structure of Pyrolan

Pyrolan

CAS No.: 87-47-8
M. Wt: 245.27700
M. Fa: C13H15N3O2
InChI Key: GEDIWDLJKRKBFT-UHFFFAOYSA-N

Names and Identifiers of Pyrolan

CAS Number

87-47-8

IUPAC Name

(5-methyl-2-phenylpyrazol-3-yl) N,N-dimethylcarbamate

InChI

InChI=1S/C13H15N3O2/c1-10-9-12(18-13(17)15(2)3)16(14-10)11-7-5-4-6-8-11/h4-9H,1-3H3

InChIKey

GEDIWDLJKRKBFT-UHFFFAOYSA-N

Canonical SMILES

CC1=NN(C(=C1)OC(=O)N(C)C)C2=CC=CC=C2

UNII

868K72C292

Physical and chemical properties of Pyrolan

Boiling Point

320 to 324 °F at 0.2 mmHg (NTP, 1992)

Density

1.15g/cm3

Exact Mass

245.11600

Flash Point

178.7ºC

Index of Refraction

1.573

LogP

2.24110

Melting Point

122 °F (NTP, 1992)

Molecular Formula

C13H15N3O2

Molecular Weight

245.27700

PSA

47.36000

Solubility

Soluble (NTP, 1992)

Stability

Stability Incompatible with strong oxidizing agents.

Water Solubility

1.996g/L(temperature not stated)

Applications of Pyrolan

Pyrolan has diverse applications across various fields:

  • Agriculture: Primarily used as an insecticide due to its effectiveness against a range of pests.
  • Material Science: Its ability to form polymers makes it useful in creating protective coatings and adhesives.
  • Research: Employed in studies examining the persistence and degradation of carbamate compounds in environmental science.

Interaction Studies of Pyrolan

Research into the interactions of Pyrolan with biological systems has revealed important insights:

  • Enzyme Inhibition: Studies have confirmed its role as an inhibitor of acetylcholinesterase, which is crucial for understanding its insecticidal properties.
  • Environmental Impact: Investigations into its hydrolysis rates help assess its environmental persistence and potential ecological effects after application.
Similar Compounds: Comparison

Several compounds share similarities with Pyrolan, primarily within the class of carbamates. Here are some notable comparisons:

Compound NameChemical FormulaUnique Features
CarbarylC₁₁H₁₃N₃O₂Widely used as a broad-spectrum insecticide.
Sevin (Carbaryl)C₁₁H₁₃N₃O₂Known for its effectiveness against various pests.
BaygonC₁₂H₁₅N₃O₂Features rapid action against household pests.
MethomylC₈H₁₃N₃O₂SA systemic insecticide with high toxicity to pests.

Biological Activity of Pyrolan

Pyrolan exhibits biological activity primarily as an insecticide. Its mechanism involves the inhibition of acetylcholinesterase, an enzyme critical for nerve function in insects. This inhibition leads to the accumulation of acetylcholine, resulting in paralysis and death of the target pests. Studies have shown that Pyrolan's efficacy as an insecticide is comparable to other carbamate compounds, making it a valuable tool in pest management strategies.

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