179162-64-2

Basic information

• Product Name: Micafungin Side Chain Methyl Ester
• Synonyms: Micafungin Side Chain Methyl Ester;Benzoic acid, 4-[5-[4-(pentyloxy)phenyl]-3-isoxazolyl]-, Methyl ester;Methyl 4-{5-[4-(pentyloxy)phenyl]isoxazol-3-yl}benzoate;Micafungin Side Chain Acid Methyl Ester;4-(5-(4-(Pentyloxy)phenyl)isoxazol-3-yl)benzoic acid methyl ester
• CAS NO: 179162-64-2
• Molecular Formula: C₂₂H₂₃NO₄
• Molecular Weight: 365.42232
• Mol File: 179162-64-2.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 528.857°C at 760 mmHg
• Flash Point: 273.643°C
• Appearance: /
• Density: 1.128g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.548
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: Micafungin Side Chain Methyl Ester(CAS DataBase Reference)
• NIST Chemistry Reference: Micafungin Side Chain Methyl Ester(179162-64-2)
• EPA Substance Registry System: Micafungin Side Chain Methyl Ester(179162-64-2)

Safety Data

• Hazardous Substances Data: 179162-64-2(Hazardous Substances Data)

Usage

General Description

Micafungin side chain methyl ester is a synthetic chemical compound used in the pharmaceutical industry. It is a derivative of micafungin, a antifungal medication used to treat certain types of fungal infections in the body. The side chain methyl ester modification of micafungin is known to enhance its antifungal activity by improving its stability and bioavailability. This chemical compound is often used in the synthesis of new drug candidates with improved pharmacokinetic and pharmacodynamic properties, making it a valuable tool for the development of novel antifungal medications.

InChI:InChI=1/C22H23NO4/c1-3-4-5-14-26-19-12-10-17(11-13-19)21-15-20(23-27-21)16-6-8-18(9-7-16)22(24)25-2/h6-13,15H,3-5,14H2,1-2H3

Upstream product

• 1571-08-0 methyl 4-formylbenzoate 
• 5736-91-4 4-(n-pentyloxy)benzaldehyde 
• 123-08-0 4-hydroxy-benzaldehyde 
• 5467-56-1 4-pentyloxyacetophenone 
• 110-53-2 1-Bromopentane 
• 99-93-4 4-Hydroxyacetophenone 
• 1431323-57-7 C₁₃H₁₆ClNO₃ 
• 1679-64-7 Monomethyl terephthalate 
• 79887-16-4 1-ethynyl-4-(pentyloxy)benzene 
• 101023-70-5 4-methoxycarbonylbenzhydroxamic acid chloride 

Downstream Products

• 235112-66-0 1-[[4-[5-(4-pentyloxyphenyl)isoxazol-3-yl]benzoyl]oxy]-1H-1,2,3-benzotriazole 
• 179162-55-1 4-{5-[4-(pentyloxy)phenyl]-1,2-oxazol-3-yl}benzoic acid 

Relevant articles and documents

Synthesis method of micafungin side chain intermediate

The invention discloses a synthesis method of a micafungin side chain intermediate. An important side chain intermediate for synthesizing micafungin can be obtained through only three steps, and the steps are simple. Firstly, 4-pentoxyl acetophenone and methyl p-formylbenzoate as initial raw materials are subjected to an aldol condensation reaction under the action of an alkali catalyst cesium carbonate to obtain an intermediate M1; then, the intermediate M1 and N-hydroxyl p-toluenesulfonamide are cyclized under the action of the alkali catalyst cesium carbonate to obtain an intermediate M2; and finally, transesterification reaction is carried out on the intermediate M2 and 1-hydroxybenzotriazole to obtain the high-purity micafungin side chain intermediate shown in the formula M (See the specification). A brand-new synthesis route is provided, and a foundation is laid for preparation of a final product micafungin.

Synthesis and antifungal evaluation of pentyloxyl-diphenylisoxazoloyl pneumocandins and echinocandins

Echinocandins and pneumocandins are classes of lipocyclohexapeptides that are broad spectrum antifungal agents. They inhibit fungal specific 1,3-β-glucan synthase activity which is an essential component of the fungal cell wall. Chemical modifications of

Practical synthesis of FR195752, the side chain of Micafungin, utilizing a regioselective conversion of diaryl-β-diketone to 3,5-diarylisoxazole

The practical synthesis of FR195752, the side chain of Micafungin, was established utilizing a highly regioselective conversion of diaryl-β- diketone to 3,5-diarylisoxazole via the corresponding β-keto enamine intermediate whose disfavored regioisomer could be recycled efficiently after its hydrolysis. In addition, the related substance of FR195752 could be strictly controlled by the purification of its intermediate.