94695-50-8

Basic information

• Product Name: Ethyl 2,3,4,5-tetrafluorobenzoyl acetate
• Synonyms: ETHYL 2,3,4,5-TETRAFLUOROBENZOYL ACETATE;2,3,4,5-Tetrafluorobenzoyl acetic acid, ethyl ester;Methyl (2,3,4,5-Tetrafluoro-Benzoyl)Acetate;3-oxo-3-(2,3,4,5-tetrafluoro-phenyl)-propionic acid ethyl ester;Ethyl(2,3,4,5-tetrafluorobenzo;Benzenepropanoicacid, 2,3,4,5-tetrafluoro- -oxo-ethylester;5-tetrafluorobenzoyl acetate;Ethyl 2
• CAS NO: 94695-50-8
• Molecular Formula: C₁₁H₈F₄O₃
• Molecular Weight: 264.17
• Product Categories: Acetics acid and esters;Benzoic acid;Aromatics;Intermediates
• Mol File: 94695-50-8.mol
• Article Data: 34

Chemical Properties

• Melting Point: 41-44°C
• Boiling Point: 100 °C / 0.1mmHg
• Flash Point: 123℃
• Appearance: /
• Density: 1.384
• Vapor Pressure: 0.00259mmHg at 25°C
• Refractive Index: 1.456
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility: DMSO, Methanol
• PKA: 10.51±0.50(Predicted)
• CAS DataBase Reference: Ethyl 2,3,4,5-tetrafluorobenzoyl acetate(CAS DataBase Reference)
• NIST Chemistry Reference: Ethyl 2,3,4,5-tetrafluorobenzoyl acetate(94695-50-8)
• EPA Substance Registry System: Ethyl 2,3,4,5-tetrafluorobenzoyl acetate(94695-50-8)

Safety Data

• Hazard Codes: Xi
• Safety Statements: 24/25
• Hazardous Substances Data: 94695-50-8(Hazardous Substances Data)

Usage

Description

Ethyl 2,3,4,5-tetrafluorobenzoyl acetate, also known as 2,3,4,5-tetrafluorobenzoylacetic acid ethyl ester, is a fluorinated benzoylacetate compound characterized by the presence of four fluorine atoms on the benzene ring. This unique structure endows it with specific chemical properties that make it a valuable synthetic reagent in various applications.

Uses

Used in Pharmaceutical Industry:
Ethyl 2,3,4,5-tetrafluorobenzoyl acetate is used as a synthetic reagent for the preparation of antibacterial agents, contributing to the development of new drugs to combat bacterial infections. Its fluorinated structure allows for the creation of molecules with enhanced activity and selectivity against bacterial targets.
Used in Oncology Research:
In addition to its antibacterial applications, Ethyl 2,3,4,5-tetrafluorobenzoyl acetate is also used as a synthetic reagent in the preparation of potential antitumor agents. Its unique chemical properties enable the synthesis of novel compounds with the potential to target and inhibit cancer cell growth, offering new avenues for cancer treatment and therapy development.
Overall, Ethyl 2,3,4,5-tetrafluorobenzoyl acetate plays a significant role in the pharmaceutical industry, particularly in the development of new antibacterial and antitumor agents, due to its distinctive fluorinated benzoylacetate structure and its utility as a synthetic reagent.

Synthesis Reference(s)

Journal of Heterocyclic Chemistry, 24, p. 453, 1987 DOI: 10.1002/jhet.5570240228Synthesis, p. 290, 1993 DOI: 10.1055/s-1993-25849

InChI:InChI=1/C11H8F4O3/c1-2-18-8(17)4-7(16)5-3-6(12)10(14)11(15)9(5)13/h3H,2,4H2,1H3

Upstream product

• 94695-49-5 diethyl (2,3,4,5-tetrafluorobenzoyl)malonate 
• 1201-31-6 2,3,4,5-tetrafluorobenzoic acid 
• 37517-78-5 magnesium bis(3-ethoxy-3-oxopropanoate) 
• 6148-64-7 ethyl potassium malonate 
• 79-37-8 oxalyl dichloride 
• 105-53-3 diethyl malonate 
• 366-18-7 [2,2]bipyridinyl 
• 94695-48-4 2,3,4,5-tetrafluorobenzoyl chloride 
• 43167-10-8 sodium monoethyl malonate 
• 1071-46-1 hydrogen ethyl malonate 
• 119209-55-1 propanedioic acid monoethyl ester dilithium salt 

