Category: 328-90-5

Park, Sung Min published the artcilePopulation pharmacokinetic and pharmacodynamic modeling of transformed binary effect data of triflusal in healthy Korean male volunteers: a randomized, open-label, multiple dose, crossover study, Computed Properties of 328-90-5, the publication is BMC Pharmacology and Toxicology (2014), 75/1-75/21, 21 pp., database is CAplus and MEDLINE.

Background Triflusal is a drug that inhibits platelet aggregation. In this study we investigated the dose-exposure- response relationship of a triflusal formulation by population pharmacokinetic (PK) and pharmacodynamic (PD) modeling of its main active metabolite, hydroxy-4-(trifluoromethyl) benzoic acid (HTB). Methods This study was a randomized, open-label, multiple-dose, two-period, two-treatment, comparative crossover design. All volunteers received a single oral loading dose of 900 mg of triflusal on Day 1, followed by a dose of 600 mg/day from Day 2 to 9. Using data from 34 healthy volunteers, 476 HTB plasma concentration data points and 340 platelet aggregation data points were used to construct PK and PD models resp. using NONMEM (version 6.2). As the PD endpoint was qual., we implemented binary anal. of ‘inhibition’ and ‘non-inhibition’ rather than using the actual value of the test. The final PK-PD model was evaluated using a visual predictive check (VPC) and bootstrap. Results The time-concentration profile of HTB over the entire dosing period was described by a one-compartment model with a first-order formation rate constant for HTB. Weight was selected as a covariate for clearance and volume of triflusal, resp. The structure and the population estimates for triflusal PK were as follows: oral clearance (CL/F) = 0.2 · (weight/71.65)0.845 L/h, oral volume of distribution (V/F) = 8.3 · (weight/71.65) L, and kf = 0.341 h-1. A sigmoid relationship between triflusal concentration and the probability of significant inhibition with shape factor was chosen as the final PD model. No time delay between concentration and response was identified. The final structure between predicted concentration (Cpred,ij γ) and the probability of inhibition of platelet aggregation (IPA) relationship was as follows: Probability of IPA = Cpred,ij19 / (84.9 μg/mL19 + Cpred,ij19). Thus, we concluded this relationship is more like quantal concentration-response relationship. The current dosing regimen was considered to be efficacious based on the EC50 estimate of 84.9 μg/mL obtained in this study. Conclusions A PK and binary probability PD model of triflusal was successfully developed for Korean healthy volunteers. The model may be used to further prediction inhibition of platelet aggregation by triflusal.

BMC Pharmacology and Toxicology 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

Kim, Seung-Woo published the artcileRobust neuroprotective effects of 2-((2-oxopropanoyl)oxy)-4-(trifluoromethyl)benzoic acid (OPTBA), a HTB/pyruvate ester, in the postischemic rat brain, Synthetic Route of 328-90-5, the publication is Scientific Reports (2016), 31843, database is CAplus and MEDLINE.

Postischemic brain damage in stroke is proceded with complicated pathol. events, and so multimodal drug treatments may offer better therapeutic means for improving clin. outcomes. Here, we report robust neuroprotective effects of a novel compound, 2-((2-oxopropanoyl)oxy)-4-(trifluoromethyl)benzoic acid (OPTBA), a 2-hydroxy-4-trifluoromethyl benzoic acid (HTB, a metabolite of triflusal)-pyruvate ester. I.v. administration of OPTBA (5 mg/kg) 3 or 6 h after middle cerebral artery occlusion (MCAO) in Sprague-Dawley rats reduced infarct volumes to 38.5 ± 11.4% and 46.5 ± 15.3%, resp., of that of MCAO controls, and ameliorated motor impairment and neurol. deficits. Importantly, neuroprotective effects of OPTBA were far greater than those afforded by combined treatment of HTB and pyruvate. Furthermore, OPTBA suppressed microglial activation and proinflammatory cytokine inductions more effectively than HTB/pyruvate co-treatment in the postischemic brain and LPS-treated cortical slice cultures and also attenuated NMDA-induced neuronal death in hippocampal slice cultures. LC-MS anal. demonstrated that OPTBA was hydrolyzed to HTB and pyruvate with a t_1/2 of 38.6 min in blood and 7.2 and 2.4 h in cortex and striatum, resp., and HTB was maintained for more than 24 h both in blood and brain tissue. Together these results indicate OPTBA acts directly and via its hydrolysis products, thus acting as a multimodal neuroprotectant in the postischemic brain.

