Tag: M.W=150-200

Yabe, Osamu published the artcileA convergent scale-up synthesis of a HER2/EGFR dual kinase inhibitor, Quality Control of 350-30-1, the publication is Heterocycles (2017), 94(4), 702-715, database is CAplus.

A practical and scalable synthesis of the human epidermal growth factor receptor 2 (HER2)/epidermal growth factor receptor (EGFR) dual kinase inhibitor I has been developed. The key features of the process development include convenient construction of the benzisothiazole skeleton directly from com. available materials in high yield, a practical O-demethylation utilizing an ethanethiol or octanethiol/aluminum chloride system without harsh conditions, and development of a more convergent alternative route that coupled two key intermediates in the final step. The novel synthesis allowed the manufacturing process to produce high quality API I (>99% purity (LCAP)) over 7 steps, compared to 9 steps in the original route, without chromatog. purification

Heterocycles published new progress about 350-30-1. 350-30-1 belongs to chlorides-buliding-blocks, auxiliary class Fluoride,Chloride,Nitro Compound,Benzene, name is 3-Chloro-4-fluoronitrobenzene, and the molecular formula is C10H10O2, Quality Control of 350-30-1.

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

Kavitha, K. published the artcileAn expedient one-pot tandem method for the synthesis of 3-(2-(phenylamino)thiazol-4-yl)-2H-chromen-2-ones under green conditions, Name: 1-(4-Chlorophenyl)thiourea, the publication is Journal of the Iranian Chemical Society (2019), 16(9), 1913-1921, database is CAplus.

This paper describes a facile pathway for the one-pot three-component synthesis of 3-(2-(phenylamino)thiazol-4-yl)-2H-chromen-2-ones starting from ethyl-4-chloroacetoacetate by treating it with equimolar amounts of various phenylthioureas and salicylaldehyde. Use of biosynthetically prepared L-proline as an efficient catalyst and naturally extracted renewable polyethylene glycol-600 (PEG-600) as an effective green reaction media are the added advantages of this method. Alternatively, tandem, stepwise methods have been proposed to isolate the intermediate and to study the possible reaction mechanism. These reactions are very simple, rapid, cost effective, industrially viable, which would be applied for various biomass conversions.

Journal of the Iranian Chemical Society 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, Name: 1-(4-Chlorophenyl)thiourea.

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

Kavitha, Kotthireddy published the artcileAn unusual synthesis of 3-(2-(arylamino)thiazol-4-yl)-2H-chromen-2-ones from ethyl 2-(chloromethyl)-2-hydroxy-2H-chromene-3-carboxylate via benzopyran ring opening, HPLC of Formula: 3696-23-9, the publication is Molecular Diversity (2019), 23(2), 443-452, database is CAplus and MEDLINE.

An unusual and unexpected synthesis of 3-(2-(arylamino)thiazol-4-yl)-2H-chromen-2-ones was observed by the reaction of Et 2-(chloromethyl)-2-hydroxy-2H-chromene-3-carboxylate with various arylthioureas in ethanol under mild reaction conditions with excellent yields. The ambiguity in the structure of the obtained products was solved by recording its single-crystal X-ray anal. This protocol was found to be a novel approach for the preparation of title compounds via benzopyran ring opening. A systematic plausible mechanism was proposed for the formation of the product. Also, an efficient one-pot three-component method was demonstrated for the formation of title compounds starting from salicylaldehyde.

Molecular Diversity 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, HPLC of Formula: 3696-23-9.

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

Mishra, Anu published the artcileVisible light triggered, catalyst free approach for the synthesis of thiazoles and imidazo[2,1-b]thiazoles in EtOH : H₂O green medium, Related Products of chlorides-buliding-blocks, the publication is RSC Advances (2016), 6(54), 49164-49172, database is CAplus.

The development of a visible light promoted, mild and greener approach for the synthesis of highly functionalized thiazoles and imidazo[2,1-b]thiazoles under photochem. activation in EtOH : H₂O green medium was demonstrated. The characteristic feature of the present protocol was the utilization of visible light (an omnipresent, nontoxic, environmentally benign and inexpensive reagent) to form C-S and C-N bonds and circumvent the use of catalysts or photosensitizers. The reported protocol was the first example of visible light promoted synthesis of thiazoles and imidazo[2,1-b]thiazoles with various attractive features like being catalyst free, eco-efficient and possessing cost effectiveness, short reaction time, excellent yields and sustainability to fulfill the parameters of green chem.

RSC Advances 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, Related Products of chlorides-buliding-blocks.

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

Mineno, T. published the artcileSolution-phase parallel synthesis of an isoflavone library for the discovery of novel antigiardial agents, Synthetic Route of 33697-81-3, the publication is Combinatorial Chemistry and High Throughput Screening (2002), 5(6), 481-487, database is CAplus and MEDLINE.

Combinatorial chem. has become a dramatically useful tool for the development of new medicinal agents. In the search to discover a novel and effective lead for the treatment of giardiasis, solution-phase synthesis of a library of isoflavone derivatives, e.g. I and II, has been accomplished by reacting the corresponding resorcinols with Ph acetic acid derivatives Of the products screened, several compounds such as I and II exhibited potent antigiardial activity. The details of synthesis, in vitro antigiardial assay, and preliminary structure-activity relationships of these compounds are described.

Combinatorial Chemistry and High Throughput Screening published new progress about 33697-81-3. 33697-81-3 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Carboxylic acid,Benzene,Phenol, name is 3-Chloro-4-hydroxyphenylacetic acid, and the molecular formula is C8H7ClO3, Synthetic Route of 33697-81-3.

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

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

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

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

Zhang, Lei published the artcileMulticomponent multicatalyst reactions (MC)²R: One-pot synthesis of 3,4-dihydroquinolinones, Related Products of chlorides-buliding-blocks, the publication is Organic Letters (2013), 15(9), 2128-2131, database is CAplus and MEDLINE.

A Rh/Pd/Cu catalyst system led to an efficient synthesis of dihydroquinolinones e. g., I, II in one-pot, two operations. The reaction features the first triple metal-catalyzed transformations in one reaction vessel, without any intermediate workup. The conjugate-addition/amidation/amidation reaction sequence is highly modular, divergent, and practical.

Organic Letters published new progress about 145349-62-8. 145349-62-8 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Boronic acid and ester,Benzene,Boronic Acids, name is 2-Chloro-4-methylphenylboronic acid, and the molecular formula is C15H20O6, Related Products of chlorides-buliding-blocks.

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