7-Bromo-5-nitro-1H-indazole

Name: 7-Bromo-5-nitro-1H-indazole
Brand: ChemScene
Availability: InStock
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CAS No. 685109-10-8
Cat. No. CS-0041520
Purity≥95%
MDL No.MFCD03617603

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

An item is classified as a dangerous good if our website displays Hazardous Material (HazMat) information for it.

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Structure of 685109-10-8

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Description

7-Bromo-5-nitro-1H-indazole features a fused bicyclic core bearing a bromine atom at the 7-position and a nitro group at the 5-position, enabling selective functionalization in cross-coupling and electrophilic substitution reactions. The electron-deficient indazole scaffold enhances reactivity in transition-metal-catalyzed processes.

Application

7-Bromo-5-nitro-1H-indazole serves as a versatile building block for the synthesis of biologically active heterocycles, enabling palladium-catalyzed cross-coupling reactions due to its well-established bromine reactivity. The nitro group provides a handle for selective reduction and subsequent functionalization, while the indazole core offers inherent stability and compatibility with diverse reaction conditions. This compound facilitates efficient access to complex scaffolds in medicinal chemistry campaigns.

General Information

CAS No. 685109-10-8
Cat. No. CS-0041520
Purity ≥95%
MDL No. MFCD03617603
Storage 4°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₄BrN₃O₂
Molecular Weight 242.03
Synonym(s) None
SMILES [O-][N+](=O)C1=CC(Br)=C2NN=CC2=C1

Computational Chemistry Data

TPSA 71.82
LogP 2.2336
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Indazole compounds

Key Words

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7-Bromo-5-nitro-1H-indazole

CAS No. 685109-10-8

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