492992-48-0

Basic information

• Product Name: 5-Isoxazolemethanol, 3-(3,4-difluorophenyl)-
• CAS NO: 492992-48-0
• Molecular Formula: C10H7F2NO2
• Molecular Weight: 211.168
• Mol File: 492992-48-0.mol

Chemical Properties

• CAS DataBase Reference: 5-Isoxazolemethanol, 3-(3,4-difluorophenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Isoxazolemethanol, 3-(3,4-difluorophenyl)-(492992-48-0)
• EPA Substance Registry System: 5-Isoxazolemethanol, 3-(3,4-difluorophenyl)-(492992-48-0)

Safety Data

• Hazardous Substances Data: 492992-48-0(Hazardous Substances Data)

Upstream product

• 34036-07-2 3,4 difluorobenzaldehyde 
• 107-19-7 propargyl alcohol 
• 238743-29-8 3,4-difluoro-benzaldehyde oxime 
• 6175-54-8 hydroxy-1-propyne 

Relevant articles and documents

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.

SUBSTITUTED ISOXAZOLES AND THE USE THEREOF AS ANTIBIOTICS

Compounds of formula (I), wherein X is O, S, NH, OCO, NH-CO, NH-COO, NH-CO-NH, NH-CS or NH-CS-NH; R4 is H, (C1-C3)-alkyl optionally substituted by halogen, or a C-linked heterocyclic radical selected from several possibilities; R1 an