Tag: 300-400

A convergent synthesis of novel conformationally restricted HIV-1 protease inhibitors was written by Kim, B. Moon;Guare, James P.;Hanifin, Colleen M.;Arford-Bickerstaff, Deborah J.;Vacca, Joseph P.;Ball, Richard G.. And the article was included in Tetrahedron Letters in 1994.Recommanded Product: 87694-53-9 This article mentions the following:

Conformationally restricted HIV-1 protease inhibitors I (m = 1, n = 0; m = 0, n = 1), II, III, and IV, containing the transition state hydroxyl group in pyrrolidine or piperidine ring systems, were synthesized stereoselectivity utilizing the inherent stereochem. of an amino acid derivative A convergent double reductive amination strategy was used to construct the heterocyclic rings. In the experiment, the researchers used many compounds, for example, (S)-tert-Butyl (1-(methoxy(methyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate (cas: 87694-53-9Recommanded Product: 87694-53-9).

(S)-tert-Butyl (1-(methoxy(methyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate (cas: 87694-53-9) belongs to esters. Esters perform as high-grade solvents for a broad array of plastics, plasticizers, resins, and lacquers, and are one of the largest classes of synthetic lubricants on the commercial market. Acyl chlorides and acid anhydrides alcoholysis is another way to produce esters. Acyl chlorides and acid anhydrides react with alcohols to produce esters. Anydrous conditions are recommended since both acyl chlorides and acid anhydrides react with water.Recommanded Product: 87694-53-9

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Organic micropollutants and disinfection byproducts removal from drinking water using concurrent anion exchange and chlorination process was written by Li, Xiuwen;Li, Aimin;Li, Zekai;Sun, Hongfang;Shi, Peng;Zhou, Qing;Shuang, Chendong. And the article was included in Science of the Total Environment in 2021.Electric Literature of C20H26O4 This article mentions the following:

Many traditional drinking water treatment processes have limited removal efficiencies on natural organic matter (NOM) and organic micropollutants (OMPs), and thus may lead to the production of harmful disinfection byproducts (DBPs). We examined four kinds of anion exchange resins (D205, D213, NDMP-3, and M80) in conjunction with chlorination in the treatment of drinking water. Five categories including 40 OMPs at environmentally relevant concentrations were analyzed. M80 showed the best performance to remove OMPs in water. However, it was vulnerable to the presence of humic acid (HA), indicating its limitation on removing OMPs and NOM at the same time. In contrast, D205, D213, NDMP-3 resins were less affected by HA. Besides, D205, D213 and NDMP-3 provided higher efficiencies on the reduction of DBPs than M80. The amount of trihalomethanes (THMs) lowered by 42.7%, 37.6%, 32.1%, and 0%, whereas haloacetic acids (HAAs) were decreased by 34.0%, 31.2%, 23.0%, and 17.9% by D205, D312, NDMP-3, and M80. Notably, D205 showed the highest removal effects on the bromide ion, brominated THMs, and HAAs, supporting that D205 can be a selective resin for the treatment of drinking water in high bromide-containing areas. In the experiment, the researchers used many compounds, for example, Dicyclohexyl phthalate (cas: 84-61-7Electric Literature of C20H26O4).

Dicyclohexyl phthalate (cas: 84-61-7) belongs to esters. Esters perform as high-grade solvents for a broad array of plastics, plasticizers, resins, and lacquers, and are one of the largest classes of synthetic lubricants on the commercial market. Acyl chlorides and acid anhydrides alcoholysis is another way to produce esters. Acyl chlorides and acid anhydrides react with alcohols to produce esters. Anydrous conditions are recommended since both acyl chlorides and acid anhydrides react with water.Electric Literature of C20H26O4

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Structurally Diverse Acyl Bicyclobutanes: Valuable Strained Electrophiles was written by Schwartz, Brett D.;Zhang, Meng Yao;Attard, Riley H.;Gardiner, Michael G.;Malins, Lara R.. And the article was included in Chemistry – A European Journal in 2020.Quality Control of (S)-tert-Butyl (1-(methoxy(methyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate This article mentions the following:

This work reported two efficient pathways for the rapid preparation of over 20 structurally diverse bicyclo[1.1.0]butane (BCB) ketones, such as I [R = cuban-1-yl, BOCHNCH₂, 4-MeOC₆H₄, etc.] encompassing simple alkyl and aryl derivatives, as well as unprecedented amino acid, dipeptide, bioisostere, and bifunctional linchpin reagents currently inaccessible using literature methods. Analogs were readily forged in two steps and in high yields from simple carboxylic acids or through unsym. ketone synthesis beginning with a convenient carbonyl dication equivalent The utility of this novel toolbox of strained electrophiles for selective modification of proteinogenic nucleophiles was highlighted. In the experiment, the researchers used many compounds, for example, (S)-tert-Butyl (1-(methoxy(methyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate (cas: 87694-53-9Quality Control of (S)-tert-Butyl (1-(methoxy(methyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate).

