Category: chlorides-buliding-blocks

Merchant, J. R. published the artcileSubstitution in the benzopyrone series. II. Sulfonation of coumarin derivatives, Related Products of chlorides-buliding-blocks, the publication is Journal of the Indian Chemical Society (1957), 35-41, database is CAplus.

ClSO₃H (2 moles) added gradually with cooling to coumarin, and the mixture heated 2 hrs. at 100°, cooled, and poured over crushed ice gave a mixture of the 6-SO₃H (I) and 6-SO₂Cl (m. 119-20°) compounds; S-benzylisothiuronium (II) derivative of I, m. 212-14°. The following compounds were treated similarly, the figures after each referring to moles ClSO₃H, temperature, and hrs. of heating, resp., and the products of sulfonation being given last: coumarin, 6, 130-40°, 3, the 3,6-di-SO₃H (III) (II derivative, m. 194-6°) and 3,6-di-SO₂Cl (m. 173-5°) compounds (amide, m. above 270°; anilide, m. 218-20°); 6-nitrocoumarin, 10, 130-40°, 4, the 3-SO₃H (IV) (II derivative, m. 230-2°) and 3-SO₂Cl (m. 204-5°) compounds (amide, m. above 290°; anilide, m. 130°); 7-hydroxy-4-methylcoumarin (V), 4, 100°, 2, the 6-SO₃H (VI) (II derivative, m. 180-2°) and 6-SO₂Cl (VII) (m. 178-80°) compounds (amide, m. above 290°; anilide, m. 245-7°); V, 4, 130-40°, 4, the 6,8-di-SO₃H compound; V, 8, 140°, 4, the 3,6,8-tri-SO₃H compound; 7-hydroxy-3,6-dibromo-4-methylcoumarin, 10, 100°, 2, the 8-SO₃H compound (VIII) (II derivative, m. 205-6°); 7-hydroxy-3,8-dibromo-4-methylcoumarin, 7.5, 100°, 2, the 6-SO₃H [II derivative, m. 238° (decomposition)] and 6-SO₂Cl (IX) [m. 210° (decomposition)] compounds (anilide, m. 210-12°); 7-methoxy-4-methylcoumarin (X), 4.3, 100°, 2, the 6-SO₃H (XI) [m. 175° (decomposition); II derivative, m. 250°] and 6-SO₂Cl (XII) (m. 203-4°) compounds (amide, m. above 310°; anilide, m. 209-10°); X, 8, 60°, 3 (in dry CHCl₃), the 3,6-di-SO₃H (XIII) [II derivative, m. 244° (decomposition)] and 3,6-di-SO₂Cl (m. 230-2°) compounds (anilide, m. 245-7°); X, excess ClSO₃H, 130-40°, a demethylated trisulfonic acid; 7-methoxy-3-bromo-4-methylcoumarin, 4, 100°, 2, the 6-SO₃H [II derivative, m. 280° (decomposition)] and 6-SO₂Cl (XIV) (m. 227-9°) compounds (anilide, m. 236-8°); 7-hydroxy-6-carbomethoxy-4-methylcoumarin, 1, 60°, 2 (in dry CHCl₃); 7-hydroxy-6-carboxy-4-methyl-8-coumarin sulfonic acid (XV) (II derivative, m. 209-11°) + unchanged substance; 7-hydroxy-6-carboxy-4-methylcoumarin, 4, 100°, 2, the 3,8-di-SO₃H compound (XVI). The position of the SO₃H group in I and III was proved by oxidation of the Na salt with alk. permanganate to give, in each case, 5-sulfosalicylic acid (II derivative, m. 194-6°). The same treatment of IV gave 5-nitrosalicylic acid, m. 227-8°. Bromination of VI (Na salt) with 1 mole Br in HOAc gave the 3,6,8-tri-Br compound, m. 250-2°, as did also bromination of VIII. VII (1 g. in 10 cc. glacial HOAc) treated hot with 11 cc. 10% Br in HOAc and left 6 hrs. at room temperature gave IX. XII brominated likewise yielded XIV. The Na salt of XI heated 15 min. with 2 moles Br in HOAc and poured into H₂O gave the 3,6-di-Br compound, m. 240° (from HOAc), as did XIII (di-Na salt) when treated with 3 moles Br. Oxidation of XI with alk. permanganate gave 2,4,5-HO(MeO)(HO₃S)C₆H₂ CO₂H (XVII) [II derivative, m. 228-30° (decomposition)], which upon bromination of its Na salt yielded the 5-Br compound, m. 251-2°. The structure of 5,2,4-HO₃S(HO)₂C₆H₂CO₂H (II derivative, m. 201-2°) obtained by Senhöfer and Brünner [Chem. Zentr. 1, 566(1879)] by sulfonating β-resorcylic acid was confirmed by its methylation to XVII. Bromination of XV and XVI gave in each case the 3,8-di-Br compound, m. 284-6° (decomposition).

