Category: 33697-81-3

Wang, Ke published the artcileSynthesis and in vitro cytotoxic activities of sorafenib derivatives, Quality Control of 33697-81-3, the publication is Chinese Chemical Letters (2014), 25(5), 702-704, database is CAplus.

A series of novel sorafenib derivatives were designed and synthesized. The cytotoxic activities of these compounds were tested in three tumor cell lines. Most of the compounds showed potent antiproliferative activity against the tested cell lines with IC₅₀ = 0-20 μmol/L. Some compounds demonstrated competitive antiproliferative activities to sorafenib against all three cancer cell lines. Among them, one of the compounds demonstrated significant inhibitory activity against A549, ACHN, and MDA-MB-231 cell lines with IC₅₀ values of 1.29, 1.99, 3.11 μmol/L, resp.

Chinese Chemical 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 C21H24O8, Quality Control of 33697-81-3.

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

Vallejos, Jean Claude published the artcileA new system for the reduction of 4-hydroxymandelic acids, Computed Properties of 33697-81-3, the publication is Bulletin de la Societe Chimique de France (1997), 134(1), 101-104, database is CAplus.

The authors describe a new reduction of 4-hydroxymandelic acids I (X = H, 3-Cl, 3-HO, 3-MeO), which is easy to perform with available, cheap and environmentally clean reagents. The reduction of these acids is an important method for the synthesis of (4-hydroxyphenyl)acetic acids. The new reducing system is constituted of sodium bisulfite or dithionite in catalytic quantities and formic acid in slight excess.

Bulletin de la Societe Chimique de France 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 C8H10BNO3, Computed Properties of 33697-81-3.

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

Joyce, M. Gordon published the artcileCprK Crystal Structures Reveal Mechanism for Transcriptional Control of Halorespiration, Category: chlorides-buliding-blocks, the publication is Journal of Biological Chemistry (2006), 281(38), 28318-28325, database is CAplus and MEDLINE.

Halorespiration is a bacterial respiratory process in which haloorg. compounds act as terminal electron acceptors. This process is controlled at transcriptional level by CprK, a member of the ubiquitous CRP-FNR family. Here we present the crystal structures of oxidized CprK in presence of the ligand ortho-chlorophenolacetic acid and of reduced CprK in absence of this ligand. These structures reveal that highly specific binding of chlorinated, rather than the corresponding non-chlorinated, phenolic compounds in the NH₂-terminal β-barrels causes reorientation of these domains with respect to the central α-helix at the dimer interface. Unexpectedly, the COOH-terminal DNA-binding domains dimerize in the non-DNA binding state. We postulate the ligand-induced conformational change allows formation of interdomain contacts that disrupt the DNA domain dimer interface and leads to repositioning of the helix-turn-helix motifs. These structures provide a structural framework for further studies on transcriptional control by CRP-FNR homologs in general and of halorespiration regulation by CprK in particular.

Journal of Biological 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, Category: chlorides-buliding-blocks.

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

Liu, Jiwen published the artcileDiscovery of AMG 853, a CRTH2 and DP Dual Antagonist, Computed Properties of 33697-81-3, the publication is ACS Medicinal Chemistry Letters (2011), 2(5), 326-330, database is CAplus and MEDLINE.

Prostaglandin D₂ (PGD₂) plays a key role in mediating allergic reactions seen in asthma, allergic rhinitis, and atopic dermatitis. PGD₂ exerts its activity through two G protein-coupled receptors (GPCRs), prostanoid D receptor (DP or DP₁), and chemoattractant receptor-homologous mol. expressed on Th2 cells (CRTH2 or DP₂). We report the optimization of a series of phenylacetic acid derivatives in an effort to improve the dual activity of AMG 009 against DP and CRTH2. These efforts led to the discovery of AMG 853, 2-[4-(4-(tert-butylcarbamoyl)-2-(2-chloro-4-cyclopropylphenyl sulfonamido)phenoxy)-5-chloro-2-fluorophenyl]acetic acid, which is being evaluated in human clin. trials for asthma.

ACS 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, Computed Properties of 33697-81-3.

