3-Bromo-1H-indazol-4-amine

Name: 3-Bromo-1H-indazol-4-amine
Brand: ChemScene
Availability: InStock
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CAS No. 885521-25-5
Cat. No. CS-0088072
Purity≥98%
MDL No.MFCD07781575

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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+

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Description

3-Bromo-1H-indazol-4-amine features a brominated indazole core with a primary amine at the 4-position, enabling direct coupling in C–N bond formation. The electron-deficient heterocycle facilitates nucleophilic substitution and integrates readily into bioactive scaffolds. This bench-stable reagent offers high functional group tolerance and delivers efficient access to diverse pharmaceutical intermediates.

Application

3-Bromo-1H-indazol-4-amine serves as a versatile building block for the synthesis of biologically active heterocycles, enabling direct functionalization at the C4 position via palladium-catalyzed cross-coupling reactions. The bromo group exhibits high reactivity in Suzuki, Stille, and Negishi couplings, while the primary amine facilitates conjugation or derivatization under mild conditions. Bench-stable and readily purified by recrystallization, it functions reliably in multi-step synthetic sequences for medicinal chemistry and materials applications.

General Information

CAS No. 885521-25-5
Cat. No. CS-0088072
Purity ≥98%
MDL No. MFCD07781575
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₆BrN₃
Molecular Weight 212.05
Synonym(s) 4-AMINO-3-BROMO (1H)INDAZOLE
SMILES NC1=CC=CC2=C1C(Br)=NN2

Computational Chemistry Data

TPSA 54.7
LogP 1.9076
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 0

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

Quality Control

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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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3-Bromo-1H-indazol-4-amine

CAS No. 885521-25-5

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