Category: 33697-81-3

Wang, Dan published the artcileSupport vector machine and KStar models predict the o-dealkylation reaction mediated by cytochrome P450, Computed Properties of 33697-81-3, the publication is Wuli Huaxue Xuebao (2011), 27(2), 343-351, database is CAplus.

Nested prediction model was constructed based on support vector machines (SVM) and the KStar method. The models consisted of a mol. shape discriminative model for metabolites, which was used to predict the o-dealkylation reaction mediated by cytochrome P 450, in addition to the metabolic site discriminative model, which was used to judge C-O bond breaking in mols. 1280 Mol. descriptors including topol. descriptors, 2D autocorrelation descriptors, and geometric descriptors were calculated and to characterize the physicochem. properties of 272 mols. A mol. shape discriminative model, represented by the classification models, was constructed by machine learning methods including SVM, decision tree, Bayesian network, and k nearest neighbors method. The results showed that the SVM model was superior to the other methods. Twenty-six quantum chem. features including charge-related, valency-related, and energy-related features were calculated for the 538 metabolism sites for the o-dealkylation reaction in the metabolic site discriminative model. Machine learning methods including decision tree, Bayesian network, KStar, and the artificial neural network method were also used to develop classification models. It showed that the KStar model with its prediction accuracy, sensitivity, and specificity of more than 90% outperformed the other classification models. Fifteen traditional Chinese medicine medicinal mols. were used to validate the model. The results showed that the nested models had certain accuracy and could contribute to the prediction of metabolites from traditional Chinese medicines.

Wuli Huaxue Xuebao published new progress about 33697-81-3. 33697-81-3 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Carboxylic acid,Benzene,Phenol, name is 3-Chloro-4-hydroxyphenylacetic acid, and the molecular formula is C6H3ClFNO2, Computed Properties of 33697-81-3.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Xu, Yan-Xia published the artcileThe small auxin-up RNA OsSAUR45 affects auxin synthesis and transport in rice, Safety of 3-Chloro-4-hydroxyphenylacetic acid, the publication is Plant Molecular Biology (2017), 94(1-2), 97-107, database is CAplus and MEDLINE.

Key message: This research is the first to demonstrate that OsSAUR45 is involved in plant growth though affecting auxin synthesis and transport by repressing OsYUCCA and OsPIN gene expression in rice. Abstract: Small auxin-up RNAs (SAURs) comprise a large multigene family and are rapidly activated as part of the primary auxin response in plants. However, little is known about the role of SAURs in plant growth and development, especially in monocots. Here, we report the biol. function of OsSAUR45 in the model plant rice (Oryza sativa). OsSAUR45 is expressed in a tissue-specific pattern and is localized to the cytoplasm. Rice lines overexpressing OsSAUR45 displayed pleiotropic developmental defects including reduced plant height and primary root length, fewer adventitious roots, narrower leaves, and reduced seed setting. Auxin levels and transport were reduced in the OsSAUR45 overexpression lines, potentially because of decreased expression of Flavin-binding monooxygenase family proteins (OsYUCCAs) and PIN-FORMED family proteins (OsPINs). Exogenous auxin application rapidly induced OsSAUR45 expression and partially restored the phenotype of rice lines overexpressing OsSAUR45. These results demonstrate that OsSAUR45 is involved in plant growth by affecting auxin synthesis and transport through the repression of OsYUCCA and OsPIN gene expression in rice.

Plant Molecular Biology published new progress about 33697-81-3. 33697-81-3 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Carboxylic acid,Benzene,Phenol, name is 3-Chloro-4-hydroxyphenylacetic acid, and the molecular formula is C12H16N2O2, Safety of 3-Chloro-4-hydroxyphenylacetic acid.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Bubert, Christian published the artcileSynthesis of aromatase inhibitors and dual aromatase steroid sulfatase inhibitors by linking an arylsulfamate motif to 4-(4H-1,2,4-triazol-4-ylamino)benzonitrile: SAR, crystal structures, in vitro and in vivo activities, Computed Properties of 33697-81-3, the publication is ChemMedChem (2008), 3(11), 1708-1730, database is CAplus and MEDLINE.

4-(((4-Cyanophenyl)(4H-1,2,4-triazol-4-yl)amino)methyl)phenyl sulfamate (I) was the first dual aromatase-sulfatase inhibitor (DASI) reported. Several series of its derivatives with various linker systems between the steroid sulfatase (STS) and the aromatase inhibitory pharmacophores were synthesized and evaluated in JEG-3 cells. The X-ray crystal structures of the aromatase inhibitors, DASI precursors II (n = 2, R¹ = R² = H) and III, and DASI II (n = 5, R¹ = H, R² = SO₂NH₂) were determined Nearly all derivatives show improved in vitro aromatase inhibition over I but decreased STS inhibition. The best aromatase inhibitor is II (n = 2, R¹ = Cl, R² = H) (IC₅₀ = 0.26 nM) and the best DASI is II (n = 2, R¹ = Cl, R² = SO₂NH₂) (IC_50aromatase = 0.45 nM, IC_50STS = 1200 nM). SAR for aromatase inhibition shows that compounds containing an alkylene- and thioether-based linker system are more potent than those that are ether-, sulfone-, or sulfonamide-based, and that the length of the linker has a limited effect on aromatase inhibition beyond two methylene units. Compounds II (R² = SO₂NH₂: n = 2, R¹ = H; n = 2, R¹ = Cl; n = 3, R¹ = H, n = 4, R¹ = H) were studied in vivo (10 mg kg^-1, single, p.o.). The most potent DASI is II (n = 2, R¹ = H, R² = SO₂NH₂), which inhibited PMSG-induced plasma estradiol levels by 92% and liver STS activity by 98% 3h after dosing. These results further strengthen the concept of designing and developing DASIs for potential treatment of hormone-related cancers.