(S)-tert-Butyl (1-(methoxy(methyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate (cas: 87694-53-9) belongs to esters. Esters are also usually derived from carboxylic acids. It may also be obtained by reaction of acid anhydride or acid halides with alcohols or by the reaction of salts of carboxylic acids with alkyl halides. Many esters have the potential for conformational isomerism, but they tend to adopt an s-cis (or Z) conformation rather than the s-trans (or E) alternative, due to a combination of hyperconjugation and dipole minimization effects. The preference for the Z conformation is influenced by the nature of the substituents and solvent, if present. Lactones with small rings are restricted to the s-trans (i.e. E) conformation due to their cyclic structure.Quality Control of (S)-tert-Butyl (1-(methoxy(methyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Preparation and biological evaluation of soluble tetrapeptide epoxyketone proteasome inhibitors was written by Lei, Meng;Zhang, Haoyang;Miao, Hang;Du, Xiao;Zhou, Hui;Wang, Jia;Wang, Xueyuan;Feng, Huayun;Shi, Jingmiao;Liu, Zhaogang;Shen, Jian;Zhu, Yongqiang. And the article was included in Bioorganic & Medicinal Chemistry in 2019.Synthetic Route of C16H24N2O4 This article mentions the following:

A series of novel tetrapeptidyl epoxyketone inhibitors of 20S proteasome was designed and synthesized. To fully understand the SAR, various groups at R¹, R², R³, R⁴ and R⁵ positions, including aromatic and aliphatic substituents were designed, synthesized and biol. assayed. Based on the enzymic results, seven compounds were selected to evaluate their cellular activities and soluble compound (I) showed strong potency against human multiple myeloma (MM) cell lines. Microsomal stability results indicated that compound I was more stable in mice, rat and human microsomes than marketed carfilzomib. The in vivo activities of this compound were evaluated with the xenograft mice models of MM cell lines ARH77 and RPMI-8226 with luciferase expression and the T/C value of the two models were 49.5% and 37.6%, resp. To evaluate the potential cardiovascular toxicity, inhibition of hERG ion channel in HEK293 cells by compound I and carfilzomib was carried out. The results indicated that I had no binding affinity for the hERG ion channel while carfilzomib could bind it with IC₅₀ of 92.1 μM. In the experiment, the researchers used many compounds, for example, (S)-tert-Butyl (1-(methoxy(methyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate (cas: 87694-53-9Synthetic Route of C16H24N2O4).

(S)-tert-Butyl (1-(methoxy(methyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate (cas: 87694-53-9) belongs to esters. Esters typically have a pleasant smell; those of low molecular weight are commonly used as fragrances and are found in essential oils and pheromones. Cyclic esters are called lactones, regardless of whether they are derived from an organic or inorganic acid. One example of an organic lactone is γ-valerolactone.Synthetic Route of C16H24N2O4

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

In-Depth Study of Tripeptide-Based α-Ketoheterocycles as Inhibitors of Thrombin. Effective Utilization of the S₁‘ Subsite and Its Implications to Structure-Based Drug Design was written by Costanzo, Michael J.;Almond, Harold R. Jr.;Hecker, Leonard R.;Schott, Mary R.;Yabut, Stephen C.;Zhang, Han-Cheng;Andrade-Gordon, Patricia;Corcoran, Thomas W.;Giardino, Edward C.;Kauffman, Jack A.;Lewis, Joan M.;de Garavilla, Lawrence;Haertlein, Barbara J.;Maryanoff, Bruce E.. And the article was included in Journal of Medicinal Chemistry in 2005.Recommanded Product: 87694-53-9 This article mentions the following:

Thrombin inhibitors are potentially useful in medicine for their anticoagulant and antithrombotic effects. We synthesized and evaluated diverse heterocycle-activated ketones based on the D-Phe-Pro-Arg, and related thrombin active-site recognition motifs, as candidate inhibitors. The peptide-based α-ketoheterocycles were typically prepared by either an imidate or a Weinreb amide route, the latter of which proved to be more general. Test compounds were generally assayed for inhibition of human α-thrombin and bovine trypsin. From a structure-based design standpoint, the heterocycle allows one to explore and adjust interactions within the S1′ subsite of thrombin. The preferred α-ketoheterocycle is a π-rich 2-substituted azole with at least two heteroatoms proximal to the carbon bearing the keto group, and a preferred thrombin inhibitor is 2-ketobenzothiazole Me-D-Phe-Pro-Arg-2-benzothiazolyl (3) with a potent K_i value of 0.2 nM and circa 15-fold selectivity over trypsin. 2-Ketobenzothiazole N-methyl-β-phenyl-D-phenylalanyl-Pro-Arg-2-benzothiazolyl (13 ) exhibited exceedingly potent thrombin inhibition (K_i = 0.00065 nM; slow tight binding). Several α-ketoheterocycles had thrombin K_i values in the range 0.1-400 nM. The “Arg” unit in the α-ketoheterocycles can be sensitive to stereomutation under mildly basic conditions. For example, 2-ketothiazoles Me-D-Phe-Pro-Arg-6-carboxy-2-benzothiazolyl(4) and Me-D-Phe-Pro-Arg-4-carbethoxy-2-thiazolyl (59) readily epimerize at pH 7.4, although they are fairly stable stereochem. at pH 3-4; thus, suitable conditions had to be selected for the enzymic assays. Lead D-Phe-Pro-Arg 2-benzothiazoles 3, 4, and Me-D-Phe-Pro-Arg-6-carbomethoxy-2-benzothiazolyl (68) displayed good selectivity for thrombin over other key coagulation enzymes (e.g., factor Xa, plasmin, protein Ca, uPA, tPA, and streptokinase); however, their selectivity for thrombin over trypsin was modest (<25-fold). Compounds 3, 4, and 68 exhibited potent in vitro antithrombotic activity as measured by inhibition of gel-filtered platelet aggregation induced by α-thrombin (IC₅₀ = 30-40 nM). They also proved to be potent anticoagulant/antithrombotic agents in vivo on i.v. administration, as determined in the canine arteriovenous shunt (ED₅₀ = 0.45-0.65 mg/kg) and the rabbit deep vein thrombosis (ED₅₀ = 0.1-0.4 mg/kg) models. I.v. administration of 3, and several analogs, to guinea pigs caused hypotension and ECG abnormalities. Such cardiovascular side effects were also observed with some nonguanidine inhibitors and inhibitors having recognition motifs other than D-Phe-Pro-Arg. 2-Benzothiazolecarboxylates 4 and 68 exhibited significantly diminished cardiovascular side effects, and benzothiazolecarboxylic acid 4 had the best profile with respect to therapeutic index. The X-ray crystal structures of the ternary complexes 3-thrombin-hirugen and 4-thrombin-hirugen depict novel interactions in the S₁‘ region, with the benzothiazole ring forming a hydrogen bond with His-57 and an aromatic stacking interaction with Trp-60D of thrombin’s insertion loop. The benzothiazole ring of 3 displaces the Lys-60F side chain into a U-shaped gauche conformation, whereas the benzothiazole carboxylate of 4 forms a salt bridge with the side chain of Lys-60F such that it adopts an extended anti conformation. Since 3 has a 10-fold greater affinity for thrombin than does 4, any increase in binding energy resulting from this salt bridge is apparently offset by perturbations across the enzyme. The increased affinity and selectivity of 2-ketobenzothiazole inhibitors, such as 3, may be primarily due to the aromatic stacking interaction with Trp-60D. However, energy contour calculations with the computer program GRID also indicate a favorable interaction between the benzothiazole sulfur atom and a hydrophobic patch on the surface of thrombin. In the experiment, the researchers used many compounds, for example, (S)-tert-Butyl (1-(methoxy(methyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate (cas: 87694-53-9Recommanded Product: 87694-53-9).

