Category: 33697-81-3

Noh, U. published the artcilePhototrophic degradation of (2-Cl)-phenol by Rhodopseudomonas palustris: a pathway combining anaerobic and aerobic reactions, Quality Control of 33697-81-3, the publication is Mededelingen – Faculteit Landbouwkundige en Toegepaste Biologische Wetenschappen (Universiteit Gent) (1998), 63(4b), 1867-1872, database is CAplus.

The advantage of anaerobic degradation processes of recalcitrant aromatic compounds are relatively low production of biomass and the possibility of dehalogenation of highly chlorinated compounds Phototrophic bacteria are known for their diverse metabolism, however, there is only little information about phototrophic degradation of phenol and chlorinated aromatic compounds Newly isolated and culture collection strains of Rhodopseudomonas palustris could transform 2-chlorophenol under phototrophic conditions in the presence of a second carbon source to 3-chloro-4-hydroxyphenylacetic acid, which were identified by HPLC, GC-MS and NMR anal. Dechlorination was demonstrated by stoichiometric release of Cl^– in the culture fluid. The occurrence of 4-hydroxyphenylacetic acid has never been observed in the degradation of phenol under methanogenic or nitrate reducing conditions, where phenol is first carboxylated to benzoate or p-hydroxybenzoate prior to reduction of the aromatic ring and complete mineralization. Further degradation of 4-hydroxyphenylacetic acid by R. palustris required oxygen, presumably for mono- and dioxygenases, which catalyze the ring cleaving reaction. In continuous cultures the amount of oxygen could be kept low enough to allow further degradation of 4-hydroxyphenylacetic acid and the expression of nitrogenase. Under these conditions phenolic compounds might be mineralized to mol. hydrogen and CO₂.

Mededelingen – Faculteit Landbouwkundige en Toegepaste Biologische Wetenschappen (Universiteit Gent) 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

Davis, Rohan A. published the artcileNatural Product-Based Phenols as Novel Probes for Mycobacterial and Fungal Carbonic Anhydrases, SDS of cas: 33697-81-3, the publication is Journal of Medicinal Chemistry (2011), 54(6), 1682-1692, database is CAplus and MEDLINE.

In order to discover novel probes that may help in the investigation and control of infectious diseases through a new mechanism of action, we have evaluated a library of phenol-based natural products (NPs) for enzyme inhibition against four recently characterized pathogen β-family carbonic anhydrases (CAs). These include CAs from Mycobacterium tuberculosis, Candida albicans, and Cryptococcus neoformans as well as α-family human CA I and CA II for comparison. Many of the NPs selectively inhibited the mycobacterial and fungal β-CAs, with the two best performing compounds displaying submicromolar inhibition with a preference for fungal over human CA inhibition of more than 2 orders of magnitude. These compounds provide the first example of non-sulfonamide inhibitors that display β over α CA enzyme selectivity. Structural characterization of the library compounds in complex with human CA II revealed a novel binding mode whereby a Me ester interacts via a water mol. with the active site zinc.

Journal of 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, SDS of cas: 33697-81-3.

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

Fukui, Kosuke published the artcileNew-generation chemical tools for the manipulation of auxin biosynthesis, action, and transport, Synthetic Route of 33697-81-3, the publication is Methods in Molecular Biology (New York, NY, United States) (2019), 143-156, database is CAplus and MEDLINE.

Auxin is the master regulator for almost every aspect of plant growth and development. Small mol. inhibitors, fluorescently labeled mol., and hormone analogs on auxin biosynthesis, transport, and signaling, so-called auxin chem. tools, have been widely utilized to dissect physiol. functions of gene families in auxin biosynthesis, transport, and signaling. Auxin chem. tools can manipulate specific auxin-regulated events at any developmental stage. Chem. tools can modulate the function of orthologs of target proteins and also can overcome the redundant function of large family gene controlling auxinregulated response. On the other hand, chem. tool might induce the off-target effects at high concentration, if the chem. tool shows insufficient specificity on target proteins. This chapter describes a brief overview and practical application of the auxin chem. tools.

Methods in Molecular Biology (New York, NY, United States) 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, Synthetic Route of 33697-81-3.

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

Huang, Yunsheng published the artcileSynthesis and Quantitative Structure-Activity Relationships of N-(1-Benzylpiperidin-4-yl)phenylacetamides and Related Analogs as Potent and Selective σ₁ Receptor Ligands, HPLC of Formula: 33697-81-3, the publication is Journal of Medicinal Chemistry (1998), 41(13), 2361-2370, database is CAplus and MEDLINE.

A series of N-(1-benzylpiperidin-4-yl)phenylacetamide derivatives was synthesized and evaluated for affinity at σ₁ and σ₂ receptors. Most of these compounds showed a high affinity for σ₁ receptors and a low to moderate affinity for σ₂ receptors. The unsubstituted compound N-(1-benzylpiperidin-4-yl)phenylacetamide displayed a high affinity and selectivity for σ₁ receptors (K_i values of 3.90 nM for σ₁ receptors and 240 nM for σ₂ receptors). The influence of substitutions on the phenylacetamide aromatic ring on binding at both the σ₁ and σ₂ receptor has been examined through Hansch-type quant. structure-activity relationship (QSAR) studies. In general, all 3-substituted compounds, except for the OH group, had a higher affinity for both σ₁ and σ₂ receptors when compared with the corresponding 2- and 4-substituted analogs. The selectivity for σ₁ receptors displayed a trend of 3 > 2 â‰?4 for Cl, Br, F, NO₂, and OMe substituted analogs. Halogen substitution on the aromatic ring generally increased the affinity for σ₂ receptors while maintaining a similar affinity for σ₁ receptors. Substitution with electron-donating groups, such as OH, OMe, or NH₂, resulted in weak or negligible affinity for σ₂ receptors and a moderate affinity for σ₁ receptors. The compds tested had no affinity for dopamine D₂ (IC₅₀ > 10,000 nM) and D₃ (IC₅₀ > 10,000 nM) receptors. The nanomolar binding affinity and high selectivity for σ₁ receptors suggest that these compounds may be developed as potential radiotracers for positron emission tomog. or single photon emission computerized tomog. imaging studies.

Journal of 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

Gabor, Krisztina published the artcileDivergent roles of CprK paralogs from Desulfitobacterium hafniense in activating gene expression, Recommanded Product: 3-Chloro-4-hydroxyphenylacetic acid, the publication is Microbiology (Reading, United Kingdom) (2008), 154(12), 3686-3696, database is CAplus and MEDLINE.

Gene duplication and horizontal gene transfer play an important role in the evolution of prokaryotic genomes. We have investigated the role of three CprK paralogs from the cAMP receptor protein-fumarate and nitrate reduction regulator (CRP-FNR) family of transcriptional regulators that are encoded in the genome of Desulfitobacterium hafniense DCB-2 and possibly regulate expression of genes involved in the energy-conserving terminal reduction of organohalides (halorespiration). The results from in vivo and in vitro promoter probe assays show that two regulators (CprK1 and CprK2) have an at least partially overlapping effector specificity, with preference for ortho-chlorophenols, while meta-chlorophenols proved to be effectors for CprK4. The presence of a potential transposase-encoding gene in the vicinity of the cprK genes indicates that their redundancy is probably caused by mobile genetic elements. The CprK paralogs activated transcription from promoters containing a 14 bp inverted repeat (dehalobox) that closely resembles the FNR-box. We found a strong neg. correlation between the rate of transcriptional activation and the number of nucleotide changes from the optimal dehalobox sequence (TTAAT-N₄-ATTAA). Transcription was initiated by CprK4 from a promoter that is situated upstream of a gene encoding a methyl-accepting chemotaxis protein. This might be the first indication of taxis of an anaerobic bacterium to halogenated aromatic compounds

Microbiology (Reading, United Kingdom) 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

Park, No Sang published the artcileN-Aralkylated 4-(2-aminoethoxy)phenylacetamide derivatives as potent analgesic and antiinflammatory agents., Safety of 3-Chloro-4-hydroxyphenylacetic acid, the publication is Korean Journal of Medicinal Chemistry (1991), 1(1), 36-43, database is CAplus.

A series of N-aralkylated 4-(2-aminoethoxy)phenylacetamide derivative 4-NH₂CH₂CH₂O-3-R¹C₆H₃CH₂CONH(CH₂)_nR² [R¹ = OMe, R² = Ph, n = 3, 4, 5; R¹ = H, F, Cl, OMe, R² = 3-MeC₆H₄, n = 3; R¹ = H, OMe, R² = 3-MeC₆H₄, n = 4; R¹ = H, F, Cl, OMe, R² = 4-MeC₆H₄, n = 3; etc.] were prepared for evaluation as analgesic and antiinflammatory agents. These compounds were prepared by condensation of appropriate aralkylamines with 4-hydroxyphenylacetic acid derivatives in the presence of mol. sieves followed by 2-aminoethylation on phenolic hydroxy group. Most of the new compounds exhibited very potent analgesic and antiinflammatory activities by acetic acid-induced writhing test, PBQ-induced writhing test, Randall-Selitto test and carrageenin edema test. The most interesting derivative of the series was N-[3-(3,4-dimethylphenyl)propyl]-4-(2-aminoethoxy)-3-methoxyphenylacetamide, 3,4-Me₂C₆H₃CH₂CH₂CH₂NHCOCH₂C₆H₃OMe-3-(OCH₂CH₂NH₂)-4, which showed very potent inhibition of writhing by oral administration in mice compared to those of reference compounds

Korean Journal of 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, Safety of 3-Chloro-4-hydroxyphenylacetic acid.

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

Park, No Sang published the artcilePhenylacetamide derivatives as analgesic agents, Safety of 3-Chloro-4-hydroxyphenylacetic acid, the publication is Korean Journal of Medicinal Chemistry (1991), 1(1), 2-7, database is CAplus.

A new class of compounds was synthesized by transposition of the amide bond, introduction of substituents on the aryl portion, and modification of the alkyl portion of capsaicin, 4-HO-3-MeOC₆H₃CH₂NHCO(CH₂)₄CH:CHCHMe₂-(E). 3-Substituted 4-hydroxy and 4-(2-aminoethoxy)phenylacetamide derivatives, 4-RO-3-R¹C₆H₃CH₂CONHR² [R = H; R¹ = H, F, Cl, OH; R² = (E)-Me₂CHCH:CH(CH₂)₄, octyl, nonyl, decyl; R = CH₂CH₂NH₂; R¹ = H, F, Cl, OMe; R² = octyl, nonyl, decyl] to have high analgesic activity by the acetic acid-induced writhing test. These compounds were prepared through condensation of appropriate alkylamines with 4-hydroxyphenylacetic acids in the presence of mol. sieves in high efficiency and yields, and followed by 2-aminoethylation on phenolic hydroxy group which significantly improved activity by oral administration.

Korean Journal of 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, Safety of 3-Chloro-4-hydroxyphenylacetic acid.

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

D’Ambrosio, Michele published the artcileNovel, racemic or nearly-racemic antibacterial bromo- and chloroquinols and γ-lactams of the verongiaquinol and the cavernicolin type from the marine sponge Aplysina (= Verongia) cavernicola, Formula: C8H7ClO3, the publication is Helvetica Chimica Acta (1984), 67(6), 1484-92, database is CAplus.

