| Identification | More | [Name]
2-Amino-6-methyl-4-propyl-[1,2,4]triazolo[1,5-a]pyrimidin-5-one | [CAS]
27277-00-5 | [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
AMINOPROPYLTRIAZOLOPYRIMIDONE
2-AMINO-6-METHYL-4-PROPYL-4H-[1,2,4] TRIAZOLE-[1,5-A] PYRIMIDONE-5-ONE
1,2,4Triazolo1,5-apyrimidin-5(4H)-one, 2-amino-6-methyl-4-propyl-
2-AMINO-6-METHYL-5-OXO-4-N-PROPYL-4,5-DIHYDRO-S-TRIAZOLE[1,5-A ] PYRIMIDIN
2-AMINO-6-METHYL-4-PROPYL-4H-[1,2,4]TRIAZOLE-[1,5-ALPHA]PYRIMIDONE-5-ONE
2-AMINO-4,5-DIHYDRO-6-METHYL-4-PROPYL-S-TRIAZOLO(1,5-ALPHA)PYRIMIDIN-5-ONE
2-Amino-6-methyl-4-propyl-1,2,4-triazolo[1,5-a]pyrimidin-5(4H)-on
2-Amino-6-methyl-4-propyl-[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-ALPHA]PYRIMIDIN
PP-796 emetic
2-Amino-6-methyl-4-propyl-4,5-dihydro[1,2,4]triazolo[1,5-a]pyrimidin-5-one | [EINECS(EC#)]
248-383-5 | [Molecular Formula]
C9H13N5O | [MDL Number]
MFCD06407961 | [Molecular Weight]
207.23 | [MOL File]
27277-00-5.mol |
| Chemical Properties | Back Directory | [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
| [form ]
solid
| [pka]
2.96±0.40(Predicted) | [color ]
white
| [Water Solubility ]
5.7g/L at 20℃ | [InChIKey]
UQDVRVNMIJAGRK-UHFFFAOYSA-N | [LogP]
0.49 at 20℃ | [CAS DataBase Reference]
27277-00-5(CAS DataBase Reference) | [EPA Substance Registry System]
27277-00-5(EPA Substance) |
| Hazard Information | Back Directory | [Uses]
ICI 63197 is a specific cAMP phosphodiesterase (PDE) inhibitor. It is potent in anatagonizing reserpine-induced hypothermia. potent PDE4 inhibitor. | [Definition]
ChEBI:2-amino-6-methyl-4-propyl-[1,2,4]triazolo[1,5-a]pyrimidin-5-one is a member of triazolopyrimidines. | [Flammability and Explosibility]
Notclassified | [Biological Activity]
Potent 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 Actions]
Phosphodiesterase IV (PDE 4) inhibitor | [Synthesis]
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]
Store at -20°C | [References]
[1] Patent: CN107602563, 2018, A. Location in patent: Paragraph 0028; 0029; 0030; 0031; 0032; 0033; 0034-0044 |
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