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

Product Name: 2-Amino-6-methyl-4-propyl-[1,2,4]triazolo[1,5-a]pyrimidin-5-one
CAS No.: 27277-00-5
Chemical Name: 2-Amino-6-methyl-4-propyl-[1,2,4]triazolo[1,5-a]pyrimidin-5-one
Synonyms: ICI 63197;PP-796 emetic;Triazolopyrimidinones;ICI 63,197 >=98% (HPLC);AMINOPROPYLTRIAZOLOPYRIMIDONE;2-AMINO-6-METHYL-4-PROPYL-4H-[1,2,4]TRIAZOLO-[1,5-;2-Amino-6-methyl-4-propyl-[1,2,4]triazolo[1,5-a]pyrimidin-5-one;2-Amio-6-methyl-4-propyl-4H-[1,2,4]triazolo[1,5-a]pyrimidin-...;2-azanyl-6-methyl-4-propyl-[1,2,4]triazolo[1,5-a]pyrimidin-5-one;2-AMINO-6-METHYL-4-PROPYL-[1,2,4]TRIAZOLO[1,5- AJPYRIMIDIN-5-ONE
CBNumber: CB0191331
Molecular Formula: C9H13N5O
Formula Weight: 207.23
MOL File: 27277-00-5.mol

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

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
pka: 2.96±0.40(Predicted)
form: solid
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: 2-Amino-4,5-dihydro-6-methyl-4-propyl-s-triazolo-(1,5-a)-pyrimidin-5-one (27277-00-5)

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Safety

RIDADR: 2811
WGK Germany: 1
HazardClass: 6.1(b)
PackingGroup: III

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H412Harmful to aquatic life with long lasting effects

Precautionary statements

P273Avoid release to the environment.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: I8283
Product name: ICI 63,197
Purity: ≥98% (HPLC)
Packaging: 5mg
Price: $191
Updated: 2025/07/31

Sigma-Aldrich

Product number: I8283
Product name: ICI 63,197
Purity: ≥98% (HPLC)
Packaging: 25mg
Price: $754
Updated: 2025/07/31

TRC

Product number: I163888
Product name: ICI 63,197
Packaging: 25mg
Price: $185
Updated: 2021/12/16

TRC

Product number: I163888
Product name: ICI 63,197
Packaging: 250mg
Price: $305
Updated: 2021/12/16

Usbiological

Product number: 255484
Product name: ICI 63197
Packaging: 10mg
Price: $403
Updated: 2021/12/16

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

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

Not classified

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

27287-73-6

106-94-5

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 materials

Preparation Products

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

China 139 Germany 3 India 1 Switzerland 1 United Kingdom 1 United States 20 USA 1 Global 166

3B Pharmachem (Wuhan) International Co.,Ltd.

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View Lastest Price from 2-Amino-6-methyl-4-propyl-[1,2,4]triazolo[1,5-a]pyrimidin-5-one manufacturers

Dideu Industries Group Limited

Product: 2-Amino-6-methyl-4-propyl-[1,2,4]triazolo[1,5-a]pyrimidin-5-one 27277-00-5
Price: US $1.10/g
Min. Order: 1g
Purity: 99.9%
Supply Ability: 100 Tons min
Release date: 2021-08-17

Zhuozhou Wenxi import and Export Co., Ltd

Product: 2-Amino-6-methyl-4-propyl-[1,2,4]triazolo[1,5-a]pyrimidin-5-one 27277-00-5
Price: US $15.00-10.00/KG
Min. Order: 1KG
Purity: 99%+ HPLC
Supply Ability: Monthly supply of 1 ton
Release date: 2021-08-11

Career Henan Chemical Co

Product: 2-Amino-6-methyl-4-propyl-[1,2,4]triazolo[1,5-a]pyrimidin-5-one 27277-00-5
Price: US $1.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 1000KGS
Release date: 2019-12-23

27277-00-5, 2-Amino-6-methyl-4-propyl-[1,2,4]triazolo[1,5-a]pyrimidin-5-oneRelated Search:

Tris(hydroxymethyl)aminomethane Kresoxim-methyl Cyclopropyl methyl ketone Sulfamerazine Propyl gallate N,N-Dimethyl-1,4-phenylenediamine 3-Methyl-2-butanone Pirimiphos-methyl Methylparaben Methanol Acetonitrile Paraquat dichloride Methyl acrylate Propyl butyrate Basic Violet 1 Methyl 2-Amino-6-methyl-4-propyl-[1,2,4]triazolo[1,5-a]pyrimidin-5-one

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

PP796,2-Amino-6-methyl-4-propyl-[1,2,4]triazolo[1,5-a]pyrimidin-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

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

ICI 63,197,2-Amino-6-methyl-4-propyl-[1,2,4]triazolo[1,5-a]pyrimidin-5(4H)-one

2-aMino-6-Methyl-4-propyl-4H,5H-[1,2,4]triazolo[1,5-a]pyriMidin-5-one

2-Amino-4,5-dihydro-6-methyl-4-propyl-s-triazolo-(1,5-A)-pyrimidin-5-one Caswell No. 033E

2-Amino-6-methyl-4-propyl-1,2,4-triazolo(1,5-a)pyrimidin-5(4H)-one 2-Amino-6-methyl-5-oxo-4n-propyl-4,5-dihydro-s-triazolo(1,5-a)pyrimidine 2-Amino-4,5-dihydro-6-methyl-4-propyl-5-triazolo-(1,5-c)-pyramidin-5-one 2-Amino-6-methyl-4-propyl-[1,2,4]triazolo[1,5-a]pyrimidin-5-one

ICI 63,197 >=98% (HPLC)

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

2-AMINO-6-METHYL-4-PROPYL-4H-[1,2,4]TRIAZOLO-[1,5-

2-Amio-6-methyl-4-propyl-4H-[1,2,4]triazolo[1,5-a]pyrimidin-...

Triazolopyrimidinones

2-AMINO-6-METHYL-4-PROPYL-[1,2,4]TRIAZOLO[1,5- AJPYRIMIDIN-5-ONE

27277-00-5

C3H13F5O

C9H13N5O

Biochemicals and Reagents

BioChemical

Enzymes, Inhibitors, and Substrates

Enzyme Inhibitors by Enzyme

Enzyme Inhibitors

Phosphodiesterase IV

P to Q

Cyclic Nucleotide related