Scientific 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, Synthetic Route of 328-90-5.

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

Ohmura, Toshimichi published the artcileIridium-Catalyzed C(sp³)-H Addition of Methyl Ethers across Intramolecular Carbon-Carbon Double Bonds Giving 2,3-Dihydrobenzofurans, Application of 2-Hydroxy-4-(trifluoromethyl)benzoic acid, the publication is Advanced Synthesis & Catalysis (2019), 361(19), 4448-4453, database is CAplus.

Intramol. addition of an O-Me C(sp³)-H bond across a carbon-carbon double bond occurs in the iridium-catalyzed reaction of Me 2-(propen-2-yl)phenyl ethers 2-MeC(=CH₂)-4-R-3-R¹-2-R²C₆HOMe (R = H, Me, Cl, t-Bu; R¹ = H, Me, MeO, CF₃; R² = H, Me, Ph, t-Bu, Br; R¹R² = CH=CH-CH=CH). The Ir/(S)-DTBM-SEGPHOS catalyst promotes the reaction efficiently in toluene at 110-135 °C to afford 3,3-dimethyl-2,3-dihydrobenzofurans I. Enantioselective C(sp³)-H addition is achieved in the reaction of Me 2-(1-siloxyethenyl)phenyl ethers 2-TBSOC(=CH₂)-4-R³-3-R⁴-2-R⁵C₆HOMe (R³ = H, Cl, t-Bu; R⁴ = H, MeO; R⁵ = H, Me, MeO, t-Bu, Cl; R⁴R⁵ = CH=CH-CH=CH), affording enantioenriched 3-hydroxy-2,3-dihydrobenzofuran derivatives II with up to 96% ee.

Advanced Synthesis & Catalysis 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, Application of 2-Hydroxy-4-(trifluoromethyl)benzoic acid.

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

Prosser, Kathleen E. published the artcile¹⁹F-Tagged metal binding pharmacophores for NMR screening of metalloenzymes, Recommanded Product: 2-Hydroxy-4-(trifluoromethyl)benzoic acid, the publication is Chemical Communications (Cambridge, United Kingdom) (2021), 57(40), 4934-4937, database is CAplus and MEDLINE.

This study demonstrates the screening of a collection of twelve ¹⁹F-tagged metal-binding pharmacophores (MBPs) against the Zn(II)-dependent metalloenzyme human carbonic anhydrase II (hCAII) by ¹⁹F NMR. The isomorphous replacement of Zn(II) by Co(II) in hCAII produces enhanced sensitivity and reveals the potential of ¹⁹F NMR-based techniques for metalloenzyme ligand discovery.

Chemical Communications (Cambridge, United Kingdom) 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

Song, Soo-Yeol published the artcile2-hydroxy-4-methylbenzoic anhydride inhibits neuroinflammation in cellular and experimental animal models of Parkinson’s disease, Synthetic Route of 328-90-5, the publication is International Journal of Molecular Sciences (2020), 21(21), 8195, database is CAplus and MEDLINE.

