2-Aminobenzimidazole

Base Information

• Chemical Name: 2-Aminobenzimidazole
• CAS No.: 934-32-7
• Deprecated CAS: 144704-99-4
• Molecular Formula: C7H7N3
• Molecular Weight: 133.153
• Hs Code.: 2933.99
• European Community (EC) Number: 213-280-6
• NSC Number: 27793,7628
• UNII: E65DE7521V
• DSSTox Substance ID: DTXSID1024465
• Nikkaji Number: J3.655B
• Wikidata: Q27103356
• Metabolomics Workbench ID: 51469
• ChEMBL ID: CHEMBL305513
• Mol file: 934-32-7.mol

Synonyms:2-aminobenzimidazole;2-aminobenzimidazole hydrochloride;2-aminobenzimidazole monobenzoate;2-aminobenzimidazole monohydrochloride;2-aminobenzimidazole monoperchlorate;2-aminobenzimidazole monosulfate;2-aminobenzimidazole sulfate;2-aminobenzimidazole sulfate (2:1);2-aminobenzimidazole tartrate(2:1), (L)-(+)-isomer;2-aminobenzimidazole, conjugate monoacid

Chemical Property of 2-Aminobenzimidazole

Chemical Property:

• Appearance/Colour: light yellow to cream or beige powder or flakes
• Vapor Pressure: 1.23E-05mmHg at 25°C
• Melting Point: 226-230 °C(lit.)
• Refractive Index: 1.78
• Boiling Point: 368.9 °C at 760 mmHg
• PKA: 11.41±0.10(Predicted)
• Flash Point: 204.6 °C
• PSA: 54.70000
• Density: 1.367 g/cm³
• LogP: 1.72630
• Storage Temp.: Store below +30°C.
• Solubility.: <1g/l slightly soluble
• Water Solubility.: Soluble in water (Slightly).
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 133.063997236
• Heavy Atom Count: 10
• Complexity: 126

Purity/Quality:

99%min ^*data from raw suppliers

2-Aminobenzimidazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37/38-43
• Safety Statements: 26-36/37/39-22

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)NC(=N2)N
• General Description: 2-Aminobenzimidazole is a key precursor in the synthesis of benzimidazole-derived Schiff base ligands, which are further complexed with metals like copper(II) and zinc(II) to form potential bioactive compounds. In this study, it served as a reactant alongside o-vanillin to create a ligand for metal complexes, demonstrating its utility in medicinal chemistry for developing analgesic, antipyretic, and anti-inflammatory agents. The resulting metal complexes exhibited promising biological activity, highlighting the significance of 2-aminobenzimidazole as a scaffold in drug design.

Technology Process of 2-Aminobenzimidazole

There total 50 articles about 2-Aminobenzimidazole 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: 100.0%

2-azido-1H-benzo[d]imidazole (1516-74-1) → 1H-benzimidazol-2-amine (934-32-7)

Guidance literature:

With sodium tetrahydroborate; tin bis(1,2-benzenethiolate); In tetrahydrofuran; phosphate buffer; at 10 ℃; for 0.5h; pH=10;

DOI:10.1021/ol991359z

Reference yield: 97.0%

bromocyane (506-68-3) + 1,2-diamino-benzene (95-54-5) → 1H-benzimidazol-2-amine (934-32-7)

Guidance literature:

In methanol; water; at 20 - 60 ℃; Inert atmosphere;

Reference yield: 95.0%

aminoiminomethanesulfonic acid (1184-90-3) + 1,2-diamino-benzene (95-54-5) → 1H-benzimidazol-2-amine (934-32-7)

Guidance literature:

In isopropyl alcohol; at 60 ℃;

DOI:10.1002/cjoc.201190179

upstream raw materials:

1H-benzimidazole-2-sulfonic acid

bromocyane

1,2-diamino-benzene

2-azido-1H-benzo[d]imidazole

Downstream raw materials:

N-(3-oxo-3-phenyl-propionyl)-sulfanilic acid-(1H-benzimidazol-2-ylamide)

2-methylpyrimido[1,2-a]benzimidazol-4(1H)-one

7-[α-(1H-benzimidazol-2-ylamino)-benzyl]-quinolin-8-ol

3-Methyl-benzo[4,5]imidazo[1,2-a]pyrimidine

Refernces

In vivo assessment of newly synthesized achiral copper(ii) and zinc(ii) complexes of a benzimidazole derived scaffold as a potential analgesic, antipyretic and anti-inflammatory

10.1039/c5ra25071d

The research presented in the "RSC Advances" manuscript focuses on the synthesis and in vivo assessment of newly synthesized achiral copper(II) and zinc(II) complexes derived from benzimidazole. The study aimed to evaluate their potential as analgesic, antipyretic, and anti-inflammatory agents. The reactants used in the synthesis include 2-aminobenzimidazole, o-vanillin, Cu(NO3)2·3H2O, and Zn(NO3)2·6H2O. The Schiff base ligand was synthesized by refluxing 2-aminobenzimidazole and o-vanillin in absolute ethanol, followed by recrystallization. The copper(II) and zinc(II) complexes were then synthesized by reacting the Schiff base with the respective metal nitrate salts in methanol. Characterization of the ligand and complexes was performed using various analytical and spectroscopic techniques, including infrared (IR), proton (1H) and carbon-13 (13C) nuclear magnetic resonance (NMR), electron paramagnetic resonance (EPR), high-resolution mass spectrometry (HRMS), and ultra-performance liquid chromatography (UPLC). The in vivo biological activities were assessed using mice and rats models for antipyretic (yeast-induced hyperpyrexia), analgesic (acetic acid-induced writhing), and anti-inflammatory (carrageenan-induced paw edema) effects. The experiments were conducted following ethical guidelines, and the results were statistically analyzed using one-way ANOVA and Dunnett's post-hoc test.

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