Tag: 200-300

Reference of Methyl 5-(chlorosulfonyl)-1-methyl-1H-pyrrole-2-carboxylateOn October 31, 2020 ,《From orexin receptor agonist YNT-185 to novel antagonists with drug-like properties for the treatment of insomnia》 appeared in Bioorganic Chemistry. The author of the article were Mezeiova, Eva; Janockova, Jana; Konecny, Jan; Kobrlova, Tereza; Benkova, Marketa; Dolezal, Rafael; Prchal, Lukas; Karasova-Zdarova, Jana; Soukup, Ondrej; Korabecny, Jan. The article conveys some information:

YNT-185 is the first known small mol. acting as orexin 2 receptor (OX2R) agonist with implication to narcolepsy treatment, served as a template scaffold in generating a small set of seven compounds with predictive affinity to OX2R. The design of the new small mols. was driven mostly by improving physicochem. properties of the parent drug YNT-185 in parallel with in silico studies, later suggesting their favorable binding modes within the active site of OX2R. We obtained seven new potential OX2R binders that were evaluated in vitro for their CNS availability, cytotoxicity, and behavior pattern on OX2R. Out of them, I emerged as the most potent modulator of OX2R, which, contrary to YNT-185, displayed inverse mode of action, i.e. antagonist profile. I was also submitted to an in vivo experiment revealing its ability to permeate through BBB into the brain with a short half-life. In the experimental materials used by the author, we found Methyl 5-(chlorosulfonyl)-1-methyl-1H-pyrrole-2-carboxylate(cas: 306936-53-8Reference of Methyl 5-(chlorosulfonyl)-1-methyl-1H-pyrrole-2-carboxylate)

Methyl 5-(chlorosulfonyl)-1-methyl-1H-pyrrole-2-carboxylate(cas: 306936-53-8) belongs to pyrroles. Pyrroles are components of more complex macrocycles, including the porphyrinogens and products derived therefrom, including porphyrins of heme, the chlorins, bacteriochlorins, and chlorophylls. Porphobilinogen, a trisubstituted pyrrole, is the biosynthetic precursor to many natural products such as heme.Reference of Methyl 5-(chlorosulfonyl)-1-methyl-1H-pyrrole-2-carboxylate

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

Khoramjouy, Mona; Rezaee, Elham; Khoshnevis, Afshan; Nazari, Maryam; Nematpour, Manijeh; Shahhosseini, Soraya; Tabatabai, Sayyed Abbas; Faizi, Mehrdad published their research in Bioorganic Chemistry in 2021. The article was titled 《Synthesis of 4,6-diphenylpyrimidin-2-ol derivatives as new benzodiazepine receptor ligands》.Electric Literature of C7H6BrCl The article contains the following contents:

In the quest for new benzodiazepine agonists with more selectivity and low adverse effects, novel derivatives of 4,6-diphenylpyrimidin-2-ol I (X = H, 2-F, 4-Cl, etc.; Y = 4-Me, 4-OMe, 4-NO2, etc.) were designed, synthesized, and evaluated. In this series, compound I (X = H; Y = 4-F) was the most potent analog in radioligand binding assay with an IC50 value of 19 nM compared to zolpidem (IC50 = 48 nM), a nonbenzodiazepine central BZD receptor (CBR) agonist. Some compounds with a variety of affinities in radioligand receptor binding assay were selected for in vivo evaluations. Compound I (X = H; Y = 4-Cl) (IC50 = 25 nM), which possessed chlorine instead of fluorine in position 4 of the Ph ring, exhibited an excellent ED50 value in most in vivo tests. Proper sedative-hypnotic effects, potent anticonvulsant activity, appropriate antianxiety effect, and no memory impairment served compound I (X = H; Y = 4-Cl), a desirable candidate as a benzodiazepine agonist. The pharmacol. effects of compound I (X = H; Y = 4-Cl) were antagonized by flumazenil, a selective BZD receptor antagonist, confirming the BZD receptors’ involvement in the biol. effects of the novel ligand. In the experiment, the researchers used many compounds, for example, 1-(Bromomethyl)-4-chlorobenzene(cas: 622-95-7Electric Literature of C7H6BrCl)

