6-Chlorouracil CASNO: 4270-27-3

6-Chlorouracil (CAS Number: 4270-27-3) is a halogenated pyrimidine derivative often used in biochemical research as an enzyme inhibitor and a building block in organic synthesis, particularly for creating heterocyclic mesomeric betaines. It commonly appears as a white to off-white powder. 

Properties

CAS Number: 4270-27-3

Molecular Weight: 146.53 g/mol

Melting Point: 290–295°C (decomposition)

Appearance: White to off-white powder

Solubility: Soluble in Ammonium Hydroxide

Density: 1.61±0.1 g/cm³ (predicted)

Storage: Store at 2-8°C, preferably in a dark, sealed place

Synonyms

6-Chloropyrimidine-2,4(1H,3H)-dione

6-Chloro-2,4-dihydroxypyrimidine

2,4-Pyrimidinediol, 6-chloro-

6-chloro-1H-pyrimidine-2,4-dione

NSC 43265

NSC 210419

 

Uses and Applications

Biochemical Research: It functions as an inhibitor of yeast alcohol dehydrogenase (ADH-H) and a potential inhibitor of DNA repair glycosylases.

Organic Synthesis: Used in the synthesis of heterocyclic systems, such as converting it into pyridinium-substituted uracils (mesomeric betaines) by reacting with pyridine derivatives.

Nucleic Acid Studies: Useful for investigating the impact of halogenation on nucleic acid base-pair stability and alkali metal ion affinity.

Pharmaceutical Intermediates: Employed as a reactant for developing novel compounds in pharmaceutical research.

Analytical Chemistry: Employed as a reagent and standard in chemical research.

Synthesis

6-Chlorouracil is generally synthesized from 2,4,6-trichloropyrimidine via a controlled hydrolysis process with sodium hydroxide (NaOH) under refluxing conditions, followed by acidification to produce a high yield (around 97%) of 6-chlorouracil.

 

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What is 6-Chlorouracil?
6-Chlorouracil is a chlorinated derivative of uracil, commonly used as an intermediate in pharmaceutical and chemical research.
What is the CAS number of 6-Chlorouracil?

The CAS number is 4270-27-3, which uniquely identifies this compound in chemical databases.

What are the primary uses of 6-Chlorouracil?
It is mainly used in the synthesis of pharmaceutical compounds, nucleoside analogs, and other specialty chemicals.
Why is 6-Chlorouracil important in drug development?

Its pyrimidine structure allows it to act as a key building block for creating biologically active molecules.

What purity levels are available?

6-Chlorouracil is typically available in high purity grades (≥98%), suitable for laboratory and industrial use.'

How should 6-Chlorouracil be stored?

It should be stored in a tightly closed container in a cool, dry place, away from light and moisture.

FAQs

What is 6-Chlorouracil?
6-Chlorouracil is a chlorinated derivative of uracil, commonly used as an intermediate in pharmaceutical and chemical research.
What is the CAS number of 6-Chlorouracil?

The CAS number is 4270-27-3, which uniquely identifies this compound in chemical databases.

What are the primary uses of 6-Chlorouracil?
It is mainly used in the synthesis of pharmaceutical compounds, nucleoside analogs, and other specialty chemicals.
Why is 6-Chlorouracil important in drug development?

Its pyrimidine structure allows it to act as a key building block for creating biologically active molecules.

What purity levels are available?

6-Chlorouracil is typically available in high purity grades (≥98%), suitable for laboratory and industrial use.'

How should 6-Chlorouracil be stored?

It should be stored in a tightly closed container in a cool, dry place, away from light and moisture.