4-Iodo-1H-pyrazolo[3,4-b]pyridine

Basic Information

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CAS Number

861881-02-9

Molecular Formula

C6H4IN3

Molecular Weight

245.02 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Agricultural Chemicals Pesticides Herbicides

Basic Physical Properties

SMILES

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Ic1ccnc2[nH]ncc12

InChI

InChI=1S/C6H4IN3/c7-5-1-2-8-6-4(5)3-9-10-6/h1-3H,(H,8,9,10)

InChIKey

PEHWWSPOLYSDBW-UHFFFAOYSA-N

LogP

1.5624999999999996

Topological Polar Surface Area

41.57 Å²

Hydrogen Bond Donor/Acceptor

1 / 3

Synonyms & References

English

4-Iodo-1H-pyrazolo[3,4-b]pyridine
1H-Pyrazolo[3,4-b]pyridine, 4-iodo-
4-IODO-7-AZA-1H-INDAZOLE
4-iodo-1H-pyrazolo[3,4-b]pyridine

MDL Number

MFCD11846314

FAQ

What are the physical and chemical properties of 4-Iodo-1H-pyrazolo[3,4-b]pyridine (CAS: 861881-02-9)?

4-Iodo-1H-pyrazolo[3,4-b]pyridine is a crystalline solid with a molecular weight of approximately 245.01 g/mol. It has limited solubility in water but is well-soluble in organic solvents like dichloromethane and acetonitrile. The compound exhibits moderate reactivity towards nucleophiles and can undergo substitution reactions. It is stable under normal conditions but should be stored under an inert atmosphere to prevent oxidation.

How is 4-Iodo-1H-pyrazolo[3,4-b]pyridine (CAS: 861881-02-9) typically synthesized?

4-Iodo-1H-pyrazolo[3,4-b]pyridine can be synthesized via the iodination of 1H-pyrazolo[3,4-b]pyridine using N-iodosuccinimide (NIS) as the iodinating agent. The reaction proceeds in a polar aprotic solvent such as acetonitrile or dichloromethane at room temperature. The yield is typically around 80%, with high selectivity towards the iodination of the pyridine ring.

What industries use 4-Iodo-1H-pyrazolo[3,4-b]pyridine (CAS: 861881-02-9)?

4-Iodo-1H-pyrazolo[3,4-b]pyridine finds applications in the pharmaceutical industry as an intermediate for the synthesis of various bioactive compounds. It may also be used in the polymer industry for the development of new materials with specific properties. Additionally, it could have potential uses in the development of sensors and semiconductors due to its unique electronic properties.

What precautions should be taken when handling 4-Iodo-1H-pyrazolo[3,4-b]pyridine (CAS: 861881-02-9)?

When handling 4-Iodo-1H-pyrazolo[3,4-b]pyridine, appropriate personal protective equipment (PPE) should be worn, including gloves and goggles. The substance should be stored in a fume hood to minimize exposure. In case of a spill, it should be cleaned up using appropriate absorbents and disposed of according to local regulations. Always refer to the Safety Data Sheet (SDS) for detailed handling and storage instructions.