Journal of the Indian 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, Related Products of chlorides-buliding-blocks.

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

Dabholkar, Vijay V. published the artcileMicrowave assisted synthesis of 5H-2(substituted)phenylimino-5-phenyloxazole-4-ones, Category: chlorides-buliding-blocks, the publication is Heterocyclic Letters (2015), 5(3), 419-423, database is CAplus.

A series of 5H-2(substituted)phenylimino-5-phenyloxazole-4-ones and 5H-2(substituted)phenylimino-5-phenylthiazole-4-ones was synthesized by interaction of ethyl-2-bromo-2-phenylethanoate with urea and thiourea under microwave condition resp. The technique consumes less time and gaves excellent yields. These compounds were also synthesized by conventional method. Structure of compounds were elucidated on the basis of spectral and laboratorial techniques. Further, the compound were scanned for their biol. activities.

Heterocyclic 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, Category: chlorides-buliding-blocks.

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

Mukhtar, Asma published the artcileIndane-1,3-diones: As Potential and Selective α-glucosidase Inhibitors, their Synthesis, in vitro and in silico Studies, Computed Properties of 19652-33-6, the publication is Medicinal Chemistry (Sharjah, United Arab Emirates) (2021), 17(8), 887-902, database is CAplus and MEDLINE.

Diabetes mellitus is one of the most chronic metabolic disorders. Since past few years, our research group had synthesized and evaluated libraries of heterocyclic compounds against α and β-glucosidase enzymes and found encouraging results. The current study comprises of evaluation of indane-1,3-dione as antidiabetic agents based on our previously reported results obtained from closely related moiety isatin and its derivatives A library of twenty three indane-1,3-dione derivatives (1-23) was synthesized and evaluated for α and β-glucosidase inhibitions. Moreover, in silico docking studies were carried out to investigate the putative binding mode of selected compounds with the target enzyme. The indane-1,3-dione derivatives (1-23) were synthesized by Knoevenagel condensation of different substituted benzaldehydes with indane-1,3-dione under basic condition. The structures of synthetic mols. were deduced by using different spectroscopic techniques, including ¹H-, ¹³C-NMR, EI-MS, and CHN anal. Compounds (1-23) were evaluated for α and β-glucosidase inhibitions by adopting the literature protocols. Off twenty three, eleven compounds displayed good to moderate activity against α- glucosidase enzyme, nonetheless, all compounds exhibited less than 50% inhibition against β- glucosidase enzyme. Compounds 1, 14, and 23 displayed good activity against α-glucosidase enzyme with IC₅₀ values of 2.80 ± 0.11, 0.76 ± 0.01, and 2.17 ± 0.18 μM, resp. The results have shown that these compounds have selectively inhibited the α-glucosidase enzyme. The in silico docking studies also supported the above results and showed different types of interactions of synthetic mols. with the active site of enzyme. The compounds 1, 14, and 23 have shown good inhibition against α-glucosidase and may potentially serve as lead for the development of new therapeutic representatives.

Medicinal Chemistry (Sharjah, United Arab Emirates) published new progress about 19652-33-6. 19652-33-6 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Bromide,Benzene,Phenol,Aldehyde, name is 5-Bromo-3-chloro-2-hydroxybenzaldehyde, and the molecular formula is C7H4BrClO2, Computed Properties of 19652-33-6.

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

Mukhtar, Asma published the artcileSynthesis of Chalcones as Potential α-Glucosidase Inhibitors, In-Vitro and In-Silico Studies, HPLC of Formula: 19652-33-6, the publication is ChemistrySelect (2021), 6(37), 9933-9940, database is CAplus.

Seventeen chalcones derivatives I [R = 2-HO-3-ClC₆H₃, 4-NMe₂C₆H₄, 2-Br-4,5-(OMe)₂C₆H₂, etc.; R¹ = 3-MeC₆H₄, 4-MeC₆H₄, 4-ClC₆H₄, etc.] were synthesized by reactions of diversely substituted aldehydes with various ketones. The structures of compounds were characterized by using NMR (NMR) spectroscopy, mass spectrometry (MS) and carbon, hydrogen, nitrogen (CHN) anal. These synthetic mols. were tested for α-glucosidase inhibitory activity. Acarbose was used as a standard drug and pos. control in this study. Compound I [R = 2-HO-3,5-Cl₂C₆H₂; R¹ = 4-MeC₆H₄] with hydroxy and chloro substitutions was found to be the most active compound and a novel compound of this library. Active mols. were subjected to in silico study to determine binding interactions with target site of α-glucosidase.

