6208-35-1

Upstream product

• 58933-36-1 3,4-dichloro-N-hydroxybenzimidoyl chloride 
• 107-19-7 propargyl alcohol 
• 5331-92-0 3,4-dichlorobenzaldehyde oxime 
• 6175-54-8 hydroxy-1-propyne 
• 1056189-27-5 3,4-dichloro-N-hydroxybenzenecarboximidoyl chloride 
• 135294-57-4 m,p-dichlorobenzonitrile N-oxide 
• 6287-38-3 3,4-dichlorobenzaldehyde 

Downstream Products

• 5300-98-1 5-chloromethyl-3-(3,4-dichloro-phenyl)-isoxazole 
• 901926-64-5 3-(3,4-dichlorophenyl)-5-isoxazolylcarboxylic acid 
• 5378-65-4 3-(3,4-dichlorophenyl)-5-bromomethylisoxazole 
• 1240190-11-7 N-[[[3-(3,4-dichlorophenyl)isoxazol]-5-yl]methyl]-(R)-2-tert-butoxycarbonylmethylhexanamide 
• 1240190-17-3 N-[[[3-(3,4-dichlorophenyl)isoxazol]-5-yl]-methyl]-(R)-2-methoxycarbonylmethylhexanamide 
• 1240190-22-0 (R)-2-butyl-N₄-hydroxy-N₁-[[[3-(3,4-dichlorophenyl)isoxazol]-5-yl]-methyl]succinamide 
• 1240190-03-7 (3-(3,4-dichlorophenyl)isoxazol-5-yl)methanamine 

Relevant academic research and scientific papers

Synthesis and in vitro biological evaluation of novel coumarin derivatives containing isoxazole moieties on melanin synthesis in B16 cells and inhibition on bacteria

A novel series of coumarin derivatives 6a–o, bearing isoxazole moieties were designed and synthesized. After that, they were evaluated for melanin synthesis in murine B16 cells and inhibitory effect on the growth of CA (Candida albicans), EC (Escherichia coli), SA (Staphylococcus aureus). It was found that eleven compounds (6b–f, 6j–o) showed a better activity on melanin synthesis than positive control (8-MOP). Among them, compounds 6d (242%) and 6f (390%), with nearly 1.6 and 2.6-fold potency compared with 8-MOP (149%) respectively, were recognized as the most promising candidate hits for further pharmacological study of anti-vitiligo. Seven halogen substituted compounds exhibited moderate antimicrobial activity against CA. It is interesting that 6e–f and 6l–m, which had two halogens on the benzene showed a comparable activity with Amphotericin B against CA. The evaluation of melanin synthesis in B16 cells and inhibitory effect on bacteria of above structurally diverse derivatives had also led to an outline of structure-activity relationship.

Synthesis and bioactivity of novel isoxazole chalcone derivatives on tyrosinase and melanin synthesis in murine B16 cells for the treatment of vitiligo

A new series of chalcone derivatives 1–18, bearing isoxazole moieties were designed and synthesized, and biologically evaluated for their activity on mushroom tyrosinase and melanin synthesis in murine B16 cells. The result indicated that most of prepared compounds 1–18 showed potent activating effect on tyrosinase, especially for 1–2, 4, 6–7, 9 and 15. Among them, compounds 2, 4 and 9 demonstrated the best activity with EC50?=?1.3, 2.5 and 3.0?μmol·L?1respectively, much better than the positive control 8-methoxypsoralan (8-MOP, EC50?=?14.8?μmol·L?1); In B16 cells, all the tested compounds exhibited a stronger activity on melanogenesis than 8-MOP (with the value of 115%). It was interesting that derivatives substituted with halogen (1, 2, 4, 5, 7, 9) were generally more potent. Compounds 2 (463%) and 18 (438%) with 3 and 4-fold potency compared with 8-MOP respectively, were recognized as the most promising candidate hits for further pharmacological study of anti-vitiligo.

Design, synthesis and antibacterial activity of novel N-formylhydroxylamine derivatives as PDF inhibitors

A new series of N-formylhydroxylamines 11a-i have been synthesized through a multi-step protocol starting from diethyl malonate. These compounds have been structurally characterized by IR, 1H NMR and HRMS. All the synthesized compounds 11a-i have been screened for antibacterial activities. All the compounds are found to exhibit potent in vitro inhibitory activity against Staphylococcus aureus and relatively weak antibacterial activity against Klebsiella pneumoniae.

Synthesis and preliminary antibacterial evaluation of 2-butyl succinate-based hydroxamate derivatives containing isoxazole rings

Two series of novel 2-butyl succinate-based Hydroxamate derivatives containing isoxazole rings were synthesized, characterized and evaluated for antibacterial activity. The synthesized compounds were found to exhibit weak to moderate inhibitory activity against Staphytlococcus aureu and Klebsiellar pneumonia in vitro. All the compounds synthesized were found to be more effective against Klebsiellar pneumonia compared to Staphytlococcus aureu.

Concise synthesis and antimicrobial activities of new substituted 5-isoxazolpenicillins

The synthesis of a series of new 5-isoxazolpenicillins is described, which were obtained by coupling substituted isoxazoles with 6-APA. Concise large-scale synthesis of 3,5-disubstituted isoxazoles by 1,3-dipolar cycloaddition using copper(I) as catalyst was also investigated. Representative compounds were assayed for antimicrobial activities, showing satisfactory antimicrobial activities against Gram-negative bacteria.

Substituted tetrahydropyrrolo[2,1-b]oxazol-5(6H)-ones and tetrahydropyrrolo[2,1-b]thiazol-5(6H)-ones as hypoglycemic agents

A series of substituted tetrahydropyrrolo[2,1-b]oxazol-5(6H)-ones and tetrahydropyrrolo[2,1-b]thiazol-5(6H)-ones was synthesized from amino alcohols or amino thiols and keto acids. A pharmacological model based on the results obtained with these compounds led to the synthesis and evaluation of a series of isoxazoles and other monocyclic compounds. These were evaluated for their ability to enhance glucose utilization in cultured L6 myocytes. The in vivo hypoglycemic efficacy and potency of these compounds were evaluated in a model of type 2 diabetes mellitus (non-insulin-dependent diabetes mellitus), the ob/ob mouse. 25a(2S) (SDZ PGU 693) was selected for further pharmacological studies.