6-Chloro-1H-benzo[d]imidazole-4-carboxylic acid

Name: 6-Chloro-1H-benzo[d]imidazole-4-carboxylic acid
Brand: ChemScene
Availability: InStock
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CAS No. 180569-27-1
Cat. No. CS-0157652
Molecule weight196.59
Purity≥95%
MDL No.MFCD02181085

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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+
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6-Chloro-1H-benzo[d]imidazole-4-carboxylic acid|CS-0157652

Structure of 180569-27-1

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General Information

CAS No. 180569-27-1
Cat. No. CS-0157652
Purity ≥95%
MDL No. MFCD02181085
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₅ClN₂O₂
Molecular Weight 196.59
Synonym(s) 6-chlorobenzo[d]imidazole-4-carboxylic acid
SMILES C1=C(C=C2C(=C1C(=O)O)NC=N2)Cl

Description

6-Chloro-1H-benzo[d]imidazole-4-carboxylic acid integrates a chlorinated benzimidazole core with a carboxylic acid handle, enabling direct conjugation in medicinal chemistry. The electron-deficient heterocycle pairs well with nucleophilic partners, while the bench-stable functionality supports modular synthesis under standard conditions.

Application

6-Chloro-1H-benzo[d]imidazole-4-carboxylic acid serves as a versatile building block in medicinal chemistry, enabling the construction of bioactive heterocycles through standard amide coupling and Suzuki-Miyaura cross-coupling reactions. Its well-defined reactivity profile, combined with bench-stable crystalline form and excellent functional group tolerance, facilitates efficient synthesis of advanced intermediates for drug discovery campaigns.

Synthesis

Route1
- 180508-09-2
- ~40%
- In-stock
  
  180569-27-1
References
- Lopez-Rodriguez, Maria L.; Morcillo, Ma Jose; Benhamu, Bellinda; Riaguas, Ma Dolores Bioorganic and Medicinal Chemistry Letters, 1996 , vol. 6, # 11 p. 1195 - 1198
Route2
- 109671-52-5
- ~%
- In-stock
  
  180569-27-1
References
- Lopez-Rodriguez, Maria L.; Morcillo, Ma Jose; Benhamu, Bellinda; Riaguas, Ma Dolores Bioorganic and Medicinal Chemistry Letters, 1996 , vol. 6, # 11 p. 1195 - 1198

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 65.98
LogP 1.9145
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Aromatic heterocycle compounds Benzimidazole compounds

Key Words

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6-Chloro-1H-benzo[d]imidazole-4-carboxylic acid

CAS No. 180569-27-1

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