Category: 306936-53-8

In 2015,RSC Advances included an article by Saoudi, Besma; Debache, Adbelmadjid; Soule, Jean-Francois; Doucet, Henri. Related Products of 306936-53-8. The article was titled 《Synthesis of heteroarenes dyads from heteroarenes and heteroarylsulfonyl chlorides via Pd-catalyzed desulfitative C-H bond heteroarylations》. The information in the text is summarized as follows:

A series of heteroaryl dyads, e.g., I, were synthesized from palladium-catalyzed direct heteroarylation of heteroarenes RH [R = 1-Me pyrrol-2-yl, benzofuran-2-yl, 1-(furan-2-yl)propan-2-one, etc.] in which heteroarylsulfonyl chlorides, e.g., II, are used as coupling partners through a desulfitative cross-coupling. These C-H bond functionalizations occurred at the α-position in the case of pyrrole and furan derivatives, while in the case of thiophenes the C-H bonds at the βposition have been heteroarylated. This methodol. represents a very simple route to heteroaryl dyads. Moreover, some examples of heteroaryl triads, e.g., III, have been synthesized via iterative C-H bond arylations. In the part of experimental materials, we found many familiar compounds, such as Methyl 5-(chlorosulfonyl)-1-methyl-1H-pyrrole-2-carboxylate(cas: 306936-53-8Related Products of 306936-53-8)

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.Related Products of 306936-53-8

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

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

Reference of Methyl 5-(chlorosulfonyl)-1-methyl-1H-pyrrole-2-carboxylateOn June 1, 2008, Teng, Xin; Keys, Heather; Yuan, Junying; Degterev, Alexei; Cuny, Gregory D. published an article in Bioorganic & Medicinal Chemistry Letters. The article was 《Structure-activity relationship and liver microsome stability studies of pyrrole necroptosis inhibitors》. The article mentions the following:

Necroptosis is a regulated caspase-independent cell death pathway resulting in morphol. reminiscent of passive nonregulated necrosis. Several diverse structure classes of necroptosis inhibitors have been reported to date, including a series of [1,2,3]thiadiazole benzylamide derivatives However, initial evaluation of mouse liver microsome stability indicated that this series of compounds was rapidly degraded. A structure-activity relationship (SAR) study of the [1,2,3]thiadiazole benzylamide series revealed that increased mouse liver microsome stability and increased necroptosis inhibitory activity could be accomplished by replacement of the 4-cyclopropyl-[1,2,3]thiadiazole with a 5-cyano-1-methylpyrrole. In addition, the SAR and the cellular activity profiles, utilizing different cell types and necroptosis-inducing stimuli, of representative [1,2,3]thiadiazole and pyrrole derivatives were very similar suggesting that the two compound series inhibit necroptosis in the same manner. In the experiment, the researchers used many compounds, for example, 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

The author of 《A Visible-Light-Mediated Radical Smiles Rearrangement and its Application to the Synthesis of a Difluoro-Substituted Spirocyclic ORL-1 Antagonist》 were Douglas, James J.; Albright, Haley; Sevrin, Martin J.; Cole, Kevin P.; Stephenson, Corey R. J.. And the article was published in Angewandte Chemie, International Edition in 2015. Safety of Methyl 5-(chlorosulfonyl)-1-methyl-1H-pyrrole-2-carboxylate The author mentioned the following in the article:

In the presence of Ru(bpy)3Cl2 (bpy = 2,2′-bipyridine), 2-bromo-2,2-difluoroethyl arylsulfonates (and a styrenesulfonate) such as bromodifluoroethoxysulfonylthiophenecarboxylate I underwent chemoselective photochem. Smiles rearrangements mediated by Bu3 and HCO2H in DMSO to yield β-aryl-β,β-difluoroethanols such as II in 24-94% yields; a pyridinesulfonate and a chloropyrazolesulfonate were ineffective substrates in the photochem. Smiles rearrangement. Using the method, I was converted to the ORL-1 receptor antagonist III•HCl in five steps; the photochem. step could be conducted on 15 g scale using 0.01 mol% of the ruthenium catalyst, and the overall route compares favorably to the current synthetic sequence for III. The bromodifluoroethyl esters were prepared in two steps from Et bromodifluoroacetate via reduction to 2-bromo-2,2-difluoroethanol which was prepared on 40 g scale. 2-Bromo-2,2-difluoroethanol is volatile and a lachrymator and should be handled in a hood, and the photochem. Smiles rearrangements generate toxic SO2 gas as a byproduct. In the experiment, the researchers used Methyl 5-(chlorosulfonyl)-1-methyl-1H-pyrrole-2-carboxylate(cas: 306936-53-8Safety 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.Safety of Methyl 5-(chlorosulfonyl)-1-methyl-1H-pyrrole-2-carboxylate

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