Category: chlorides-buliding-blocks

Wu, Dunqi published the artcileCopper-Catalyzed Enantioselective Radical Chlorination of Alkenes, Recommanded Product: 2-Chloro-4-methylphenylboronic acid, the publication is ACS Catalysis (2022), 12(9), 5284-5291, database is CAplus.

In this report, authors reviewed a copper-catalyzed asym. atom transfer radical addition (ATRA) reaction, which remains a great challenge since the discovery of racemic ATRA in the 1940s. This enantioselective radical chlorination of acrylamides was developed, where three reagents, including Togni-I and TMSCl, PhICF₃Cl, and CX₃SO₂Cl, were employed as the radical sources and chlorine source, affording a series of chlorinated carbon-centered quaternary compounds in good yields with excellent enantioselectivity. Notably, the well-designed bulky chiral ligand plays a key role in the successful enantioselective radical chlorination process.

ACS Catalysis published new progress about 145349-62-8. 145349-62-8 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Boronic acid and ester,Benzene,Boronic Acids, name is 2-Chloro-4-methylphenylboronic acid, and the molecular formula is C7H7IN2O, Recommanded Product: 2-Chloro-4-methylphenylboronic acid.

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

Liang, Jun published the artcileChemical synthesis of Ub-AMC via ligation of peptide hydrazides, SDS of cas: 42074-68-0, the publication is Science China: Chemistry (2013), 56(9), 1301-1306, database is CAplus.

The C-terminal conjugate of ubiquitin with 7-amino-4-methylcoumarin (Ub-AMC) is an important probe for fluorescence-based anal. of deubiquitinating enzyme (DUB) activity. It is important to develop more efficient methods for the preparation of Ub-AMC because the currently available technol. is still expensive for scaled-up production In the present work we report an efficient strategy for total chem. synthesis of Ub-AMC through ligation of peptide hydrazides. Three peptide segments are assembled via N-to-C sequential ligation and the resulting product is converted to Ub-AMC via TCEP-mediated desulfurization. The synthetic Ub-AMC is shown to have expected biol. functions through the measurement of its DUB activity.

Science China: Chemistry 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, SDS of cas: 42074-68-0.

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

Wang, Jian-Fang published the artcileCocrystal of {Ti₄} and {Ti₆} Clusters with Enhanced Photochemical Properties, Application In Synthesis of 6313-54-8, the publication is Inorganic Chemistry (2017), 56(5), 2367-2370, database is CAplus and MEDLINE.

A supramol. cocrystal {Ti₄ + Ti₆} has been prepared through the combination of isolated {Ti₄} and {Ti₆} clusters. The combined {Ti₄ + Ti₆} complex displayed better solar-driven photocatalytic dye degradation activity than the individual {Ti₄} and {Ti₆} compounds

Inorganic Chemistry published new progress about 6313-54-8. 6313-54-8 belongs to chlorides-buliding-blocks, auxiliary class Pyridine,Chloride,Carboxylic acid, name is 2-Chloroisonicotinic acid, and the molecular formula is C6H13NO2, Application In Synthesis of 6313-54-8.

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

Wu, Z. L. published the artcileSynthesis and antitumor evaluation of 5-(benzo[d][1,3]dioxol-5-ylmethyl)-4-(tert-butyl)-N-arylthiazol-2-amines, Recommanded Product: 1-(4-Chlorophenyl)thiourea, the publication is MedChemComm (2016), 7(9), 1768-1774, database is CAplus.

A series of novel N-aryl-5-(benzo[d][1,3]dioxol-5-ylmethyl)-4-(tert-butyl)thiazol-2-amines (C1-C31) were synthesized and evaluated for their antitumor activities against HeLa, A549 and MCF-7 cell lines. Some tested compounds showed potent growth inhibition properties with IC₅₀ values generally below 5 μM against the three human cancer cells lines. Compound C27 showed potent activities against HeLa and A549 cell lines with IC₅₀ values of 2.07 ± 0.88 μM and 3.52 ± 0.49 μM, resp. Compound C7 (IC₅₀ = 2.06 ± 0.09 μM) was the most active compound against A549 cell line, while compound C16 (IC₅₀ = 2.55 ± 0.34 μM) showed the best inhibitory activity against the MCF-7 cell line. The preliminary mechanism of the inhibitory effect was investigated via further experiments, such as morphol. anal. by dual AO/EB staining and Hoechst 33342 staining, and cell apoptosis and cycle assessment by FACS anal. The results illustrated that compound C27 could induce apoptosis and cause both S-phase and G2/M-phase arrests in HeLa cell line. Therefore, compound C27 could be developed as a potential antitumor agent.

