2-Chloro-7-methyl-1H-benzo[d]imidazole

Name: 2-Chloro-7-methyl-1H-benzo[d]imidazole
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 15965-57-8
Cat. No. CS-D0277
Purity≥95%
MDL No.MFCD10001473

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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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2-Chloro-7-methyl-1H-benzo[d]imidazole|CS-D0277

Structure of 15965-57-8

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General Information

CAS No. 15965-57-8
Cat. No. CS-D0277
Purity ≥95%
MDL No. MFCD10001473
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₇ClN₂
Molecular Weight 166.61
Synonym(s) 2-Chloro-4-methyl-1H-benzimidazole
SMILES CC1=C2N=C(Cl)NC2=CC=C1

Description

2-Chloro-7-methyl-1H-benzo[d]imidazole features a fused bicyclic core with complementary electron-withdrawing and electron-donating substituents, enabling selective functionalization in heterocyclic synthesis. This bench-stable scaffold integrates readily into bioactive molecule design, offering enhanced metabolic stability and favorable solubility profiles for medicinal chemistry applications.

Application

2-Chloro-7-methyl-1H-benzo[d]imidazole serves as a versatile building block in medicinal chemistry, enabling efficient access to biologically relevant heterocyclic scaffolds. Its chloro substituent facilitates palladium-catalyzed cross-coupling reactions, while the methyl group enhances metabolic stability and modulates electronic properties. The compound exhibits excellent bench stability and compatibility with standard functional group manipulations, making it well-suited for parallel synthesis campaigns and API intermediate development.

Synthesis

Route1
- In-stock
  
  19190-68-2
- ~93%
- In-stock
  
  15965-57-8
References
- Barth, Francis; Bichon, Daniel; Bolkenius, Frank; Van Dorsselaer, Viviane Patent: US2004/29866 A1, 2004 ; Location in patent: Page/Page column 8 ; US 20040029866 A1
Route2
- 530-62-1
- In-stock
  
  2687-25-4
- ~82%
- In-stock
  
  15965-57-8
References
- Taniguchi, Yosuke; Kool, Eric T. Journal of the American Chemical Society, 2007 , vol. 129, # 28 p. 8836 - 8844
Route3
- In-stock
  
  2687-25-4
- ~%
- In-stock
  
  15965-57-8
References
- Nakao, Syuhei; Mabuchi, Miyuki; Shimizu, Tadashi; Itoh, Yoshihiro; Takeuchi, Yuko; Ueda, Masahiro; Mizuno, Hiroaki; Shigi, Naoko; Ohshio, Ikumi; Jinguji, Kentaro; Ueda, Yuko; Yamamoto, Masatatsu; Furukawa, Tatsuhiko; Aoki, Shunji; Tsujikawa, Kazutake; Tanaka, Akito Bioorganic and Medicinal Chemistry Letters, 2014 , vol. 24, # 4 p. 1071 - 1074

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

Quality Control

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Computational Chemistry Data

TPSA 28.68
LogP 2.52472
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Benzimidazole compounds

Key Words

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2-Chloro-7-methyl-1H-benzo[d]imidazole

CAS No. 15965-57-8

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