1-(Bromomethyl)-4-chlorobenzene(cas: 622-95-7) undergoes carbonylation in the presence of dimer of chloro(1,5-cyclooctadiene)rhodium(I) to yield the corresponding phenylacetic acid.Electric Literature of C7H6BrCl It can be synthesized by reacting 4-chlorobenzyl alcohol with bromodimethylsulfonium bromide (BDMS) It can also be synthesized by refluxing a mixture of 4-chlorobenzaldehyde, chlorotrimethylsilane, 1,1,3,3-tetramethyldisiloxane and lithium bromide.

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

Yamamoto, Yoshikazu; Koizumi, Toru; Katagiri, Kosuke; Furuya, Yui; Danjo, Hiroshi; Imamoto, Tsuneo; Yamaguchi, Kentaro published their research in Organic Letters on December 21 ,2006. The article was titled 《Facile Synthesis of Highly Congested 1,2-Diphosphinobenzenes from Bis(phosphine)boronium Salts》.Application In Synthesis of Ethyl 3-(4-chlorophenyl)propanoate The article contains the following contents:

Bis(phosphine)boronium salts were designed and prepared as key building blocks for the synthesis of highly congested diphosphinobenzenes. The preparation of sterically hindered ortho-phenylene-bridged diphosphines, e.g. 1,2-C6H4[P(Bu-t)2]2 (I), was achieved by the reaction of the bis(phosphine)boronium salts with difluorobenzenechromium complex and subsequent removal of the BH2 group. The steric nature of diphosphine I was revealed in single-crystal x-ray anal. of its Rh complex. After reading the article, we found that the author used Ethyl 3-(4-chlorophenyl)propanoate(cas: 7116-36-1Application In Synthesis of Ethyl 3-(4-chlorophenyl)propanoate)

Ethyl 3-(4-chlorophenyl)propanoate(cas: 7116-36-1) belongs to organochlorine compounds. Many organochlorine compounds have been isolated from natural sources ranging from bacteria to humans. Application In Synthesis of Ethyl 3-(4-chlorophenyl)propanoate Chlorinated organic compounds are found in nearly every class of biomolecules and natural products including alkaloids, terpenes, amino acids, flavonoids, steroids, and fatty acids.

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

In 1984,Organic Syntheses included an article by Citterio, Attilio. Name: Ethyl 3-(4-chlorophenyl)propanoate. The article was titled 《Reductive arylation of electron-deficient olefins: 4-(4-chlorophenyl)butan-2-one (2-butanone, 4-(4-chlorophenyl)-)》. The information in the text is summarized as follows:

Benzenediazonium compounds 4-RC6H4N2+ (R = H, Br, Cl, OMe, MeCO) were treated with R1CR2:CHR3 (R1 = H, Me, CHMe2, CMe3, Ph; R2 = H, Me; R3 = COMe, CHO, cyano, CO2H, CO2Et) and TiCl3 to yield reductive arylation products I. Thus, CH2:CHCOMe was added to TiCl3 in DMF under N, 4-ClC6H4N2+ Cl- was introduced slowly, and the mixture was stirred to give 4-ClC6H4CH2CH2COMe. In the part of experimental materials, we found many familiar compounds, such as Ethyl 3-(4-chlorophenyl)propanoate(cas: 7116-36-1Name: Ethyl 3-(4-chlorophenyl)propanoate)

Ethyl 3-(4-chlorophenyl)propanoate(cas: 7116-36-1) belongs to organochlorine compounds. The wide structural variety and divergent chemical properties of organochlorides lead to a broad range of names, applications, and properties. Aliphatic organochlorides are often alkylating agents as chlorine can act as a leaving group, which can result in cellular damage.Name: Ethyl 3-(4-chlorophenyl)propanoate