Downstream Products

• 113220-24-9 (Z)-3-Cyclobutylamino-2-(2,3,4,5-tetrafluoro-benzoyl)-acrylic acid ethyl ester 
• 113220-18-1 (Z)-3-(N'-Methyl-hydrazino)-2-(2,3,4,5-tetrafluoro-benzoyl)-acrylic acid ethyl ester 
• 113220-19-2 (Z)-3-Methoxyamino-2-(2,3,4,5-tetrafluoro-benzoyl)-acrylic acid ethyl ester 
• 113220-17-0 (Z)-2-(2,3,4,5-Tetrafluoro-benzoyl)-3-(2,2,2-trifluoro-ethylamino)-acrylic acid ethyl ester 
• 113220-16-9 ethyl 3-(2-fluoroethylamino)-2-(2,3,4, 5-tetrafluorobenzoyl) acrylate 
• 113220-21-6 (Z)-3-(2-Methyl-cyclopropylamino)-2-(2,3,4,5-tetrafluoro-benzoyl)-acrylic acid ethyl ester 
• 113220-22-7 (Z)-3-(1-Methyl-cyclopropylamino)-2-(2,3,4,5-tetrafluoro-benzoyl)-acrylic acid ethyl ester 
• 106809-20-5 3-Phenylamino-2-(2,3,4,5-tetrafluorbenzoyl)acrylsaeure-ethylester 
• 113220-25-0 (Z)-3-Cyclopentylamino-2-(2,3,4,5-tetrafluoro-benzoyl)-acrylic acid ethyl ester 
• 113220-15-8 (Z)-3-Methylamino-2-(2,3,4,5-tetrafluoro-benzoyl)-acrylic acid ethyl ester 
• 94695-51-9 α-<(cyclopropylamino)methylene>-2,3,4,5-tetrafluoro-β-oxobenzenepropanoate 
• 105859-07-2 ethyl 3-(4-fluoroanilino)-2-(2,3,4,5-tetrafluorobenzoyl)acrylate 
• 113220-23-8 (Z)-3-(Cyclopropylmethyl-amino)-2-(2,3,4,5-tetrafluoro-benzoyl)-acrylic acid ethyl ester 
• 94242-51-0 1-cyclopropyl-6,7,8-trifluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid ethyl ester 

Relevant articles and documents

Transition metal-free one-pot synthesis of 2-substituted 3-carboxy-4-quinolone and chromone derivatives

A novel one-pot synthesis of the 2-substituted 3-carboxy-4-quinolone/ chromone derivatives from readily available 3-oxo-3-arylpropanoates and amides/acyl chlorides is reported, without any transition metal aid. The Royal Society of Chemistry 2013.

NOVEL 7-SUBSTITUTED 3-CARBOXY-OXADIAZINO-QUINOLONE DERIVATIVES, THEIR PREPARATION AND THEIR APPLICATION AS ANTI-BACTERIALS

A subject of the invention is the compounds of formula (I): in which either R1 represents H, OH, NH2, —(CH2)m—NRaRb(m=0.1 or 2),Ra and Rb represent H, linear, branched or cyclic (C1 -C6) alkyl, (C3-C6) cycloalkyl-(C3-C6)— alkyl, Rc, S(O)2Rc, C(O)Rc, S(O)2Rd or C(O)Rd;or Ra and Rb with N form an Rc radical;Rc represents a saturated, unsaturated or 5- or 6-members aromatic ring, containing 1 to 4 heteroatoms chosen from N, O and S, optionally substituted;Rd represents a linear, branched or cyclic (C1-C6) alkyl, optionally substituted by 1 to 4 halogens;or R1 represents Rc or CHReRc or CHReRd;Re represents H, OH, NH2, NH—(C1-C6)-alk or N-(C1-C6)-alk2, or NH—(C1-C7)-acyl or NHRc;R2 represents H, (CH2)m—NRaRb, Rc, CHReRc or CHReRd, and R′2 represents H; it being understood that R1 and R2 cannot at the same time be H or that R1 and R2 or R2 and R1 cannot be one (CH2)m—NRaRb or Rc or H and the other one OH, or one H and the other one NH2, or one H and the other one (CH2)m—NRaRb in which Ra and Rb represent H or alkyl or C(O)Rd, in which Rd represents an unsubstituted alkyl or cycloalkyl; or R1 has the above definition except H and R2 and R′2 together represent gem dialkyl or alkyl-oxime, or R2 and R′2 represent respectively Rc or Rd and OH, NH2, NHRc or NHRf, Rf being a (C1-C7) acyl radical;or R1 represents H and R2 and R′2 together represent alkyl-oxime or one represents Rc and the other one represents OH, NH2, NHRc or NHRf;n is 0 or 1;R3 and R′3 represent H or (C1-C6) alkyl optionally substituted by 1 to 3 halogens or R3 represents (C1-C6) alkoxy carbonyl and R′3 represents H;R4 represents methyl optionally substituted by halogen;R5 represents H, (C1-C6) alkyl or (C7-C12) arylalkyl;R6 represents H, fluorine, NO2, CF3 or CN;in the form of enantiomers or mixtures, as well as their salts with acids and bases; their preparation and their application as anti-bacterials, in both human and veterinary medicine.

HYDRAZIDE COMPOUNDS AND USES THEREOF

This application relates to certain novel polycyclic compounds that interact with quadruplex-forming regions of polynucleotides and thereby inhibit translation of genetic information into polypeptides. These compounds can thus provide anticancer and antibacterial and antiviral effects. The invention includes novel compounds and pharmaceutical compositions, and methods of using them to treat cancer and other conditions.