4-Chloro-1H-indazol-5-amine

Name: 4-Chloro-1H-indazol-5-amine
Brand: ChemScene
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CAS No. 1082041-33-5
Cat. No. CS-W022129
Purity≥98%
MDL No.MFCD11007840

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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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General Information

CAS No. 1082041-33-5
Cat. No. CS-W022129
Purity ≥98%
MDL No. MFCD11007840
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₆ClN₃
Molecular Weight 167.60
Synonym(s) 5-Amino-4-chloro-1H-indazole
SMILES NC1=C(Cl)C2=C(NN=C2)C=C1

Description

4-Chloro-1H-indazol-5-amine is a bench-stable heterocyclic amine featuring a chlorine substituent at the 4-position and a primary amine at the 5-position of the indazole core. This combination enables direct coupling in C–N bond formation, facilitating access to bioactive scaffolds in medicinal chemistry. The electron-deficient aromatic system enhances reactivity in transition-metal-catalyzed transformations.

Application

4-Chloro-1H-indazol-5-amine serves as a versatile building block in medicinal chemistry, enabling efficient construction of bioactive heterocycles. Its chloro group facilitates palladium-catalyzed cross-coupling reactions, while the primary amine supports direct derivatization and salt formation. The indazole core offers favorable metabolic stability and hydrogen-bonding capacity, enhancing target engagement in kinase inhibitors and CNS-directed therapeutics. This compound exhibits excellent bench stability and compatibility with standard purification methods, making it well-suited for high-throughput synthesis and process development.

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 1.7985
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Skeleton Aromatic heterocycle compounds Indazole compounds

Key Words

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4-Chloro-1H-indazol-5-amine

CAS No. 1082041-33-5

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