MedChemComm 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 0, Recommanded Product: 1-(4-Chlorophenyl)thiourea.

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

Wei, Zhengxi published the artcileA direct peptide reactivity assay using a high-throughput mass spectrometry screening platform for detection of skin sensitizers, Quality Control of 7080-50-4, the publication is Toxicology Letters (2021), 67-77, database is CAplus and MEDLINE.

Chem.-peptide conjugation is the mol. initiating event in skin sensitization. The OECD test guideline uses a high-performance liquid chromatog./UV (HPLC/UV) detection method to quantify chem.-peptide conjugation in a direct peptide reactivity assay (DPRA), which measures the depletion of two synthetic peptides containing lysine or cysteine residues. To improve assay throughput, sensitivity and accuracy, an automated 384-well plate-based RapidFire solid-phase extraction (SPE) system coupled with tandem mass spectrometry (MS/MS) DPRA was developed and validated in the presence of a newly designed internal standard Compared to the HPLC/UV-based DPRA, the automated SPE-MS/MS-based DPRA improved throughput from 16 min to 10 s per sample, and substrate peptides usage was reduced from 100 mM to 5μM. When implementing the SPE-MS/MS-based DPRA into a high-throughput platform, we found 10 compounds that depleted lysine peptide and 24 compounds that depleted cysteine peptide (including 7 unreported chems. from 55 compounds we tested) in a concentration-response manner. The adduct formation between cysteine and cinnamic aldehyde and ethylene glycol dimethacrylate were further analyzed using high-performance liquid chromatog. time-of-flight mass spectrometry (HPLC-TOF-MS) to confirm the conjugation. Overall, the automated SPE-MS/MS-based platform is an efficient, economic, and accurate way to detect skin sensitizers.

Toxicology Letters published new progress about 7080-50-4. 7080-50-4 belongs to chlorides-buliding-blocks, auxiliary class Halogenation Reagent,Inhibitor, name is Sodium chloro(tosyl)amide trihydrate, and the molecular formula is C6H6N2O, Quality Control of 7080-50-4.

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

Donzel, Maxime published the artcileBioinspired Photoredox Benzylation of Quinones, SDS of cas: 939-99-1, the publication is Journal of Organic Chemistry (2021), 86(15), 10055-10066, database is CAplus and MEDLINE.

3-Benzylmenadiones were obtained in good yield by using a blue-light-induced photoredox process in the presence of Fe(III), oxygen, and γ-terpinene acting as a hydrogen-atom transfer agent. This methodol. is compatible with a wide variety of diversely substituted 1,4-naphthoquinones as well as various cheap, readily available benzyl bromides with excellent functional group tolerance. The benzylation mechanism was investigated and supports a three-step radical cascade with the key involvement of the photogenerated superoxide anion radical.

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, SDS of cas: 939-99-1.

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

Mahvidi, S. published the artcileInfluence of protonation on the photochromic behavior, phase transfer and thermal stability of phenylamine-substituted diarylethenes, Category: chlorides-buliding-blocks, the publication is Progress in Color, Colorants and Coatings (2020), 13(2), 105-119, database is CAplus.

This paper examines the role of protonation on the photochromic reactions of multi-responsive Ph amine diarylethene derivatives (PA-DAEs). Reversible protonation and deprotonation provide a secondary stimulus for controlling the properties of light-responsive PA-DAEs, including solubility and thermal stability. For this reason, the phenylamine substituted DAEs were synthesized using a novel and efficient microwave-assisted synthetic route. Steady-state spectroscopy results indicated that the photocyclization and photocycloreversion reactions were reversible at different pH values. Even though, the acidic condition caused red-shift of the visible light absorption bands and generated a new absorption band at near-IR to IR region in the closed-ring structure but made blue-shift in the absorption spectra of the open-ring isomers. Also, it was showed that the excess amount of proton locked back the photochromic reaction. Results also indicated that the protonated closed-ring isomers of PA-DAEs are hydrophilic, whereas the deprotonated forms and protonated open-ring forms are hydrophobic. In addition to photoswitching and solubility of PA-DAEs under irradiation at different light wavelengths, the thermal stability of P-type PA-DAEs was also monitored in the presence of trifluoroacetic acid at different temperatures as external stimuli.

Progress in Color, Colorants and Coatings 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, Category: chlorides-buliding-blocks.

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

Brintzinger, Herbert published the artcileOrganic sulfur chlorides. VII. Syntheses with α-chloroethylsulfur chloride, Product Details of C4H8Cl2S2, the publication is Chemische Berichte (1954), 300-14, database is CAplus.

cf. C.A. 47, 7433a. Adding 68 g. SO₂Cl₂ dropwise at -20° to 61.5 g. (EtS)₂ in 150 cc. CCl₄, adding another 123 g. SO₂Cl₂ at -15°, warming the mixture to 20°, keeping it overnight, and distilling it give 90% MeCHClSCl (I), b₂₇ 38°. Passing CHCH into 13.1 g. I in 50 cc. CCl₄ 3 h. and distilling the mixture give CHCl:CHSCHClMe, b₁₄ 75°, which decompose on standing. Adding dropwise 10.5 g. cyclohexene in 40 cc. CCl₄ to 13.5 g. I at 20° gives α-chloroethyl 2-chlorocyclohexyl sulfide (II) which decompose on distillation at 2 mm. Heating II at 150° until HCl is no longer split off and distilling off the volatile part leave a thermoplastic dark brown resin. Adding 6.6 g. cyclopentadiene in 35 cc. CCl₄ to 13.1 g. I at below 30° and fractionating the mixture give 4-chlorocyclopenten-2-yl vinyl sulfide, b₇ 65°, which polymerizes readily when the solvent is distilled off at atm. pressure; on heating it 4 h. at 120° a dark thermoplastic resin is formed. Adding dropwise 10.4 g. styrene in 30 cc. CCl₄ to 13.1 g. I at below 25° and distilling the mixture give β-chlorophenethyl vinyl sulfide (III), b₈ 135°. Heating III 50 h. at 80° gives a thermoplastic styrene soft resin, soluble in chlorinated hydrocarbons. Heating III at 160° until HCl is no longer evolved (50 h.) gives a hard black resin containing 3% Cl. Adding dropwise 26.2 g. I in 10 cc. THF (THF) to 10.4 g. cycloöctatetraene in 20 cc. THF at 20° and distilling off the THF in vacuo give what may be 2,7-dichloro-5,8-bis(α-chloroethylmercapto)bicyclo[0.2.4]oct-3-ene (IV) as a viscous yellow-red oil. Heating IV 18 h. at 100° gives a hard nonthermoplastic polymer, (C₁₂H₁₄Cl₂S₂)_x. When IV is heated 10 h. at 160° a Cl-free nonthermoplastic resin of the composition (C₁₂H₁₂S₂)_x is obtained. Adding 13.1 g. I slowly at 35° to 6.6 g. CH₂(CN)₂ in 10 cc. THF causes the evolution of HCl; distilling off the THF in vacuo leaves a red oil which soon polymerizes with the evolution of heat and HCl, giving a soft resin which, on heating 24 h. at 100°, gives a dark brown thermoplastic polymer, (C₅H₅N₂ClS)_x. Refluxing 13.1 g. I and 7.4 g. THF 28 h. and distilling the mixture give δ-chlorobutyl α-chloroethanesulfenate, CH₂Cl(CH₂)₃OSCHClMe, b₁₂ 88°, decomposing to a red oil after a few days. Adding slowly CH₂N₂ [from 10 g. MeN(NO)CONH₂] to 8.5 g. I and distilling off the ether in vacuo give ClCH₂SCHClMe, b₁ 40°, mobile oil, decomposing on standing at 20°. Shaking 26 g. I 3 h. with 25 g. Hg and warming the decanted solution with fresh Hg 0.5 h. at 50° give (CH₂ClCH₂S)₂, yellow oil, b₉ 84°. Adding 15 g. I dropwise at 5° to 40 g. dry Me₂CO, warming the mixture 0.5 h. at 35°, and fractionating it give hexakis(α-chloroethylmercapto)acetone, b₂ 70°, which, heated 10 h. at 80°, polymerizes to a hard Cl-free resin. When equal parts of I and Me₂CO are mixed, heat and HCl are evolved; the mixture, heated 5 h. at 80° and fractionated, gives hexakis(ethylmercapto)acetone, light yellow oil, b₁₅ 53°. Mixing 12 g. PhAc and 13.1 g. I and distilling off the volatile parts in vacuo give a compound, MeCHClSCHBzSCHMeCHBzSCHClMe, which splits off HCl at 20°, completely after heating at 100°, giving a hard resin of the composition (C₂₂H₂₂O₂S₃)_x. Adding 13.1 g. I to 20 g. CH₂Ac₂ at below 30° and distilling the mixture give 3-(α-chloroethylmercapto)pentane-2,4-dione (V), b₁ 82°. Shaking 8 g. V with a small excess of 10% KOH 10 min. and adding 150 cc. H₂O give (3-vinylmercapto)pentane-2,4-dione, mobile oil, b_0.5 70°. Adding 39.3 g. I in 3 portions to 10 g. CH₂Ac₂, keeping the mixture several hrs., and distilling it give tris(α-chloroethylmercapto)pentane-2,4-dione, b₁₂ 104-7°. Similarly, equimolar amounts of I and AcCH₂CO₂Et give (as primary reaction product) Et α-(α’-chloroethylmercapto)acetoacetate (VI), which, heated 15 h. at 65°, gives Et α-(vinylmercapto)acetoacetate, yellow mobile oil, b₁₈ 115°. Adding 39.3 g. I slowly to 7.2 g. MeCOEt at 30° causes a strong evolution of HCl; the mixture is heated several hrs. at 100°, giving a Cl-free polymer, (C₂₀H₂₄OS₈)_x, as a nonthermoplastic black resin. Similarly, 39.3 g. I and 7 g. MeCOCH: CH₂ give MeCOCHClMe, b₂₈ 40°, and a resin which, heated 4 h. at 100°, gives a nonthermoplastic insoluble resin of the composition (C₁₄H₁₆OS₅)_x. Adding 6.5 g. I to 8 g. carbazole in 125 cc. warm xylene, heating the mixture 1.5 h. at 60°, and concentrating the filtered black solution in vacuo give (α-N-carbazolylethyl) (N-carbazolyl) sulfide, yellow crystals, m. 212° (decomposition), and a polymer which is obtained as the main product when 8 g. carbazole and 6.5 g. I are refluxed in 125 cc. xylene 2.5 h., the cooled solution is filtered, concentrated, filtered again, and evaporated, the residue extracted with CCl₄, and the residue of the CCl₄ extract heated 1 h. at 80°/12 mm. Adding dropwise 6.5 g. I in 15 cc. AcOH to 12.1 g. PhNMe₂ in 15 cc. AcOH, stirring the mixture 1 h. at 35°, adding 22.5 g. KOH in 200 cc. H₂O, extracting with ether, distilling off the PhNMe₂ from the residue of the dried ether extract, and recrystallizing the residue 3 times from EtOH give [α-(4-dimethylaminophenyl)ethyl] 4-dimethylaminophenyl sulfide, yellow needles, m. 125°. Adding in small portions with cooling 30 g. AlCl₃ to 13.1 g. I in 100 cc. C₆H₆, keeping the mixture overnight, distilling off about 50 cc. C₆H₆, pouring the residue into iced HCl, extracting with ether, and distilling the washed (NaOH) and dried organic solution at 30°/10 mm. leave Ph α-phenethyl sulfide, yellow crystals, m. 161°. Treating 11.4 g. CO(NHPh)₂ in 250 cc. CHCl₃ several hrs. with 13.1 g. I and distilling off the CHCl₃ give N,N’-diphenyl-N,N’-bis(α-chloroethylmercapto)thiourea-2HCl, m. 132°. Adding 13.1 g. I to 22.8 g. CO(NHPh)₂ in 120 cc. THF and distilling off the THF leave a viscous yellow soft resin which is heated 1 h. at 60°/12 mm. and has the composition (C₁₅H₁₆N₂Cl₂S₂)_x, soluble in CCl₄ and ether, and giving a clear solid film. Adding dropwise 13.1 g. I to 21.1 g. diphenylguanidine in 200 cc. CHCl₃ and distilling off the CHCl₃ give a polymer, (C₁₅H₁₇N₃Cl₂S)_x, as a tough thermoplastic film-forming red resin. Adding 13.1 g. I to 9.8 g. cyclohexanone in 50 cc. CCl₄ at below 40°, keeping the mixture 48 h. at 20°, and fractionating the solution give a colorless Cl-containing oil, b₈ 45°, which readily decompose, giving a Cl-containing dark red soft resin. When I and cyclohexanone are mixed without cooling, the mixture is heated 20 h. on a water bath, and the volatile portion is distilled off a red thermoplastic hard resin of the composition (C₈H₁₂OS)_x is obtained. Treating 9.4 g. PhOH in 50 cc. CHCl₃ with 13.1 g. I, distilling off the CHCl₃, and heating the residue 5 h. at 60° give a soft resin, containing 12.4% Cl, which after heating another 5 h. at 100° gives a Cl-free hard resin of the composition (C₈H₉OS)_x.