ChemMedChem published new progress about 33697-81-3. 33697-81-3 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Carboxylic acid,Benzene,Phenol, name is 3-Chloro-4-hydroxyphenylacetic acid, and the molecular formula is C8H7ClO3, Computed Properties of 33697-81-3.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Cheng, Wei-Chieh published the artcileRapid modifications of N-substitution in imino-sugars: Development of new β-glucocerebrosidase inhibitors and pharmacological chaperones for Gaucher disease, Product Details of C8H7ClO3, the publication is Bioorganic & Medicinal Chemistry (2013), 21(17), 5021-5028, database is CAplus and MEDLINE.

The rapid discovery of β-glucocerebrosidase (GCase) inhibitors and pharmacol. chaperones for Gaucher disease is described. The N-aminobutyl DNJ-based iminosugar was synthesized and conjugating with a variety of carboxylic acids to generate a N-diversely substituted iminosugar-based library. Several members of this library were found to be nanomolar-range inhibitors of GCase; the inhibition constant K_i of the most potent was found to be 71 nM. Although these new mols. showed reasonable chaperoning activity (1.5- to 1.9-fold) in the N370S fibroblast of Gaucher patient-derived cell line, this was accompanies by a concomitant decrease in the cellular α-glucosidase activity, which might limit their further therapeutic potential. Next, newly developed N-substituents were assembled with pyrrolidine-based scaffolds to generate new mols. for further evaluation. The new 2,5-dideoxy-2,5-imino-D-mannitol (DMDP)-based iminosugar 22 was found to exhibit a satisfactory chaperoning activity to enhance GCase activity by 2.2-fold in Gaucher N370S cell line, without impairment of cellular α-glucosidase activity.

Bioorganic & Medicinal Chemistry published new progress about 33697-81-3. 33697-81-3 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Carboxylic acid,Benzene,Phenol, name is 3-Chloro-4-hydroxyphenylacetic acid, and the molecular formula is C8H7ClO3, Product Details of C8H7ClO3.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Davis, Rohan A. published the artcileThe isolation and synthesis of 3-chloro-4-hydroxyphenylacetamide produced by a plant-associated microfungus of the genus Xylaria, Category: chlorides-buliding-blocks, the publication is Tetrahedron Letters (2005), 46(6), 919-921, database is CAplus.

Chem. investigations of the fermentation broth from the microfungus Xylaria sp. have afforded the new natural product 3-chloro-4-hydroxyphenylacetamide (I) and the previously reported fungal metabolite 3-chloro-4-hydroxyphenylacetic acid (II). This letter reports the isolation and full spectroscopic characterization of I and II by NMR, UV, IR and MS data. The crystal structure and 1-pot synthesis of I are also reported.

Tetrahedron Letters published new progress about 33697-81-3. 33697-81-3 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Carboxylic acid,Benzene,Phenol, name is 3-Chloro-4-hydroxyphenylacetic acid, and the molecular formula is C8H7ClO3, Category: chlorides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Kumar, Rohitesh published the artcileDesign and Synthesis of a Screening Library Using the Natural Product Scaffold 3-Chloro-4-hydroxyphenylacetic Acid, Recommanded Product: 3-Chloro-4-hydroxyphenylacetic acid, the publication is Journal of Natural Products (2015), 78(4), 914-918, database is CAplus and MEDLINE.

The fungal metabolite 3-chloro-4-hydroxyphenylacetic acid (I) was utilized in the generation of a unique drug-like screening library using parallel solution-phase synthesis. A 20-membered amide library, II (R = CH₂CH₂CHMe₂, morpholinoethyl, CH₂CH₂NMe₂, etc.), III (R¹, R² = H, F, R³ = H, Br, Cl, F), and IV, was generated by first converting I to Me (3-chloro-4-hydroxyphenyl)acetate, then reacting this scaffold with a diverse series of primary amines via a solvent-free aminolysis procedure. The structures of the synthetic analogs II, III, and IV were elucidated by spectroscopic data anal. The structures of compounds III (R¹ = F, R² = R³ = H), IV (R¹ = R² = H, R³ = F), and the hydrate of II (R = CH₂CH₂NMe₂) were confirmed by single X-ray crystallog. anal. All compounds were evaluated for cytotoxicity against a human prostate cancer cell line (LNCaP) and for antiparasitic activity toward Trypanosoma brucei brucei and Plasmodium falciparum and showed no significant activity at 10 μM. The library was also tested for effects on the lipid content of LNCaP and PC-3 prostate cancer cells, and it was demonstrated that the fluorobenzyl analogs IV (R¹ = R² = H, R³ = F; R¹ = R³ = H, R² = F; R¹ = F, R² = R³ = H) significantly reduced cellular phospholipid and neutral lipid levels.

