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4-Acetylamino-6-methyl-3-oxo-2,3,4,5-tetrahydro-1,2,4-triazine
CAS: 136738-23-3 | Formula: C₆H₁₀N₄O₂ | MW: 170.17 g/mol
This is a triazine amide derivative — a nitrogen-rich heterocyclic intermediate primarily used in agrochemical synthesis.
Primary Use: Key intermediate for manufacturing pymetrozine, a selective, low-toxicity insecticide that controls sucking pests (aphids, whiteflies, planthoppers) by disrupting their feeding behavior.
Selling Points:
Strategic precursor — directly feeds into pymetrozine production, a globally registered insecticide for rice, cotton, and vegetable crops
Nitrogen-rich scaffold — the 1,2,4-triazine core offers versatile reactivity for further functionalization in drug and agrochemical discovery
Broad research interest — studied for antimicrobial, antifungal, antiviral, and anticancer applications
Established supply chain — ~95 global suppliers (as of 2025), with Chinese manufacturers offering multi-kilogram batches at competitive pricing
Items | Specifications | Results |
Appearance | White or light yellow powder | Qualified |
Content(HPLC) | ≥98.00% | 98.75% |
Moisture | ≤8.00% | 7.80% |
PH | 6-8 | 6.7 |
Storage Conditions | Store in a ventilated and dry environment,away from direct sunlight and avoid impact. | |
Conclusion | The product conforms to the above specifications. | |
Product Name:N-(6-Methyl-3-oxo-2,5-dihydro-1,2,4-triazin-4(3H)-yl)acetamide
CAS:136738-23-3
MF:C6H10N4O2
Melting point :N/A
form:powder
color:White or Light Yellow
Uses:
| Property | Value |
|---|---|
| CAS Number | 136738-23-3 |
| Molecular Formula | C₆H₁₀N₄O₂ |
| Molecular Weight | 170.17 g/mol |
| Density | ~1.43 g/cm³ (predicted) |
| pKa | 11.22 ± 0.40 (predicted) |
| Appearance | White to off-white crystalline powder |
| Solubility | Sparingly soluble in water; soluble in ethanol, dichloromethane |
| Shelf Life | 3 years (sealed, cool, dry storage) |
Structural Breakdown
The molecule features a partially saturated 1,2,4-triazine ring (a six-membered ring containing three nitrogen atoms) bearing:
Position 3 — Ketone (C=O): Provides hydrogen-bonding capability and contributes to the ring's electronic character
Position 4 — Acetylamino group (–NHCOCH₃): The key functional handle that is later hydrolyzed to a free amine (–NH₂) during pymetrozine synthesis
Position 6 — Methyl group (–CH₃): A small lipophilic substituent that modulates steric and electronic properties
Primary Use: Key Intermediate for Pymetrozine
The dominant commercial application of this compound is as a direct precursor to pymetrozine (CAS 123312-89-0), a selective, non-lethal insecticide originally developed by Ciba-Geigy (now Syngenta) in 1988.
What Is Pymetrozine?
Pymetrozine is a pyridine/triazinone-class insecticide that controls sucking pests — aphids, whiteflies, planthoppers, and leafhoppers — through a unique "stop-feed" mechanism. Rather than killing insects through neurotoxicity, pymetrozine causes irreversible stylet blockage: the moment a pest contacts the compound, its mouthparts become blocked, it ceases feeding immediately, and eventually dies from starvation. This makes it:
Highly selective — nearly harmless to beneficial insects (ladybugs, lacewings, spiders)
Excellent systemic activity — 2–3× more potent than pirimicarb and 140× more than cypermethrin in translaminar uptake
Effective against resistant strains — controls pests resistant to organophosphates and carbamates
Blocks virus transmission — by stopping feeding instantly, it prevents insects from transmitting plant viruses
Pymetrozine is used extensively on rice, cotton, vegetables, wheat, and fruit trees, particularly for controlling rice planthoppers and aphids. Asia is the largest market (61.6% of global sales), with rice as the dominant crop (24.2% of total).
How This Intermediate Fits into the Synthesis
The standard industrial synthesis of pymetrozine follows a 6-step route starting from ethyl acetate:
Ethyl acetate + hydrazine hydrate → Acethydrazide
Acethydrazide + phosgene → 2-Methyl-1,3,4-oxadiazol-5(4H)-one (oxadiazolone)
Oxadiazolone + chloroacetone → Alkylated oxadiazolone
Alkylated oxadiazolone + hydrazine hydrate → 4-Acetylamino-6-methyl-3-oxo-2,3,4,5-tetrahydro-1,2,4-triazine (THIS COMPOUND)
This compound + HCl → 4-Amino-6-methyl-3-oxo-2,3,4,5-tetrahydro-1,2,4-triazine (aminotriazinone)
Aminotriazinone + nicotinaldehyde → Pymetrozine
This compound is formed in Step 4 via ring expansion — the hydrazine opens the five-membered oxadiazolone ring and re-closes it as a six-membered triazine ring through hydrazone condensation. It is then acid-hydrolyzed in Step 5 to remove the acetyl protecting group, yielding the free amine (aminotriazinone), which undergoes condensation with nicotinaldehyde in Step 6 to form pymetrozine's characteristic pyridylmethyleneamino side chain.
An optimized process achieves 96% yield for this compound at 99% HPLC purity, and the subsequent conversion to pymetrozine achieves 91.3% yield from this intermediate.
Selling Points & Value Propositions
1. Indispensable Gateway to a High-Value Insecticide
This compound sits at the narrowest bottleneck of pymetrozine production. Every industrial route to pymetrozine — whether the traditional ethyl acetate route, the trifluoroethyl acetate route, or newer green alternatives — must pass through this triazine amide intermediate or its direct equivalent. With pymetrozine being a globally registered, multi-hundred-ton-per-year insecticide, demand for this intermediate is structurally underpinned by large-scale agricultural need.
2. Nitrogen-Rich Heterocyclic Scaffold with Versatile Reactivity
The 1,2,4-triazine core is a privileged scaffold in medicinal and agrochemical chemistry. Its three nitrogen atoms create multiple sites for:
Ring-opening and re-functionalization
Coordination to metal centers (useful in catalysis)
Hydrogen bonding with biological targets
This makes the compound valuable beyond pymetrozine — it can serve as a building block for novel triazine-based drug candidates and other agrochemicals.
3. Established, Scalable Manufacturing with Multiple Routes
Several patented and published processes exist for producing this compound at industrial scale:
Traditional route (ethyl acetate → oxadiazolone → alkylation → hydrazine ring expansion): Well-proven at 500+ ton/year scale with ~50% overall pymetrozine yield
Green route (dimethyl carbonate → carbohydrazide → condensation → cyclization): Avoids toxic phosgene, shorter synthesis, ~65% overall yield, lower waste
The availability of both conventional and phosgene-free routes means manufacturers can choose based on regulatory environment, cost, and sustainability goals.
4. High Purity and Broad Supplier Base
As of 2025–2026, approximately 95 global suppliers offer this compound, predominantly Chinese manufacturers. Commercial grades are available at 98–99% purity in quantities from grams to multi-kilogram batches. Key suppliers include Shanghai Bide Pharmatech, Hubei-based chemical companies, and Shandong manufacturers.
5. Growing Downstream Market Drives Demand
Pymetrozine demand continues to grow because:
Resistance management — as neonicotinoid resistance spreads globally, pymetrozine's unique mode of action (stylet blockage) provides a critical rotation option
IPM compatibility — its selectivity toward beneficial insects makes it ideal for integrated pest management programs
Rice intensification — expanding rice production in Asia, Africa, and South America drives herbicide/insecticide demand
Virus transmission control — its ability to block vector-borne plant viruses adds unique value that neurotoxic insecticides cannot match
6. Broader Research Applications
Beyond agrochemicals, the compound is being investigated for:
Antimicrobial agents — inhibiting growth of certain bacteria and fungi
Antiviral drug discovery — potential to inhibit viral replication mechanisms
Anticancer research — triazine scaffolds are explored for cytostatic activity
Fine chemical synthesis — as a reagent for introducing triazine ring systems into complex molecules
7. Favorable Safety and Handling Profile
GHS Classification: GHS07 (Warning) — H302 (harmful if swallowed), H315 (skin irritation), H319 (eye irritation), H335 (respiratory irritation)
Not classified as acutely toxic or carcinogenic — significantly easier to handle than many agrochemical intermediates
Stable formulation — suitable for long-term storage under standard conditions (cool, dry, sealed)
3-year shelf life — reduces inventory risk for manufacturers and distributors
Summary
| Aspect | Detail |
|---|---|
| Identity | Nitrogen-rich tetrahydro-1,2,4-triazine amide (CAS 136738-23-3) |
| Primary use | Direct intermediate for pymetrozine insecticide synthesis (Step 4→5→6) |
| Key selling points | Indispensable pymetrozine precursor; versatile triazine scaffold; multiple scalable routes; 95+ global suppliers; growing downstream demand driven by resistance management and IPM trends |
| Purity available | 98–99% HPLC, gram to multi-kilogram scale |
| Market context | Pymetrozine is a top-tier rice/cotton/vegetable insecticide with 60%+ market share in Asia |






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Category:Others
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Employees: 11 - 50 People
Address: Room 2015, No.2 Building, Kaixin Mansion No.107
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