Chemische Berichte published new progress about 1002-41-1. 1002-41-1 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is 1,2-Bis(2-chloroethyl)disulfane, and the molecular formula is C4H8Cl2S2, Product Details of C4H8Cl2S2.

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

Beattie, Karren D. published the artcileAntibacterial and antifungal screening of natural products sourced from Australian fungi and characterization of pestalactams D-F, Product Details of C8H7ClO3, the publication is Phytochemistry (Elsevier) (2016), 79-85, database is CAplus and MEDLINE.

Eighteen natural products sourced from Australian micro- or macro-fungi were screened for antibacterial and antifungal activity. This focused library was comprised of caprolactams, polyamines, quinones, and polyketides, with addnl. large-scale isolation studies undertaken in order to resupply previously identified compounds Chem. investigations of the re-fermented culture from the endophytic fungus Pestalotiopsis sp. yielded three caprolactam analogs, pestalactams D-F, along with larger quantities of the known metabolite pestalactam A, which was methylated using diazomethane to yield 4-O-methylpestalactam A. The chem. structures of the previously undescribed fungal metabolites were determined by anal. of 1D/2D NMR and MS data. The structure of 4-O-methylpestalactam A was confirmed following single crystal X-ray diffraction anal. The antibacterial and antifungal activity of all compounds was assessed, which identified three compounds, (1S,3R)-austrocortirubin, (1S,3S)-austrocortirubin, and 1-deoxyaustrocortirubin with mild activity (100 μM) against Gram-pos. isolates and one compound, 2-hydroxy-6-methyl-8-methoxy-9-oxo-9H-xanthene-1-carboxylic acid, with activity against Cryptococcus neoformans and Cryptococcus gattii at 50 μM.

Phytochemistry (Elsevier) 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, Product Details of C8H7ClO3.

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

Ismail, I. Imam published the artcileReactions with coumarin. III, Product Details of C9H5ClO4S, the publication is Afinidad (1995), 52(456), 133-6, database is CAplus.

Various coumarin-6-sulfonic acid esters are prepared through reaction of coumarin-6-sulfonyl chloride (I) with some phenolic compounds The reaction of 2-formylphenyl coumarin-6-sulfonate with primary amines led to the Schiff’s bases. Aceturic or hippuric acid reacts with 4-formylphenyl coumarin-6-sulfonate to give oxazolone derivatives I reacts with some sulfonamides yielding coumarin-6-sulfonamide derivatives Coumarin-6-sulfonylurea derivatives were also prepared

Afinidad 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, Product Details of C9H5ClO4S.

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