747414-20-6

Basic information

• Product Name: 3-Isoxazolecarboxylic acid, 5-[5-(1-Methylethyl)-2,4-bis(phenylMethoxy)phenyl]-, ethyl ester
• Synonyms: 3-Isoxazolecarboxylic acid, 5-[5-(1-Methylethyl)-2,4-bis(phenylMethoxy)phenyl]-, ethyl ester;ethyl 5-(2,4-bis(benzyloxy) -5-isopropyl phenyl)isoxazole-3-carboxylate
• CAS NO: 747414-20-6
• Molecular Formula: C₂₉H₂₉NO₅
• Molecular Weight: 471.54426
• Mol File: 747414-20-6.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 629.5±55.0 °C(Predicted)
• Appearance: /
• Density: 1.165±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: -5.90±0.38(Predicted)
• CAS DataBase Reference: 3-Isoxazolecarboxylic acid, 5-[5-(1-Methylethyl)-2,4-bis(phenylMethoxy)phenyl]-, ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Isoxazolecarboxylic acid, 5-[5-(1-Methylethyl)-2,4-bis(phenylMethoxy)phenyl]-, ethyl ester(747414-20-6)
• EPA Substance Registry System: 3-Isoxazolecarboxylic acid, 5-[5-(1-Methylethyl)-2,4-bis(phenylMethoxy)phenyl]-, ethyl ester(747414-20-6)

Safety Data

• Hazardous Substances Data: 747414-20-6(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
3-Isoxazolecarboxylic acid, 5-[5-(1-Methylethyl)-2,4-bis(phenylMethoxy)phenyl]-, ethyl ester is used as a pharmaceutical compound for its potential therapeutic properties. Its unique molecular structure allows it to interact with biological targets, making it a candidate for the development of new drugs to treat various diseases.
Used in Agrochemical Industry:
In the agrochemical industry, 3-Isoxazolecarboxylic acid, 5-[5-(1-Methylethyl)-2,4-bis(phenylMethoxy)phenyl]-, ethyl ester is used as a pesticide or herbicide. Its specific chemical properties enable it to target and control pests or weeds effectively, contributing to increased crop yields and protection of agricultural resources.
Used in Materials Science:
3-Isoxazolecarboxylic acid, 5-[5-(1-Methylethyl)-2,4-bis(phenylMethoxy)phenyl]-, ethyl ester is utilized in materials science for the development of new materials with unique properties. Its molecular structure can be incorporated into polymers, coatings, or other materials to enhance their performance, durability, or functionality.

Upstream product

• 747414-19-3 C₂₉H₃₀O₆ 
• 747414-18-2 1-(2,4-bis(benzyloxy)-5-isopropylphenyl)ethan-1-one 
• 747414-17-1 1-(2,4-dihydroxy-5-isopropylphenyl)ethan-1-one 
• 23504-03-2 2,4-dihydroxy-1-isopropylbenzene 
• 22877-01-6 2,4-bis(benzyloxy)acetophenone 
• 747414-16-0 (((4-(prop-1-en-2-yl)-1,3-phenylene)bis(oxy))bis(methylene))dibenzene 
• 89-84-9 2',4'-dihydroxy-4-acetophenone 
• 1133784-21-0 4-(2,4-bis(benzyloxy)-5-isopropylphenyl)-2-hydroxy-4-oxobut-2-enoic acid ethyl ester 

Relevant articles and documents

4,5-diphenyl isoxazole derivative as well as preparation method and application thereof

The invention discloses a 4,5-diphenyl isoxazole derivative as well as a preparation method and application thereof. Specifically, the invention relates to a 4,5-diphenyl isoxazole derivative of a structure represented by the formula (I), a stereoisomer or pharmaceutically acceptable salt of the derivative, wherein the definition of each substituent in the formula (I) is the same as that in a specification. Compounds of novel structures have the activity of inhibiting heat shock proteins HSP90, can be used for treating cancers, neurodegenerative diseases, inflammatory diseases, autoimmune diseases and ischemic brain injuries, and has wide application prospect.

