Tag: M.W=150-200

Kumar, Atul published the artcileDesign and synthesis of new bioisosteres of spirooxindoles (MI-63/219) as anti-breast cancer agents, Quality Control of 4584-49-0, the publication is Bioorganic & Medicinal Chemistry (2015), 23(4), 839-848, database is CAplus and MEDLINE.

The authors report herein the design and synthesis of bioisosteres of spirooxindole (MI-63/219), a small-mol. inhibitors of the MDM2-p53 interaction as antibreast cancer agents. Compound I has been exhibiting significant antiproliferative activity in nude mice bearing MCF-7 xenograft tumor. The compound I was found to act via modulation of MDM2 and p53 expression in breast cancer cells expressing wild type p53. Compound I stimulated p53 activation, caused modulation of downstream effectors p21, pRb, and cyclin D1 which regulate cell cycle. Thus, compound triggered G1-S phase cell cycle arrest, which was evident by flow cytometric anal. of treated breast cancer cells. Thus, compound I restores the p53 function, which triggers mol. events consistent with cell cycle arrest at G1/S phase.

Bioorganic & Medicinal Chemistry published new progress about 4584-49-0. 4584-49-0 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Salt,Amine,Aliphatic hydrocarbon chain, name is 2-Chloro-N,N-dimethylpropan-1-amine hydrochloride, and the molecular formula is C5H13Cl2N, Quality Control of 4584-49-0.

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

Singh, Kunwar P. published the artcileMultispecies QSAR Modeling for Predicting the Aquatic Toxicity of Diverse Organic Chemicals for Regulatory Toxicology, Quality Control of 350-30-1, the publication is Chemical Research in Toxicology (2014), 27(5), 741-753, database is CAplus and MEDLINE.

The research aims to develop multispecies quant. structure-activity relationships (QSARs) modeling tools capable of predicting the acute toxicity of diverse chems. in various Organization for Economic Co-operation and Development (OECD) recommended test species of different trophic levels for regulatory toxicol. Accordingly, the ensemble learning (EL) approach based classification and regression QSAR models, such as decision treeboost (DTB) and decision tree forest (DTF) implementing stochastic gradient boosting and bagging algorithms were developed using the algae (P. subcapitata) exptl. toxicity data for chems. The EL-QSAR models were successfully applied to predict toxicities of wide groups of chems. in other test species including algae (S. obliguue), daphnia, fish, and bacteria. Structural diversity of the selected chems. and those of the end-point toxicity data of five different test species were tested using the Tanimoto similarity index and Kruskal-Wallis (K-W) statistics. Predictive and generalization abilities of the constructed QSAR models were compared using statistical parameters. The developed QSAR models (DTB and DTF) yielded a considerably high classification accuracy in complete data of model building (algae) species (97.82%, 99.01%) and ranged between 92.50%-94.26% and 92.14%-94.12% in four test species, resp., whereas regression QSAR models (DTB and DTF) rendered high correlation (R²) between the measured and model predicted toxicity end-point values and low mean-squared error in model building (algae) species (0.918, 0.15; 0.905, 0.21) and ranged between 0.575 and 0.672, 0.18-0.51 and 0.605-0.689 and 0.20-0.45 in four different test species. The developed QSAR models exhibited good predictive and generalization abilities in different test species of varied trophic levels and can be used for predicting the toxicities of new chems. for screening and prioritization of chems. for regulation.

Chemical Research in Toxicology published new progress about 350-30-1. 350-30-1 belongs to chlorides-buliding-blocks, auxiliary class Fluoride,Chloride,Nitro Compound,Benzene, name is 3-Chloro-4-fluoronitrobenzene, and the molecular formula is 0, Quality Control of 350-30-1.

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

Reheim, Mohamed Ahmed Mahmoud Abdel published the artcileA simple and convenient synthesis of isolated fused heterocycles based on: 6-phenyl-2-thioxo-2,3- dihydropyrimidin-4(5H)-one and 5-acetyl-6-phenyl-2- thioxo-2,3-dihydropyrimidin-4(5H)-one, Category: chlorides-buliding-blocks, the publication is Heterocycles (2016), 92(8), 1397-1414, database is CAplus.