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

Liu, Kevin G. published the artcileIdentification of a series of PPARγ/δ dual agonists via solid-Phase parallel synthesis, Quality Control of 33697-81-3, the publication is Bioorganic & Medicinal Chemistry Letters (2001), 11(22), 2959-2962, database is CAplus and MEDLINE.

The authors have developed a general solid-phase synthesis for identification of PPAR (peroxisome proliferator-activated receptors) ligands. Synthesis of a 480-member library led to the identification of a potent PPARγ/δ dual agonist 23. Compound I showed good plasma exposure in rats and demonstrated antihyperglycemic and antihyperlipidemic efficacy in diabetic fatty Zucker rats. Compounds with PPARγ/δ dual activity may be useful in the treatment of metabolic syndrome X.

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, Quality Control of 33697-81-3.

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

Eckstein, Aleksandra published the artcileAuxin and chloroplast movements, Name: 3-Chloro-4-hydroxyphenylacetic acid, the publication is Physiologia Plantarum (2016), 156(3), 351-366, database is CAplus and MEDLINE.

Auxin is involved in a wide spectrum of physiol. processes in plants, including responses controlled by the blue light photoreceptors phototropins: phototropic bending and stomatal movement. However, the role of auxin in phototropin-mediated chloroplast movements has never been studied. To address this question we searched for potential interactions between auxin and the chloroplast movement signaling pathway using different exptl. approaches and two model plants, Arabidopsis thaliana and Nicotiana tabacum. We observed that the disturbance of auxin homeostasis by shoot decapitation caused a decrease in chloroplast movement parameters, which could be rescued by exogenous auxin application. In several cases, the impairment of polar auxin transport, by chem. inhibitors or in auxin carrier mutants, had a similar neg. effect on chloroplast movements. This inhibition was not correlated with changes in auxin levels. Chloroplast relocations were also affected by the antiauxin p-chlorophenoxyisobutyric acid and mutations in genes encoding some of the elements of the SCF^TIR1-Aux/IAA auxin receptor complex. The observed changes in chloroplast movement parameters are not prominent, which points to a modulatory role of auxin in this process. Taken together, the obtained results suggest that auxin acts indirectly to regulate chloroplast movements, presumably by regulating gene expression via the SCF^TIR1-Aux/IAA-ARF pathway. Auxin does not seem to be involved in controlling the expression of phototropins.

Physiologia Plantarum 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, Name: 3-Chloro-4-hydroxyphenylacetic acid.

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

Gee, Clifford T. published the artcileFragment Screening and Druggability Assessment for the CBP/p300 KIX Domain through Protein-Observed ¹⁹F NMR Spectroscopy, COA of Formula: C8H7ClO3, the publication is Angewandte Chemie, International Edition (2015), 54(12), 3735-3739, database is CAplus and MEDLINE.

¹⁹F NMR spectroscopy of labeled proteins is a sensitive method for characterizing structure, conformational dynamics, higher-order assembly, and ligand binding. Fluorination of aromatic side chains has been suggested as a labeling strategy for small-mol. ligand discovery for protein-protein interaction interfaces. Using a model transcription factor binding domain of the CREB binding protein (CBP)/p300, KIX, we report the first full small-mol. screen using protein-observed ¹⁹F NMR spectroscopy. Screening of 508 compounds and validation by ¹H-¹⁵N HSQC NMR spectroscopy led to the identification of a minimal pharmacaphore for the MLL-KIX interaction site. Hit rate anal. for the CREB-KIX and MLL-KIX sites provided a metric to assess the ligandability or “druggability” of each interface informing future medicinal chem. efforts. The structural information from the simplified spectra and data collection speed, affords a new screening tool for anal. of protein interfaces and discovery of small mols.

Angewandte Chemie, International Edition 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, COA of Formula: C8H7ClO3.

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

Kaneyasu, Tomoko published the artcileAuxin response, but not its polar transport, plays a role in hydrotropism of Arabidopsis roots, Category: chlorides-buliding-blocks, the publication is Journal of Experimental Botany (2007), 58(5), 1143-1150, database is CAplus and MEDLINE.

