Category: 328-90-5

Hoang, Giang T. published the artcileIntramolecular Oxyacylation of Alkenes Using a Hydroxyl Directing Group, Computed Properties of 328-90-5, the publication is Journal of Organic Chemistry (2014), 79(23), 11383-11394, database is CAplus and MEDLINE.

Alkene oxyacylation is a new strategy for the preparation of β-oxygenated ketones. Now, with Ir catalysis and low-cost salicylate esters, alkene oxyacylation can be promoted by simple and versatile hydroxyl directing groups. This paper discusses catalyst optimization, substituent effects, mechanistic experiments, and the challenges associated with asym. catalysis. Crossover experiments point to several key steps of the mechanism being reversible, including the most likely enantiodetermining steps. The oxyacylation products are also prone to racemization without catalyst when heated alone; however, crossover is not observed without catalyst. These observations account for the low levels of enantioinduction in alkene oxyacylation. The versatility of the hydroxyl directing group is highlighted by demonstrating further transformations of the products.

Journal of Organic Chemistry published new progress about 328-90-5. 328-90-5 belongs to alcohols-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Carboxylic acid,Benzene,Phenol, name is 2-Hydroxy-4-(trifluoromethyl)benzoic acid, and the molecular formula is C8H5F3O3, Computed Properties of 328-90-5.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Pan, Bendu published the artcileIridium-catalyzed intramolecular asymmetric allylic etherification of salicylic acid derivatives with chiral-bridged biphenyl phosphoramidite ligands, Related Products of alcohols-buliding-blocks, the publication is Organic Chemistry Frontiers (2021), 8(16), 4514-4519, database is CAplus.

Iridium-catalyzed intramol. asym. allylic etherification of salicylic acid derivatives was successfully realized for the first time. By using chiral-bridged biphenyl phosphoramidite ligand, a class of novel chiral 1,4-benzoxazepinones I [R¹ = H, 6-Me, 9-MeO, 8-F; R² = Bn, 4-MeOC₆H₄CH₂] was prepared conveniently with good to excellent yields (up to 99%) and high enantioselectivities (up to 99% ee). The effect of different substituents on the enantioselectivity was also discussed. Compared with BINOL or biphenol-derived counterparts, catalysis with ligand had obvious advantages in terms of catalytic activity and enantioselectivity. Mild conditions and a wide substrate scope demonstrated the practicability of this method. It was also found that the configuration of the product was directly related to the configuration of the alkene substrate and the E-substrate is more suitable for this reaction to obtain better enantioselectivity.

Organic Chemistry Frontiers published new progress about 328-90-5. 328-90-5 belongs to alcohols-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Carboxylic acid,Benzene,Phenol, name is 2-Hydroxy-4-(trifluoromethyl)benzoic acid, and the molecular formula is C8H5F3O3, Related Products of alcohols-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Katane, Masumi published the artcileIdentification of Novel d-Amino Acid Oxidase Inhibitors by in Silico Screening and Their Functional Characterization in Vitro, Recommanded Product: 2-Hydroxy-4-(trifluoromethyl)benzoic acid, the publication is Journal of Medicinal Chemistry (2013), 56(5), 1894-1907, database is CAplus and MEDLINE.

D-Amino acid oxidase (DAO) is a degradative enzyme that is stereospecific for d-amino acids, including d-serine and d-alanine, which are potential coagonists of the N-methyl-d-aspartate (NMDA) receptor. Dysfunction of NMDA receptor-mediated neurotransmission has been implicated in the onset of various mental disorders such as schizophrenia. Hence, a DAO inhibitor that augments the brain levels of d-serine and/or d-alanine and thereby activates NMDA receptor function is expected to be an antipsychotic drug, for instance, in the treatment of schizophrenia. In the search for potent DAO inhibitor(s), a large number of compounds were screened in silico, and several compounds were estimated as candidates. These compounds were then characterized and evaluated as novel DAO inhibitors in vitro. The results reported in this study indicate that some of these compounds are possible lead compounds for the development of a clin. useful DAO inhibitor and have the potential to serve as active site probes to elucidate the structure-function relationships of DAO.

Journal of Medicinal Chemistry published new progress about 328-90-5. 328-90-5 belongs to alcohols-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Carboxylic acid,Benzene,Phenol, name is 2-Hydroxy-4-(trifluoromethyl)benzoic acid, and the molecular formula is C8H5F3O3, Recommanded Product: 2-Hydroxy-4-(trifluoromethyl)benzoic acid.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Ooguri, Akihiro published the artcileNickel-Catalyzed Cycloaddition of Salicylic Acid Ketals to Alkynes via Elimination of Ketones, Category: alcohols-buliding-blocks, the publication is Journal of the American Chemical Society (2009), 131(37), 13194-13195, database is CAplus and MEDLINE.

