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2-Hydroxy-4-trifluoromethyl-benzoic acid methyl ester is an organic compound with the chemical formula C9H7F3O3. It is a derivative of benzoic acid, featuring a hydroxyl group at the 2-position, a trifluoromethyl group at the 4-position, and a methyl ester group at the carboxylic acid position. 2-HYDROXY-4-TRIFLUOROMETHYL-BENZOIC ACID METHYL ESTER is characterized by its aromatic structure, with the trifluoromethyl group providing a strong electron-withdrawing effect, which can influence its reactivity and stability. It is used in the synthesis of various pharmaceuticals and agrochemicals due to its unique chemical properties. The compound is typically synthesized through esterification of the corresponding benzoic acid with methanol in the presence of an acid catalyst. Its applications span across different industries, including the development of new drugs and the creation of novel materials with specific properties.

345-28-8

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345-28-8 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 345-28-8 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 3,4 and 5 respectively; the second part has 2 digits, 2 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 345-28:
(5*3)+(4*4)+(3*5)+(2*2)+(1*8)=58
58 % 10 = 8
So 345-28-8 is a valid CAS Registry Number.
InChI:InChI=1/C9H7F3O3/c1-15-8(14)6-3-2-5(4-7(6)13)9(10,11)12/h2-4,13H,1H3

345-28-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name methyl 2-hydroxy-4-(trifluoromethyl)benzoate

1.2 Other means of identification

Product number -
Other names 2-hydroxy-4-trifluoromethyl-benzoic acid methyl ester

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:345-28-8 SDS

345-28-8Relevant academic research and scientific papers

Catalytic Carbochlorocarbonylation of Unsaturated Hydrocarbons via C?COCl Bond Cleavage**

Boehm, Philip,Denton, Elliott H.,Fellert, Maximilian,Lee, Yong Ho,Morandi, Bill,Roediger, Sven

supporting information, p. 23435 - 23443 (2021/09/20)

Here we report a palladium-catalysed difunctionalisation of unsaturated C?C bonds with acid chlorides. Formally, the C?COCl bond of an acid chloride is cleaved and added, with complete atom economy, across either strained alkenes or a tethered alkyne to generate new acid chlorides. The transformation does not require exogenous carbon monoxide, operates under mild conditions, shows a good functional group tolerance, and gives the isolated products with excellent stereoselectivity. The intermolecular reaction tolerates both aryl- and alkenyl-substituted acid chlorides and is successful when carboxylic acids are transformed to the acid chloride in situ. The reaction also shows an example of temperature-dependent stereodivergence which, together with plausible mechanistic pathways, is investigated by DFT calculations. Moreover, we show that benzofurans can be formed in an intramolecular variant of the reaction. Finally, derivatisation of the products from the intermolecular reaction provides a highly stereoselective approach for the synthesis of tetrasubstituted cyclopentanes.

Rhodium(III)-Catalyzed Oxidative Intramolecular 1,1-Oxyamination of Alkenes with Protected Amino Acids to Produce Oxazoloisoindole-2,5-diones

Takahashi, Hiroto,Nagashima, Yuki,Tanaka, Ken

supporting information, p. 1891 - 1895 (2021/04/05)

It has been established that an electron-deficient bis(ethoxycarbonyl)-substituted cyclopentadienyl (CpE) rhodium(III) complex catalyzes the oxidative intramolecular 1,1-oxyamination of alkenes with N-benzoyl amino acids to produce oxazoloisoindole-2,5-diones. Experimental and theoretical mechanistic studies revealed that this oxidative 1,1-oxyamination proceeds via not the aza-Wacker reaction but the formation of a rhoda(III)oxazolidine initiated by the carboxylic acid-directed N?H bond cleavage.

Methods for Treating Cognitive Disorders Using Inhibitors of Histone Deacetylase

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Paragraph 0456, (2017/01/23)

This disclosure relates to compounds for the inhibition of histone deacetylase and treatment of a cognitive disorder or deficit. More particularly, the disclosure provides for compounds of formula (I) wherein Q, J, L and Z are as defined in the specification.

Synthesis and antimicrobial evaluation of amixicile-based inhibitors of the pyruvate-ferredoxin oxidoreductases of anaerobic bacteria and Epsilonproteobacte

Kennedy, Andrew J.,Bruce, Alexandra M.,Gineste, Catherine,Ballard, T. Eric,Olekhnovich, Igor N.,Macdonald, Timothy L.,Hoffman, Paul S.

supporting information, p. 3980 - 3987 (2016/07/11)

