: 142.11
• Product Categories: PYRIMIDINE;Pyridines, Pyrimidines, Purines and Pteredines
• Mol File: 29458-38-6.mol
• Article Data: 10

Chemical Properties

• Melting Point: 204-206 °C
• Appearance: /
• Density: 1.39 g/cm³
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 9.74±0.10(Predicted)
• CAS DataBase Reference: 6-METHOXYURACIL(CAS DataBase Reference)
• NIST Chemistry Reference: 6-METHOXYURACIL(29458-38-6)
• EPA Substance Registry System: 6-METHOXYURACIL(29458-38-6)

Safety Data

• Hazardous Substances Data: 29458-38-6(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
6-Methoxyuracil is used as an intermediate in the synthesis of antiviral and anticancer drugs for its ability to interfere with nucleic acid replication, playing a crucial role in the development of novel therapeutic agents.
Used in Biochemistry Research:
6-Methoxyuracil is used as a fluorescent probe for nucleic acid detection, enabling researchers to study the structure, function, and interactions of nucleic acids with high sensitivity and specificity.
Used in Materials Science:
6-Methoxyuracil is utilized in the development of photoresponsive materials, where its light-sensitive properties can be harnessed to create materials with tunable properties and applications in various fields.
Used in Organic Synthesis:
6-Methoxyuracil serves as a valuable building block in organic synthesis, providing a versatile platform for the synthesis of complex organic molecules and compounds with diverse applications in various industries.

Upstream product

• 67-56-1 methanol 
• 67-52-7 BARBITURIC ACID 
• 67-52-7 pyrimidine-2,4,6-triol 
• 186581-53-3 diazomethane 
• 121-45-9 phosphorous acid trimethyl ester 

Downstream Products

• 13106-85-9 2,4,6-trimethoxypyrimidine 
• 52119-20-7 1-methyl-4,6-dimethoxy-2-oxo-1,2-dihydropyrimidine 
• 4097-20-5 6-methoxy-1,3-dimethyluracil 
• 36161-42-9 1-methyl-2,4-dimethoxy-6-oxo-1,6-dihydropyrimidine 
• 36161-39-4 1-methyl-6-methoxy-2,4-dioxo-1,2,3,4-tetrahydropyrimidine 
• 147917-42-8 (3-Benzyl-4-methoxy-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl)-acetic acid methyl ester 
• 147917-37-1 1-Benzyl-6-methoxy-1H-pyrimidine-2,4-dione 
• 43212-41-5 2,4-dichloro-6-methoxypyrimidine 

Relevant articles and documents

One-pot synthesis of stable phosphorus ylides by three-component reaction between arylglyoxals, phosphines and barbituric or Meldrum’s acid

An efficient one-pot method for the synthesis of new substituted phosphorus ylides is described via three-component reaction between arylglyoxals, C–H acids such as barbituric acid and Meldrum’s acid and triphenylphosphine or tri-n-octylphosphine. This re

Development of an efficient, scalable route for the preparation of a novel insulin-like growth factor-1 receptor modulator

A chromatography-free and efficient synthesis of insulin-like growth factor-1 receptor (IGF-1R) modulator is reported. Herein we describe an improved synthesis for the target compound, which features facile introduction of a novel pyrrolidinyl-pyrimidyl isoxazole 8, via in situ sulfone displacement by fluorine. The overall process consists of six chemical steps and five isolations, with introduction of the expensive triheterocyclic unit 8 towards the end of the synthesis.

NITROGENATED FUSED RING DERIVATIVE, PHARMACEUTICAL COMPOSITION COMPRISING THE SAME, AND USE OF THE SAME FOR MEDICAL PURPOSES

[Purpose] The present invention provides compounds useful as agents for the prevention or treatment of a sex hormone-dependent disease or the like. [Solution] The present invention provides nitrogen-containing fused ring derivatives represented by the following general formula (I) which has a GnRH antagonistic activity, prodrugs, salts, pharmaceutical compositions containing the same, medicinal uses thereof and the like. In the formula (I), rings A and B are independently aryl or heteroaryl; RA and RB are independently halogen, cyano, alkyl, alkylsulfonyl, -OW1, -SW1, -COW2, -NW3W4, -SO2NW3W4, aryl, etc.; RC is H or alkyl; E is oxygen atom, etc.; U is single bond or alkylene; and X is Y, -CO-Y, -SO2-Y -S-(alkylene)-Y, -O-(alkylene)-Y, -SO2-(alkylene)-Y, etc.; Y is Z or amino, etc.; and Z is cycloalkyl, heterocycloalkyl, aryl, heteroaryl, etc.

S-6-METH0XY-2- (2- (3- (PYRIMID-2-YL) IS0XAZ0L-5-YL) PYRROLIDIN-1-YL) -4- (5-METHYL-IH-PYRAZOL-S-YLAMINO) PYRIMIDINE AND POLYMORPHIC FORMS THEREOF AS MODULATORS OF THE INSULIN-LIKE GROWTH

There is provided novel pyrimidine derivatives of formula (I) or pharmaceutically acceptable salsts thereof, processes for their preparation, pharmaceutical compositions containing them and their use in therapy.

PYRIMIDINE DERIVATIVES FOR THE INHIBITION OF IGF-IR TYROSINE KINASE ACTIVITY

A compound of formula (I) wherein the substituents are as defined in the text for use in inhibiting insulin-like growth factor 1 receptor activity in a warm blooded animal such as man.

4-(PYRID-2-YL) AMINO SUBSTITUTED PYRIMIDINE AS PROTEIN KINASE INHIBITORS

A compound of formula (I): wherein the substituents are as defined in the text for use in inhibiting insulin-like growth factor 1 receptor activity in a warm-blooded animal such as man.

ALKYLATION OF BARBITURIC ACIDS BY ALCOHOLS AS A METHOD FOR THE SYNTHESIS OF 6-ALKOXYURACILS

The alkylation of barbituric acid, 2-thiobarbituric acid, and their N-methyl derivatives by aliphatic alcohols in the presence of acidic catalysts gives high yields of 6-alkoxyuracils.In the case of methanol and 2-methyl-1-propanol the best catalyst is boron trifluoride etherate. 2-Thiobarbituric acids are alkylated more easily than the corresponding barbituric acids.

REACTION OF BARBITURIC ACID AND ITS METHYL DERIVATIVES WITH DIAZOMETHAN IN ETHERS

A full scheme for the methylation of barbituric acid with diazomethane in diethyl ether, glyme, and THF was formulated.For barbituric acid and its N-methyl derivatives the reaction takes place at the oxygen atoms of the β-dicarbonyl fragment.The 6-methoxyuracil and its derivatives which are formed here are subsequently methylated at the nitrogen and oxygen atoms.The reaction takes place in accordance with the structures of the monoanions of the compounds being methylated.

SOLVATION EFFECTS IN THE METHYLATION OF BARBITURIC ACID AND ITS DERIVATIVES BY DIAZOMETHANE

Methylation of barbituric acid and its N-methylderivatives by diazomethane in ethers and methanol occurs only at the oxygen atom of the β-dicarbonyl fragment.The resulting 6-methoxy-2,4-dioxo-1,2,3,4-tetrahydropyrimidine and its derivatives are methylated at both the oxygen and nitrogen atoms; relative to ethers, methanol facilitates a greater degree of methylation at the nitrogen atom.