Heat shock protein inhibitor and preparation method and application thereof

The present invention discloses a heat shock protein inhibitor and a preparation method and an application thereof, and belongs to the technical field of medicinal chemistry. The heat shock protein inhibitor has the structure features of a formula I. The compound can inhibit activity of the heat shock protein 90, and then can be used for preparing anti-tumor drugs.

Synthesis and biological evaluation of 3,5-disubstituted-4-alkynylisoxozales as a novel class of HSP90 inhibitors

Abstract A series of 3,5-disubstitute-4-alkynylisoxazole derivatives were designed and synthesized through palladium(II)-copper(I) catalyzed Sonogashira cross-coupling reaction of an alkynyl moiety and an isoxazole scaffold as novel HSP90 inhibitors. The resultant compounds displayed moderate to potent binding affinity to HSP90 proteins, and also demonstrated good cell growth inhibitory activity against various cancer cell lines (A549, K562, MCF-7, DU145 and Hela). Some compounds (18d, 18e, 19a, 19d, 20c and 20q) show similar or better binding affinity towards HSP90α and HSP90β comparing to NVP-AUY922. In addition, compounds 18e, 19a and 20q exhibited potent inhibitory activity against various human cancer cell lines.

HSP90 INHIBITORS CONTAINING A ZINC BINDING MOIETY

The present invention relates to HSP90 inhibitors containing a zinc binding moiety and their use in the treatment of cell proliferative diseases such as cancer. The said derivatives may further act as HDAC inhibitors.

4,5-Diarylisoxazole Hsp90 chaperone inhibitors: Potential therapeutic agents for the treatment of cancer

Inhibitors of the Hsp90 molecular chaperone are showing considerable promise as potential chemotherapeutic agents for cancer. Here, we describe the structure-based design, synthesis, structure - activity relationships and pharmacokinetics of potent small-molecule inhibitors of Hsp90 based on the 4,5-diarylisoxazole scaffold. Analogues from this series have high affinity for Hsp90, as measured in a fluorescence polarization (FP) competitive binding assay, and are active in cancer cell lines where they inhibit proliferation and exhibit a characteristic profile of depletion of oncogenic proteins and concomitant elevation of Hsp72. Compound 40f (VER-52296/NVP-AUY922) is potent in the Hsp90 FP binding assay (IC50 = 21 nM) and inhibits proliferation of various human cancer cell lines in vitro, with GI50 averaging 9 nM. Compound 40f is retained in tumors in vivo when administered i.p., as evaluated by cassette dosing in tumor-bearing mice. In a human colon cancer xenograft model, 40f inhibits tumor growth by ～50%.

ISOXAZOLE COMPOUNDS AS INHIBITORS OF HEAT SHOCK PROTEINS

Isoxazoles of formula (A) or (B) are inhibitors of HSP90 activity, and useful for treatment of, for example cancers: (A), (B) wherein R1, is a group of formula (IA): -Ar1-(Alk1)p-(Z)r-(Alk2)S-Q, wherein in any compatible combination Ar1 is an optionally substituted aryl or heteroaryl radical, Alk1and Alk2 are optionally substituted divalent Cl-C6 alkylene or C2-C6 alkenylene radicals, p, r and s are independently 0 or 1, Z is -0-, -S-, -(C=O)-, -(C=S)-, -SO2-, -C(=O)O-, -C(=O)NRA-, -C(=S)NRA-, - SO2NRA-, -NRAC(=O)-, -NRASO2- or -NRA- wherein RA is hydrogen or Cl-C6 alkyl, and Q is hydrogen or an optionally substituted carbocyclic or heterocyclic radical; R2 is (i) a group of formula (IA) above or (ii) a carboxamide radical; or (iii) a non aromatic carbocyclic or heterocyclic ring wherein a ring carbon is optionally substituted, and/or a ring nitrogen is optionally substituted by a group of formula -(Alk1)p-(Z)r-(Alk2)s-Q wherein Q, Alk1, Alk2, Z, p, r and s are as defined above in relation to group (IA); and R3 is hydrogen, optionally substituted cycloalkyl, cycloalkenyl, C1-C6 alkyl, C1-C6 alkenyl, or C1-C6 alkynyl; or a carboxyl, carboxamide, or carboxyl ester group.