Tag: 100-200

《Synthesis and fungicidal activity of phenazine-1-carboxylic triazole derivatives》 was published in Journal of Asian Natural Products Research in 2021. These research results belong to Li, Xu-Jun; Zhang, Wei; Zhao, Chi-Na; Wu, Qing-Lai; Li, Jun-Kai; Xu, Zhi-Hong. Category: chlorides-buliding-blocks The article mentions the following:

A total of 15 novel-substituted 3-(benzylsulfanyl)-1H-1,2,4-triazol-5-ylamines I [R = 3-MeC6H4, 2-FC6H4, 2,4-Cl2C6H3, etc.] and 10 novel-substituted 3-benzylmercapto-1,2,4-triazole derivatives II were synthesized based on the natural product phenazine-1-carboxylic acid (PCA). Their structures were confirmed by 1H-NMR, 13C-NMR, HRMS and X-ray. Most substituted 3-benzylmercapto-1,2,4-triazole derivatives II displayed very strong fungicidal activity against one or multiple plant pathogens in vitro and in vivo. Compounds II [R = 4-MeC6H4, 4-iPrC6H4, 4-tBuC6H4, etc.] showed a broad spectrum of fungicidal activity. Further field experiments indicated that compounds II [R = 4-MeC6H4, 2-FC6H4, 4-iPrC6H4, etc.] displayed better efficacy against rice blast (Pyricularia oryzae) than PCA. These data demonstrated that compounds II [R = 4-MeC6H4, 2-FC6H4, 4-iPrC6H4, etc.] were promising fungicidal candidates, deserving further studies. The experimental process involved the reaction of 3-Chlorobenzylchloride(cas: 620-20-2Category: chlorides-buliding-blocks)

3-Chlorobenzylchloride(cas: 620-20-2) has been used in the reaction of 3-methoxybenzyl chloride and ethyl 4-bromobenzoate in pure water, using zinc dust and a Pd catalyst.Category: chlorides-buliding-blocks

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Formula: C3H3ClO3In 2022 ,《Silver-catalysed double decarboxylative addition-cyclization-elimination cascade sequence for the synthesis of quinolin-2-ones》 appeared in Organic & Biomolecular Chemistry. The author of the article were Mazodze, C. Munashe; Petersen, Wade F.. The article conveys some information:

An atom-efficient silver-catalyzed double carboxylative strategy for the one-step synthesis of quinolin-2-ones I [R1 = H, Me, CF3; R2 = H, Me; R1R2 = CH2CH2CH2, CH2(CH2)2CH2; R3 = Me, Bn, Ph, etc.; R4 = H, 6-F, 6-OMe, etc.] via an addition-cyclization-elimination cascade sequence of oxamic acids to acrylic acids, mediated either thermally or photochem., was reported. The reaction was applicable to the synthesis of a broad range of quinolin-2-ones and featured a double-disconnection approach that constructed the quinolin-2-one core via the formal and direct addition of a C(sp2)-H/C(sp2)-H olefin moiety to a phenylformamide precursor. The experimental process involved the reaction of Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3Formula: C3H3ClO3)

Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3) belongs to acyl chlorides. Lacking the ability to form hydrogen bonds, acyl chlorides have lower boiling and melting points than similar carboxylic acids. For example, acetic acid boils at 118 °C, whereas acetyl chloride boils at 51 °C. Like most carbonyl compounds, infrared spectroscopy reveals a band near 1750 cm−1.Formula: C3H3ClO3

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 5781-53-3In 2020 ,《Polystyrene-Based 2-Oxoacetates for the Light-Induced Release of Fragrances Under Realistic Application Conditions》 appeared in Macromolecular Chemistry and Physics. The author of the article were Lamboley, Serge; Trachsel, Alain; Herrmann, Andreas. The article conveys some information:

Light-sensitive 2-oxoacetate-derived polystyrene copolymers are investigated for the controlled release of fragrances. The stimuli-responsive delivery systems are efficiently prepared in a two-step reaction sequence. Simultaneous Friedel-Crafts acylation and cationic polymerization of styrene give access to 2-oxoacetate-derived polystyrenes in one step; the fragrance to be released is then introduced by organotin-catalyzed transesterification in a second step. The performance of the copolymer conjugates releasing either individual fragrance raw materials or a fragrance mixture is evaluated by dynamic headspace anal. in the presence of surfactants on different substrates and compared with their non-polymeric analogs. Direct and indirect deposition of the delivery systems onto cotton in a fabric softening application show that differences in performance are correlated with the amount of surface deposition. In the present study, the copolymer that releases a fragrance mixture performs better than the copolymers that release the corresponding fragrances individually and better than the resp. non-polymeric profragrances. The experimental part of the paper was very detailed, including the reaction process of Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3Related Products of 5781-53-3)

Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3) belongs to acyl chlorides. Lacking the ability to form hydrogen bonds, acyl chlorides have lower boiling and melting points than similar carboxylic acids. For example, acetic acid boils at 118 °C, whereas acetyl chloride boils at 51 °C. Like most carbonyl compounds, infrared spectroscopy reveals a band near 1750 cm−1.Related Products of 5781-53-3

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

In 2022,Chen, Yasu; Wu, Xinxin; Yang, Shan; Zhu, Chen published an article in Angewandte Chemie, International Edition. The title of the article was 《Asymmetric Radical Cyclization of Alkenes by Stereospecific Homolytic Substitution of Sulfinamides》.Electric Literature of C4H3ClO2S2 The author mentioned the following in the article:

Authors report a novel asym. radical cyclization of alkenes via stereospecific homolytic substitution of sulfinamides. This reaction produces a variety of cyclic sulfinamides with excellent stereocontrol. The protocol features broad functional group tolerance, high product diversity, and easy accessibility to feedstocks, and outlines a new pathway for the synthesis of chiral cyclic sulfinamides. In the experimental materials used by the author, we found Thiophene-2-sulfonyl chloride(cas: 16629-19-9Electric Literature of C4H3ClO2S2)

Thiophene-2-sulfonyl chloride(cas: 16629-19-9) is a member of sulfonyl chlorides. Sulfonyl chlorides are reactive sulfonic acid derivatives similar in properties and reactivity to acid chlorides of carboxylates. The sulfonic acid group, however, is a highly hindered molecule, containing a tetrahedral configuration of substituents. Electric Literature of C4H3ClO2S2

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Sanchez-Velasco, Oriel A.; Saavedra-Olavarria, Jorge; Araya-Santelices, Daniel A. A.; Hermosilla-Ibanez, Patricio; Cassels, Bruce K.; Perez, Edwin G. published their research in Journal of Natural Products in 2021. The article was titled 《Synthesis of N-Arylcytisine Derivatives Using the Copper-Catalyzed Chan-Lam Coupling》.Computed Properties of C6H6BFO2 The article contains the following contents:

N-Arylcytisine derivatives are quite rare. We report here a practical methodol. to obtain these compounds Using the copper-catalyzed Chan-Lam coupling, we synthesized new N-arylcytisine derivatives at room temperature, in air and using inexpensive phenylboronic acids. Cytisine and 3,5-dihalocytisines can act as substrates, and among the products, the p-Br-derivative was used as a substrate to obtain biaryl derivatives under Pd-coupling conditions; ester-derivative was converted into its acid and amide derivatives using classical carbodiimide conditions. This shows that the Chan-Lam cross-coupling reaction can be included as a versatile synthetic tool in the derivatization of natural products.(3-Fluorophenyl)boronic acid(cas: 768-35-4Computed Properties of C6H6BFO2) was used in this study.

(3-Fluorophenyl)boronic acid(cas: 768-35-4) can be used to make novel liquid crystalline fluorobiphenylcyclohexenes and difluoroterphenyls by palladium-catalyzed cross-couplings also used in the synthesis of o-phenylphenols as potent leukotriene B4 receptor agonists.Computed Properties of C6H6BFO2

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Hu, Xu-Dong; Chen, Zi-Hao; Zhao, Jing; Sun, Rui-Ze; Zhang, Hui; Qi, Xiaotian; Liu, Wen-Bo published their research in Journal of the American Chemical Society in 2021. The article was titled 《Enantioselective Synthesis of α-All-Carbon Quaternary Center-Containing Carbazolones via Amino-Palladation/Desymmetrizing Nitrile Addition Cascade》.Quality Control of Methyl 2-chloro-2-oxoacetate The article contains the following contents:

An enantioselective Pd(II)-catalyzed amino-cyclization and desymmetrizing nitrile addition cascade reaction of alkyne-tethered malononitriles is reported. This reaction forms two rings and one quaternary carbon center in a single step and serves as a novel strategy for the construction of α-quaternary carbazolones with high enantioselectivities (up to 98:2 er). The utility of this method is demonstrated by product derivatization into a diverse array of heterocycles and a nitrile-containing leucomidine A analog. In the part of experimental materials, we found many familiar compounds, such as Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3Quality Control of Methyl 2-chloro-2-oxoacetate)

Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3) belongs to acyl chlorides. In the laboratory, acyl chlorides are generally prepared by treating carboxylic acids with thionyl chloride (SOCl2). The reaction is catalyzed by dimethylformamide and other additives.Quality Control of Methyl 2-chloro-2-oxoacetate

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

HPLC of Formula: 350-30-1On September 1, 2020 ,《Structural development of N-(4-phenoxyphenyl)benzamide derivatives as novel SPAK inhibitors blocking WNK kinase signaling》 was published in Bioorganic & Medicinal Chemistry Letters. The article was written by Fujii, Shinya; Kikuchi, Eriko; Watanabe, Yuko; Suzuyama, Honoka; Ishigami-Yuasa, Mari; Mori, Takayasu; Isobe, Kiyoshi; Uchida, Shinichi; Kagechika, Hiroyuki. The article contains the following contents:

We report here structural development of N-(4-phenoxyphenyl)benzamide derivatives as novel SPAK (STE20/SPS1-related proline/alanine-rich kinase) inhibitors. Abnormal activation of the signal cascade of with-no-lysine kinase (WNK) with OSR1 (oxidative stress-responsive kinase 1)/SPAK and NCC (NaCl cotransporter) results in characteristic salt-sensitive hypertension, and therefore inhibitors of the WNK-OSR1/SPAK-NCC cascade are candidates for antihypertensive drugs. Based on the structure of lead compound 2, we examined the SAR of N-(4-phenoxyphenyl)benzamide derivatives, and developed compound 20l as a potent SPAK inhibitor. Compounds 201 is a promising candidate for a new class of antihypertensive drugs. In the experiment, the researchers used 3-Chloro-4-fluoronitrobenzene(cas: 350-30-1HPLC of Formula: 350-30-1)

3-Chloro-4-fluoronitrobenzene(cas: 350-30-1) belongs to organochlorine compounds. The wide structural variety and divergent chemical properties of organochlorides lead to a broad range of names, applications, and properties. Organochlorine compounds have wide use in many applications, though some are of profound environmental concern, with TCDD being one of the most notorious.HPLC of Formula: 350-30-1

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Name: 3-Chloro-4-fluoronitrobenzeneOn November 15, 2021 ,《The synthesis and bioactivity of pyrrolo[2,3-d]pyrimidine derivatives as tyrosine kinase inhibitors for NSCLC cells with EGFR mutations》 appeared in European Journal of Medicinal Chemistry. The author of the article were Xia, Zhenqiang; Huang, Ridong; Zhou, Xinglong; Chai, Yingying; Chen, Hai; Ma, Lingling; Yu, Quanwei; Li, Ying; Li, Weimin; He, Yang. The article conveys some information:

A series of pyrrolo[2,3-d]pyrimidine derivatives able to block mutant EGFR activity in a covalent manner were synthesized, through optimized Buchwald-Hartwig C-N cross coupling reactions. Their preliminary bioactivity and corresponding inhibitory mechanistic pathways were investigated at mol. and cellular levels. Several compounds exhibited increased biol. activity and enhanced selectivity compared to the control compound Notably, N-(3-((2-((3-amino-4-(4-methylpiperazin-1-yl)phenyl)amino)-7H-cyclopenta[d]pyrimidin-4-yl)oxy)phenyl)acrylamide selectively inhibits HCC827 cells harboring the EGFR activating mutation with up to 493-fold increased efficacy compared to in normal HBE cells. Augmented selectivity was also confirmed by kinase enzymic assay, with the test compound selectively inhibiting the T790 M activating mutant EGFRs (IC50 values of 0.21 nM) with up to 104-fold potency compared to the wild-type EGFR (IC50 values of 22 nM). Theor. simulations provided structural evidence of selective kinase inhibitory activity. Thus, this series of pyrrolo[2,3-d]pyrimidine derivatives could serve as a starting point for the development of new EGFR-TKIs. In the experiment, the researchers used 3-Chloro-4-fluoronitrobenzene(cas: 350-30-1Name: 3-Chloro-4-fluoronitrobenzene)