An intermol. nickel-catalyzed addition reaction has been developed where salicylic acid ketals react with alkynes to afford substituted chromones. A mechanistic rationale is proposed, implying β-elimination of ketone from ring strained seven-membered nickelacycle to generate a five-membered oxa-nickelacycle intermediate.

Journal of the American Chemical Society published new progress about 328-90-5. 328-90-5 belongs to alcohols-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Carboxylic acid,Benzene,Phenol, name is 2-Hydroxy-4-(trifluoromethyl)benzoic acid, and the molecular formula is C8H5F3O3, Category: alcohols-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Takahashi, Hiroto published the artcileRhodium(III)-Catalyzed Oxidative Intramolecular 1,1-Oxyamination of Alkenes with Protected Amino Acids to Produce Oxazoloisoindole-2,5-diones, Formula: C8H5F3O3, the publication is European Journal of Organic Chemistry (2021), 2021(12), 1891-1895, database is CAplus.

It has been established that an electron-deficient bis(ethoxycarbonyl)-substituted cyclopentadienyl (Cp^E) rhodium(III) complex catalyzes the oxidative intramol. 1,1-oxyamination of alkenes with N-benzoyl amino acids to produce oxazoloisoindole-2,5-diones. Exptl. and theor. 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.

European Journal of Organic Chemistry published new progress about 328-90-5. 328-90-5 belongs to alcohols-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Carboxylic acid,Benzene,Phenol, name is 2-Hydroxy-4-(trifluoromethyl)benzoic acid, and the molecular formula is C8H5IO, Formula: C8H5F3O3.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Kang, Seong-Mook published the artcileA novel synthetic HTB derivative, BECT inhibits lipopolysaccharide-mediated inflammatory response by suppressing the p38 MAPK/JNK and NF-κB activation pathways, Recommanded Product: 2-Hydroxy-4-(trifluoromethyl)benzoic acid, the publication is Pharmacological Reports (2014), 66(3), 471-479, database is CAplus and MEDLINE.

Activated microglia cells are well recognized as mediators of neuroinflammation, as they release nitric oxide and pro-inflammatory cytokines in various neuroinflammatory diseases. Thus, suppressing microglial activation may alleviate neuroinflammatory and neurodegenerative processes. In the present study, we synthesized and investigated the anti-neuroinflammatory effect of a novel HTB (2-hydroxy-4-trifuoromethylbenzoic acid) derivative in lipopolysaccharide (LPS)-stimulated microglial cells. Among the synthesized derivatives, the BECT [But-2-enedioic acid bis-(2-carboxy-5-trifluoromethyl-phenyl) ester] significantly decreased production of nitric oxide and other pro-inflammatory cytokines including tumor necrosis factor-α, interleukin-1β, and interleukin-6 in microglial cells. BECT also mitigated the expression of inducible nitric oxide synthase and cyclooxygenase-2 at both the mRNA and protein levels. Further mechanistic studies demonstrated that the HTB derivative inhibited phosphorylation of JNK and p38 mitogen-activated protein kinase and nuclear translocation of nuclear factor kappa-B in LPS-stimulated BV-2 microglial cells. Thus BECT, our novel synthesized compound have anti-inflammatory activity in microglial cells, and may have therapeutic potential for treating neuroinflammatory diseases.

Pharmacological Reports published new progress about 328-90-5. 328-90-5 belongs to alcohols-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Carboxylic acid,Benzene,Phenol, name is 2-Hydroxy-4-(trifluoromethyl)benzoic acid, and the molecular formula is C8H5F3O3, Recommanded Product: 2-Hydroxy-4-(trifluoromethyl)benzoic acid.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Marzi, Elena published the artcileFluorophenols and (trifluoromethyl)phenols as substrates of site-selective metalation reactions: to protect or not to protect, Formula: C8H5F3O3, the publication is European Journal of Organic Chemistry (2001), 2911-2915, database is CAplus.

O-Methoxymethyl (MOM) protected fluorophenols can be cleanly metalated and subsequently be submitted to site-selective electrophilic substitution. The 2- and 4-isomers exhibit ambivalent reactivity: deprotonation occurs at the position adjacent to the O when butyllithium is employed whereas the position adjacent to the F is attacked by the superbasic mixture of butyllithium and K tert-butoxide (LIC-KOR). The MOM-protected (trifluoromethyl)phenols react exclusively at O-neighboring positions. The meta isomer provides another example of optional site selectivity, undergoing H/metal exchange at the 2-position with the LIC-KOR reagent and at the 6-position with sec-butyllithium. Unprotected (trifluoromethyl)phenols can also be ortho-metalated after O-deprotonation, although the products are formed in only moderate yields.

