Month: December 2022

Wang, Shuai published the artcileDiscovery of new [1,2,4] Triazolo[1,5-a]Pyrimidine derivatives that Kill gastric cancer cells via the mitochondria pathway, Safety of 1-(Chloromethyl)-4-(trifluoromethyl)benzene, the publication is European Journal of Medicinal Chemistry (2020), 112630, database is CAplus and MEDLINE.

A novel series of [1,2,4]triazolo[1,5-a]pyrimidine-based compoundsI [R¹ = benzyl, 4-fluorobenzyl, 4-chlorobenzyl, etc.; R² = Me, Et, Ph; R³ = H, Me] and II [R⁴ = Ph, (4-(3-(6-bromo-2-pyridyl)prop-2-enoyl)phenyl), (4-(3-(5-bromo-2-pyridyl)prop-2-enoyl)phenyl), etc.] were synthesized and tested their anti-proliferation efficacy against gastric cancer cell line MGC-803. Among them, compounds II [R⁴ = (4-(3-(6-bromo-2-pyridyl)prop-2-enoyl)phenyl), (4-(3-(5-bromo-2-pyridyl)prop-2-enoyl)phenyl)] inhibited gastric cancer cells at micromolar level. Compound II [R⁴ = (4-(3-(6-bromo-2-pyridyl)prop-2-enoyl)phenyl)] caused G2/M arrest and induced mitochondria-dependent apoptosis in MGC-803 and SGC-7901. However, inhibiting apoptosis pathway cannot prevent the inhibitory activity of compound II [R⁴ = (4-(3-(6-bromo-2-pyridyl)prop-2-enoyl)phenyl)] against gastric cancer cell. To our surprising, ROS level was increased by compound II [R⁴ = (4-(3-(6-bromo-2-pyridyl)prop-2-enoyl)phenyl)] and elevation of ROS could be rescued by NAC. In accordance with that, NAC absolutely prevented the anti-proliferation efficacy of compound 4o. We further found that autophagy inhibitor CQ rather than 3-MA partially reversed inhibitory activity of compound II [R⁴ = (4-(3-(6-bromo-2-pyridyl)prop-2-enoyl)phenyl)] in MGC-803 cells. Taken together, compound II [R⁴ = (4-(3-(6-bromo-2-pyridyl)prop-2-enoyl)phenyl)] exhibited its anti-proliferative activity via increasing ROS level and inducing autophagy, thus leading to apoptosis of gastric cancer cells. Therefore, compound II [R⁴ = (4-(3-(6-bromo-2-pyridyl)prop-2-enoyl)phenyl)] may support further development of lead compounds for gastric cancer therapy via mitochondria pathway.

European Journal of Medicinal 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 C6H12F3NO5S, Safety of 1-(Chloromethyl)-4-(trifluoromethyl)benzene.

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

Wu, Jie published the artcileSynthesis and biological evaluation of ursolic acid derivatives containing an aminoguanidine moiety, Application of 3-Chlorobenzylchloride, the publication is Medicinal Chemistry Research (2019), 28(7), 959-973, database is CAplus.

Three series of ursolic acid derivatives containing an aminoguanidine moiety were designed, synthesized, and evaluated for anti-bacterial and anti-inflammatory activity. Some compounds displayed potent anti-bacterial activity against Gram-pos. bacterial strains (including multidrug-resistant clin. isolates) and Gram-neg. bacterial strains, with min. inhibitory concentration (MIC) values in the range of 2-64 μg/mL. Compounds 3a, 5a, and 7l showed significant inhibitory activity against the Gram-pos. bacterial strain Staphylococcus aureus RN 4220, the Gram-neg. bacterial strain Escherichia coli 1924, and four multidrug-resistant Gram-pos. bacterial strains, with MIC values of 2 and 4 μg/mL. In anti-inflammatory tests, most of the compounds exhibited potent activity, in particular compound 3a displayed the most potent activity with 81.61% inhibition after i.p. administration, which was more potent than ursolic acid and the reference drugs (ibuprofen and indomethacin). The cytotoxic activity of compound 3a was assessed in HeLa, Hep3B, and A549 cells.

Medicinal Chemistry Research 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 C21H26BF4NO, Application of 3-Chlorobenzylchloride.

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

Gou, Fei-Hu published the artcileNickel-catalyzed cross-coupling of amino-acid-derived alkylzinc reagents with alkyl bromides/chlorides: Access to diverse unnatural amino acids, Product Details of C7H4ClF3, the publication is Organic Letters (2022), 24(1), 240-244, database is CAplus and MEDLINE.

