Month: December 2022

Bouton, Jakob published the artcileRevisiting Pyrazolo[3,4-d]pyrimidine Nucleosides as Anti-Trypanosoma cruzi and Antileishmanial Agents, Recommanded Product: 4-Chloro-2-methylphenylboronic acid, the publication is Journal of Medicinal Chemistry (2021), 64(7), 4206-4238, database is CAplus and MEDLINE.

Chagas disease and visceral leishmaniasis are two neglected tropical diseases responsible for numerous deaths around the world. For both, current treatments are largely inadequate, resulting in a continued need for new drug discovery. As both kinetoplastid parasites are incapable of de novo purine synthesis, they depend on purine salvage pathways that allow them to acquire and process purines from the host to meet their demands. Purine nucleoside analogs therefore constitute a logical source of potential antiparasitic agents. Earlier optimization efforts of the natural product tubercidin (7-deazaadenosine) involving modifications to the nucleobase 7-position and the ribofuranose 3′-position led to analogs with potent anti-Trypanosoma brucei and anti-Trypanosoma cruzi activities. In this work, we report the design and synthesis of pyrazolo[3,4-d]pyrimidine nucleosides with 3′- and 7-modifications and assess their potential as anti-Trypanosoma cruzi and antileishmanial agents. One compound was selected for in vivo evaluation in an acute Chagas disease mouse model.

Journal of Medicinal Chemistry published new progress about 209919-30-2. 209919-30-2 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Boronic acid and ester,Benzene,Boronic Acids,Boronic acid and ester, name is 4-Chloro-2-methylphenylboronic acid, and the molecular formula is C7H8BClO2, Recommanded Product: 4-Chloro-2-methylphenylboronic acid.

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

Spengler, Jan published the artcileUse of an Internal Reference for the Quantitative HPLC-UV Analysis of Solid-Phase Reactions: A Case Study of 2-Chlorotrityl Chloride Resin, HPLC of Formula: 42074-68-0, the publication is ACS Combinatorial Science (2013), 15(5), 229-234, database is CAplus and MEDLINE.

Here we evaluated the use of internal reference compounds for the rapid assessment of reactions performed in solid-phase. An internal reference compound (com. available) was bound to the resin, together with the substrate, and cleaved with the products after completion of the reaction. The peak area of the reference compound in the HPLC-UV chromatograms can be correlated directly with those of other compounds present in the reaction mixture, thereby allowing a quant. interpretation of the chromatograms with respect to conversion and yield. The usefulness of this method was demonstrated by optimization of a protocol for the synthesis of proline-based tripeptides.

ACS Combinatorial Science 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 C14H14, HPLC of Formula: 42074-68-0.

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

Aliabadi, Alireza published the artcileSynthesis and cytotoxicity evaluation of N-(5-(substituted-benzylthio)-1,3,4 thiadiazole-2-yl)-2-p-nitrophenylacetamide derivatives as potential anticancer agents, Recommanded Product: 3-Chlorobenzylchloride, the publication is Iranian Journal of Chemistry & Chemical Engineering (2019), 38(1), 49-55, database is CAplus.

Cancer is a big global problem and is one of the top and main causes of mortality in developed countries. Many of the current treatments and anticancer therapeutics have problems with severe side effects and on the other hand, the drug resistance is also another obstacle in the cancer chemotherapy. Hence, there is a strong demand for the discovery and development of effective new antineoplastic therapies. According to the in vitro effectiveness of 1,3,4-thiadiazole based compounds as anticancer agents, new 1,3,4-thiadiazole based derivatives with various electron withdrawing and electron donating moieties were synthesized and tested by MTT assay against three cancerous cell lines. PC3 (Prostate cancer), U87-C-531 (Glioblastoma) and MDA-MB-231 (Breast cancer) cell lines were applied for MTT assay and obtained results were compared to imatinib. Study of the structure activity relationship of prepared compounds showed electron withdrawing substituents such as Cl, F and NO₂ enhanced the anticancer properties compared to compound without any substituent (compound 3l) or compounds with electron donating (methoxy) substituent (compounds 3j and 3k). Totally, compound 3a (IC₅₀ = 10.6 μM) showed superior activity against PC3 cell line and compounds 3d (IC₅₀ = 10.3 μM), 3h (IC₅₀ = 12.5 μM) and 3j (IC₅₀ = 11.3 μM) exhibited higher activity against MDA-MB-231 cell line compared to imatinib as reference drug.