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

Computed Properties of C6H4Cl2O2SIn 2022 ,《Palladium-catalyzed cascade Heck-type thiocarbonylation for the synthesis of functionalized thioesters》 was published in Organic Chemistry Frontiers. The article was written by Xu, Ren-Rui; Wang, Wei; Qi, Xinxin; Wu, Xiao-Feng. The article contains the following contents:

A palladium-catalyzed cascade Heck-type cyclization and carbonylation reaction has been developed for the synthesis of functionalized thioesters. With arylsulfonyl chlorides as odorless and readily available sulfur sources, a variety of thioesters were obtained in moderate to good yields with good functional group compatibility. In this system, Mo(CO)6 acts as both a convenient CO surrogate and a suitable reductant. After reading the article, we found that the author used 4-Chlorobenzenesulfonyl chloride(cas: 98-60-2Computed Properties of C6H4Cl2O2S)

4-Chlorobenzenesulfonyl chloride(cas: 98-60-2) belongs to organochlorine compounds. The wide structural variety and divergent chemical properties of organochlorides lead to a broad range of names, applications, and properties.Computed Properties of C6H4Cl2O2S Aliphatic organochlorides are often alkylating agents as chlorine can act as a leaving group, which can result in cellular damage.

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

Zhou, Liwei; Liu, Xiaodong; Lu, Haiyan; Deng, Guobo; Liang, Yun; Yang, Yuan; Li, Jin-Heng published their research in Organic Chemistry Frontiers in 2021. The article was titled 《Copper-catalyzed [3+2]/[3+2] carboannulation of dienynes and arylsulfonyl chlorides enabled by Smiles rearrangement: access to cyclopenta[a]indene-fused quinolinones》.Related Products of 98-60-2 The article contains the following contents:

A radical Smiles rearrangement strategy for allowing an unprecedented [3+2]/[3+2] carboannulation of dienynes 2-CCR3-R1C6H3N(R2)C(O)C(=CH2)CH=CH2 (R1 = H, 4-OMe, 4-Br, 5-F, etc.; R2 = Me, Bn; R3 = Ph, thiophen-2-yl, 4-chlorophenyl, etc.) with arylsulfonyl chlorides 2-R4-3-R5-4-R6C6H2S(O)2Cl (R4 = H, Me; R5 = H; R4R5 = -CH=CH-CH=CH-; R6 = H, OMe, Me, Cl, Br, I; R7 = H, 3-OMe, 3-Br, 2-F, etc.) using cheap copper catalysis was described. This cascade method represents a novel cycloaddition mode for dienyne chem., which occurs by the sequence of addition of arylsulfonyl radical to a dienyne, and a Smiles rearrangement and radical annulation to access cyclopenta[a]indene-fused quinolinones I with excellent diastereoselectivity. The experimental process involved the reaction of 4-Chlorobenzenesulfonyl chloride(cas: 98-60-2Related Products of 98-60-2)

4-Chlorobenzenesulfonyl chloride(cas: 98-60-2) belongs to organochlorine compounds. Alkanes and aryl alkanes may be chlorinated under free radical conditions, with UV light. The haloform reaction, using chlorine and sodium hydroxide, is also able to generate alkyl halides from methyl ketones, and related compounds. Chloroform was formerly produced thus.Related Products of 98-60-2

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

《Synthesis, characterization and biological activities of sulfonamide tagged 1,2,3-triazoles》 was published in Synthetic Communications in 2020. These research results belong to Kaushik, C. P.; Chahal, Manisha; Luxmi, Raj; Kumar, Devinder; Kumar, Ashwani; Kumar, Mukesh; Singh, Dharmendra. Recommanded Product: 4-Chlorobenzenesulfonyl chloride The article mentions the following:

The synthesis of a series of sulfonamide containing 1,4-disubstituted 1,2,3-triazoles I [R1 = H, F, Cl, Br; R2 = Ph, 3-pyridinyl, 1-naphthyl, etc.] through click reaction of terminal alkynes with aromatic azides was reported. The synthesized triazoles I were characterized by FTIR, 1H NMR,13C NMR and HRMS techniques. Further, the structures of synthesized compounds I [R1 = Cl, R2 = 4-chlorophenyl] (CCDC 1954932) and I [R1 = Br, R2 = 4-chlorophenyl] (CCDC 1954931) were also confirmed by X-ray crystallog. The synthesized triazoles I were evaluated for in-vitro antibacterial activity against S. aureus, B.subtilis, E. coli and K. pneumoniae by serial dilution method. Among the series, compounds I [R1 = Br, R2 = 4-bromophenyl, 1-naphthyl] (MIC = 0.025μM/mL) and (MIC = 0.027μM/mL) resp. exhibited the appreciable antibacterial activity against Staphylococcus aureus and Bacillus subtilis. Further, the mol. docking studies of above potent analogs with dihydropteroate synthase was performed to have an insight for binding interactions. Synthesized mols. I were also explored for antioxidant activity, reflecting compound I [R1 = F, R2 = 4-chlorophenyl] as better radical scavenging agent with IC50 value of 1.96μM/mL. In the part of experimental materials, we found many familiar compounds, such as 4-Chlorobenzenesulfonyl chloride(cas: 98-60-2Recommanded Product: 4-Chlorobenzenesulfonyl chloride)

4-Chlorobenzenesulfonyl chloride(cas: 98-60-2) belongs to organochlorine compounds. Alkanes and aryl alkanes may be chlorinated under free radical conditions, with UV light. Recommanded Product: 4-Chlorobenzenesulfonyl chloride The haloform reaction, using chlorine and sodium hydroxide, is also able to generate alkyl halides from methyl ketones, and related compounds. Chloroform was formerly produced thus.

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

Rezaei, Elham Babazadeh; Abedinifar, Fahimeh; Azizian, Homa; Montazer, Mohammad Nazari; Asadi, Mehdi; Hosseini, Samanesadat; Sepehri, Saghi; Mohammadi-Khanaposhtani, Maryam; Biglar, Mahmood; Larijani, Bagher; Amanlou, Massoud; Mahdavi, Mohammad published their research in Chemical Papers in 2021. The article was titled 《Design, synthesis and evaluation of metronidazole-1,2,3-triazole derivatives as potent urease inhibitors》.Formula: C7H6BrCl The article contains the following contents:

A new series of benzyl-(imidazolylmethyl)triazole derivatives I [R = H, 2-Me, 4-Br, etc.] was synthesized and evaluated as Helicobacter pylori urease inhibitors. All the synthesized compounds were more potent than standard inhibitor thiourea against urease. Among the synthesized compounds, compound I [R = 4-F] (IC50 = 1.975 ± 0.25μM) with inhibitory activity around 11-fols more than thiourea (IC50 = 22.00 ± 0.14μM) was the most potent compound Kinetic study of this compound revealed that compound I [R = 4-F] inhibited urease in an uncompetitive mode. Based on mol. modeling study, compound I [R = 4-F] pointed toward the bi-nickel center and stabilized by H-bond and T-shape π-π hydrophobic interactions with the critical residues His492 and Asp633. Moreover, it anchored to the helix-turn-helix motif in the active site cavity through interaction with His593 and Arg609. Consequently, it proposed that compound I [R = 4-F] through stabilization of active site flap inhibited urease activity. After reading the article, we found that the author used 1-(Bromomethyl)-4-chlorobenzene(cas: 622-95-7Formula: C7H6BrCl)

1-(Bromomethyl)-4-chlorobenzene(cas: 622-95-7) may be used to synthesize 1-(4-chlorobenzyl)-2-(pyrrolidin-1-yl-methyl)-1H-benzimidazole dihydrochloride.Formula: C7H6BrCl It can be synthesized by reacting 4-chlorobenzyl alcohol with bromodimethylsulfonium bromide (BDMS) It can also be synthesized by refluxing a mixture of 4-chlorobenzaldehyde, chlorotrimethylsilane, 1,1,3,3-tetramethyldisiloxane and lithium bromide.