Journal of Natural Products published new progress about 33697-81-3. 33697-81-3 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Carboxylic acid,Benzene,Phenol, name is 3-Chloro-4-hydroxyphenylacetic acid, and the molecular formula is C8H7ClO3, Recommanded Product: 3-Chloro-4-hydroxyphenylacetic acid.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Epple, Robert published the artcile3,4,5-Trisubstituted isoxazoles as novel PPARδ agonists, Category: chlorides-buliding-blocks, the publication is Bioorganic & Medicinal Chemistry Letters (2006), 16(16), 4376-4380, database is CAplus and MEDLINE.

The authors report the identification of a novel series of trisubstituted isoxazoles as PPAR activators from a high-throughput screen. A series of structural optimizations led to improved efficacy and excellent functional receptor selectivity for PPARδ. The isoxazoles represent a series of agonists which display a scaffold that lies outside the typical PPAR agonist motif.

Bioorganic & Medicinal Chemistry Letters published new progress about 33697-81-3. 33697-81-3 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Carboxylic acid,Benzene,Phenol, name is 3-Chloro-4-hydroxyphenylacetic acid, and the molecular formula is C8H7ClO3, Category: chlorides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Daengrot, Charuwan published the artcileEremophilane sesquiterpenes and diphenyl thioethers from the soil fungus Penicillium copticola PSU-RSPG138, Application of 3-Chloro-4-hydroxyphenylacetic acid, the publication is Journal of Natural Products (2015), 78(4), 615-622, database is CAplus and MEDLINE.

Four new compounds including two eremophilane sesquiterpenes, penicilleremophilanes A (1) and B (2), as well as two sulfur-containing biphenols, penicillithiophenols A (3) and B (4), were isolated from the soil fungus Penicillium copticola PSU-RSPG138 together with 16 known compounds Their structures were elucidated by spectroscopic methods. Known sporogen AO-1 exhibited significant antimalarial activity against Plasmodium falciparum with an IC₅₀ value of 1.53 μM and cytotoxic activity to noncancerous (Vero) cell lines with an IC₅₀ value of 4.23 μM. Although compound 1 was approx. half as active against P. falciparum with the IC₅₀ value of 3.45 μM, it showed much weaker cytotoxic activity.

Journal of Natural Products published new progress about 33697-81-3. 33697-81-3 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Carboxylic acid,Benzene,Phenol, name is 3-Chloro-4-hydroxyphenylacetic acid, and the molecular formula is C8H7ClO3, Application of 3-Chloro-4-hydroxyphenylacetic acid.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Beugelmans, Rene published the artcileSynthetic studies towards western and eastern macropolypeptide subunits of kistamicin, Category: chlorides-buliding-blocks, the publication is Tetrahedron (1999), 55(16), 5089-5112, database is CAplus.

Simplified models of the western and eastern macropolypeptide subunits of kistamicin were prepared The western subunit model I (fused bicyclic 16+15 membered ring) was synthesized by sequential intramol. S_NAr reaction and the first 17-membered ring compound as model of the eastern subunit II was obtained by an intramol. Ni⁰ mediated coupling reaction.

Tetrahedron published new progress about 33697-81-3. 33697-81-3 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Carboxylic acid,Benzene,Phenol, name is 3-Chloro-4-hydroxyphenylacetic acid, and the molecular formula is C8H7ClO3, Category: chlorides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Grimova, J. published the artcileTo what extent can results of experimental studies be extrapolated in predicting adverse side effects of drugs in man?, Application In Synthesis of 33697-81-3, the publication is Archives of Toxicology, Supplement (1986), 9(Toxic Interfaces Neurones), 240-3, database is CAplus.

A study of the pharmacokinetics and biotransformation of benzofenac (I) [60736-70-1] was conducted in exptl. animals (rats, rabbits, and dogs) and in human volunteers. The main urinary metabolites in the rat and dog are substances II  [33697-81-3], III  [90276-10-1], and IV [90276-12-3], and in the rabbit and man II and II. Man differs from animals in the quantities of the individual metabolites. Some metabolites were prepared and tested for embryotoxicity in chicken and rat embryos. Of all the metabolites, metabolite IV is responsible for the embryotoxic action of I. This metabolite never occurs in the rabbit or man. These results substantiate the necessity of carrying out concurrent comparative pharmacokinetic and biotransformation studies of new drugs in exptl. animals and man during the preclin. research stage.

Archives of Toxicology, Supplement published new progress about 33697-81-3. 33697-81-3 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Carboxylic acid,Benzene,Phenol, name is 3-Chloro-4-hydroxyphenylacetic acid, and the molecular formula is C8H7ClO3, Application In Synthesis of 33697-81-3.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics