102482-94-0

Basic information

• Product Name: 1-[3-[(1,2-Dihydro-2-methyl-1-oxopyrrolo[1,2-a]pyrazin)-3-yl]propyl]guanidine
• Synonyms: 1-[3-[(1,2-Dihydro-2-methyl-1-oxopyrrolo[1,2-a]pyrazin)-3-yl]propyl]guanidine;Peramine;2-[3-(2-methyl-1-oxopyrrolo[1,2-a]pyrazin-3-yl)propyl]guanidine
• CAS NO: 102482-94-0
• Molecular Formula: C12H17 N5 O
• Molecular Weight: 247.2963
• Product Categories: Amines, Heterocycles, Inhibitors
• Mol File: 102482-94-0.mol

Chemical Properties

• Boiling Point: 384.3°Cat760mmHg
• Flash Point: 186.2°C
• Appearance: /
• Density: 1.33g/cm³
• Vapor Pressure: 4.12E-06mmHg at 25°C
• Refractive Index: 1.658
• CAS DataBase Reference: 1-[3-[(1,2-Dihydro-2-methyl-1-oxopyrrolo[1,2-a]pyrazin)-3-yl]propyl]guanidine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-[3-[(1,2-Dihydro-2-methyl-1-oxopyrrolo[1,2-a]pyrazin)-3-yl]propyl]guanidine(102482-94-0)
• EPA Substance Registry System: 1-[3-[(1,2-Dihydro-2-methyl-1-oxopyrrolo[1,2-a]pyrazin)-3-yl]propyl]guanidine(102482-94-0)

Safety Data

• Hazardous Substances Data: 102482-94-0(Hazardous Substances Data)

Usage

Uses

Used in Agricultural Applications:
1-[3-[(1,2-Dihydro-2-methyl-1-oxopyrrolo[1,2-a]pyrazin)-3-yl]propyl]guanidine is used as a feeding deterrent in the agricultural industry to protect perennial ryegrass from grazing by mammals and insects. Its potent deterrent properties help reduce the damage caused by pests, leading to healthier and more sustainable grass growth.
Used in Pest Control:
In the pest control industry, 1-[3-[(1,2-Dihydro-2-methyl-1-oxopyrrolo[1,2-a]pyrazin)-3-yl]propyl]guanidine is used as an effective agent against both larvae and major pests of perennial ryegrass. By incorporating this compound into the grass, it becomes more resistant to pest damage, reducing the need for chemical pesticides and promoting a more environmentally friendly approach to pest management.

InChI:InChI=1/C12H17N5O/c1-16-9(4-2-6-15-12(13)14)8-17-7-3-5-10(17)11(16)18/h3,5,7-8H,2,4,6H2,1H3,(H4,13,14,15)

Upstream product

• 14527-26-5 2-methylisothiourea sulphate 
• 116212-55-6 3-(3-aminopropyl)-2-methylpyrrolo<1,2-a>pyrazin-1-(2H)-one 
• 1193-62-0 methyl Pyrrole-2-carboxylate 
• 119756-19-3 4-ethoxy-3,4-dihydro-3-methoxycarbonylpyrrolo<1,2-a>pyrazin-1(2H)-one 
• 119756-18-2 methyl 1-(2-amino-1-ethoxy-1-methoxycarbonylethyl)-pyrrole-2-carboxylate 
• 119756-17-1 methyl 1-(1-ethoxy-2-methoxycarbonyl-2-nitroethyl)pyrrole-2-carboxylate 
• 5390-04-5 pent-1-yn-5-ol 
• 474022-55-4 [(5-bromo-4-pentyn-1-yl)oxy](tert-butyl)dimethyl-silane 
• 119756-21-7 3-methoxycarbonyl-2-methylpyrrolo<1,2-a>pyrazin-1(2H)-one 
• 119756-20-6 3-methoxycarbonylpyrrolo<1,2-a>pyrazin-1(2H)-one 
• 119756-24-0 3-(2-cyanoethyl)-2-methylpyrrolo<1,2-a>pyrazin-1(2H)-one 
• 119756-23-9 3-Bromomethyl-2-methyl-2H-pyrrolo[1,2-a]pyrazin-1-one 
• 119756-22-8 3-hydroxymethyl-2-methylpyrrolo<1,2-a>pyrazin-1(2H)-one 

Relevant articles and documents

New regiocontrolled syntheses of pyrrolopyrazinones and its application to the synthesis of peramine

Two novel regiocontrolled syntheses of pyrrolopyrazinones were developed. N-Methylpyrrole amide and 1-bromo-1-alkyne were annulated in the presence of a copper catalyst to give 3-substituted pyrrolopyrazinone in a regioselective manner. In contrast, heating N-methylpyrrole amide with the same haloalkyne in the presence of K3PO4 provided the haloaminal, which was transformed regioselectively into 4-substituted pyrrolopyrazinone. The former procedure was successfully applied to the synthesis of peramine, a natural product isolated from an endophytic fungus.

Synthesis of Peramine, an Insect Feeding Deterrent Mycotoxin from Acremonium lolii

The first synthesis of peramine (1), the major insect feeding deterrent isolated from perennial ryegrass infected with the endophytic fungus Acremonium lolii, is reported.