BuOH extracts of the Mediterranean sponge A. cavernicola gave, by reversed-phase HPLC, the antibacterial quinols (±)-3-bromoverongiaquinol (I) and (±)-3-bromo-5-chloroverongiaquinol (II) besides the products of formal cyclization 5-chlorocavernicolin (III) the C(7)-epimerizing 7β and 7α-bromo-5-chlorocavernicolins, and the C(7)-epimerizing 5-bromo-7β and 5-bromo-7α-chlorocavernicolins. The latter 4 were isolated as mixtures of C(7)-epimerizing monoacetates 4a’/4b’ and 5a’/5b’. Both I and II proved to be racemic from NMR examination of their esterification products with (-)-menthyloxyacetic acid, whereas III had âˆ?% enantiomeric purity as shown by a ¹H-NMR study of its monoacetate in the presence of a chiral shift reagent. These chiroptical data of the first chiral quinols from the Verongida and of III suggest phenol oxidative routes from tyrosine precursors for their formation. In view of their bioactivities, I and II were synthesized from (p-hydroxyphenyl)acetic acid by phenol oxidative routes.

Helvetica Chimica Acta 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, Formula: C8H7ClO3.

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

Brown, Louise M. published the artcileThe destruction of cytochrome P-450 by alclofenac: possible involvement of an epoxide metabolite, HPLC of Formula: 33697-81-3, the publication is Biochemical Pharmacology (1982), 31(2), 195-9, database is CAplus and MEDLINE.

In control mouse hepatic microsomes, no evidence for metabolism of alclofenac (I) [22131-79-9] was observed, but in induced (phenobarbitone or 3-methylcholanthrene) microsomes, I was metabolized to the dihydroxy [41451-01-8] and phenolic [33697-81-3] metabolites. Destruction of cytochrome P-450  [9035-51-2] was observed when I was incubated with microsomes from phenobarbitone-treated mice, but not untreated or 3-methylcholanthrene-treated mice; the destruction was dependent on the presence of a NADPH-regenerating system and was inhibited by SKF 525A, metyrapone, glutathione, and cysteine. The metabolites caused no loss of cytochrome P-450, whereas the reactive intermediate, alclofenac epoxide  [70319-10-7], was a potent inducer in the absence of NADPH. Thus, in vitro destruction of cytochrome P-450 by I is partly mediated through the formation of the reactive epoxy metabolite.

Biochemical Pharmacology 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

Nguyen, H. published the artcileCigarette smoke impairs neutrophil respiratory burst activation by aldehyde-induced thiol modifications, Application In Synthesis of 33697-81-3, the publication is Toxicology (2001), 160(1-3), 207-217, database is CAplus and MEDLINE.

Exposure to airborne pollutants such as tobacco smoke is associated with increased activation of inflammatory-immune processes and is thought to contribute to the incidence of respiratory tract disease. We hypothezised that cigarette smoke (CS) could synergize with activated inflammatory/immune cells to cause oxidative injury or result in the formation of unique reactive oxidants. Isolated human neutrophils were exposed to gas-phase CS, and the production of nitrating and chlorinating oxidants following neutrophil stimulation was monitored using the substrate 4-hydroxyphenylacetate (HPA). Stimulation of neutrophils in the presence of CS resulted in a reduced oxidation and chlorination of HPA, suggesting inhibition of NADPH oxidase or myeloperoxidase (MPO), the two major enzymes involved in inflammatory oxidant formation. Peroxidase assays demonstrated that neutrophil MPO activity was not significantly affected after CS-exposure, leaving the NADPH oxidase as a likely target. The inhibition of neutrophil oxidant formation was found to coincide with depletion of cellular GSH, and a similar modification of critical cysteine residues, such as those in NADPH oxidase components, might be involved in reduced respiratory burst activity. As α,β-unsaturated aldehydes such as acrolein have been implicated in thiol modifications by CS, we exposed neutrophils to acrolein prior to stimulation, and observed inhibition of NADPH oxidase activation in relation to GSH depletion. Addnl., translocation of the cytosolic components of NADPH oxidase to the membrane, a necessary requirement for enzyme activation, was inhibited. Protein adducts of acrolein (or related aldehydes) could be detected in several neutrophil proteins, including NADPH oxidase components, following neutrophil exposure to either CS or acrolein. Alterations in neutrophil function by exposure to (environmental) tobacco smoke may affect inflammatory/infectious conditions and thereby contribute to tobacco-related disease.

Toxicology 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