Month: December 2022

Jain, Nikita published the artcileOxidative Cyclization of Naphtholic Sulfonamides Mediated by a Chiral Hypervalent Iodine Reagent: Asymmetric Synthesis versus Resolution, HPLC of Formula: 21286-54-4, the publication is Synlett (2019), 30(10), 1222-1227, database is CAplus.

A chiral aryl iodide e.g., I promotes the enantioselective oxidative cyclization of 1-naphtholic sulfonamides II (R¹ = H, Cl, Ph, 3,5-di(trifluoromethyl)phenyl, etc.; R² = Me, Bn, 4-methylphenyl, 4-nitrophenyl) and III (R = H, OMe), albeit in moderate ee and low yield. The products (R)/(S)-IV and V tend to crystallize as conglomerates. Recrystallization thus increases their ee to > 99% ee. This highly enantioenriched material provides seed crystals for the resolution of racemate (±)-1′-(methylsulfonyl)-1H-spiro[naphthalene-2,2′-pyrrolidine]-1-one (prepared in high yield by oxidative cyclization with (diacetoxyiodo)benzene in trifluoroacetic acid) by coupled preferential crystallization This enables the production of significant quantities of highly enantioenriched products, despite the low efficiency of the enantioselective reaction.

Synlett published new progress about 21286-54-4. 21286-54-4 belongs to chlorides-buliding-blocks, auxiliary class Chiral,Chloride,Sulfonyl chlorides,Aliphatic cyclic hydrocarbon,Ketone, name is ((1S,4R)-7,7-Dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonyl chloride, and the molecular formula is C10H15ClO3S, HPLC of Formula: 21286-54-4.

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

Aminarshad, Farzaneh published the artcileDesign, solvent-free synthesis and antibacterial activity evaluation of new coumarin sulfonamides, Computed Properties of 10543-42-7, the publication is Journal of the Iranian Chemical Society (2022), 19(2), 547-562, database is CAplus.

A simple cost-effective and green method was presented for the synthesis of coumarin bis sulfonamides I (R = 3-chlorophenyl, 4-methylphenyl, 2,4-dimethylphenyl, etc.), II (R¹ = 4-methoxyphenyl, 4-methylphenyl, 2-methoxyphenyl) and III (R² = 2,4-dimethylphenyl, 2-chlorophenyl). Seventeen novel coumarin sulfonamides I, II, III and IV were synthesized in good to high yield and purity in six steps starting from 2-amino thiazole, aniline, and 4-methoxy aniline. All of the reactions have been done under green conditions without using any hazardous solvent. Also, the anti-bacterial properties of the synthesized sulfonamides I, II, III and IV were investigated using two strains of Staphylococcus (gram-pos.) and Escherichia coli (gram-neg.) bacteria.

Journal of the Iranian Chemical Society 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, Computed Properties of 10543-42-7.

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

Doebelin, Christelle published the artcileDiscovery and Optimization of a Series of Sulfonamide Inverse Agonists for the Retinoic Acid Receptor-Related Orphan Receptor-a, Quality Control of 10543-42-7, the publication is Medicinal Chemistry (Sharjah, United Arab Emirates) (2019), 15(6), 676-684, database is CAplus and MEDLINE.

Background: Despite a massive industry endeavor to develop RORalpha-modulators for autoimmune disorders, there has been no indication of efforts to target the close family member RORa for similar indications. This may be due to the misconception that RORa is redundant to RORalpha, or the inherent difficulty in cultivating tractable starting points for RORa. RORa-selective modulators would be useful tools to interrogate the biol. of this understudied orphan nuclear receptor. Objective: The goal of this research effort was to identify and optimize synthetic ligands for RORa starting from the known LXR agonist T0901317. Methods: Fourty-five analogs of the sulfonamide lead (1) were synthesized and evaluated for their ability to suppress the transcriptional activity of RORa, RORalpha, and LXRa in cell-based assays. Analogs were characterized by 1H-NMR, 13C-NMR, and LC-MS anal. The pharmacokinetic profile of the most selective RORa inverse agonist was evaluated in rats with i.p. (i.p.) and per oral (p.o.)dosing. Results: Structure-activity relationship studies led to potent dual RORa/RORalpha inverse agonists as well as RORa-selective inverse agonists (20, 28). LXR activity could be reduced by removing the sulfonamide nitrogen substituent. Attempts to improve the potency of these selective leads by varying substitution patterns throughout the mol. proved challenging.

Medicinal Chemistry (Sharjah, United Arab Emirates) 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, Quality Control of 10543-42-7.

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

Ma, Hao published the artcileDesign and Synthesis of Bridging Chiral p-t-Butylcalix[4]arene Tetrahydroisoquinolines and Their Application in Henry Reaction as Chiral Organocatalysts, Application In Synthesis of 21286-54-4, the publication is ChemistrySelect (2019), 4(15), 4642-4646, database is CAplus.

