Product Name

  • Name

    Pymetrozine

  • EINECS 200-258-5
  • CAS No. 123312-89-0
  • Article Data6
  • CAS DataBase
  • Density 1.33 g/cm3
  • Solubility
  • Melting Point 217oC
  • Formula C10H11N5O
  • Boiling Point
  • Molecular Weight 217.23
  • Flash Point >230 °C
  • Transport Information
  • Appearance colorless crystals
  • Safety 36/37-61
  • Risk Codes 40-52/53
  • Molecular Structure Molecular Structure of 123312-89-0 (Pymetrozine)
  • Hazard Symbols HarmfulXn
  • Synonyms 1,2,4-Triazin-3(2H)-one, 4,5-dihydro-6-methyl-4-((3-pyridinylmethylene)amino)-, (E)-;CGA 215944;Fulfill;6-methyl-4-(pyridin-3-ylmethylideneamino)-2,5-dihydro-1,2,4-triazin-3-one;Plenum;1,2,4-Triazin-3(2H)-one, 4,5-dihydro-6-methyl-4-((E)-(3-pyridinylmethylene)amino)-;1,2,4-Triazin-3(2H)-one,4,5-dihydro-6- methyl-4-[(E)-(3-pyridinylmethylene)amino]-;Endeavor;Chess;4,5-dihydro-6-methyl-4-((3-pyridinylmeth-ylene)amino)-1,2,4-triazin-3(2h)-one, (e)-;Pymetrozin;
  • PSA 69.95000
  • LogP 0.51890

Synthetic route

3-pyridinecarboxaldehyde
500-22-1

3-pyridinecarboxaldehyde

2,3,4,5-tetrahydro-3-oxo-4-amino-6-methyl-1,2,4-triazine
123313-07-5

2,3,4,5-tetrahydro-3-oxo-4-amino-6-methyl-1,2,4-triazine

pymetrozine
123312-89-0

pymetrozine

Conditions
ConditionsYield
In ethanol at 50℃; Reflux;92%
C10H12ClN5O

C10H12ClN5O

pymetrozine
123312-89-0

pymetrozine

Conditions
ConditionsYield
With potassium carbonate In methanol at 25 - 30℃; for 5h; Reagent/catalyst;85%
methyl (E)-1- (2-oxopropyl)-2-(pyridin-3-ylmethylene)hydrazine-1-carboxylate

methyl (E)-1- (2-oxopropyl)-2-(pyridin-3-ylmethylene)hydrazine-1-carboxylate

pymetrozine
123312-89-0

pymetrozine

Conditions
ConditionsYield
With hydrazine hydrate In tetrahydrofuran at 0 - 25℃; Cooling; Green chemistry;70%
methyl (E)-1- (2-oxopropyl)-2-(pyridin-3-ylmethylene)hydrazine-1-carboxylate

methyl (E)-1- (2-oxopropyl)-2-(pyridin-3-ylmethylene)hydrazine-1-carboxylate

A

C11H15N5O2

C11H15N5O2

B

pymetrozine
123312-89-0

pymetrozine

C

hydrazone of pyridine-3-carboxaldehyde
26364-02-3

hydrazone of pyridine-3-carboxaldehyde

D

1,4-bis(3-pyridyl)-2,3-diaza-1,3-butadiene
13362-77-1

1,4-bis(3-pyridyl)-2,3-diaza-1,3-butadiene

Conditions
ConditionsYield
With hydrazine hydrate In ethanol at 25℃;A 28%
B 37%
C 14%
D 15%
With hydrazine hydrate In ethanol at 80℃; Solvent;A 36%
B 16%
C 21%
D 18%
With hydrazine hydrate In ethanol at 80℃;A 35%
B 15%
C 17%
D 19%
With hydrazine hydrate In ethanol at 50℃;A 24%
B 21%
C 8%
D 10%
...Expand
methyl (E)-1- (2-oxopropyl)-2-(pyridin-3-ylmethylene)hydrazine-1-carboxylate

methyl (E)-1- (2-oxopropyl)-2-(pyridin-3-ylmethylene)hydrazine-1-carboxylate

A

C11H15N5O2

C11H15N5O2

B

pymetrozine
123312-89-0

pymetrozine

Conditions
ConditionsYield
With hydrazine hydrate In ethanol at 0 - 25℃;A 20%
B 23%
3-pyridinecarboxaldehyde
500-22-1

3-pyridinecarboxaldehyde

4-amino-6-methyl-3-oxo-2,3,4,5-tetrahydro-1,2,4-triazine hydrochloride

4-amino-6-methyl-3-oxo-2,3,4,5-tetrahydro-1,2,4-triazine hydrochloride

pymetrozine
123312-89-0

pymetrozine

Conditions
ConditionsYield
With sodium hydroxide In methanol; water
3-pyridinecarboxaldehyde
500-22-1

3-pyridinecarboxaldehyde

2,3,4,5-tetrahydro-3-oxo-4-amino-6-methyl-1,2,4-triazine
123313-07-5

2,3,4,5-tetrahydro-3-oxo-4-amino-6-methyl-1,2,4-triazine

pymetrozine
123312-89-0

pymetrozine

Conditions
ConditionsYield
In methanol at 65℃; for 12h; Temperature; Green chemistry; Large scale;2080 g
methyl (E)-2-(pyridin-3-ylmethylene)hydrazine-1-carboxylate

methyl (E)-2-(pyridin-3-ylmethylene)hydrazine-1-carboxylate

pymetrozine
123312-89-0

pymetrozine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: potassium carbonate / N,N-dimethyl-formamide / 5 h / 25 - 30 °C / Cooling with ice; Green chemistry
2: hydrazine hydrate / tetrahydrofuran / 0 - 25 °C / Cooling; Green chemistry
View Scheme
methyl (E)-2-(pyridin-3-ylmethylene)hydrazine-1-carboxylate

methyl (E)-2-(pyridin-3-ylmethylene)hydrazine-1-carboxylate

A

C11H15N5O2

C11H15N5O2

B

pymetrozine
123312-89-0

pymetrozine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: potassium carbonate / N,N-dimethyl-formamide / 5 h / 25 - 30 °C / Cooling with ice; Green chemistry
2: hydrazine hydrate / ethanol / 0 - 25 °C
View Scheme
methanol
67-56-1

methanol

pymetrozine
123312-89-0

pymetrozine

5-Methoxy-6-methyl-4-{[1-pyridin-3-yl-meth-(E)-ylidene]-amino}-4,5-dihydro-2H-[1,2,4]triazin-3-one

5-Methoxy-6-methyl-4-{[1-pyridin-3-yl-meth-(E)-ylidene]-amino}-4,5-dihydro-2H-[1,2,4]triazin-3-one

Conditions
ConditionsYield
With tetraethylammonium tosylate for 24h; current (6 V, 200 mA), graphite electrodes;30%
(2,4-dinitro-phenyl)-hydrazine
119-26-6

(2,4-dinitro-phenyl)-hydrazine

pymetrozine
123312-89-0

pymetrozine

A

pyridine-3-carbaldehyde-(2,4-dinitro-phenylhydrazone)
1834-93-1

pyridine-3-carbaldehyde-(2,4-dinitro-phenylhydrazone)

B

2,3,4,5-tetrahydro-3-oxo-4-amino-6-methyl-1,2,4-triazine
123313-07-5

2,3,4,5-tetrahydro-3-oxo-4-amino-6-methyl-1,2,4-triazine

Conditions
ConditionsYield
In ethanol
...Expand
pymetrozine
123312-89-0

pymetrozine

5-Hydroxy-6-methyl-4-{[1-pyridin-3-yl-meth-(E)-ylidene]-amino}-4,5-dihydro-2H-[1,2,4]triazin-3-one

5-Hydroxy-6-methyl-4-{[1-pyridin-3-yl-meth-(E)-ylidene]-amino}-4,5-dihydro-2H-[1,2,4]triazin-3-one

Conditions
ConditionsYield
With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; oxygen; iron(II) sulfate 1.) -78 deg C, 150 min, -78 deg C to 25 deg C, 8 h, rt, overnight, THF, cyclohexane; Yield given. Multistep reaction;
Multi-step reaction with 2 steps
1: 30 percent / tetraethylammonium p-toluenesulfonate / 24 h / current (6 V, 200 mA), graphite electrodes
2: 53 percent / aq. citric acid / tetrahydrofuran / Ambient temperature; overnight
View Scheme

Pymetrozine Chemical Properties

Molecular Formula: C10H11N5O
Molecular Weight: 217.23
Index of Refraction: 1.665
Molar Refractivity: 60.371 cm3
Molar Volume: 162.645 cm3
Surface Tension: 54.627 dyne/cm
Density: 1.336 g/cm3
Flashing point: >230 °C
Melting point: 1326 °C
Storage tempreture: 0-6 °C
Structure of Pymetrozine (CAS NO.123312-89-0):
                      
IUPAC Name: 6-Methyl-4-[(E)-pyridin-3-ylmethylideneamino]-2,5-dihydro-1,2,4-triazin-3-one
Canonical SMILES: CC1=NNC(=O)N(C1)N=CC2=CN=CC=C2
Isomeric SMILES: CC1=NNC(=O)N(C1)/N=C/C2=CN=CC=C2
InChI: InChI=1S/C10H11N5O/c1-8-7-15(10(16)14-13-8)12-6-9-3-2-4-11-5-9/h2-6H,7H2,1H3,(H,14,16)/b12-6+
InChIKey: QHMTXANCGGJZRX-WUXMJOGZSA-N
Product Category of Pymetrozine (CAS NO.123312-89-0): Alpha sort;N-PPesticides & Metabolites 

Pymetrozine Uses

 Pymetrozine (CAS NO.123312-89-0) is an aphid-one new non-lethal pesticides, their formulations can be used to control most pests Homoptera, especially aphids Branch, whitefly Branch, Cicadellidae and Delphacidae pests.

Pymetrozine Safety Profile

Hazard Codes: HarmfulXn
Risk Statements: 40-52/53
R40:Limited evidence of a carcinogenic effect. 
R52/53:Harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
Safety Statements: 36/37-61 
S36/37:Wear suitable protective clothing and gloves. 
S61:Avoid release to the environment. Refer to special instructions / safety data sheets.

Pymetrozine Specification

 Pymetrozine , its cas register number is 123312-89-0. It also can be called Endeavor ; Plenum ; and (E)-4,5-Fihydro-6-methyl-4-((3-pyridinylmethylene)amino)-1,2,4-triazin-3(2H)-one . 

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