Month: December 2022

Wu, Lili published the artcileChiral thiourea catalyzed asymmetric Henry reaction: construction of stereogenic center bearing a CF₃ group from 2,2,2-trifluoroacetophenone substrates, SDS of cas: 5860-95-7, the publication is Youji Huaxue (2017), 37(4), 936-942, database is CAplus.

An asym. Henry reaction with 2,2,2-trifluoroacetophenone as trifluoromethyl building block was described. This reaction was catalyzed by bifunctional thiourea derived from quinine to give the product bearing a CF₃ stereogenic center in good yield with good enantioselectivity.

Youji Huaxue published new progress about 5860-95-7. 5860-95-7 belongs to chlorides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Chloride,Benzene,Ketone, name is 1-(2-Chlorophenyl)-2,2,2-trifluoroethanone, and the molecular formula is C24H12, SDS of cas: 5860-95-7.

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

Tang, Xu published the artcileSynthesis and bioactivity evaluation of penta-1,4-diene-3-one oxime ether derivatives, Application of 3-Chlorobenzylchloride, the publication is Journal of Pesticide Science (Tokyo, Japan) (2019), 44(4), 242-248, database is CAplus and MEDLINE.

A series of penta-1,4-diene-3-one oxime ether derivatives I (R = 2,4-Cl₂C₆H₃, 4-MeOC₆H₄, 6-Cl-3-pyridyl, etc.; X = 4-OBn, 2-OBn) were synthesized, and their antiviral and antifungal activities were evaluated. Bioactivity evaluations showed that most target compounds had significant antiviral activity against tobacco mosaic virus (TMV). The synthesized compounds also showed certain inhibitory effects on three plant-pathogenic fungi, but all of them are lower than that of the control drug epoxiconazole. Among them, I (R = 3-FC₆H₄; X = 4-OBn) was found to have good curative activity against TMV, with an inhibition rate of 64.6%, which was better than that of ribavirin (45.2%). Compound I (R = 6-Cl-3-pyridyl; X = 4-OBn) had a remarkable protective effect against TMV, with an inhibitory rate of 66.9%, which was better than that of ribavirin (61.8%). The inhibitory rate of compound I (R = 4-ClC₆H₄; X = 2-OBn) in inactivation activity against TMV was 87.0%, which was better than that of ribavirin (77.9%). Further mol. docking studies indicated that compound I (R = 4-ClC₆H₄; X = 2-OBn) showed strong binding affinities toward the coat protein of tobacco mosaic virus. This result indicates that penta-1,4-diene-3-one oxime ether derivatives can play a significant role in discovering new antiviral agents.

Journal of Pesticide Science (Tokyo, Japan) published new progress about 620-20-2. 620-20-2 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Benzyl chloride,Benzene, name is 3-Chlorobenzylchloride, and the molecular formula is C10H11NO4, Application of 3-Chlorobenzylchloride.

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

Jiang, Yuan published the artcileSynthesis and antifungal evaluation of phenol-derived bis(indolyl)methanes combined with FLC against Candida albicans, Category: chlorides-buliding-blocks, the publication is Bioorganic & Medicinal Chemistry Letters (2022), 128525, database is CAplus and MEDLINE.

In this work, it was focused on boron trifluoride etherate catalyzed condensation of indole and salicylaldehydes RCHO (R = 2-hydroxyphenyl, 4-(dimethylamino)-2-hydroxyphenyl, 3,5-dibromo-2-hydroxyphenyl, etc.) to form bis(indolyl)methanes (BIMs) I in high yields, and in vitro antifungal activity against Candida albicans were evaluated. The results showed that most phenol-derived BIMs I combined with fluconazole (FLC) exhibited good antifungal activity against sensitive and drug-resistant C. albicans. Further mechanism study demonstrated that I (R = 3-bromo-2-hydroxyphenyl) combined with FLC could inhibit hyphal growth, result in ROS accumulation, and decrease mitochondrial membrane potential (MMP) as well as altering membrane permeability.

Bioorganic & Medicinal Chemistry Letters 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, Category: chlorides-buliding-blocks.

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

Bianchini, Giulio published the artcilePhotomodulable phosphines incorporating diarylethene moieties, Category: chlorides-buliding-blocks, the publication is RSC Advances (2015), 5(14), 10795-10798, database is CAplus.

