1-Methyl-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one

Name: 1-Methyl-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one
Brand: ChemScene
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CAS No. 5334-56-5
Cat. No. CS-0045028
Purity≥98%
MDL No.MFCD01312343

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1-Methyl-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one|CS-0045028

Structure of 5334-56-5

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General Information

CAS No. 5334-56-5
Cat. No. CS-0045028
Purity ≥98%
MDL No. MFCD01312343
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₆N₄O
Molecular Weight 150.14
Synonym(s) None
SMILES O=C1C2=C(N(C)N=C2)N=CN1

Description

1-Methyl-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one is a heterocyclic scaffold with a fused pyrazole-pyrimidine core, featuring a methyl-substituted nitrogen at the 1-position and a ketone functionality at C4. This configuration imparts enhanced stability and polarity, enabling direct incorporation into medicinal chemistry campaigns for kinase inhibitors and nucleoside analogs. The compound exhibits favorable solubility in polar solvents and compatibility with standard synthetic transformations under ambient conditions.

Application

1-Methyl-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one serves as a versatile heterocyclic building block for medicinal chemistry applications, offering a stable, bench-ready scaffold with defined regiochemistry. Its pyrazolopyrimidine core enables straightforward functionalization at the C4 position and supports derivatization via standard coupling reactions. The molecule exhibits good solubility and stability under routine synthetic conditions, facilitating purification and integration into diverse compound libraries.

Synthesis

Route1
- 99347-08-7
- ~89%
- In-stock
  
  5334-56-5
References
- Maquestiau, A.; Banneux, F.; Eynde, J.-J. Vanden Bulletin des Societes Chimiques Belges, 1991 , vol. 100, # 5 p. 401 - 406
Route2
- 116519-65-4
- ~%
- In-stock
  
  5334-56-5
References
- US4124764 A1, ;
Route3
- In-stock
  
  18213-75-7
- 109-94-4
- ~83%
- In-stock
  
  5334-56-5
References
- Miyashita, Akira; Iijima, Chihoko; Higashino, Takeo; Matsuda, Hideaki Heterocycles, 1990 , vol. 31, # 7 p. 1309 - 1314

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P264-P302+P352-P304+P340

Quality Control

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Computational Chemistry Data

TPSA 63.57
LogP -0.3434
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Bioactive Molecules Dye and Bio-assay Reagents

Building Blocks Functional Group Alcohol

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

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1-Methyl-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one

CAS No. 5334-56-5

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