Iranian Journal of Chemistry & Chemical Engineering 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, Recommanded Product: 3-Chlorobenzylchloride.

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

Yuan, Kedong published the artcileArylation of gem-difluoroalkenes using a Pd/Cu Co-catalytic system that avoids β-fluoride elimination, Quality Control of 10543-42-7, the publication is Chemical Science (2021), 12(4), 1363-1367, database is CAplus and MEDLINE.

PdII/CuI co-catalyze an arylation reaction of gem-difluoroalkenes using arylsulfonyl chlorides to deliver α,α-difluorobenzyl products. The reaction proceeded through a β,β-difluoroalkyl-Pd intermediate that typically underwent unimol. β-F elimination to deliver monofluorinated alkene products in a net C-F functionalization reaction. However to avoid β-F elimination, the β,β-difluoroalkyl-Pd intermediate were offered, an alternate low-energy route involving β-H elimination to ultimately deliver difluorinated products in a net arylation/isomerization sequence. Overall, this reaction enabled exploration of new reactivities of unstable fluorinated alkyl-metal species, while also providing new opportunities for transforming readily available fluorinated alkenes into more elaborate substructures.

Chemical Science 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 C12H9N3O4, Quality Control of 10543-42-7.

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

Li, Jia published the artcileDiscovery of thiophene-containing biaryl amide derivatives as novel glucagon receptor antagonists, Related Products of chlorides-buliding-blocks, the publication is Chemical Biology & Drug Design (2018), 92(1), 1241-1254, database is CAplus and MEDLINE.

A novel series of thiophene-containing biaryl amide derivatives I (R¹ = 4-FC₆H₄, 4-CF₃OC₆H₄, 4-t-BuC₆H₄, etc.; R² = 2-Me-4-ClC₆H₃, 3-Me-4-ClC₆H₃, 2,4,6-(Me)₃) as glucagon receptor (GCGR) antagonists were designed and synthesized. Two compounds of this series, I (R¹ = 4-CF₃OC₆H₄; R² = 2-Me-4-ClC₆H₃) and I (R¹ = 4-t-BuC₆H₄; R² = 2-Me-4-ClC₆H₃), exhibited good GCGR binding (IC₅₀ = 6.1 and 4.4 μM, resp.) and cAMP functional activities (IC₅₀ = 4.4 and 14.4 μM, resp.). The possible binding modes of above two compounds with GCGR were explored by mol. simulation.

Chemical Biology & Drug Design published new progress about 209919-30-2. 209919-30-2 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Boronic acid and ester,Benzene,Boronic Acids,Boronic acid and ester, name is 4-Chloro-2-methylphenylboronic acid, and the molecular formula is C7H8BClO2, Related Products of chlorides-buliding-blocks.

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

Wu, Fengshou published the artcileRecyclable Silica-Supported Iridium Bipyridine Catalyst for Aromatic C-H Borylation, Quality Control of 408492-29-5, the publication is ACS Catalysis (2014), 4(5), 1365-1375, database is CAplus.

A mesoporous SiO₂ (SBA-15)-supported bipyridine Ir complex was prepared by grafting of bipyridine onto the SiO₂ support, followed by complexation of [Ir(I)(COD)(OMe)]₂ precursor in the presence of HBpin and cyclooctene. Structural analyses by x-ray powder diffraction, N physisorption, FTIR, and solid-state NMR spectroscopy demonstrate that the 3-dimensional, hexagonal pore structure of SBA-15 is maintained after the immobilization. In particular, as a heterogeneous catalyst, this SiO₂-supported Ir complex shows moderate to good catalytic activity in the aromatic C-H borylation of a variety of substrates. More importantly, the heterogeneous catalyst is recovered easily and reused repeatedly by simple washing without chem. treatment and exhibits good recycling performance with a modest decrease in the catalytic rate, showing good potential for increasing the overall turnover number of this synthetically useful catalyst.

