4-Bromo-1H-benzo[d]imidazol-5-amine

Name: 4-Bromo-1H-benzo[d]imidazol-5-amine
Brand: ChemScene
Availability: InStock
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CAS No. 177843-26-4
Cat. No. CS-0155797
Purity≥97%
MDL No.MFCD03426349

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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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4-Bromo-1H-benzo[d]imidazol-5-amine|CS-0155797

Structure of 177843-26-4

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General Information

CAS No. 177843-26-4
Cat. No. CS-0155797
Purity ≥97%
MDL No. MFCD03426349
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-4-bromo-benzimidazole
SMILES C1=CC2=C(C(=C1N)Br)NC=N2

Description

4-Bromo-1H-benzo[d]imidazol-5-amine features a bromine-substituted benzimidazole core with a strategically positioned primary amine. This electron-deficient heterocycle integrates readily into diversification workflows, serving as a key scaffold for medicinal chemistry and materials synthesis. The pendant amine enables direct functionalization and conjugation under standard conditions.

Application

4-Bromo-1H-benzo[d]imidazol-5-amine serves as a versatile building block in medicinal chemistry, enabling efficient access to biologically relevant heterocyclic scaffolds. Its bromine substituent facilitates palladium-catalyzed cross-coupling reactions, while the pendant amine supports derivatization via acylation or reductive amination. The molecule exhibits good bench stability and compatibility with standard purification methods, making it well-suited for iterative synthesis workflows in drug discovery and process development.

Synthesis

Route1
- In-stock
  
  934-22-5
- ~%
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  177843-26-4
References
- Cupps, Thomas Lee; Bogdan, Sophie Eva; Henry, Raymond Todd; Sheldon, Russell James; Seibel, William Lee; Ares, Jeffrey Joseph Patent: US2001/345 A1, 2001 ;

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 2811
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H301-H319
Precautionary Statements : P264-P270-P280-P330-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 Benzimidazole compounds

Key Words

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4-Bromo-1H-benzo[d]imidazol-5-amine

CAS No. 177843-26-4

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