Microglia-mediated neuroinflammation is one of the key mechanisms involved in acute brain injury and chronic neurodegeneration. This study investigated the inhibitory effects of 2-hydroxy-4-methylbenzoic anhydride (HMA), a novel synthetic derivative of HTB (3-hydroxy-4-trifluoromethylbenzoic acid) on neuroinflammation and underlying mechanisms in activated microglia in vitro and an in vivo mouse model of Parkinson’s disease (PD). In vitro studies revealed that HMA significantly inhibited lipopolysaccharide (LPS)-stimulated excessive release of nitric oxide (NO) in a concentration dependent manner. In addition, HMA significantly suppressed both inducible NO synthase and cyclooxygenase-2 (COX-2) at the mRNA and protein levels in LPS-stimulated BV-2 microglia cells. Moreover, HMA significantly inhibited the proinflammatory cytokines such as interleukin (IL)-1beta, IL-6, and tumor necrosis factor-alpha in LPS-stimulated BV-2 microglial cells. Furthermore, mechanistic studies ensured that the potent anti-neuroinflammatory effects of HMA (0.1, 1.0, and 10μM) were mediated by phosphorylation of nuclear factor of kappa light polypeptide gene enhancer in B-cells inhibitor, alpha (IκBα) in LPS-stimulated BV-2 cells. In vivo evaluations revealed that i.p. administration of potent neurotoxin 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP, 20 mg/kg, four times a 1 day) in mice resulted in activation of microglia in the brain in association with severe behavioral deficits as assessed using a pole test. However, prevention of microglial activation and attenuation of Parkinson’s disease (PD)-like behavioral changes was obtained by oral administration of HMA (30 mg/kg) for 14 days. Considering the overall results, our study showed that HMA exhibited strong anti-neuroinflammatory effects at lower concentrations than its parent compound Further work is warranted in other animal and genetic models of PD for evaluating the efficacy of HMA to develop a potential therapeutic agent in the treatment of microglia-mediated neuroinflammatory disorders, including PD.

International Journal of Molecular Sciences 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 C8H7NO4, Synthetic Route of 328-90-5.

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

Fujii, Shinya published the artcileStructural development of N-(4-phenoxyphenyl)benzamide derivatives as novel SPAK inhibitors blocking WNK kinase signaling, SDS of cas: 328-90-5, the publication is Bioorganic & Medicinal Chemistry Letters (2020), 30(17), 127408, database is CAplus and MEDLINE.

We report here structural development of N-(4-phenoxyphenyl)benzamide derivatives as novel SPAK (STE20/SPS1-related proline/alanine-rich kinase) inhibitors. Abnormal activation of the signal cascade of with-no-lysine kinase (WNK) with OSR1 (oxidative stress-responsive kinase 1)/SPAK and NCC (NaCl cotransporter) results in characteristic salt-sensitive hypertension, and therefore inhibitors of the WNK-OSR1/SPAK-NCC cascade are candidates for antihypertensive drugs. Based on the structure of lead compound 2, we examined the SAR of N-(4-phenoxyphenyl)benzamide derivatives, and developed compound 20l as a potent SPAK inhibitor. Compounds 201 is a promising candidate for a new class of antihypertensive drugs.

Bioorganic & Medicinal Chemistry Letters 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

Abe, Masahiro published the artcileGold(I)-Catalyzed Heteroannulation of Salicylic Amides with Alkynes: Synthesis of 1,3-Benzoxazin-4-one Derivatives, Recommanded Product: 2-Hydroxy-4-(trifluoromethyl)benzoic acid, the publication is Organic Letters (2022), 24(31), 5684-5687, database is CAplus and MEDLINE.

Gold(I)-catalyzed heteroannulation affords the efficient and straightforward construction of heterocyclic compounds Herein, a gold(I)-catalyzed heteroannulation of salicylic amides with alkynes producing a broad range of 1,3-benzoxazin-4-ones is reported. The utility of this protocol was highlighted by synthesizing variously substituted benzoxazinones containing quaternary carbon centers, showing a high functional group tolerance and excellent atom economy of the thus introduced reaction course.

Organic Letters 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

Shibata, Kentaro published the artcileHomopolymer-block-Alternating Copolymers Composed of Acrylamide Units: Design of Transformable Divinyl Monomers and Sequence-Specific Thermoresponsive Properties, Product Details of C8H5F3O3, the publication is Journal of the American Chemical Society (2022), 144(22), 9959-9970, database is CAplus and MEDLINE.

