3-Bromo-1H-indazol-5-amine

Name: 3-Bromo-1H-indazol-5-amine
Brand: ChemScene
Availability: InStock
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CAS No. 478837-59-1
Cat. No. CS-W021849
Purity≥97%
MDL No.MFCD07781655

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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Structure of 478837-59-1

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General Information

CAS No. 478837-59-1
Cat. No. CS-W021849
Purity ≥97%
MDL No. MFCD07781655
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₆BrN₃
Molecular Weight 212.05
Synonym(s) 5-AMINO-3-BROMO (1H)INDAZOLE
SMILES NC1=CC=C2NN=C(Br)C2=C1

Description

3-Bromo-1H-indazol-5-amine features a brominated indazolyl scaffold with a strategically positioned amine at the 5-position, enabling direct functionalization in cross-coupling and bioconjugation workflows. The electron-rich aromatic core enhances reactivity in palladium-catalyzed transformations, while the bench-stable nature facilitates handling under standard conditions. This building block integrates seamlessly into medicinal chemistry campaigns targeting kinase inhibitors and CNS-active compounds.

Application

3-Bromo-1H-indazol-5-amine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions to access biologically active indazolyl scaffolds. The bromine and primary amine functionalities offer orthogonal reactivity for sequential derivatization, while the core heterocycle exhibits good bench stability and compatibility with standard purification methods.

Synthesis

Route1
- In-stock
  
  67400-25-3
- ~66%
- In-stock
  
  478837-59-1
References
- EP1403255 A1, ; Page 133 ; EP 1403255 A1

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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Computational Chemistry Data

TPSA 54.7
LogP 1.9076
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 0

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-5-amine

CAS No. 478837-59-1

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