European Journal of Organic Chemistry published new progress about 328-90-5. 328-90-5 belongs to alcohols-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Carboxylic acid,Benzene,Phenol, name is 2-Hydroxy-4-(trifluoromethyl)benzoic acid, and the molecular formula is C8H5F3O3, Formula: C8H5F3O3.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Gupta, Sharad published the artcileSynthesis of structurally diverse bis-peptide oligomers, Category: alcohols-buliding-blocks, the publication is Journal of Organic Chemistry (2006), 71(23), 8691-8695, database is CAplus and MEDLINE.

The authors have developed second-generation monomers I (n = 1, 2) and improved conditions for rapidly and simultaneously closing multiple diketopiperazines on solid support. These new conditions involve either the microwave heating of a suspension of solid-supported amino-tetrafluoropropyl esters in acetic acid/triethylamine catalyst solution or continuous flow of catalyst solution through the resin, heated in a flow cell apparatus The authors demonstrate that monomers I and II can be combined with the new conditions easily to synthesize previously inaccessible hetero and homo spiro ladder oligomers III and IV.

Journal of Organic Chemistry published new progress about 328-90-5. 328-90-5 belongs to alcohols-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Carboxylic acid,Benzene,Phenol, name is 2-Hydroxy-4-(trifluoromethyl)benzoic acid, and the molecular formula is C8H5F3O3, Category: alcohols-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Yang, Xingye published the artcileOptical Control of CRAC Channels Using Photoswitchable Azopyrazoles, Computed Properties of 328-90-5, the publication is Journal of the American Chemical Society (2020), 142(20), 9460-9470, database is CAplus and MEDLINE.

The Ca²⁺ release-activated Ca²⁺ (CRAC) channels control many Ca²⁺-modulated physiol. processes in mammals. Hyperactivating CRAC channels are known to cause several human diseases, including Stormorken syndrome. Here, we show the design of azopyrazole-derived photoswitchable CRAC channel inhibitors (designated piCRACs), which enable optical inhibition of store-operated Ca²⁺ influx and downstream signaling. Moreover, piCRAC-1 has been applied in vivo to alleviate thrombocytopenia and hemorrhage in a zebrafish model of Stormorken syndrome in a light-dependent manner.

Journal of the American Chemical Society published new progress about 328-90-5. 328-90-5 belongs to alcohols-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Carboxylic acid,Benzene,Phenol, name is 2-Hydroxy-4-(trifluoromethyl)benzoic acid, and the molecular formula is C26H45N5O7Si2, Computed Properties of 328-90-5.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Li, Xiaokang published the artcileDiscovery of nitazoxanide-based derivatives as autophagy activators for the treatment of Alzheimer’s disease, SDS of cas: 328-90-5, the publication is Acta Pharmaceutica Sinica B (2020), 10(4), 646-666, database is CAplus and MEDLINE.

The efficacy and discovery of new chem. entities, two series of NTZ-based derivatives I [R¹ = H, SMe, SO₂Me, etc.; R² = 2-OH, 3-OH, 4-OH, 2-OAc] and II [R³ = Me, cyclohexyl, 2-MeC₆H₄, etc.] were designed, synthesized and evaluated as autophagy activator against AD. All compounds I and II were screened by the inhibition of phosphorylation of p70S6K, which was the direct substrate of mammalian target of rapamycin (mTOR) and its phosphorylation level could reflect the mTOR-dependent autophagy level. Among these analogs, compound II [R³ = 3-OAc] exhibited excellent potency in promoting β-amyloid (Aβ) clearance, inhibiting tau phosphorylation, as well as stimulating autophagy both in vitro and in vivo. Compound II [R³ = 3-OAc] could effectively improved the memory and cognitive impairments in APP/PS1 transgenic AD model mice. These results demonstrated that II [R³ = 3-OAc] was a potential candidate for the treatment of AD.

Acta Pharmaceutica Sinica B published new progress about 328-90-5. 328-90-5 belongs to alcohols-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Carboxylic acid,Benzene,Phenol, name is 2-Hydroxy-4-(trifluoromethyl)benzoic acid, and the molecular formula is C8H5F3O3, SDS of cas: 328-90-5.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts