6-Bromo-4-nitro-1H-indazole

Name: 6-Bromo-4-nitro-1H-indazole
Brand: ChemScene
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CAS No. 885518-46-7
Cat. No. CS-M0320
Purity≥95%
MDL No.MFCD07368216

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FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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General Information

CAS No. 885518-46-7
Cat. No. CS-M0320
Purity ≥95%
MDL No. MFCD07368216
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₄BrN₃O₂
Molecular Weight 242.03
Synonym(s) 1H-Indazole,6-bromo-4-nitro
SMILES BrC1=CC([N+]([O-])=O)=C2C=NNC2=C1

Description

6-Bromo-4-nitro-1H-indazole is a halogenated heterocyclic compound featuring a bromine atom at the 6-position and a nitro group at the 4-position on the indazole scaffold. This electronic configuration imparts strong electron-withdrawing character, enabling its use in palladium-catalyzed cross-coupling reactions and as a building block in medicinal chemistry. The molecule exhibits bench-stable handling properties and compatibility with diverse reaction conditions.

Application

6-Bromo-4-nitro-1H-indazole serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the C6 position via palladium-catalyzed cross-coupling reactions. The nitro group at C4 provides a handle for selective reduction and subsequent derivatization, while the indazole core offers structural rigidity and hydrogen-bonding capacity. Bench-stable and compatible with standard purification methods, it facilitates efficient access to diverse heterocyclic scaffolds relevant to drug discovery programs.

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 2811
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H301
Precautionary Statements : P264-P270-P330-P405-P501

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Computational Chemistry Data

TPSA 71.82
LogP 2.2336
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Indazole compounds

Key Words

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6-Bromo-4-nitro-1H-indazole

CAS No. 885518-46-7

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