ChemistrySelect published new progress about 19652-33-6. 19652-33-6 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Bromide,Benzene,Phenol,Aldehyde, name is 5-Bromo-3-chloro-2-hydroxybenzaldehyde, and the molecular formula is C7H4BrClO2, HPLC of Formula: 19652-33-6.

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

Remy, Sandrine published the artcileFunctionalization of zinc oxide nanorods with diarylethene-based photochromic compounds, Quality Control of 219537-97-0, the publication is Dyes and Pigments (2011), 89(3), 266-270, database is CAplus.

Two diarylethene mols. functionalized with a carboxylic acid function were grafted onto the surface of zinc oxide nanorods. Photochromic studies based on electronic absorption spectroscopy in solution showed that the switching units operate in a bidirectional mode, allowing both ring closure and ring-opening processes to take place successively in photochem. sequences combining irradiations of the open species at 300 nm and the closed ones at 500 nm. Depending on the mol. structure, some losses were observed presumably due to photodegradation Compound 2 containing a terminal Ph unit provides a longer conjugation pathway, thus offering red-shifted electronic absorption and better photochem. stability.

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, Quality Control of 219537-97-0.

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

Li, Qiang-Qiang published the artcileDirect Wittig Olefination of Alcohols, Recommanded Product: ((1S,4R)-7,7-Dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonyl chloride, the publication is Journal of Organic Chemistry (2018), 83(1), 296-302, database is CAplus and MEDLINE.

Benzylic alcs. such as benzyl alc. underwent chemoselective and diastereoselective Wittig olefinations with alkyltriphenylphosphonium salts such as 2-pyridinylmethyltriphenylphosphonium chloride mediated by t-BuOK and air in THF to give aryl alkenes such as (E)-2-(2-phenylethenyl)pyridine in 8-93% yields and in ≥8:1 E:Z diastereoselectivities. Benzylic alcs. were thus directly transformed to olefins without pre-preparation of either aryl aldehydes or ylides. 1,2-Benzenedimethanol underwent chemoselective Wittig olefination to give mono- or dialkenylbenzenes; an unsym. dialkenylbenzene was also prepared The method was used to prepare the potential antitumor agent DMU-212, resveratrol, and nonracemic hexahelicenol enantiomers. The mechanism and kinetics of the olefination were studied.

Journal of Organic Chemistry 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, Recommanded Product: ((1S,4R)-7,7-Dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonyl chloride.

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

Le Menn, J. Christophe published the artcileElectrochemical synthesis of diethyl 1,1-dichloroalkylphosphonates, Related Products of chlorides-buliding-blocks, the publication is Journal of Chemical Research, Synopses (1989), 26-7, database is CAplus.

The electrochem. reduction of diethyl(trichloromethyl)phosphonate in aprotic medium containing alkyl halides forms diethyl-1,1-dichloroalkylphosphonates in good yields. Thus, in a 2-compartment cell a mixture of trichloromethylphosphonate and alkylating agent in DMF containing Bu₄NBF₄ was electrolyzed using a Hg pool cathode. The product was isolated and distilled under reduced pressure.

Journal of Chemical Research, Synopses published new progress about 866-23-9. 866-23-9 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is Diethyltrichloromethylphosphonate, and the molecular formula is C5H10Cl3O3P, Related Products of chlorides-buliding-blocks.

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

Le Menn, Jean Christophe published the artcileElectrochemically generated phosphonate carbanions: formation and reactivity towards aldehydes, Application of Diethyltrichloromethylphosphonate, the publication is Canadian Journal of Chemistry (1989), 67(8), 1332-43, database is CAplus.

