2,3-Dihydro-1H-benzo[d]imidazo[1,2-a]imidazole

Base Information

• Chemical Name: 2,3-Dihydro-1H-benzo[d]imidazo[1,2-a]imidazole
• CAS No.: 24134-26-7
• Molecular Formula: C9H9 N3
• Molecular Weight: 159.19
• Hs Code.: 2933990090
• NSC Number: 713600
• DSSTox Substance ID: DTXSID60419891
• ChEMBL ID: CHEMBL1896007
• Mol file: 24134-26-7.mol

Synonyms:2,3-Dihydro-1H-benzo[d]imidazo[1,2-a]imidazole;24134-26-7;2,3-dihydro-1H-imidazo[1,2-a]benzimidazole;2,3-Dihydro-1H-1,3a,8-triaza-cyclopenta[a]indene;MFCD00805823;NSC713600;Oprea1_050208;MLS000528344;SCHEMBL839645;F0451-0657;CHEMBL1896007;SCHEMBL10309246;DTXSID60419891;HMS1607H08;HMS2184F24;dihydroimidazo[1,2-a]benzimidazole;BBL011649;MECLOCYCLINESULFOSALICYLATESALT;SC1079;STK498406;STK802480;2,5,7-triazatricyclo[6.4.0.0^{2,6}]dodeca-1(8),6,9,11-tetraene;AKOS000267450;AKOS005456237;FS-1829;NSC-713600;2,3-dihydroimidazo[1,2-a]benzimidazole;SMR000120919;CS-0076882;EU-0000707;FT-0677287;2,9-dihydro-3H-imidazo[1,2-a]benzimidazole;EN300-08224;A878011;SR-01000393560;2,3-dihydro-1H-imidazo[1,2-a][1,3]benzimidazole;J-015360;SR-01000393560-1;Z56854350;2,5,7-triazatricyclo[6.4.0.0?,?]dodeca-1(12),6,8,10-tetraene;2,5,7-triazatricyclo[6.4.0.0,2,6]dodeca-1(12),6,8,10-tetraene

Chemical Property of 2,3-Dihydro-1H-benzo[d]imidazo[1,2-a]imidazole

Chemical Property:

• Vapor Pressure: 0.00217mmHg at 25°C
• Melting Point: 198-200 °C
• Refractive Index: 1.767
• Boiling Point: 289.7°Cat760mmHg
• PKA: 7.29±0.20(Predicted)
• Flash Point: 129°C
• PSA: 29.85000
• Density: 1.42g/cm³
• LogP: 1.59980
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 159.079647300
• Heavy Atom Count: 12
• Complexity: 183

Purity/Quality:

97% ^*data from raw suppliers

2,3-Dihydro-1h-1,3a,8-triaza-cyclopenta[a]indene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN2C3=CC=CC=C3N=C2N1

Technology Process of 2,3-Dihydro-1H-benzo[d]imidazo[1,2-a]imidazole

There total 4 articles about 2,3-Dihydro-1H-benzo[d]imidazo[1,2-a]imidazole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

(1H-Benzoimidazol-2-yl)-(2-chloro-ethyl)-amine (84797-54-6) → 1,2-dihydro-4H-imidazo<1,2-a>benzimidazole (24134-26-7)

Guidance literature:

Heating;

DOI:10.1007/BF00513276

Reference yield: 93.0%

ethyleneimine (151-56-4,9002-98-6) + 2-Nitrobenzimidazole (5709-67-1) → 2,3-dihydro-1H-imidazo<1,2-a>benzimidazole (24134-26-7)

Guidance literature:

for 0.5h; Heating;

DOI:10.1021/jm00353a014

Reference yield: 60.0%

1-(4,5-dihydro-1H-imidazol-2-yl)benzotriazole (130838-45-8) → 1,2-dihydro-4H-imidazo<1,2-a>benzimidazole (24134-26-7)

Guidance literature:

In acetonitrile; for 18h; Ambient temperature; Irradiation;

upstream raw materials:

ethyleneimine

2-Nitrobenzimidazole

1-(4,5-dihydro-1H-imidazol-2-yl)benzotriazole

(1H-Benzoimidazol-2-yl)-(2-chloro-ethyl)-amine

Refernces

SYNTHESIS AND PHARMACOLOGICAL ACTIVITY OF CERTAIN 2,3-DIHYDROIMIDAZO<1,2-A>BENZIMIDAZOLES AND INTERMEDIATES FORMED IN THEIR SYNTHESIS

10.1007/BF01146184

The research focuses on the synthesis and pharmacological activity of certain 2,3-dihydroimidazo[1,2-a]benzimidazoles and their intermediates. The purpose of the study was to explore the potential hypotensive and hypoglycemic properties of these compounds, which contain a common nitrogen atom and an imidazoline ring, and have been found to exhibit a broad spectrum of pharmacological activity. The researchers synthesized new derivatives of 9H-2,3-dihydroimidazo[1,2-a]benzimidazole and investigated their pharmacological properties, including their effects on blood sugar levels and arterial pressure in rats, as well as their influence on the enzymatic activity of cyclic AMP phosphodiesterase (cAMP PDE) and acetylcholine esterase (ACE). The chemicals used in the synthesis process included various alkyl- and aralkyl-substituted benzimidazoles, chloroethylaminobenzimidazoles, and methoxyethylaminobenzimidazoles, among others. The conclusions drawn from the study indicated that some of the synthesized imidazo[1,2-a]benzimidazole derivatives showed promising hypoglycemic and hypotensive effects, and certain compounds demonstrated inhibitory activity against cAMP PDE and ACE, suggesting potential therapeutic applications. However, the overall effectiveness of these compounds was found to be less than that of some reference preparations, such as adebite (a quinidine derivative).