Incorporation of the dithienylethene moiety as a substituent provides new ‘switchable’ phosphine ligands whose electronic properties are reversibly modulated by light. The presence of electron-withdrawing substituents in the photochromic unit increases the σ-donation gap between the photo-modulated open and closed phosphine isomers.

RSC Advances 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, Category: chlorides-buliding-blocks.

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

Collins, Nathan published the artcileFully Automated Chemical Synthesis: Toward the Universal Synthesizer, HPLC of Formula: 5034-06-0, the publication is Organic Process Research & Development (2020), 24(10), 2064-2077, database is CAplus.

Automated peptide and oligonucleotide synthesizers enabled a revolution in mol. biol. and helped pave the way to modern synthetic biol. Similarly, fully automated synthetic chem. could herald a new wave of innovation in biol. and materials sciences by greatly facilitating access to known and novel mols. Here, we report on an automated multistep chem. synthesizer, AutoSyn, that makes milligram-to-gram-scale amounts of virtually any drug-like small mol. in a matter of hours and demonstrate its versatility with the synthesis of ten known drugs. Of the FDA-approved small-mol. drugs for which we were able to compute a synthetic route, 87% are predicted to be synthesized on AutoSyn. Moreover, AutoSyn enables digital synthesis protocols that ensure the reproducibility and transferability of synthesis protocols from one lab to another. If this follows the same evolution as automated peptide and DNA syntheses, it will lead to an exponential increase in chem. innovation across biol. and material sciences.

Organic Process Research & Development 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, HPLC of Formula: 5034-06-0.

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

Zhang, Chun-Hui published the artcilePotent noncovalent inhibitors of the main protease of SARS-CoV-2 from molecular sculpting of the drug perampanel guided by free energy perturbation calculations, Safety of (3-Chloro-5-propoxyphenyl)boronic acid, the publication is ACS Central Science (2021), 7(3), 467-475, database is CAplus and MEDLINE.

Starting from our previous finding of 14 known drugs as inhibitors of the main protease (M^pro) of SARS-CoV-2, the virus responsible for COVID-19, we have redesigned the weak hit perampanel to yield multiple noncovalent, nonpeptidic inhibitors with ca. 20 nM IC₅₀ values in a kinetic assay. Free-energy perturbation (FEP) calculations for M^pro-ligand complexes provided valuable guidance on beneficial modifications that rapidly delivered the potent analogs. The design efforts were confirmed and augmented by determination of high-resolution X-ray crystal structures for five analogs bound to M^pro. Results of cell-based antiviral assays further demonstrated the potential of the compounds for treatment of COVID-19. In addition to the possible therapeutic significance, the work clearly demonstrates the power of computational chem. for drug discovery, especially FEP-guided lead optimization.

ACS Central Science published new progress about 1256345-74-0. 1256345-74-0 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Boronic acid and ester,Benzene,Ether,Boronic Acids,Boronic acid and ester, name is (3-Chloro-5-propoxyphenyl)boronic acid, and the molecular formula is C8H5F3O2S, Safety of (3-Chloro-5-propoxyphenyl)boronic acid.

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

Morgan, David L. published the artcileSulfonium Ion Adducts from Quasiliving Polyisobutylene and Mono- or Disulfides, Application In Synthesis of 1002-41-1, the publication is Macromolecules (Washington, DC, United States) (2009), 42(7), 2344-2352, database is CAplus.

Low-temperature-stable sulfonium ion adducts were generated by addition of mono- and disulfides to TiCl₄-catalyzed quasiliving polyisobutylene (PIB). The adducts were studied in situ via low temperature NMR in 50/50 (volume/volume) CS₂/CD₂Cl₂ using the initiator 2-chloro-2,4,4-trimethylpentane (TMPCl) and C₁₆ and C₂₀tert-chloride oligo-isobutylenes as models for the PIB chain end. At temperatures less than or equal to -60 °C, quant. 1:1 adducts were formed between the (di)sulfides and TMPCl or the oligo-isobutylenes. Adduct formation prevented further homopolymerization of isobutylene, but when a more reactive nucleophile such as an alc. or amine was added to the reaction, the adducts were destroyed. Both elimination and substitution products were obtained at the PIB chain end. With PIB-monosulfide adducts, elimination was the principle decomposition pathway, and near-quant. formation of exo-olefin PIB was achieved upon termination by a hindered tertiary amine, such as proton trap, 2,6-di-tert-butylpyridine. For PIB-disulfide adducts, decomposition was observed to occur principally through sulfur-sulfur cleavage, yielding useful thioether end groups, e.g., when terminated with triethylamine, the PIB-bis(2-bromoethyl) disulfide adduct yielded near-quant. primary bromide-terminated PIB.

