89781-41-9

Upstream product

• 98-86-2 acetophenone 
• 75-30-9 2-iodo-propane 
• 17812-07-6 Benzoylacrylic acid 
• 924-53-8 isopropyl glyoxalate 
• 20913-05-7 (Benzoylmethylene)triphenylphosphorane 
• 220038-45-9 DIPT 
• 75-26-3 isopropyl bromide 
• 583-06-2 3-benzoylacrylic acid 
• 67-63-0 isopropyl alcohol 
• 71-43-2 benzene 

Downstream Products

• 1310585-04-6 C₃₁H₃₂N₂O₄ 
• 1310584-84-9 C₃₁H₃₂N₂O₄ 
• 1310585-06-8 C₃₁H₃₂N₂O₅ 
• 1310584-85-0 C₃₁H₃₂N₂O₅ 
• 1383730-99-1 (Z)-isopropyl 4-((diethoxyphosphoryl)oxy)-4-phenylbut-3-enoate 
• 1185984-55-7 isopropyl (R)-2-(nitromethyl)-4-oxo-4-phenylbutanoate 
• 1416565-48-4 (R)-isopropyl 2-(2-hydroxy-4,5-dimethoxyphenyl)-4-oxo-4-phenylbutanoate 
• 1416565-49-5 isopropyl 2-(2-hydroxy-4,5-dimethoxyphenyl)-4-oxo-4-phenylbutanoate 

Relevant academic research and scientific papers

Design, synthesis, and bioevaluation of a novel class of (E)-4-oxo-crotonamide derivatives as potent antituberculosis agents

A series of novel (E)-4-oxo-2-crotonamide derivatives were designed and synthesized to find potent antituberculosis agents. All the target compounds were evaluated for their in vitro activity against Mycobacterium tuberculosis H37Rv(MTB). Results reveal that 4-phenyl moiety at part A and short methyl group at part C were found to be favorable. Most of the derivatives displayed promising activity against MTB with MIC ranging from 0.125 to 4 μg/mL. Especially, compound IIIa16 was found to have the best activity with MIC of 0.125 μg/mL against MTB and with MIC in the range of 0.05–0.48 μg/mL against drug-resistant clinical MTB isolates.

Substituted 4-oxo-crotonic acid derivatives as a new class of protein kinase B (PknB) inhibitors: synthesis and SAR study

Protein kinase B (PknB) is an essential serine/threonine protein kinase required for Mycobacterium tuberculosis (M. tb) cell division and cell-wall biosynthesis. A high throughput screen using PknB identified a (E)-4-oxo-crotonic acid inhibitor, named YH-8, which was used as a scaffold for SAR investigations. A significant improvement in enzyme affinity was achieved. The results indicated that the α,β-unsaturated ketone scaffold and “trans-” configuration are essential for the activity against PknB. And compounds with an aryl group, especially with electron-withdrawing substituents on benzene ring, exhibited four fold potency than that of YH-8.

Enantioselective conjugate addition of aliphatic thiols to divergently activated electron poor alkenes and dienes

Divergently activated double bonds in electron poor 4-oxo-butenoates and (2E,4E)-6-oxo-2,4-dienoates underwent stereoselective and regioselective addition of mercaptans catalyzed by simple Cinchona alkaloids. Application of quinine and quinidine afforded both enantiomers of the 1,4-adducts with respect to the ketone carbonyl group in ees of up to 80%. Single recrystallization of some adducts resulted in further enrichment of up to 99%ee.

Structure-activity relationship, cytotoxicity and mode of action of 2-ester-substituted 1,5-benzothiazepines as potent antifungal agents

Our studies examined the structural features responsible for the antifungal activity of 2-ethoxycarbonyl-1,5-benzothiazepine (7a). Three series of 1,5-benzothiazepine derivatives were synthesized and screened for their antifungal activity. The results suggested that the ethoxycarbonyl group at the 2 position and the imine moiety on the seven-membered ring are essential for activity. The most potent of the synthesized analogues (7a, 7b) were further studied by evaluating their cytotoxicity and mode of action (for 7a). The results showed that compounds 7a and 7b were relatively safe for BV2 cells, but compound 7a interfered with Cryptococcus neoformans cell wall integrity by increasing the chitinase activity. Therefore, compound 7a was considered safe as an antifungal agent for animal cells. Three series of 1,5-benzothiazepine derivatives were synthesized and their antifungal activities were evaluated to determine the structure-activity relationships with respect to the antifungal activity of 2-ester-substituted 1,5-benzothiazepines. The effective antifungal compounds 7a and 7b were further studied for their antifungal activity, cytotoxicity and mechanism of action (for compound 7a). The results provided important information about this class of benzothiazepines. Copyright

Highly enantioselective organocatalytic Michael addition of nitroalkanes to 4-oxo-enoates

A useful Michael addition reaction using nitroalkanes as the nucleophile and 4-oxo-enoates as the Michael acceptor has been disclosed, and the reaction allows expedient access to functionalized chiral γ-keto esters in high yields and excellent enantioselectivities (up to 98% ee), with a low catalyst loading.

3-benzoyl-2-mercaptopropionic acid derivatives

3-Benzoyl-2-mercaptopropionic acid derivatives represented by the general formula STR1 (wherein, X represents a hydrogen atom, a halogen atom, hydroxy group, a lower alkyl group or a lower alkoxy group, Y represents a hydrogen atom, a halogen atom, a lower alkyl group or a lower alkoxy group, Z represents a hydrogen atom or an acyl group, and R represents a hydrogen atom or a lower alkyl group). These compounds have immunomodulative function and are effective for the treatment of diseases caused by abnormal immunofunction.