2-Amino-6-methyl-4-propyl-[1,2,4]triazolo[1,5-a]pyrimidin-5-one

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CAS:27277-00-5
Purity:0.99 Package:5KG;1KG Remarks:C9H13N5O
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CAS:27277-00-5
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2-Amino-6-methyl-4-propyl-[1,2,4]triazolo[1,5-a]pyrimidin-5-one manufacturers

  • ICI 63197
  • ICI 63197 pictures
  • $77.00 / 100mg
  • 2025-12-31
  • CAS:27277-00-5
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  • Purity: 99.70%
  • Supply Ability: 10g
2-Amino-6-methyl-4-propyl-[1,2,4]triazolo[1,5-a]pyrimidin-5-one Basic information
Product Name:2-Amino-6-methyl-4-propyl-[1,2,4]triazolo[1,5-a]pyrimidin-5-one
Synonyms:2-AMINO-6-METHYL-4-PROPYL-[1,2,4]TRIAZOLO[1,5-A]PYRIMIDIN-5(4H)-ONE;2-AMINO-6-METHYL-4-PROPYL-4H-[1,2,4] TRIAZOLE-[1,5-A] PYRIMIDINE-5-ONE;2-AMINO-6-METHYL-4-PROPYL-4H-[1,2,4]TRIAZOLO-[1,5-A]PYRIMIDIN-5-ONE;2-AMINO-6-METHYL-5-OXO-4-N-PROPYL-4,5-DIHYDRO-S-TRIAZOLE[1,5-A]PYRIMIDINE;ICI 63197;2,4]triazolo[1,5-a]pyrimidin-5(4h)-one,2-amino-6-methyl-4-propyl-[;2-Amio-6-methyl-4-propyl-4H-[1,2,4]triazolo[1,5-a]pyrimidin-5-one;2-AMINO-6-METHYL-5-OXO-4-N-PROPYL-4,5-DIHYDRO-S-TRIAZOLE[1,5-α]PYRIMIDIN
CAS:27277-00-5
MF:C9H13N5O
MW:207.23
EINECS:248-383-5
Product Categories:Cyclic Nucleotide related
Mol File:27277-00-5.mol
2-Amino-6-methyl-4-propyl-[1,2,4]triazolo[1,5-a]pyrimidin-5-one Structure
2-Amino-6-methyl-4-propyl-[1,2,4]triazolo[1,5-a]pyrimidin-5-one Chemical Properties
Melting point 161.8-163 °C
Boiling point 459.9±28.0 °C(Predicted)
density 1.44±0.1 g/cm3(Predicted)
vapor pressure 0.004Pa at 25℃
storage temp. 2-8°C
solubility DMSO: 13 mg/mL
pka2.96±0.40(Predicted)
form solid
color white
Water Solubility 5.7g/L at 20℃
InChIKeyUQDVRVNMIJAGRK-UHFFFAOYSA-N
LogP0.49 at 20℃
CAS DataBase Reference27277-00-5(CAS DataBase Reference)
EPA Substance Registry System2-Amino-4,5-dihydro-6-methyl-4-propyl-s-triazolo-(1,5-a)-pyrimidin-5-one (27277-00-5)
Safety Information
RIDADR 2811
WGK Germany 1
TSCA TSCA listed
HazardClass 6.1(b)
PackingGroup III
MSDS Information
ProviderLanguage
SigmaAldrich English
2-Amino-6-methyl-4-propyl-[1,2,4]triazolo[1,5-a]pyrimidin-5-one Usage And Synthesis
UsesICI 63197 is a specific cAMP phosphodiesterase (PDE) inhibitor. It is potent in anatagonizing reserpine-induced hypothermia. potent PDE4 inhibitor.
DefinitionChEBI: 2-amino-6-methyl-4-propyl-[1,2,4]triazolo[1,5-a]pyrimidin-5-one is a member of triazolopyrimidines.
Flammability and ExplosibilityNot classified
Biological ActivityPotent phosphodiesterase (PDE) 4 inhibitor (IC 50 = 35 nM for inhibition of [ 3 H]-rolipram binding to rat brain). Antidepressant following systemic administration in vivo .
Biochem/physiol ActionsPhosphodiesterase IV (PDE 4) inhibitor
Synthesis
2-amino-6-methyl-1,2,4-triazolo[1,5-a]pyrimidin-5(1H)-one

27287-73-6

1-Bromopropane

106-94-5

2-Amino-6-methyl-4-propyl-[1,2,4]triazolo[1,5-a]pyrimidin-5-one

27277-00-5

2-Amino-6-methyl-[1,2,4]triazolo[1,5-a]pyrimidin-5-one (165 g, 1 mol) and bromopropane (184 g, 1.5 mol) were added to the reaction apparatus, followed by triethylamine (101 g, 1 mol) and chloroform (900 mL). The reaction mixture was heated to 65 °C and maintained at this temperature for 6 hours. The progress of the reaction was monitored by HPLC until the amount of 2-amino-6-methyl-[1,2,4]triazolo[1,5-a]pyrimidin-5-one was less than 0.5%. After completion of the reaction, the chloroform was recovered by distillation at 50 °C. Ethyl acetate (830 mL) and water (330 mL) were added to the residue and the organic phase was separated by stirring. After distillation to remove some of the ethyl acetate (~500mL), the remaining solution was crystallized. The crystals were collected by filtration and washed with water until the wash solution was neutral. Finally, dried to constant weight at 70 °C to afford 2-amino-6-methyl-4-propyl-[1,2,4]triazolo[1,5-a]pyrimidin-5(4H)-one (176 g, 85% yield, 99% purity).

storage+4°C
References[1] Patent: CN107602563, 2018, A. Location in patent: Paragraph 0028; 0029; 0030; 0031; 0032; 0033; 0034-0044
2-Amino-6-methyl-4-propyl-[1,2,4]triazolo[1,5-a]pyrimidin-5-one Preparation Products And Raw materials
Raw materials2-amino-6-methyl-1,2,4-triazolo[1,5-a]pyrimidin-5(1H)-one-->1-Bromopropane-->Chloroform-->Triethylamine
Tag:2-Amino-6-methyl-4-propyl-[1,2,4]triazolo[1,5-a]pyrimidin-5-one(27277-00-5) Related Product Information
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