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

Name: 2-Chloro-1H-benzo[d]imidazole-6-carboxylic acid
Brand: ChemScene
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CAS No. 933710-78-2
Cat. No. CS-0359138
Purity≥97%
MDL No.None

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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+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
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2-Chloro-1H-benzo[d]imidazole-6-carboxylic acid|CS-0359138

Structure of 933710-78-2

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General Information

CAS No. 933710-78-2
Cat. No. CS-0359138
Purity ≥97%
MDL No. None
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₅ClN₂O₂
Molecular Weight 196.59
Synonym(s) 2-Chloro-1H-benzo[D]imidazole-5-carboxylic acid
SMILES C1=CC2=C(C=C1C(=O)O)NC(=N2)Cl

Description

2-Chloro-1H-benzo[d]imidazole-6-carboxylic acid features a fused heterocyclic core with a chlorinated aromatic ring and a carboxylic acid group at the 6-position, enabling direct incorporation into bioactive scaffolds. This electron-deficient imidazole derivative offers enhanced reactivity in coupling reactions and serves as a key building block for pharmaceutical intermediates requiring metabolic stability and defined polarity.

Application

2-Chloro-1H-benzo[d]imidazole-6-carboxylic acid serves as a versatile building block in medicinal chemistry, enabling the construction of bioactive heterocycles through standard amide coupling and nucleophilic substitution reactions. Its ortho-chloro and carboxylic acid functionalities offer complementary reactivity for late-stage functionalization and scaffold diversification. The compound exhibits good bench stability and facilitates purification via crystallization or standard chromatography, supporting scalable synthesis and integration into API development workflows.

Synthesis

Route1
- In-stock
  
  23814-14-4
- ~%
- In-stock
  
  933710-78-2
References
- Ogino, Yoshio; Ohtake, Norikazu; Nagae, Yoshikazu; Matsuda, Kenji; Moriya, Minoru; Suga, Takuya; Ishikawa, Makoto; Kanesaka, Maki; Mitobe, Yuko; Ito, Junko; Kanno, Tetsuya; Ishihara, Akane; Iwaasa, Hisashi; Ohe, Tomoyuki; Kanatani, Akio; Fukami, Takehiro Bioorganic and Medicinal Chemistry Letters, 2008 , vol. 18, # 18 p. 5010 - 5014

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS05
Signal Word : Danger	UN#: 1759
Class : 8	Packing Group : Ⅲ
Hazard Statements : H227-H314
Precautionary Statements : P260-P264-P280-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P363-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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2-Chloro-1H-benzo[d]imidazole-6-carboxylic acid

CAS No. 933710-78-2

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