A pair of bridging chiral p-t-butylcalix[4]arenes (2a and 2b) (were) synthesized from 1 through homologous anionic ortho-Fries rearrangement, and optically resolved with (1S)-(+)-10-camphorsulfonyl chloride as chiral auxiliary. Bridging chiral p-t-butylcalix[4]arene tetrahydroisoquinolines (9a and 9b) as chiral organocatalysts for Henry reaction were designed and synthesized through the structural modification of 2a and 2b, resp. Compared to the catalytic enantioselectivity of the unmodified tertiary amine (4b: �% ee and 63% yield), those of the tetrahydroisoquinoline derivatives (9b: up to 13.4% ee and 96% yield) were distinctly enhanced. Although the increase magnitude of the catalytic ee is not remarkable, these catalytic results prove that the conformation inversion of calix[4]arene skeleton and the rotational freedom reduction of catalytic amine group indeed bring beneficial effects on the catalytic stereoselectivity.

ChemistrySelect published new progress about 21286-54-4. 21286-54-4 belongs to chlorides-buliding-blocks, auxiliary class Chiral,Chloride,Sulfonyl chlorides,Aliphatic cyclic hydrocarbon,Ketone, name is ((1S,4R)-7,7-Dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonyl chloride, and the molecular formula is C10H15ClO3S, Application In Synthesis of 21286-54-4.

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

Wu, Zhi-bing published the artcileSynthesis and antifungal activity of N-(1,4-substituted-pyrazole-yl)-heterocyclic carboxamide derivatives, Name: 2-Chloroisonicotinic acid, the publication is Nongyao (2013), 52(1), 11-14, 44, database is CAplus.

Pyrazole derivates were a kind of compounds with high and broad-spectrum activity. In order to find heterocyclic carboxamide derivatives with high activity, this kind of compounds were further studied. A series of N-(1,4-disubstituted pyrazole-yl)-heterocyclic carboxamide derivatives were synthesized. All target compounds were bioassayed in vitro against three kinds of phytopathogenic fungi (Gibberella zeae, Fusarium oxysporum, Cytospora mandshurica). The preliminary results indicated that most of the synthesized compounds possessed some antifungal activity against these three tested fungi at 50 mg/L, among which compound 9j displayed 71.0% inhibition activity against G. zeae at 50 mg/L and compound 9l displayed 55.7% inhibition activity against C. mandshurica at 50 mg/L. The mol. structures of the target compounds could be optimized based on the designed compounds

Nongyao 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 C9H6N2O2, Name: 2-Chloroisonicotinic acid.

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

Mei, Leixia published the artcileSupramolecular self-assembly of fluorescent peptide amphiphiles for accurate and reversible pH measurement, Quality Control of 42074-68-0, the publication is Organic & Biomolecular Chemistry (2019), 17(4), 939-944, database is CAplus and MEDLINE.

We report the synthesis and self-assembly of fluorescent peptide amphiphiles (NBD-PA) composed of a fluorescent NBD probe and a peptide derivative VVAADD with a C₁₂-alkyl-chain as the linker (NBD-C₁₂-VVAADD). The self-assembly of NBD-PA formed beta-sheet structures at neutral pH in aqueous solution, contributed to an âˆ?0-fold increase in the fluorescence and quantum yield of NBD mols., and conferred a supramol. hydrogel with excellent viscoelastic properties, while gel-to-sol transition of NBD-PA occurred rapidly when the pH value was adjusted to strongly alk. (e.g. pH 11). Through the pH-responsive self-assembly behavior, we further explored the relation between fluorescence of NBD-PA and pH values. Interestingly, the fluorescence of the NBD-PA system exhibited an excellent sigmoidal function relation (R² = 0.9999) with the alk. pH values, which enabled accurate pH measurement regardless of salt types and ionic strength of solvents. Furthermore, the fluorescence of NBD-PA was fully reversible upon cycles of pH shifts, with the chem. structure of NBD-PA well-maintained throughout the process. These features of NBD-PA would facilitate the design of in situ pH detection systems as well as pH-responsive actuators for various applications in future.

Organic & Biomolecular 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, Quality Control of 42074-68-0.

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

Gao, Feng-qin published the artcileSynthesis of methyl 2-chloroisonicotinate via esterification reaction catalyzed by hydrogen chloride, Name: 2-Chloroisonicotinic acid, the publication is Huaxue Shijie (2014), 55(1), 26-28, 54, database is CAplus.

