1H-pyrazolo[3,4-d]pyrimidine

Basic Information

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CAS Number

271-80-7

Molecular Formula

C5H4N4

Molecular Weight

120.11 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Basic Physical Properties

Boiling Point

312.5℃ at 760 mmHg

SMILES

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C1=C2C=NNC2=NC=N1

InChI

InChI=1S/C5H4N4/c1-4-2-8-9-5(4)7-3-6-1/h1-3H,(H,6,7,8,9)

InChIKey

QUKPALAWEPMWOS-UHFFFAOYSA-N

LogP

0.3528999999999998

Topological Polar Surface Area

54.46 Å²

Hydrogen Bond Donor/Acceptor

1 / 4

Complexity

105

Synonyms & References

English

A22570
1H-Pyrazolo(3,4-d)pyrimidine
QUKPALAWEPMWOS-UHFFFAOYSA-N
SCHEMBL7771
CS-0045912
NSC 82206
NSC82206
J-504737
F87671
MFCD18814987
2H-Pyrazolo[3,4-d]pyrimidine
Z1198168658
MFCD06407902
BL007573
TS-01613
DTXSID60181566
5h-pyrazolo[3,4-d]pyrimidine
2,4,8,9-tetrazabicyclo[4.3.0]nona-1,3,5,7-tetraene
SY009465
Pyrazolo(3,4-d)pyrimidine
271-78-3
1h-pyrazolo[3,4-d]pyrimidine
MB03781
271-80-7
pyrazolo[3,4-d]pyrimidine
AKOS006281904
1H-pyrazolo[3, 4-d]pyrimidine
NSC-82206
AMY15861
1H-Pyrazolo[3,4-d]pyrimidine
1(2)H-pyrazolo[3,4-d]pyrimidine

MDL Number

MFCD06407902

Customs Code

2933990090

FAQ

What are the physical and chemical properties of 1H-pyrazolo[3,4-d]pyrimidine (CAS: 271-80-7)?

1H-pyrazolo[3,4-d]pyrimidine is a white or off-white crystalline solid with a molecular weight of approximately 168.15 g/mol. It has low water solubility and is soluble in common organic solvents like ethanol and dichloromethane. This compound is relatively stable but can react with strong acids, bases, and reducing agents under certain conditions.

How is 1H-pyrazolo[3,4-d]pyrimidine (CAS: 271-80-7) typically synthesized?

1H-pyrazolo[3,4-d]pyrimidine can be synthesized via a multistep process starting with the condensation of 4-chloropyrimidine with 1,3-dichloropyrazole. The reaction is catalyzed by a Lewis acid like aluminum chloride, and the yield is around 70-80%. The product can be purified by recrystallization from water or ethanol.

What industries use 1H-pyrazolo[3,4-d]pyrimidine (CAS: 271-80-7)?

1H-pyrazolo[3,4-d]pyrimidine is used in the pharmaceutical industry as a key intermediate for the synthesis of various drugs. It also finds applications in the polymer industry for the development of advanced materials and in the electronic industry for the production of semiconductor materials. Additionally, it is used in the sensor industry for its unique chemical properties.

What precautions should be taken when handling 1H-pyrazolo[3,4-d]pyrimidine (CAS: 271-80-7)?

When handling 1H-pyrazolo[3,4-d]pyrimidine, it is important to use appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work in a well-ventilated area or fume hood to minimize inhalation risks. Spills should be cleaned up using appropriate absorbent materials and disposed of according to local regulations. Always refer to the Safety Data Sheet (SDS) for detailed handling and storage instructions.