Unnatural α-amino acids are important synthetic targets in the field of peptide science. Herein we report an efficient, versatile, and straightforward strategy for the synthesis of homophenylalanine derivatives via the nickel-catalyzed Csp³-Csp³ cross-coupling of (fluoro)benzyl bromides/chlorides with natural α-amino-acid-derived alkylzinc reagents. The current protocol features the advantages of a low-cost nickel catalyst system, synthetic convenience, and the tolerance of rich functionality and stereochem.

Organic Letters published new progress about 243139-71-1. 243139-71-1 belongs to chlorides-buliding-blocks, auxiliary class Fluoride,Chloride,Benzyl chloride,Benzene, name is 2,4,5-Trifluorobenzyl chloride, and the molecular formula is C7H4ClF3, Product Details of C7H4ClF3.

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

Ruzi, Rehanguli published the artcileDeoxygenative Arylation of Carboxylic Acids by Aryl Migration, Recommanded Product: Coumarin-6-sulfonyl chloride, the publication is Chemistry – A European Journal (2019), 25(55), 12724-12729, database is CAplus and MEDLINE.

An unprecedented deoxygenative arylation of aromatic carboxylic acids was achieved, allowing the construction of an enhanced library of unsym. diaryl ketones. The synergistic photoredox catalysis and phosphoranyl radical chem. allows for precise cleavage of a stronger C-O bond and formation of a weaker C-C bond by 1,5-aryl migration under mild reaction conditions. This new protocol was independent of substrate redox-potential, electronic, and substituent effects. It afforded a general and promising access to 60 examples of synthetically versatile o-amino and o-hydroxy diaryl ketones under redox-neutral conditions. Furthermore, it also brings one concise route to the total synthesis of quinolone alkaloid, (±)-yaequinolone A2, and a viridicatin derivative in satisfying yields.

Chemistry – A European Journal 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, Recommanded Product: Coumarin-6-sulfonyl chloride.

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

Chen, Yuncan published the artcileSynthesis of 2-aminothiazoles via rhodium-catalyzed carbenoid insertion/annulation of sulfoxonium ylides with thioureas, Formula: C7H7ClN2S, the publication is Chinese Chemical Letters (2021), 32(8), 2555-2558, database is CAplus.

Sulfoxonium ylides as carbene precursors couple smoothly with thioureas in the presence of 5 mol% of rhodium(II) acetate dimmer via carbenoid insertion to afford the corresponding 2-aminothiazoles with high chemoselectivity, provided a facile and efficient approach to access a variety of 2-aminothiazole derivatives with good functional groups tolerance.

Chinese Chemical Letters 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, Formula: C7H7ClN2S.

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

Hrdina, R. published the artcileIron complexes of reactive azo dyes, Related Products of chlorides-buliding-blocks, the publication is Advances in Colour Science and Technology (2004), 7(1), 6-17, database is CAplus.

A set of reactive mordant azo dyes was prepared by diazotization of aromatic amines and their subsequent coupling reaction with secondary components. The reactive dyes thus formed contained 2-sulfatoethylsulfonyl (-SO₂CH₂CH₂OSO₃Na), N-methyl-N-carboxymethyl-2-aminoethylsulfonyl (-SO₂CH₂CH₂NMeCH₂CO₂H) and 2,3-dibromopropionamidyl (-NHCOCHBrCH₂Br) reactive groups capable of liberating reactive vinyl groups in the application dyebath. Neg.-ion electrospray ionization mass spectrometry, UV/visible spectroscopy, and elemental anal. confirmed the structure of the prepared dyes. Dyed wool fabric samples (combination of acid and reactive dyeing conditions) were treated (mordanted) with iron salts (FeCl₂, FeCl₃) and a comparison chromium salt (CrF₃). The iron mordant dyeing showed acceptable wash fastness and light fastness comparable with chromium complexed dyes.

Advances in Colour Science and Technology published new progress about 18791-02-1. 18791-02-1 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is 2,3-Dibromopropionylchloride, and the molecular formula is C3H3Br2ClO, Related Products of chlorides-buliding-blocks.

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

Luong, Hoa published the artcileImprovement in the One-Carbon Chain Extension of Esters with Dimethylsulfoxonium Methylide, HPLC of Formula: 5034-06-0, the publication is European Journal of Organic Chemistry (2013), 2013(20), 4238-4241, database is CAplus.

A recent report suggests that the reaction of dimethylsulfoxonium methylide with esters does not produce a chain-extended sulfur ylide as previously reported, but rather affords the corresponding carboxylate salt. We have investigated this assertion by using a combination of ab initio MO calculations, spiking studies, and isotopic labeling. The formation of carboxylate is unambiguously demonstrated to arise through hydrolysis involving adventitious water, principally derived from moisture in com. trimethylsulfoxonium chloride. Careful vacuum drying of this reagent diminishes the competing hydrolytic pathway resulting in higher yields for the chain-extension reaction than previously reported.

European Journal of Organic Chemistry published new progress about 5034-06-0. 5034-06-0 belongs to chlorides-buliding-blocks, auxiliary class Salt,Aliphatic hydrocarbon chain, name is trimethyloxosulphonium chloride, and the molecular formula is C3H9ClOS, HPLC of Formula: 5034-06-0.

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

Wang, Huaimin published the artcileEnzyme-Catalyzed Formation of Supramolecular Hydrogels as Promising Vaccine Adjuvants, Application In Synthesis of 42074-68-0, the publication is Advanced Functional Materials (2016), 26(11), 1822-1829, database is CAplus.

Promising vaccine adjuvants of self-assembling peptide hydrogels for protein ovalbumin (OVA) are introduced in this study. The hydrogels are formed by the enzyme of phosphatase, and the vaccine adjuvant potency of both L– and D-peptide hydrogels is evaluated. The results indicate that, compared with the clin. used alum adjuvant, both L– and D-peptide hydrogels can increase the IgG production of OVA for about 1.3 and 3.8 times, resp. Both gels can enhance antigen uptake and induce dendritic cell maturation, and promote and prolong accumulation of antigen in lymph node, as well as evoke germinal center formation. However, the D-peptide hydrogel with OVA exhibits a slightly more efficient accumulation of OVA in the lymph nodes and seems preventing tumor growth more significantly than its L-counterpart. With the good biocompatibility and degradability of peptide hydrogels, the hydrogels described in this study have big potential for the production of protein vaccines for immunotherapy against different diseases.

Advanced Functional Materials 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 C12H15ClO3, Application In Synthesis of 42074-68-0.

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

Dong, Huan published the artcileSynthesis and properties of tetraphenylethylene derivatived diarylethene with photochromism and aggregation-induced emission, HPLC of Formula: 219537-97-0, the publication is Dyes and Pigments (2017), 118-128, database is CAplus.

A series of new diarylethene compounds with both photochromism and aggregation-induced emission have been synthesized by connecting tetraphenylethene and triphenylethene to the bisthienylethene. All the four compounds exhibit good photochromism upon irradiation with alternative UV and visible light. And they are all provided with aggregation-induced emission properties in THF solution with different fraction of water, non-emissive in the pure THF solution but yellowish green fluorescence in the aggregate or solid state. Furthermore, the compounds connecting tetraphenylethene to the bisthienylethene were found to exhibit the stronger fluorescence emission in the aggregate or solid state than the ones connecting triphenylethene to the bisthienylethene.

Dyes and Pigments 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, HPLC of Formula: 219537-97-0.

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

Yang, Yi published the artcileNickel-Catalyzed Reductive Coupling for Transforming Unactivated Aryl Electrophiles into β-Fluoroethylarenes, Application In Synthesis of 637-07-0, the publication is Chemistry – An Asian Journal (2020), 15(1), 156-162, database is CAplus and MEDLINE.

We report herein a facile synthetic method for converting unactivated (hetero)aryl electrophiles into β-fluoroethylated (hetero)arenes via nickel-catalyzed reductive cross-couplings. This coupling reaction features the involvement of FCH₂CH₂ radical intermediate rather than β-fluoroethyl manganese species which provides effective solutions to the problematic β-fluoride side eliminations. The practical value of this protocol is further demonstrated by the late-stage modification of several complex ArCl or ArOH-derived bioactive mols.

Chemistry – An Asian Journal published new progress about 637-07-0. 637-07-0 belongs to chlorides-buliding-blocks, auxiliary class Inhibitor,Cell Cycle,PPAR, name is Ethyl 2-(4-chlorophenoxy)-2-methylpropanoate, and the molecular formula is C21H18N4OS, Application In Synthesis of 637-07-0.

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