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

《Efficient Assembly of Molecular Complexity Enabled by Palladium-Catalyzed Heck Coupling/C(sp2)-H Activation/ C(sp3)-H Activation Cascade》 was published in Advanced Synthesis & Catalysis in 2020. These research results belong to He, Chen; Han, Wen-Yong; Cui, Bao-Dong; Wan, Nan-Wei; Chen, Yong-Zheng. COA of Formula: C7H6BrCl The article mentions the following:

A palladium-catalyzed [2+2+1] annulation among 3-iodochromones, benzyl bromides, and norbornene has been developed. This annulation consists of a domino sequence involving Heck coupling/C(sp2)-H activation/C(sp3)-H activation, affording a variety of complex chromone derivatives I (R = H, 6-Me, 7-F, etc.; R1 = C6H5, 3-MeC6H4, 4-FC6H4, etc.) bearing five contiguous tertiary carbon centers in up to 94% yield and 99:1 dr. Interestingly, the diastereoselectivity could be switched by fine-tuning the solvent, in which endo isomer and exo isomer were obtained using mesitylene/CH3CN and mesitylene, resp.1-(Bromomethyl)-4-chlorobenzene(cas: 622-95-7COA of Formula: C7H6BrCl) was used in this study.

1-(Bromomethyl)-4-chlorobenzene(cas: 622-95-7) may be used to synthesize 1-(4-chlorobenzyl)-2-(pyrrolidin-1-yl-methyl)-1H-benzimidazole dihydrochloride.COA of Formula: C7H6BrCl It can be synthesized by reacting 4-chlorobenzyl alcohol with bromodimethylsulfonium bromide (BDMS) It can also be synthesized by refluxing a mixture of 4-chlorobenzaldehyde, chlorotrimethylsilane, 1,1,3,3-tetramethyldisiloxane and lithium bromide.

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

《Photoredox-Catalyzed Functionalization of Alkenes with Thiourea Dioxide: Construction of Alkyl Sulfones or Sulfonamides》 was published in Chinese Journal of Chemistry in 2020. These research results belong to Li, Yuewen; Liu, Jin-Biao; He, Fu-Sheng; Wu, Jie. Formula: C7H6BrCl The article mentions the following:

Sulfonylation of alkenes through photoredox-catalyzed functionalization of alkenes with thiourea dioxide under visible-light irradiation is achieved. The reaction of alkenes, thiourea dioxide and electrophiles provides a green and efficient access to alkyl sulfones and sulfonamides. A broad reaction scope is presented with good functional group compatibility and excellent regioselectivity. A plausible mechanism involving a radical addition process with sulfur dioxide radical anion (SO2-) derived from the oxidation of sulfur dioxide anion (SO22-) is proposed, which is supported by fluorescence quenching experiments The results came from multiple reactions, including the reaction of 1-(Bromomethyl)-4-chlorobenzene(cas: 622-95-7Formula: C7H6BrCl)

1-(Bromomethyl)-4-chlorobenzene(cas: 622-95-7) is a useful reagent for the preparation of panicinotam derivatives for use as anti-inflammatory agents or immunomodulators.Formula: C7H6BrCl It can be synthesized by reacting 4-chlorobenzyl alcohol with bromodimethylsulfonium bromide (BDMS) It can also be synthesized by refluxing a mixture of 4-chlorobenzaldehyde, chlorotrimethylsilane, 1,1,3,3-tetramethyldisiloxane and lithium bromide.

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