3-Chloro-4-fluoronitrobenzene(cas: 350-30-1) belongs to organochlorine compounds. Alkanes and aryl alkanes may be chlorinated under free radical conditions, with UV light. Name: 3-Chloro-4-fluoronitrobenzene However, the extent of chlorination is difficult to control. Aryl chlorides may be prepared by the Friedel-Crafts halogenation, using chlorine and a Lewis acid catalyst.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Quality Control of Thiophene-2-sulfonyl chlorideIn 2022 ,《Analogue Based Design, Synthesis, Biological Evaluation, and Molecular Docking of Some Thalidomide Metabolites as Selective Cytotoxic and Antiangiogenic Agents against Multiple Myeloma》 was published in Russian Journal of Bioorganic Chemistry. The article was written by Abhijit Saha; Sarker, Koushik; Ghosh, Avijit; Mishra, Suvasish; Sen, Subrata. The article contains the following contents:

The synthesis and evaluation of some bioisosteres of thalidomide metabolites for antiangiogenic and anticancer activity on multiple myeloma are described in this article. Four compounds, di-Et 2-(thiophene-2-sulfonamido) pentanedioate, N1,N5-diethyl-2-(thiophene-2-sulfonamido) pentanediamide, N1,N5-dihexyl-2-(thiophene-2-sulfonamido) pentanediamide, and N-(1,5-dioxo-1,5-bis(2-phenylhydrazinyl)pentan-2-yl)thiophene-2-sulfonamide exhibit cytotoxic effect on human multiple myeloma cell line (RPMI8226) with IC50 (in μM) values 3.33, 0.75, 1.23, and 3.28, resp. The in vitro studies on human umbilical vein endothelial cells (HUVEC) and normal African green monkey kidney epithelial cells (Vero cell line) concluded that these compounds bear antiangiogenic properties and are selectively cytotoxic to cancer cells. Except for N-(1,5-dioxo-1,5-bis(2-phenylhydrazinyl)pentan-2-yl)Thiophene-2-sulfonamide, it was found to be toxic to normal epithelial cells. The trypan blue dye exclusion method was used to conduct an antiproliferative assay of the active compounds on HUVECs. The phosphorylation inhibition assay on Vascular Endothelial Growth Factor Receptor-2 Tyr-1175 (VEGFR-2 Tyr-1175) revealed that N1,N5-diethyl-2-(thiophene-2-sulfonamido) pentanediamide and N1,N5-dihexyl-2-(thiophene-2-sulfonamido) pentanediamide are active, indicating that the mols. have antiangiogenic activity by targeting VEGFR-2 Tyr-1175, a key autophosphorylation site that regulates pro-angiogenic responses. On CDOCKER, a mol. docking study of the most active compound N1,N5-diethyl-2-(thiophene-2-sulfonamido) pentanediamide with VEGFR-2 revealed that they might interact with the essential amino acid residues, with a binding energy of -105.304 kcal/mol. In the part of experimental materials, we found many familiar compounds, such as Thiophene-2-sulfonyl chloride(cas: 16629-19-9Quality Control of Thiophene-2-sulfonyl chloride)

Thiophene-2-sulfonyl chloride(cas: 16629-19-9) is a member of sulfonyl chlorides. Sulfonyl chlorides are reactive sulfonic acid derivatives similar in properties and reactivity to acid chlorides of carboxylates. The sulfonic acid group, however, is a highly hindered molecule, containing a tetrahedral configuration of substituents. Quality Control of Thiophene-2-sulfonyl chloride

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of Methyl 2-chloro-2-oxoacetateIn 2021 ,《Synthesis of Alkyl Fluorides by Silver-Catalyzed Radical Decarboxylative Fluorination of Cesium Oxalates》 was published in European Journal of Organic Chemistry. The article was written by Vincent, Emilie; Brioche, Julien. The article contains the following contents:

A combination of silver nitrate (AgNO3) catalyst and Selectfluor was found to perform radical deoxyfluorination of cesium oxalates derived from corresponding alcs. The reaction tolerates a wide range of functional groups and provides preferentially access to tertiary alkyl fluorides. The results came from multiple reactions, including the reaction of Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3Reference of Methyl 2-chloro-2-oxoacetate)

Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3) belongs to acyl chlorides. Lacking the ability to form hydrogen bonds, acyl chlorides have lower boiling and melting points than similar carboxylic acids. For example, acetic acid boils at 118 °C, whereas acetyl chloride boils at 51 °C. Like most carbonyl compounds, infrared spectroscopy reveals a band near 1750 cm−1.Reference of Methyl 2-chloro-2-oxoacetate

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics