4-Bromo-1H-indazol-3(2H)-one

Name: 4-Bromo-1H-indazol-3(2H)-one
Brand: ChemScene
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CAS No. 864845-15-8
Cat. No. CS-0054877
Molecule weight213.03
Purity≥97%
MDL No.None

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Type	HazMat Fee
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FedEx Limited Quantities Ground	$0.00
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General Information

CAS No. 864845-15-8
Cat. No. CS-0054877
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₅BrN₂O
Molecular Weight 213.03
Synonym(s) 4-Bromo-1,2-dihydro-3H-indazol-3-one
SMILES O=C1NNC2=C1C(Br)=CC=C2

Description

4-Bromo-1H-indazol-3(2H)-one features a brominated indazolone scaffold with enhanced electron-deficiency at the C4 position, enabling efficient coupling in cross-coupling reactions. This bench-stable heterocycle integrates readily into complex molecular architectures, serving as a key building block for bioactive compounds and functional materials.

Application

4-Bromo-1H-indazol-3(2H)-one serves as a versatile building block in medicinal chemistry, enabling efficient access to biologically active indazolone derivatives. The bromine substituent facilitates palladium-catalyzed cross-coupling reactions, while the lactam functionality offers hydrogen-bonding capacity and structural rigidity. This compound exhibits good bench stability, ease of purification, and compatibility with diverse functional groups, making it well-suited for iterative synthesis campaigns targeting kinase inhibitors and other pharmaceutical scaffolds.

Synthesis

Route1
- In-stock
  
  20776-48-1
- ~47%
- In-stock
  
  864845-15-8
References
- Roche Palo Alto LLC Patent: US2007/123527 A1, 2007 ; Location in patent: Page/Page column 89 ;

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 48.65
LogP 1.6187
H_Acceptors 1
H_Donors 2
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Indazole compounds

Key Words

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4-Bromo-1H-indazol-3(2H)-one

CAS No. 864845-15-8

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