1189178-13-9

Upstream product

• 4518-10-9 Methyl 3-aminobenzoate 
• 577-19-5 2-nitrophenyl bromide 
• 618-89-3 methyl 3-bromobenzoate 
• 88-74-4 2-nitro-aniline 
• 1493-27-2 ortho-nitrofluorobenzene 

Downstream Products

• 1189178-14-0 methyl 3-(2-aminophenylamino)-benzoate 
• 1381947-81-4 methyl 3-(1H-benzo[d]imidazol-1-yl)-benzoate 
• 1449335-31-2 (R)-3-(1H-benzo[d]imidazol-1-yl)-N-(2-hydroxy-1-phenylethyl) benzamide 
• 1449335-35-6 (R)-3-(1H-benzo[d]imidazol-1-yl)-N-(1-hydroxy-3-phenylpropan-2-yl)-benzamide 
• 1449335-36-7 (S)-3-(1H-benzo[d]imidazol-1-yl)-N-(1-hydroxy-3-methylbutan-2-yl)-benzamide 
• 1449335-37-8 (S)-3-(1H-benzo[d]imidazol-1-yl)-N-(1-hydroxy-3,3-dimethylbutan-2-yl)-benzamide 
• 1449335-32-3 (R)-2-(3-(1H-benzo[d]imidazol-1-yl)phenyl)-4-phenyl-4,5-dihydrooxazole 
• 1449335-38-9 (R)-2-(3-(1H-benzo[d]imidazol-1-yl)phenyl)-4-benzyl-4,5-dihydrooxazole 
• 1449335-39-0 C₁₉H₁₉N₃O 
• 1449335-40-3 (S)-2-(3-(1H-benzo[d]imidazol-1-yl)phenyl)-4-tert-butyl-4,5-dihydrooxazole 
• 1449335-33-4 C₂₃H₂₀N₃O⁽¹⁺⁾*I^(1-) 
• 1449335-41-4 C₂₄H₂₂N₃O⁽¹⁺⁾*I^(1-) 
• 1449335-42-5 C₂₅H₂₄N₃O⁽¹⁺⁾*I^(1-) 
• 1449335-43-6 C₂₀H₂₂N₃O⁽¹⁺⁾*I^(1-) 

Relevant academic research and scientific papers

Synthesis of novel N-heterocyclic carbene-oxazoline palladium complexes and their applications in suzuki-miyaura cross-coupling reaction

A series of novel N-heterocyclic carbene-oxazoline ligands were synthesized in six steps. Palladium complexes were obtained by deprotonation of the benzimidazole salts and subsequent ligation with Pd(OAc)2 in THF. Different types of cyclic bis- and tetrapalladium complexes were achieved by modifying substituent of oxazoline group. The structures of these palladium complexes were characterized by NMR and X-ray diffraction analysis. Catalytic properties of these Pd-complexes were tested by Suzuki-Miyaura cross-coupling reaction. Georg Thieme Verlag Stuttgart. New York.

Development of potent and selective inhibitors of aldo-keto reductase 1C3 (type 5 17β-hydroxysteroid dehydrogenase) based on N -phenyl-aminobenzoates and their structure-activity relationships

Aldo-keto reductase 1C3 (AKR1C3; type 5 17β-hydroxysteroid dehydrogenase) is overexpressed in castration resistant prostate cancer (CRPC) and is implicated in the intratumoral biosynthesis of testosterone and 5α-dihydrotestosterone. Selective AKR1C3 inhibitors are required because compounds should not inhibit the highly related AKR1C1 and AKR1C2 isoforms which are involved in the inactivation of 5α-dihydrotestosterone. NSAIDs, N-phenylanthranilates in particular, are potent but nonselective AKR1C3 inhibitors. Using flufenamic acid, 2-{[3-(trifluoromethyl)phenyl]amino}benzoic acid, as lead compound, five classes of structural analogues were synthesized and evaluated for AKR1C3 inhibitory potency and selectivity. Structure-activity relationship (SAR) studies revealed that a meta-carboxylic acid group relative to the amine conferred pronounced AKR1C3 selectivity without loss of potency, while electron withdrawing groups on the phenylamino B-ring were optimal for AKR1C3 inhibition. Lead compounds did not inhibit COX-1 or COX-2 but blocked the AKR1C3 mediated production of testosterone in LNCaP-AKR1C3 cells. These compounds offer promising leads toward new therapeutics for CRPC.

Rational design and synthesis of potent dibenzazepine motifs as β-secretase inhibitors

We have identified small-molecule dibenzazepine inhibitors of β-secretase (BACE1). These BACE1 inhibitors possess two key salient features. The first is a seven-membered heterocyclic ring fused to two aromatic rings representing the P3-P2 residues. The se