ACS Catalysis published new progress about 408492-29-5. 408492-29-5 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Boronic acid and ester,Benzene,Ester,Boronate Esters,Boronate Esters,Boronic acid and ester,, name is Methyl 3-chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate, and the molecular formula is C8H6ClF3, Quality Control of 408492-29-5.

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

Park, Jihye published the artcilePhotochromic metal-organic frameworks: Reversible control of singlet oxygen generation, Recommanded Product: 5-Chloro-3-[2-(5-chloro-2-methylthien-3-yl)cyclopent-1-en-1-yl]-2-methylthiophene, the publication is Angewandte Chemie, International Edition (2015), 54(2), 430-435, database is CAplus and MEDLINE.

The controlled generation of singlet oxygen is of great interest owing to its potential applications including industrial wastewater treatment, photochem., and photodynamic therapy. Two photochromic metal-organic frameworks, PC-PCN and SO-PCN, have been developed. A photochromic reaction has been successfully realized in PC-PCN while maintaining its single crystallinity. In particular, as a solid-state material which inherently integrates the photochromic switch and photosensitizer, SO-PCN has demonstrated reversible control of ¹O₂ generation. Addnl., SO-PCN shows catalytic activity towards photooxidation of 1,5-dihydroxynaphthalene.

Angewandte Chemie, International Edition published new progress about 219537-97-0. 219537-97-0 belongs to chlorides-buliding-blocks, auxiliary class Fused/Partially Saturated Cycles,Cyclopentenes, name is 5-Chloro-3-[2-(5-chloro-2-methylthien-3-yl)cyclopent-1-en-1-yl]-2-methylthiophene, and the molecular formula is C15H14Cl2S2, Recommanded Product: 5-Chloro-3-[2-(5-chloro-2-methylthien-3-yl)cyclopent-1-en-1-yl]-2-methylthiophene.

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

Rubtsov, M. V. published the artcileDerivatives of sulfanilamide. IV, Application of Coumarin-6-sulfonyl chloride, the publication is Zhurnal Obshchei Khimii (1944), 857-64, database is CAplus.

6-Methoxy-2-chloroquinoline (25 g.) in 50 g. PhOH was heated to 135° and treated with dry NH₃, cooled, treated with Me₂CO, filtered and treated with EtOH-HCl, and the separated HCl salt neutralized to yield 6-methoxy-2-phenoxyquinoline, b₃ 183°, m. 46°. 6-Methoxy-2-chloroquinoline (17 g.) and 40 g. AcNH₂ were heated to 180° for 4 h. and 200° for 2 h. with treatment with gaseous NH₃; no reaction occurred; after addition of 1.7 g. CuCl and continuation of the reaction for 12 h. at 200° there was obtained 6.7 g. 6-methoxy-2-aminoquinoline, m. 175° (from water); 4 g. of this and 5.4 g. p-AcNHC₆H₄SO₂Cl (I) in pyridine gave after 3 h. at 90-100° 2-(p-acetamidophenylsulfonamido)-6-methoxyquinoline, m. 245-6° (from 50% AcOH), which was hydrolyzed by 10% NaOH to 2-sulfanilamido-6-methoxyquinoline, m. 214.5° (from 50% AcOH). 4-Amino-6-methoxyquinoline (4 g.) and 5.4 g. I gave, as above, 2.4 g. 4-(p-acetamidophenylsulfonamido)-6-methoxyquinoline, m. 292° (from water), which was hydrolyzed by 10% NaOH to 4-sulfanilamido-6-methoxyquinoline, m. 274° (from 50% AcOH). 6-Aminoquinoline (7.2 g.) and 11.7 g. I gave 6-(p-acetamidophenylsulfonamido)quinoline, m. 282°, which was hydrolyzed by 17% HCl to 6-sulfanilamidoquinoline, m. 209-10° (from 50% EtOH). Coumarin (10 g.), added with cooling to 40 g. ClSO₃H, heated to 100° for 4 h., cooled, and poured on ice yielded 10 g. 6-coumarinsulfonyl chloride, m. 116° (from (CH₂Cl)₂); treatment with 15% NH₄OH at 35° gave 6-sulfamylcoumarin, m. 185° (from water), while substitution of sulfanilamide for NH₄OH gave N-(p-sulfamylphenyl)-6-coumarin sulfonamide, m. 219° (from 50% EtOH), and the use of p-H₂NC₆H₄CO₂H gave p-carboxy-6-coumarinsulfonanilide, m. 241° (from 65% AcOH). Coumarinsulfonyl chloride and p-AcNHC₆H₄NH₂ gave p-acetamido-6-coumarinsulfonanilide, m. 280° (from 75% AcOH), which was hydrolyzed by 10% NaOH to p-amino-6-coumarinsulfonanilide, m. 209° (from 50% EtOH). 6-Aminocoumarin (2.9 g.) with 2.4 g. I in Me₂CO gave 3.5 g. 6-(p-acetamidophenylsulfonamido)coumarin, m. 230° (from 75% AcOH), which was hydrolyzed with 10% NaOH to 6-sulfanilamidocoumarin, m. 191° (from 50% EtOH). Only the last compound showed promising activity against streptococci, pneumococci, and staphylococci.

Zhurnal Obshchei Khimii 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, Application of Coumarin-6-sulfonyl chloride.

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

Magidson, O. Yu. published the artcileSynthesis of Phenadone, Safety of 2-Chloro-N,N-dimethylpropan-1-amine hydrochloride, the publication is Meditsinskaya Promyshlennost SSSR (1957), 11(No. 3), 25-8, database is CAplus.

The synthesis of Phenadone proceeds in 6 stages. CH₂:CHCH₂Cl (300 g.) with 600 g. tech. H₂SO₄ (d. 1.8-1.82) at 25-30° 1 hr. gives 319.3 g. MeCH(OH)CH₂Cl (I). I (300 g.) is added to 546 g. 37% aqueous Me₂NH and 300 g. 40% NaOH below 40°, the mixture stirred 30 min., 150 g. 40% NaOH added, the mixture kept 12 hrs., and the upper layer fractionated to give 183.8 g. MeCH(OH)CH₂NMe₂ (II), also prepared from propylene oxide and Me₂NH. II (250 g.) is added dropwise to 380 g. SOCl₂ and 730 g. of dry (ClCH₂)₂ during 1-1.5 hrs. at 30° and the mixture boiled 2 hrs. to give 338 g. MeCHClCH₂NMe₂.HCl (III). Ph₂CHCN (60 g.), 46.6 g. powd. NaOH, and 69 g. III heated to 90-100°, kept at this temperature 7 hrs. with stirring, cooled, diluted with 50 cc. of H₂O, and worked up gave 46 g. Ph₂C(CN)CH₂CHMeNMe₂ (IV), m. 88-90°. IV (80 g.) in 70 cc. dry xylene is treated with EtMgBr (from 10 g. Mg and 50 g. EtBr), 55-60° 3 hrs. with stirring, kept 12 hrs., and acidified with 10% HCl, the ether distilled and the temperature raised to 115° to distil ether, xylene, and H₂O. The crystals in the residue are filtered off and washed with acetone to yield 89 g. EtCOCPh₂CH₂CHMeNMe₂.HBr (V.HBr), m. 224°; V, m. 77°; V.HCl (Phenadone), m. 229-31°.

Meditsinskaya Promyshlennost SSSR 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, Safety of 2-Chloro-N,N-dimethylpropan-1-amine hydrochloride.

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

Jubault, P. published the artcileElectrochemical activation of magnesium: a new, rapid and efficient method for the electrosynthesis of 1,1-dichloroalkylphosphonates from diisopropyl trichloromethylphosphonate, Recommanded Product: Diethyltrichloromethylphosphonate, the publication is Tetrahedron Letters (1995), 36(39), 7073-6, database is CAplus.

Various diisopropyl 1,1-dichloroalkylphosphonates, e.g., (Me₂CHO)₂P(O)CCl₂(CH₂)₅Me, were easily and rapidly prepared under mild conditions, by electrolyzing, in DMF medium, diisopropyl trichloromethylphosphonate in the presence of alkylating reagents. The use of an electrochem. activated Mg anode significantly improved the rate and the yield of the reaction.

Tetrahedron Letters published new progress about 866-23-9. 866-23-9 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is Diethyltrichloromethylphosphonate, and the molecular formula is C5H10Cl3O3P, Recommanded Product: Diethyltrichloromethylphosphonate.

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