Amixicile is a promising derivative of nitazoxanide (an antiparasitic therapeutic) developed to treat systemic infections caused by anaerobic bacteria, anaerobic parasites, and members of the Epsilonproteobacteria (Campylobacter and Helicobacter). Amixicile selectively inhibits pyruvate-ferredoxin oxidoreductase (PFOR) and related enzymes by inhibiting the function of the vitamin B1 cofactor (thiamine pyrophosphate) by a novel mechanism. Here, we interrogate the amixicile scaffold, guided by docking simulations, direct PFOR inhibition assays, and MIC tests against Clostridium difficile, Campylobacter jejuni, and Helicobacter pylori. Docking simulations revealed that the nitro group present in nitazoxanide interacts with the protonated N4′-aminopyrimidine of thiamine pyrophosphate (TPP). The ortho-propylamine on the benzene ring formed an electrostatic interaction with an aspartic acid moiety (B456) of PFOR that correlated with improved PFOR-inhibitory activity and potency by MIC tests. Aryl substitution with electron-withdrawing groups and substitutions of the propylamine with other alkyl amines or nitrogen-containing heterocycles both improved PFOR inhibition and, in many cases, biological activity against C. difficile. Docking simulation results correlate well with mechanistic enzymology and nuclear magnetic resonance (NMR) studies that show members of this class of antimicrobials to be specific inhibitors of vitamin B1 function by proton abstraction, which is both novel and likely to limit mutation-based drug resistance.

NOVEL COMPOUNDS AS CHLORIDE CHANNEL BLOCKING AGENT

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Paragraph 0298; 0299; 0300; 0301; 0302, (2015/06/03)

Disclosed is a novel compound to function as a calcium-dependent chloride channel blocking agent.

A transition-metal-free synthesis of fluorinated naphthols

Hammann, Jeffrey M.,Unzner, Teresa A.,Magauer, Thomas

supporting information, p. 6733 - 6738 (2014/06/09)

Herein, we describe a transition-metal-free protocol for the conversion of simple 2-allyl-3-(trifluoromethyl)phenols into substituted 5-fluoronaphthalen-1- ols. The key events of this reaction include the selective activation of two C-F bonds and formatio

Monna, a potent and selective blocker for transmembrane protein with unknown function 16/anoctamin-1

Oh, Soo-Jin,Hwang, Seok Jin,Jung, Jonghoon,Yu, Kuai,Kim, Jeongyeon,Choi, Jung Yoon,Hartzell, H. Criss,Roh, Eun Joo,Justin Lee

, p. 726 - 735 (2013/11/06)

Transmembrane protein with unknown function 16/anoctamin-1 (ANO1) is a protein widely expressed in mammalian tissues, and it has the properties of the classic calcium-activated chloride channel (CaCC). This protein has been implicated in numerous major physiological functions. However, the lack of effective and selective blockers has hindered a detailed study of the physiological functions of this channel. In this study, we have developed a potent and selective blocker for endogenous ANO1 in Xenopus laevis oocytes (xANO1) using a drug screening method we previously established (Oh et al., 2008). We have synthesized a number of anthranilic acid derivatives and have determined the correlation between biological activity and the nature and position of substituents in these derived compounds. A structure-activity relationship revealed novel chemical classes of xANO1 blockers. The derivatives contain a-NO2 group on position 5 of a naphthyl group-substituted anthranilic acid, and they fully blocked xANO1 chloride currents with an IC 5050 of 0.08 μM for xANO1. Selectivity tests revealed that other chloride channels such as bestrophin-1, chloride channel protein 2, and cystic fibrosis transmembrane conductance regulator were not appreciably blocked by 10~30 μM MONNA. The potent and selective blockers for ANO1 identified here should permit pharmacological dissection of ANO1/CaCC function and serve as potential candidates for drug therapy of related diseases such as hypertension, cystic fibrosis, bronchitis, asthma, and hyperalgesia.

Enantioselective bromolactonization of conjugated (2)-enynes

Zhang, Wei,Zheng, Suqing,Liu, Na,Werness, Jenny B.,Guzei, Llia A.,Tang, Weiplng

supporting information; experimental part, p. 3664 - 3665 (2010/05/15)

"Chemical equation presented" A catalytic enantioselective syn-1,4-bromolactonization of conjugated (Z)-enynes was reported. Diastereomeric ratios >20:1 and up to 99% enantiomeric excesses were observed. Di-, tri-, and tetra-substituted bromoallenes were prepared together with lactone heterocycles efficiently and stereoselectively. Preliminary investigations suggest that the chiral catalyst may serve as a bifunctional reagent by interacting with both a carboxylic acid nucleophile and NBS electrophile.

INHIBITORS OF HISTONE DEACETYLASE

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Page/Page column 81, (2010/01/29)

Compounds which are histone deacetylase inhibitors and their use in treating various disorders, including Alzheimer's Disease.

INHIBITORS OF HISTONE DEACETYLASE

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Page/Page column 120-121, (2008/12/07)

This invention relates to compounds for the inhibition of histone deacetylase. More particularly, the inven- tion provides for compounds of formula (I) wherein (B), Q, J, L and Z are as defined in the specification

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