Macromolecules (Washington, DC, United States) published new progress about 1002-41-1. 1002-41-1 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is 1,2-Bis(2-chloroethyl)disulfane, and the molecular formula is C4H8Cl2S2, Application In Synthesis of 1002-41-1.

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

Rothweiler, Ulli published the artcileProbing the ATP-Binding Pocket of Protein Kinase DYRK1A with Benzothiazole Fragment Molecules, Product Details of C7H7ClN2S, the publication is Journal of Medicinal Chemistry (2016), 59(21), 9814-9824, database is CAplus and MEDLINE.

DYRK1A has emerged as a potential target for therapies of Alzheimer’s disease using small mols. Based on the observation of selective DYRK1A inhibition by firefly D-luciferin, we have explored static and dynamic structural properties of fragment sized variants of the benzothiazole scaffold with respect to DYRK1A using X-ray crystallog. and NMR techniques. The compounds have excellent ligand efficiencies and show a remarkable diversity of binding modes in dynamic equilibrium Binding geometries are determined in part by interactions often considered “weak”, including “orthogonal multipolar” types represented by e.g. F-CO, sulfur-aromat, and halogen-aromat interactions, together with hydrogen bonds that are modulated by variation of electron withdrawing groups. These studies show how the benzothiazole scaffold is highly promising for the development of therapeutic DYRK1A inhibitors. In addition, the subtleties of the binding interactions, including dynamics, show how full structural studies are required to fully interpret the essential phys. determinants of binding.

Journal of Medicinal Chemistry 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, Product Details of C7H7ClN2S.

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

Fruton, Joseph S. published the artcileChemical reactions of the nitrogen mustard gases. VI. The reactions of the nitrogen mustard gases with chemical compounds of biological interest, Name: 1,2-Bis(2-chloroethyl)disulfane, the publication is Journal of Organic Chemistry (1946), 571-80, database is CAplus and MEDLINE.