In this work, we synthesized an acrylamide-based terpolymer that is a block copolymer composed of an AB alternating copolymer and a C homopolymer. The key to the unprecedented achievement is rational design of an acrylate-acrylamide divinyl monomer carrying CF₃-substituted salicylic acid ester bonds (AAm-CF₃) to realize the efficient and selective cyclopolymn. as well as the quant. transformation of the resultant cyclorepeating units. The selectivity in the cyclopolymn. and the pendant transformation ability were evaluated through reactivity ratios of the corresponding model monomers and quant. aminolysis reactions of the model compound The cyclopolymn. via the photoinduced electron transfer-reversible addition-fragmentation chain transfer (PET-RAFT) process with a macrochain-transfer agent and subsequent aminolysis reaction afforded the homopolymer-block-alternating copolymer. The sequence-controlled terpolymer exhibited a very unique thermal response behavior in water that was strikingly different from the corresponding sequence-uncontrolled terpolymers, such as homopolymer-block-statistical copolymers and all statistical terpolymers, despite the fact that the structure cannot be distinguished by ¹H NMR.

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 C9H10O4, Product Details of C8H5F3O3.

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

Hu, Yiping published the artcileDesign, Synthesis, Molecular Docking Studies of Deferasirox Derivatives of 1,2,4-Triazole as Potential Antimicrobial Agents, Formula: C8H5F3O3, the publication is ChemistrySelect (2021), 6(45), 12914-12920, database is CAplus.

A series of deferasirox derivatives of 1,2,4-triazole I (R¹ = H, CF₃; R² = R³ = H, CF₃, COOH, COOMe, COOEt) were designed and synthesized by the ring-opening rearrangement reaction of Ph hydrazine or its substituents and imines, some compounds are previously unknown. The antibacterial activities of all compounds against Staphylococcus aureus, Staphylococcus epidermidis, Escherichia coli, Candida albicans and Aspergillus niger were exptl. evaluated. Most of them exhibited potential antimicrobial activity and promising antifungal activity. Especially, I (R¹ = CF₃; R² = COOEt; R³ = H) and I (R¹ = CF₃; R² = H; R³ = COOEt) showed the best antimicrobial activity (MIC₉₀ = 0.125-2.0μg/mL) against Staphylococcus aureus, Staphylococcus epidermidis and Escherichia coli, while compounds I (R¹ = R² = H; R³ = COOMe), I (R¹ = CF₃; R² = COOMe; R³ = H) showed excellent antifungal activity (MIC₉₀ = 0.5-2.0μg/mL). The mol. docking anal. further revealed that all the synthesized derivatives have shown potential binding affinities.

ChemistrySelect 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

Liao, Liping published the artcileSynthesis and biological evaluation of 1,2,4-triazole derivatives as potential neuroprotectant against ischemic brain injury, Recommanded Product: 2-Hydroxy-4-(trifluoromethyl)benzoic acid, the publication is European Journal of Medicinal Chemistry (2020), 112114pp., database is CAplus and MEDLINE.

A series of 1,2,4-triazole derivatives I (R¹ = H, OH; R² = H, F, CF₃, etc.; R³ = H, Me, F, CF₃ ) was synthesized to investigate their neuroprotective effects and mechanisms of action. Some compounds noticeably protected PC12 cells from the cytotoxicity of H₂O₂ or sodium nitroprusside (SNP). Compound I (R¹ = OH; R² = OMe; R³ = H) was the most effective derivative Compound I (R¹ = OH; R² = OMe; R³ = H) chelated Fe (II) iron, scavenged reactive oxygen species (ROS), and restored the mitochondrial membrane potential (MMP). Moreover, it enhanced the activity of the antioxidant defense system by increasing the serum level of superoxide dismutase (SOD) and promoting the nuclear translocation of nuclear factor erythroid 2-related factor 2 (Nrf2). Compound I (R¹ = OH; R² = OMe; R³ = H) caused certain improvements in behavior, the cerebral infarction area, and serum levels of biochem. indicators (TNF-α, IL-1β, SOD and MDA) in a rat MCAO model. The LD (LD₅₀) of compound I (R¹ = OH; R² = OMe; R³ = H) in mice receiving i.p. injections was greater than 400 mg/kg. Meanwhile, pharmacokinetic experiments revealed high bioavailability of this compound after both oral and i.v. administration (F = 60.76%, CL = 0.014 mg/kg/h) and a longer half-life (4.26 and 5.11 h after oral and i.v. administration, resp.). Based on these findings, compound I (R¹ = OH; R² = OMe; R³ = H) may be a promising neuroprotectant for the treatment of ischemic stroke.

European 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