Month: December 2022

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

Sweetman, Brian A. published the artcileAxially chiral tridentate isoquinoline derived ligands for diethylzinc addition to aldehydes, HPLC of Formula: 21286-54-4, the publication is Tetrahedron (2018), 74(38), 5567-5581, database is CAplus.

The synthesis and resolution of new tridentate isoquinoline-derived ligands was developed. The key steps in the synthetic sequence included successive, chemo-selective Suzuki-Miyaura cross-couplings of 1,3-dichloroisoquinoline with suitable arylboronic acids. The new ligands prepared in this manner were resolved either via mol. complexation with N-benzylcinchonidinium chloride as with 1-[3-(2-hydroxyphenyl)isoquinolin-1-yl]naphthalen-2-ol or via chromatog. separation of its epimeric camphorsulfonates as for 1,3-bis-(2-hydroxynaphthalen-1-yl)isoquinoline. 4-tert-Butyl-2-chloro-6-[1-(2-hydroxymethylnaphthalen-1-yl)isoquinolin-3-yl]phenol was resolved by chiral semi-preparative HPLC. The application of these ligands in the diethylzinc addition to aldehydes was investigated. In certain cases, the desired secondary alcs. were obtained in high yield with excellent enantiomeric excess (ee > 99%) at low catalyst loading (1 mol%).

Tetrahedron published new progress about 21286-54-4. 21286-54-4 belongs to chlorides-buliding-blocks, auxiliary class Chiral,Chloride,Sulfonyl chlorides,Aliphatic cyclic hydrocarbon,Ketone, name is ((1S,4R)-7,7-Dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonyl chloride, and the molecular formula is C20H21ClN4O4, HPLC of Formula: 21286-54-4.

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

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

Gaile, I. published the artcile2′-Amino-5,5-dimethylcyclohexan-1-one[2,3:4′,5′]thiazole, Category: chlorides-buliding-blocks, the publication is Doklady Akademii Nauk SSSR (1962), 817-19, database is CAplus.

cf. Schulmann, CA 43, 7004i. Refluxing 2-bromodimedon with SC(NH₂)₂ in EtOH 2 hrs., followed by concentration and addition of NH₄OH to pH 8 and addition of H₂O gave 84% 2′-amino-5,5-dimethyl-cyclohexan-1-one[2,3:4,5′]thiazole (I), m. 207°, which also formed similarly from 2-chlorodimedon or from dimedon refluxed with SC(NH₂)₂ and iodine in EtOH 5 hrs. I.HCl decomposed 225°; picrate decomposed 235°. I and Ac₂O gave the N-acetyl derivative of I, m. 219°; similarly was prepared the N-propionyl derivative of I, m. 212°. I and mixed acid gave in 1 hr. at 0° the N-nitro derivative of I, decomposed 201°. I and Br in dioxane gave the N,N-dibromo derivative of I, decomposed 225-6°. Diazotization of I in 85% H₃PO₄ and treatment with MeOH-PhOH gave 80% II, decomposed 245°.

Doklady Akademii Nauk SSSR published new progress about 36335-47-4. 36335-47-4 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Carboxylic acid,Benzene,Ether, name is 3-Chloro-2,6-dimethoxybenzoic acid, and the molecular formula is C9H9ClO4, Category: chlorides-buliding-blocks.

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

Zhang, Zhimin published the artcileDiscovery of novel coumarin derivatives as potent and orally bioavailable BRD4 inhibitors based on scaffold hopping, COA of Formula: C9H5ClO4S, the publication is Journal of Enzyme Inhibition and Medicinal Chemistry (2019), 34(1), 808-817, database is CAplus and MEDLINE.

The bromodomain and extra-terminal (BET) bromodomains, particularly BRD4, have been identified as promising therapeutic targets in the treatment of many human disorders such as cancer, inflammation, obesity, and cardiovascular disease. Recently, the discovery of novel BRD4 inhibitors has garnered substantial interest. Starting from scaffold hopping of the reported compound dihydroquinazolinone (PFI-1), a series of coumarin derivatives were designed and synthesized as a new chemotype of BRD4 inhibitors. Interestingly, the representative compounds exhibited potent BRD4 binding affinity and cell proliferation inhibitory activity, and especially displayed a favorable PK profile with high oral bioavailability (F = 49.38%) and metabolic stability (T_1/2 = 4.2 h), meaningfully making it as a promising lead compound for further drug development.

Journal of Enzyme Inhibition and Medicinal Chemistry published new progress about 10543-42-7. 10543-42-7 belongs to chlorides-buliding-blocks, auxiliary class Other Aromatic Heterocyclic,Chloride,Sulfonyl chlorides,Ester, name is Coumarin-6-sulfonyl chloride, and the molecular formula is C28H41N7O4, COA of Formula: C9H5ClO4S.

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

MacSweeney, Aengus published the artcileDiscovery and Structure-Based Optimization of Adenain Inhibitors, Recommanded Product: 2-Chlorotrityl chloride, the publication is ACS Medicinal Chemistry Letters (2014), 5(8), 937-941, database is CAplus and MEDLINE.

The cysteine protease adenain is the essential protease of adenovirus and, as such, represents a promising target for the treatment of ocular and other adenoviral infections. Through a concise two-pronged hit discovery approach we identified tetrapeptide nitrile 1 and pyrimidine nitrile 2 as complementary starting points for adenain inhibition. These hits enabled the first high-resolution X-ray cocrystal structures of adenain with inhibitors bound and revealed the binding mode of 1 and 2. The screening hits were optimized by a structure-guided medicinal chem. strategy into low nanomolar drug-like inhibitors of adenain.

ACS Medicinal Chemistry Letters published new progress about 42074-68-0. 42074-68-0 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Benzyl chloride,Benzene, name is 2-Chlorotrityl chloride, and the molecular formula is C19H14Cl2, Recommanded Product: 2-Chlorotrityl chloride.

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

Nguyen, Tung Thanh published the artcileAminoquinoline-directed, cobalt-catalyzed carbonylation of sulfonamide sp² C-H bonds, SDS of cas: 10543-42-7, the publication is Chemical Communications (Cambridge, United Kingdom) (2017), 53(37), 5136-5138, database is CAplus and MEDLINE.

We report a method for cobalt-catalyzed, aminoquinoline-directed sp² C-H bond carbonylation of sulfonamides. The reactions proceed in a dichloroethane solvent, and employ diisopropyl azodicarboxylate as a carbon monoxide source, Mn(OAc)₂ as a cooxidant and potassium pivalate as a base. Halogen, ester, and amide functionalities are compatible with the reaction conditions. This method allows for a short and efficient synthesis of saccharin derivatives

Chemical Communications (Cambridge, United Kingdom) published new progress about 10543-42-7. 10543-42-7 belongs to chlorides-buliding-blocks, auxiliary class Other Aromatic Heterocyclic,Chloride,Sulfonyl chlorides,Ester, name is Coumarin-6-sulfonyl chloride, and the molecular formula is C9H5ClO4S, SDS of cas: 10543-42-7.

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