As substances of biol. interest other than proteins may react with I, compounds essential to the economy of the living cell are allowed to react with I in competition with XXIII. The following substances are tested: l-proline (XXXIV), pyridine, nicotinic acid (XXXV), nicotinamide, pyridoxine, 2-thiopyridine, piperidine (XXXVI), adenosine (XXXVII), thiamine (XXXVIII), imidazole (XXXIX), hippuric acid (XL), AcOH, carbobenzoxy-l-glutamic acid (XLI), carbobenzoxy-l-aspartic acid (XLII), carbobenzoxy-dl-methionine, thiodiglycol (XLIII), XXII, VI, and XV. The reactivity of these compounds is measured by addition of the requisite amount of I.HCl to a solution containing NaHCO₃, XXIII, the competing compound, and the calculated amount of NaOH to produce the free I. The mixtures are shaken 15 min. at 25° and kept 20 hrs. at that temperature The results are given in a table. In the presence of XXXIV or XXXVII the reaction of I with XXIII is cut about 50%. Pyridine derivatives react very rapidly with I, probably with formation of quaternary pyridinium compounds; XXXVI competes with XXIII only to a slight extent. XXXVIII and XXXIX react readily with I. The reactivity of I with carboxylic acids seems to depend upon the structure of the acid. While AcOH has no effect, XLI and XLII compete with XXIII in the case of II but not in the case of XIV. The order of reactivity of I with carboxylic acids is XVII > II > XIV. XLIII reacts with II with formation of a sulfonium salt. XXII and VI react with I with formation of NR₄ salts. When II.HCl from 8 mM II in 10 cc. H₂O is kept with 34 mM VI for 20 hrs. at room temperature, the solution then concentrated in vacuo, and the residue crystallized from absolute EtOH, 84% (HOCH₂CH₂)₂N⁺MeCH₂CH₂NMeCH₂CH₂N⁺Me(CH₂CH₂OH)₂Cl^–₂, m. 93-5°, is obtained. II or XIV reacts with 1 mol. Na₂HPO₄ at 25° with consumption of 1 mol. I. The competitive effect of organic phosphates and of substances related to nucleic acid on the reaction of II with XXIII is also studied. A solution containing 0.133 mM II.HCl, 0.534 mM XXIII, 0.534 mM of competing substance, and 0.526 mM NaHCO₃ is kept for 20 hrs. at 25 °. While with XXIII alone 0.77 mM NH₂-N disappears per mM II, in the presence of a competing substance the decrease in the NH₂-N of XXIII is 0.41 for Na₂HPO₄, 0.46 for Na₄P₂O₇, 0.53 for Na glycerophosphate, 0.20 for Ba fructose 1-phosphate, 0.04 for Ba fructose 6-phosphate, 0.58 for glucose 3-phosphate, 0.20 for glucose 6-phosphate, 0.31 for Ba cytidine diphosphate, 0.31 for Ba adenosine phosphate, 0.79 for theophylline glucoside, and 0.74 for desoxyribose. The reaction of II with some of these compounds in competition with XXIII is also followed by determining the disappearance of III by means of the 10-min. X after 40, 120, and 240 min. reaction times, with results similar to those obtained above. Hexamethylenetetramine (XLIV) reacts very rapidly with II but is not as reactive as Na₂S₂O₃. XIV also reacts with XLIV, and in competitive experiments with Na₂S₂O₃ XIV reacts more readily with the latter. Va reacts with Na₂S₂O₃ 100% in 10 min. and since none of its reaction products consumes Na₂S₂O₃, the 10-min. X is a direct measure of the concentration of Va in solutions Using this fact, it is found that Va reacts rapidly with XXXIV, XXXV, XXXIX, XLIV, VI, and XLIII. II and XVII react with KI₃ with the formation of periodides; that of II, purple solid, m. 94-8° that of XVII m. 74-8°. When a 2% solution of 2.5 mM II is aged 3 hrs., KI₃ added, and the mixture allowed to stand 6 hrs., 4.48 mM iodine is consumed and 0.834 g. of a purple compound, m. 150-60°, is obtained. When the aging is extended to 6 hrs., 3.89 mM iodine is consumed and a purple compound, m. 120-30°, is formed. The use of KI₃ for the determination of I and their transformation products is studied by determining the maximum dilution of these compounds at which a precipitate with KI₃ is still obtained. The results of these experiments are given in a table.

Journal of Organic Chemistry published new progress about 1002-41-1. 1002-41-1 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is 1,2-Bis(2-chloroethyl)disulfane, and the molecular formula is C4H8Cl2S2, Name: 1,2-Bis(2-chloroethyl)disulfane.

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

Min, Kyung-Lyum published the artcileSynthesis and differential properties of creatine analogs as inhibitors for human creatine kinase isoenzymes, Related Products of chlorides-buliding-blocks, the publication is European Journal of Biochemistry (1996), 238(2), 446-452, database is CAplus and MEDLINE.

Fourteen new creatine analogs, all with a guanidine function and either a polar or an apolar group instead of the creatine carboxylic function, were tested as potential inhibitors for human creatine kinase by kinetic anal. of their effects on the reaction rate. Only compounds bearing an apolar aromatic moiety, which was spaced from the guanidine function by at least two bonds, proved to have a significant inhibitory activity and showed a mixed-type inhibition similar to that of creatine. Among these compounds, 2,6-dichlorobenzylguanidine (K_i = 5.6 mM and 39.8 mM for muscle-type and brain-type creatine kinases, resp.) and 3-(2,6-dichlorophenyl)propylguanidine (K_i = 15 mM and 4.5 mM) were the more potent inhibitors and showed a significant isoenzyme selectivity between muscle- and brain-type creatine kinases. Our results are in agreement with recent data that suggest the location of a hydrophobic pocket near the guanidine-binding domain of the enzyme. The observed selectivity in isoenzyme inhibition may be useful to study structural differences in catalytic centers.

European Journal of Biochemistry published new progress about 51656-68-9. 51656-68-9 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Carboxylic acid,Benzene, name is 3-(2,6-Dichlorophenyl)propanoic acid, and the molecular formula is C9H8Cl2O2, Related Products of chlorides-buliding-blocks.

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