Plants are sessile in nature, and need to detect and respond to many environmental cues in order to regulate their growth and orientation. Indeed, plants sense numerous environmental cues and respond via appropriate tropisms, and it is widely accepted that auxin plays an important role in these responses. Recent analyses using Arabidopsis have emphasized the importance of polar auxin transport and differential auxin responses to gravitropism. Even so, the involvement of auxin in hydrotropism remains unclear. To clarify whether or not auxin is involved in the hydrotropic response, Arabidopsis seedlings were treated with inhibitors of auxin influx (3-chloro-4-hydroxyphenylacetic acid), efflux (1-naphthylphthalemic acid and 2,3,5-triiodobenzoic acid), and response (p-chlorophenoxyisobutylacetic acid), and their effects were examined on both hydrotropic and gravitropic responses. In agreement with previous reports, gravitropism was inhibited by all the chems. tested. By contrast, only an inhibitor of the auxin response (p-chlorophenoxyisobutylacetic acid) reduced hydrotropism, whereas inhibitors for influx or efflux of auxin had no effect. These results suggest that auxin response, apart from its polar transport, plays a definite role in hydrotropic response, and will evoke a new concept for the auxin-mediated regulation of tropisms.

Journal of Experimental Botany 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

Markus, Astrid published the artcileMicrobial degradation of 4-chlorophenylacetic acid. Chemical synthesis of 3-chloro-4-hydroxy-, 4-chloro-3-hydroxy- and 4-chloro-2-hydroxyphenylacetic acid, Safety of 3-Chloro-4-hydroxyphenylacetic acid, the publication is Hoppe-Seyler’s Zeitschrift fuer Physiologische Chemie (1982), 363(4), 431-7, database is CAplus and MEDLINE.

Pseudomonas CBS 3 converts 4-chlorophenylacetic acid partly into 3-chloro-4-hydroxy-, 4-chloro-3-hydroxy-, and 4-chloro-2-hydroxyphenylacetic acid by the action of monooxygenases. However, these compounds are not intermediates in the degradation of 4-chlorophenylacetic acid. Pseudomonas CBS 3 cannot grow with 3-chloro-4-hydroxy- and 4-chloro-3-hydroxyphenylacetic acid as sole C sources. 4-Chloro-2-hydroxyphenylacetic acid is slowly degraded, forming 4-chloro-2,3-dihydroxyphenylacetic acid. The actual degradation of 4-chlorophenylacetic acid seems to be initiated by the attack of a dioxygenase. The syntheses of 4-chloro-3-hydroxyphenylacetic acid and of 4-chloro-2-hydroxyphenylacetic acid are described.

Hoppe-Seyler’s Zeitschrift fuer Physiologische Chemie 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, Safety of 3-Chloro-4-hydroxyphenylacetic acid.

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

Kang, Dong Wook published the artcileHalogenation of 4-hydroxy/amino-3-methoxyphenyl acetamide TRPV1 agonists showed enhanced antagonism to capsaicin, HPLC of Formula: 33697-81-3, the publication is Bioorganic & Medicinal Chemistry (2010), 18(22), 8092-8105, database is CAplus and MEDLINE.

As an extension of our anal. of the effect of halogenation on thiourea TRPV1 agonists, we have now modified selected 4-hydroxy(or 4-amino)-3-methoxyphenyl acetamide TRPV1 agonists by 5- or 6-halogenation on the aromatic A-region and evaluated them for potency for TRPV1 binding and regulation and for their pattern of agonism/antagonism (efficacy). Halogenation shifted the functional activity at TRPV1 toward antagonism with a greater extent of antagonism as the size of the halogen increased (I > Br > Cl), as previously observed for the thiourea series. The extent of antagonism was greater for halogenation at the 5-position than at the 6-position, in contrast to SAR for the thiourea series. In this series, compounds 55 (I) and 75 showed the most potent antagonism, with K _i (ant) = 2.77 and 2.19 nM, resp., on rTRPV1 expressed in Chinese hamster ovary cells. The compounds were thus ca. 40-60-fold more potent than 6′-iodononivamide.

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, HPLC of Formula: 33697-81-3.

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