What Is 1,2,4-Triazinone and Why Is It Important in Chemical Synthesis?

2025-08-11 15:47

Technical Introduction

1,2,4-Triazinone is a heterocyclic compound containing a six-membered ring with three nitrogen atoms and a carbonyl group.
Its molecular formula is C₃H₃N₃O, and it is part of the triazinone family, which are intermediates in various pharmaceutical, agrochemical, and specialty chemical syntheses.
It is typically a white to off-white crystalline powder with high purity (≥98%), ensuring reliable performance in precision applications.


Applications

1. Pharmaceutical Intermediate

  • Used in the synthesis of antiviral, anticancer, and antimicrobial drugs.

  • Acts as a building block for enzyme inhibitors and nucleoside analogues.

2. Agrochemical Industry

  • Precursor in the development of herbicides, fungicides, and insecticides.

  • Offers structural versatility for tailoring bioactivity.

3. Specialty Chemicals

  • Applied in polymer modification for high-performance materials.

  • Useful in research for developing functionalized heterocycles.

4. R&D in Fine Chemistry

  • Popular in academic and industrial research for structure–activity relationship (SAR) studies.


Advantages

  • High Purity: ≥98% ensures consistent reaction yields.

  • Versatile Reactivity: Multiple functional sites allow varied chemical transformations.

  • Stable Storage: Good shelf stability under dry, cool conditions.

  • Broad Industry Relevance: Suitable for pharma, agro, and materials science.


Typical Parameters

PropertyValue
Chemical FormulaC₃H₃N₃O
Molecular Weight97.08 g/mol
Purity (%)≥98.0
CAS Number[Varies by derivative]
AppearanceWhite to off-white crystalline powder
Melting Point (°C)~190–200
SolubilitySlightly soluble in water, soluble in polar organic solvents
StorageStore in cool, dry place, sealed
StabilityStable under recommended conditions
Shelf Life24 months (sealed)

FAQs

Q1: Is 1,2,4-Triazinone commercially available in bulk?
A1: Yes, it is available from specialty chemical suppliers in both lab and industrial quantities.

Q2: Can it be directly used in drug formulations?
A2: No, it is an intermediate and requires further synthesis into active pharmaceutical ingredients (APIs).

Q3: How is it synthesized?
A3: Commonly via cyclization of urea derivatives with α,β-unsaturated carbonyl compounds or other nitrogen-containing precursors.

Q4: Is it hazardous?
A4: It is generally handled as a laboratory chemical; appropriate PPE should be used to avoid inhalation and skin contact.

Q5: What makes it valuable in agrochemical R&D?
A5: The triazinone core can be functionalized to enhance bioactivity against specific plant pathogens and pests.

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