The reaction of 6-phenyl-2-thioxo-2,3-dihydropyrimidin-4(5H)-one with acetyl chloride in acetic anhydride in the presence of sodium acetate afforded 5-acetyl-6-phenyl-2-thioxo-2,3-dihydropyrimidin-4(5H)-one which was reacted with bromine, hydrazine hydrate, phenylhydrazine, cyanothioacetamide, aldehydes ArCHO (Ar = Ph, 4-chlorophenyl, 4-methoxyphenyl) and (malononitrile/sulfur) to give 2-thioxo-2,3-dihydropyrimidine derivatives, e.g., I. In the present investigation 6-phenyl-2-thioxo-2,3-dihydropyrimidin-4(5H)-one was reacted with chloroacetyl chloride to yield the corresponding compound 5-(2-chloroacetyl)-6-phenyl-2-thioxo-2,3-dihydropyrimidin-4(5H)-one. Compound 6-phenyl-2-thioxo-2,3-dihydropyrimidin-4(5H)-one was reacted with some electrophilic reagents such as benzylidene-cyanothioacetamide derivatives, 2-cyano-2-cyclopentylethanethioamide, 2-cyano-2-cyclohexyl-ethanethioamide and aromatic diazonium salts Ar¹N₂⁺Cl^– to give compounds, e.g., II (X = CH₂, CH₂CH₂). The newly synthesized heterocycles were characterized on the basis of their chem. properties and spectral data.

Heterocycles published new progress about 3696-23-9. 3696-23-9 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Thiourea,Amine,Benzene,Amide, name is 1-(4-Chlorophenyl)thiourea, and the molecular formula is C7H7ClN2S, Category: chlorides-buliding-blocks.

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

Ren, Li published the artcileDiscovery of Highly Potent, Selective, and Efficacious Small Molecule Inhibitors of ERK1/2, Application In Synthesis of 1263414-46-5, the publication is Journal of Medicinal Chemistry (2015), 58(4), 1976-1991, database is CAplus and MEDLINE.

Using structure-based design, a novel series of pyridone ERK1/2 inhibitors was developed. Optimization led to the identification of I, a potent, selective, and orally bioavailable agent that inhibited tumor growth in mouse xenograft models. On the basis of its in vivo efficacy and preliminary safety profiles, I was selected for further preclin. evaluation.

Journal of Medicinal Chemistry published new progress about 1263414-46-5. 1263414-46-5 belongs to chlorides-buliding-blocks, auxiliary class Fluoride,Chloride,Alkenyl,Benzene, name is 4-Chloro-3-fluorostyrene, and the molecular formula is C8H6ClF, Application In Synthesis of 1263414-46-5.

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

Langston, Steven P. published the artcileDiscovery of TAK-981, a First-in-Class Inhibitor of SUMO-Activating Enzyme for the Treatment of Cancer, Formula: C7H6Cl2, the publication is Journal of Medicinal Chemistry (2021), 64(5), 2501-2520, database is CAplus and MEDLINE.

SUMOylation is a reversible post-translational modification that regulates protein function through covalent attachment of small ubiquitin-like modifier (SUMO) proteins. The process of SUMOylating proteins involves an enzymic cascade, the first step of which entails the activation of a SUMO protein through an ATP-dependent process catalyzed by SUMO-activating enzyme (SAE). Here, we describe the identification of TAK-981, a mechanism-based inhibitor of SAE which forms a SUMO-TAK-981 adduct as the inhibitory species within the enzyme catalytic site. Optimization of selectivity against related enzymes as well as enhancement of mean residence time of the adduct were critical to the identification of compounds with potent cellular pathway inhibition and ultimately a prolonged pharmacodynamic effect and efficacy in preclin. tumor models, culminating in the identification of the clin. mol. TAK-981.

Journal of Medicinal Chemistry published new progress about 620-20-2. 620-20-2 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Benzyl chloride,Benzene, name is 3-Chlorobenzylchloride, and the molecular formula is C7H6Cl2, Formula: C7H6Cl2.

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

Bourahla, Khadidja published the artcileDesign and microwave synthesis of new (5Z) 5-arylidene-2-thioxo-1,3-thiazolinidin-4-one and (5Z) 2-amino-5-arylidene-1,3-thiazol-4(5H)-one as new inhibitors of protein kinase DYRK1A, Synthetic Route of 3696-23-9, the publication is Pharmaceuticals (2021), 14(11), 1086, database is CAplus and MEDLINE.

Here, we report on the synthesis of libraries of new 5-arylidene-2-thioxo-1,3-thiazolidin-4-ones 3 (twenty-two compounds) and new 2-amino-5-arylidene-1,3-thiazol-4(5H)-ones 5 (twenty-four compounds) with stereo controlled Z-geometry under microwave irradiation The 46 designed final compounds were tested in order to determine their activity against four representative protein kinases (DYR1A, CK1, CDK5/p25, and GSK3α/β). Among these 1,3-thiazolidin-4-ones, the mols. (5Z) 5-(4-hydroxybenzylidene)-2-thioxo-1,3-thiazolidin-4-one 3e (IC50 0.028 μM) and (5Z)-5-benzo[1,3]dioxol-5-ylmethylene-2-(pyridin-2-yl)amino-1,3-thiazol-4(5H)-one 5s (IC50 0.033 μM) were identified as lead compounds and as new nanomolar DYRK1A inhibitors. Some of these compounds in the two libraries have been also evaluated for their in vitro inhibition of cell proliferation (Huh7 D12, Caco2, MDA-MB 231, HCT 116, PC3, and NCI-H2 tumor cell lines). These results will enable us to use the 1,3-thiazolidin-4-one core as pharmacophores to develop potent treatment for neurol. or oncol. disorders in which DYRK1A is fully involved.

Pharmaceuticals published new progress about 3696-23-9. 3696-23-9 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Thiourea,Amine,Benzene,Amide, name is 1-(4-Chlorophenyl)thiourea, and the molecular formula is C7H7ClN2S, Synthetic Route of 3696-23-9.

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

Genc, Sertac published the artcileIridium-Catalyzed Alkylation of Secondary Alcohols with Primary Alcohols: A Route to Access Branched Ketones and Alcohols, Quality Control of 939-99-1, the publication is Journal of Organic Chemistry (2020), 85(14), 9139-9152, database is CAplus and MEDLINE.

Under borrowing hydrogen conditions, NHC-iridium(I) catalyzed the direct or one-pot sequential synthesis of α,α-disubstituted ketones RCOCH(CH₂R¹)CH₂R² [R = Ph, 2-naphthyl, 4-MeOC₆H₄, etc.; R¹ = Ph, 1-naphthyl, n-heptyl, etc.; R² = Ph, 1-naphthyl, 4-MeOC₆H₄, etc.] via the alkylation of secondary alcs. with primary alcs. was reported. Notably, the present approach provides a new method for the facile synthesis of α,α-disubstituted ketones and featured with several characteristics, including a broad substrate scope, using easy-to-handle alcs. as starting materials, and performing the reactions under aerobic conditions. Moreover, the selective one-pot formation of β,β-disubstituted alcs. PhCH(OH)CH(CH₂R³)CH₂R⁴ [R³ = Ph, n-heptyl; R⁴ = Ph, 4-MeC₆H₄, 4-BrC₆H₄] was achieved by the addition of an external hydrogen source to the reaction mixture

Journal of Organic Chemistry published new progress about 939-99-1. 939-99-1 belongs to chlorides-buliding-blocks, auxiliary class Fluoride,Chloride,Benzyl chloride,Benzene, name is 1-(Chloromethyl)-4-(trifluoromethyl)benzene, and the molecular formula is C8H6ClF3, Quality Control of 939-99-1.

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