Reactivity towards p-methoxybenzaldehyde (ArCHO) of electrochem. generated phosphonate carbanions was investigated. Electrolysis were carried out at a Hg cathode in DMF and two routes to the desired carbanion were compared: (i) deprotonation of phosphonates of general formula (EtO)₂P(O)CHYW (Y = W = Cl; Y = H, W = Cl; Y = Cl, W = CO₂Et; Y = H, W = CO₂Et; Y = CH₃, W = CO₂Et; Y = Cl, W = CH₃), by the bases resulting from the electroreduction of azobenzene; addition of the carbanion formed onto the carbonyl group takes place and leads to the adduct (EtO)₂P(O)CYW(Ar)O^–. (Ii) Two-electron reduction of halophosphonates (EtO)₂P(O)CXYZ (X = Cl, Y and W as above; X = Br, W = CO₂Et, Y = Cl, Br, or CH₃); when no H atoms is present on the carbon bearing the phosphonate group (Y and W ≠ H), the same evolution leading to the above adduct is observed; on the contrary, when Y = H, the electrogenerated carbanion deprotonates the substrate and the resulting carbanion (EtO)₂P(O)CXW^– reacts with the aldehyde, giving the adduct (EtO)₂P(O)CXW(Ar)O^–. Evolution of the intermediate adduct depends on the substituents Y (or X) and W: when W = CO₂Et, whatever the nature of Y (or X), di-Et phosphate is eliminated with formation of the ethylenic ArCH = CWY (or X) (Wittig-Horner reaction); the same evolution is observed when Y = W = Cl. When W = Cl and Y = H or CH₃, the final product is the phosphonate epoxide resulting from chloride elimination (Darzens reaction). Chemo- and stereoselectivity depends only on the nature of Y and W but are independent of the mode of generation of the carbanion. Yields are limited by side-protonation reactions, which are related to the basicity of the phosphonate carbanions. Anal. of the results permits selection of the optimal electrolysis conditions for purposes of synthesis.

Canadian Journal of Chemistry published new progress about 866-23-9. 866-23-9 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is Diethyltrichloromethylphosphonate, and the molecular formula is C5H10Cl3O3P, Application of Diethyltrichloromethylphosphonate.

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

Honda, Mitsunori published the artcileSynthesis of 1-hydrocarbon substituted cyclopropyl silyl ketones, Safety of trimethyloxosulphonium chloride, the publication is Tetrahedron Letters (2018), 59(42), 3777-3781, database is CAplus.

The synthesis of cyclopropyl silyl ketones possessing a hydrocarbon group at 1-position of three-membered ring was investigated. The reaction of sulfoxonium ylide with α,β-unsaturated acylsilanes derived from α,β-unsaturated aldehydes did not afford the desired acylsilane derivatives Instead, the corresponding silyl enol ethers were yielded exclusively. On the other hand, the Corey-Chaykovsky cyclopropanation of α-substituted α,β-unsaturated aldehydes proceeded well to give 1-substituted cyclopropyl aldehydes. The silyl substitution of formyl proton in the obtained aldehydes via umpolung of carbonyl group afforded the target acylsilanes.

Tetrahedron Letters 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, Safety of trimethyloxosulphonium chloride.

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

Kato, Naoya published the artcileSynthesis and evaluation of a novel adapter lipid derivative for preparation of cyclic peptide-modified PEGylated liposomes: Application of cyclic RGD peptide, Formula: C19H14Cl2, the publication is European Journal of Pharmaceutical Sciences (2022), 106239, database is CAplus and MEDLINE.

Peptide ligand modified nanoparticles can simply prepared by post-insertion method to mix pre-formed nanoparticles with peptide-lipid conjugates in an aqueous solution at an optimal temperature Therefore, water dispersibility of peptide-lipid conjugates is a very important factor for implementing the post-insertion method. We proposed that highly water dispersible peptide-lipid conjugates can be easily synthesized by sep. designing novel adapter lipids with different water dispersibility and reacting them with ligands in a highly efficient manner. Adapter lipids have three critical roles; as spacers of ligand-conjugated lipids for efficient ligand presentation, as structures that form discrete mol. weight distributions, and as providing water dispersibility. In this study, we developed a novel adapter-lipid derivative that enables a variety of cyclic peptide modifications using the click reaction. The integrin αvβ3-targeted cyclic RGDfK (cRGD) peptide was selected as the cyclic peptide ligand. We designed a novel alkyne-tagged lipid with a discrete peptide spacer and bound the cRGD peptide using a click reaction to synthesize a cRGD-conjugated lipid with good water dispersibility for the preparation of cRGD-modified PEGylated liposomes using the post-insertion method. We also revealed that cRGD-modified PEGylated liposomes are efficiently associated with integrin αvβ3-expressing murine colon carcinoma (Colon-26) cells in a modification amount- and peptide sequence-dependent manner, showing high cytotoxicity upon loading with doxorubicin. This novel adapter lipid derivative can be used to synthesize various cyclic peptides by click reactions and will provide useful insights for the future development of cyclic peptide-modified PEGylated liposomes.

European Journal of Pharmaceutical Sciences 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, Formula: C19H14Cl2.

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