Me 2-chloroisonicotinate with purity higher than 98.5% was synthesized via esterification reaction using 2-chloro-isonicotinic acid as starting material and hydrogen chloride as catalyst. The target compound was characterized by ¹H NMR, IR and GC-MS. The exptl. results showed that the optimal reaction conditions were: the concentration of hydrogen chloride 26%, the reaction temperature 40°C and the reaction time 3 h. The reason for the generation of the byproduct Me 2-methoxyl isonicotinate was investigated, and the reaction mechanism was speculated.

Huaxue Shijie 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 C6H4ClNO2, Name: 2-Chloroisonicotinic acid.

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

Zhang, Jian published the artcilePurine Nucleoside Derivatives Containing a Sulfa Ethylamine Moiety: Design, Synthesis, Antiviral Activity, and Mechanism, Quality Control of 32333-53-2, the publication is Journal of Agricultural and Food Chemistry (2021), 69(20), 5575-5582, database is CAplus and MEDLINE.

To find efficient and broad-spectrum viral agents, a series of purine nucleoside derivatives containing sulfa ethylamine moieties was designed and synthesized, and their antiviral activities against tobacco mosaic virus (TMV), cucumber mosaic virus (CMV), and potato virus Y (PVY) were evaluated. Some target compounds displayed good antiviral activities. Among them, compound I showed excellent protective activity against CMV and PVY with 50% effective concentration values (EC₅₀) of 137 and 209μg/mL, resp., which were better than that of the control agent ningnanmycin (508 and 431μg/mL). Moreover, the EC₅₀ value of compound I for the inactivating activity against TMV was 48μg/mL, which was better than that of ningnanmycin (88μg/mL). In addition, compound I not only destroyed the structure of the TMV virus but also had a good interaction with the coat protein of the TMV virus. Therefore, compound I may further destroy the structure of the virus by binding to the coat protein of the TMV virus, thereby weakening the infectivity of the virus.

Journal of Agricultural and Food Chemistry published new progress about 32333-53-2. 32333-53-2 belongs to chlorides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Chloride,Sulfonyl chlorides,Benzene, name is 4-Chloro-3-(trifluoromethyl)benzenesulfonyl Chloride, and the molecular formula is C11H24O3, Quality Control of 32333-53-2.

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

Liu, Wen-Shan published the artcileBridging Chiral de-tert-Butylcalix[4]arenes: Diastereomeric Crystallization-Based Optical Resolution and Determination of Absolute Configuration, Formula: C10H15ClO3S, the publication is ChemistrySelect (2018), 3(36), 10153-10156, database is CAplus.

A pair of diastereomers were synthesized from the conjugation of bridging chiral de-tert-butylcalix[4]arene racemate and (1S)-(+)-10-camphorsulfonyl chloride. The diastereomeric separation by crystallization was explored in different solvents, temperature and time. The optimal crystallization procedures afforded them in a desirable yield, de and purity. A pair of enantiomers of tert-butylcalix[4]arene were subsequently obtained after their hydrolysis. Moreover, their absolute configurations were determined by X-ray crystallog. anal. The crystallization results can match the large-scale preparation of optically pure de-tert-butylcalix[4]arene in laboratory and industry.

ChemistrySelect published new progress about 21286-54-4. 21286-54-4 belongs to chlorides-buliding-blocks, auxiliary class Chiral,Chloride,Sulfonyl chlorides,Aliphatic cyclic hydrocarbon,Ketone, name is ((1S,4R)-7,7-Dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonyl chloride, and the molecular formula is C10H15ClO3S, Formula: C10H15ClO3S.

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

Yamamoto, Keiji published the artcileInteraction of silanes with bis(triphenylphosphine)ethyleneplatinum(O); hydrosilylation of olefins with this complex, Product Details of C7H16Cl2Si, the publication is Journal of Organometallic Chemistry (1971), 28(3), C37-C38, database is CAplus.

Reaction of 1-hexene with MeCl2SiH in the presence of (Ph3P)2Pt(C2H4) (I) gave n-C6H13Si-MeCl2 in quant. yield via the intermediacy of (Ph3P)2PtH(SiMeCl2). In the absence of olefin, (Ph3P)2Pt(SiMeCl2)2 was isolated. I and HSiCl3 gave only (Ph3P)2Pt(SiCl3)2. Hydrosilylation of 1-hexene and Me3SiCH:CH2 was catalyzed by the complexes of I with (EtO)2MeSiH, Me2ClSiH, Me3SiH, or Me3EtSiH; the stability of such complexes decreased in the order SiCl3 > SiMeCl2 > SiMe3. I, MeCl2SiH, and 1,3-butadiene gave 1,2-, 1,4-, and dihydrosilylation products, but diaddn. was favored with isoprene.

Journal of Organometallic Chemistry published new progress about 14799-94-1. 14799-94-1 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is Dichloro(hexyl)(methyl)silane, and the molecular formula is C11H16BNO2, Product Details of C7H16Cl2Si.

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