6-Chloro-1H-indol-4-amine

Name: 6-Chloro-1H-indol-4-amine
Brand: ChemScene
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CAS No. 431046-15-0
Cat. No. CS-0044121
Molecule weight166.61
Purity≥95%
MDL No.MFCD07781455

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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. 431046-15-0
Cat. No. CS-0044121
Purity ≥95%
MDL No. MFCD07781455
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₇ClN₂
Molecular Weight 166.61
Synonym(s) 4-AMINO-6-CHLORO INDOLE
SMILES NC1=CC(Cl)=CC2=C1C=CN2

Description

6-Chloro-1H-indol-4-amine features a chlorine-substituted indole core with a primary amine at the 4-position, enabling direct functionalization in C–H amination and cross-coupling reactions. The electron-deficient aromatic system enhances reactivity in palladium-catalyzed transformations, while the bench-stable nature supports handling under standard conditions. This scaffold serves as a key building block for bioactive heterocycles in medicinal chemistry.

Application

6-Chloro-1H-indol-4-amine serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the C4 position of the indole scaffold. Its chloro substituent provides a handle for palladium-catalyzed cross-coupling reactions, while the primary amine facilitates derivatization via acylation or reductive amination. The compound exhibits good bench stability and is compatible with standard purification techniques, making it well-suited for iterative synthesis of bioactive heterocycles and targeted API intermediates.

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 41.81
LogP 2.4035
H_Acceptors 1
H_Donors 2
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Skeleton Aromatic heterocycle compounds Indole compounds

Key Words

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6-Chloro-1H-indol-4-amine

CAS No. 431046-15-0

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