(S)-tert-Butyl (1-(methoxy(methyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate (cas: 87694-53-9) belongs to esters. Esters are widespread in nature and are widely used in industry. In nature, fats are in general triesters derived from glycerol and fatty acids. Esters are responsible for the aroma of many fruits. Because of their lack of hydrogen-bond-donating ability, esters do not self-associate. Consequently, esters are more volatile than carboxylic acids of similar molecular weight.Recommanded Product: 87694-53-9

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Rapid and profound rewiring of brain lipid signaling networks by acute diacylglycerol lipase inhibition was written by Ogasawara, Daisuke;Deng, Hui;Viader, Andreu;Baggelaar, Marc P.;Breman, Arjen;Dulk, Hans den;van den Nieuwendijk, Adriann M. C. H.;Soethoudt, Marjolein;van der Wel, Tom;Zhou, Juan;Overkleeft, Herman S.;Sanchez-Alavez, Manuel;Mo, Simone;Nguyen, William;Conti, Bruno;Liu, Xiaojie;Chen, Yao;Liu, Qing-song;Cravatt, Benjamin F.;van der Stelt, Mario. And the article was included in Proceedings of the National Academy of Sciences of the United States of America in 2016.HPLC of Formula: 87694-53-9 This article mentions the following:

Diacylglycerol lipases (DAGLα and DAGLβ) convert diacylglycerol to the endocannabinoid 2-arachidonoylglycerol. Our understanding of DAGL function has been hindered by a lack of chem. probes that can perturb these enzymes in vivo. Here, we report a set of centrally active DAGL inhibitors and a structurally related control probe and their use, in combination with chem. proteomics and lipidomics, to determine the impact of acute DAGL blockade on brain lipid networks in mice. Within 2 h, DAGL inhibition produced a striking reorganization of bioactive lipids, including elevations in DAGs and reductions in endocannabinoids and eicosanoids. We also found that DAGLα is a short half-life protein, and the inactivation of DAGLs disrupts cannabinoid receptor-dependent synaptic plasticity and impairs neuroinflammatory responses, including lipopolysaccharide-induced anapyrexia. These findings illuminate the highly interconnected and dynamic nature of lipid signaling pathways in the brain and the central role that DAGL enzymes play in regulating this network. In the experiment, the researchers used many compounds, for example, (S)-tert-Butyl (1-(methoxy(methyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate (cas: 87694-53-9HPLC of Formula: 87694-53-9).

(S)-tert-Butyl (1-(methoxy(methyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate (cas: 87694-53-9) belongs to esters. Esters perform as high-grade solvents for a broad array of plastics, plasticizers, resins, and lacquers, and are one of the largest classes of synthetic lubricants on the commercial market. Polyesters are important plastics, with monomers linked by ester moieties. Acyl chlorides and acid anhydrides alcoholysis is another way to produce esters. Acyl chlorides and acid anhydrides react with alcohols to produce esters. Anydrous conditions are recommended since both acyl chlorides and acid anhydrides react with water.HPLC of Formula: 87694-53-9

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

An efficient preparation of novel epoxyketone intermediates for the synthesis of carfilzomib and its derivatives was written by Du, Xiao;Zhang, Hao-yang;Lei, Meng;Li, Zi-yuan;Zhu, Yong-qiang. And the article was included in Journal of Chemical Research in 2016.HPLC of Formula: 87694-53-9 This article mentions the following:

A novel and efficient preparation of epoxyketone intermediates for the synthesis of carfilzomib and its derivatives was developed. Compared to reported methods, this highly stereoselective, environmentally friendly, low-cost method can be used in scaling up the synthesis of carfilzomib and its derivatives In the experiment, the researchers used many compounds, for example, (S)-tert-Butyl (1-(methoxy(methyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate (cas: 87694-53-9HPLC of Formula: 87694-53-9).

(S)-tert-Butyl (1-(methoxy(methyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate (cas: 87694-53-9) belongs to esters. Esters are also usually derived from carboxylic acids. It may also be obtained by reaction of acid anhydride or acid halides with alcohols or by the reaction of salts of carboxylic acids with alkyl halides. Esters are more polar than ethers but less polar than alcohols. They participate in hydrogen bonds as hydrogen-bond acceptors, but cannot act as hydrogen-bond donors, unlike their parent alcohols. This ability to participate in hydrogen bonding confers some water-solubility.HPLC of Formula: 87694-53-9

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Phthalate diversity in eggs and associations with oxidative stress in the European herring gull (Larus argentatus) was written by Allen, Simon F.;Ellis, Francesca;Mitchell, Christopher;Wang, Xianyu;Boogert, Neeltje J.;Lin, Chun-Yin;Clokey, Joseph;Thomas, Kevin V.;Blount, Jonathan D.. And the article was included in Marine Pollution Bulletin in 2021.Electric Literature of C20H26O4 This article mentions the following:

Phthalates are plastic-derived contaminants that are ubiquitous in natural environments and function as pro-oxidants. The extent to which phthalates bioaccumulate in wild animals and associations with oxidative stress are poorly understood. Here, we describe relationships between maternally-derived phthalates, lipid peroxidation (malondialdehyde, MDA) and the dietary antioxidant α-tocopherol in eggs of European herring gulls (Larus argentatus) in Cornwall, UK. Up to six phthalate parent compounds and four phthalate metabolites were detected. Egg concentrations of MDA were pos. associated with dicyclohexyl phthalate (DCHP) and neg. associated with α-tocopherol, suggesting that DCHP is associated with oxidative stress in gulls. The consequences of phthalate exposure in ovo for offspring development warrants study. In the experiment, the researchers used many compounds, for example, Dicyclohexyl phthalate (cas: 84-61-7Electric Literature of C20H26O4).

Dicyclohexyl phthalate (cas: 84-61-7) belongs to esters. Esters perform as high-grade solvents for a broad array of plastics, plasticizers, resins, and lacquers, and are one of the largest classes of synthetic lubricants on the commercial market. Polyesters are important plastics, with monomers linked by ester moieties. Liquid esters of low volatility serve as softening agents for resins and plastics. Esters also include many industrially important polymers. Polymethyl methacrylate is a glass substitute sold under the names Lucite and Plexiglas; polyethylene terephthalate is used as a film (Mylar) and as textile fibres sold as Terylene, Fortrel, and Dacron.Electric Literature of C20H26O4

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

A One-Flask Synthesis of Weinreb Amides from Chiral and Achiral Carboxylic Acids Using the Deoxo-Fluor Fluorinating Reagent was written by Tunoori, Ashok Rao;White, Jonathan M.;Georg, Gunda I.. And the article was included in Organic Letters in 2000.Reference of 87694-53-9 This article mentions the following:

The reagent [bis(2-methoxyethyl)amino]sulfur trifluoride (Deoxo-Fluor reagent) converts carboxylic acids to the corresponding acid fluorides, which then react with N,O-dimethylhydroxylamine to give the corresponding Weinreb amides in high yields. The reaction proceeds without racemization when optically active acids are used as the starting material. This method is operationally simple and provides the products in high purity. Thus, N,N-diisopropylethylamine was added to a suspension of N,O-dimethylhydroxylamine hydrochloride in dichloromethane to give the free base N,O-dimethylhydroxylamine. Treatment of trans-crotonic acid with Deoxo-Fluor reagent resulted in the formation of the intermediate acid fluoride, which upon addition of N,O-dimethylhydroxylamine gave the desired N-methoxy-N-Me-trans-crotonamide [(2E)-N-methoxy-N-methyl-2-butenamide]. Similar treatment of N-BOC-L-alanine gave (-)-(S)-2-[(tert-butoxycarbonyl)amino]-N-methoxy-N-methylpropanamide. In the experiment, the researchers used many compounds, for example, (S)-tert-Butyl (1-(methoxy(methyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate (cas: 87694-53-9Reference of 87694-53-9).

(S)-tert-Butyl (1-(methoxy(methyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate (cas: 87694-53-9) belongs to esters. Volatile esters with characteristic odours are used in synthetic flavours, perfumes, and cosmetics. Certain volatile esters are used as solvents for lacquers, paints, and varnishes. Because of their lack of hydrogen-bond-donating ability, esters do not self-associate. Consequently, esters are more volatile than carboxylic acids of similar molecular weight.Reference of 87694-53-9

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Artemisinin-dipeptidyl vinyl sulfone hybrid molecules: Design, synthesis and preliminary SAR for antiplasmodial activity and falcipain-2 inhibition was written by Capela, Rita;Oliveira, Rudi;Goncalves, Lidia M.;Domingos, Ana;Gut, Jiri;Rosenthal, Philip J.;Lopes, Francisca;Moreira, Rui. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2009.Recommanded Product: (S)-tert-Butyl (1-(methoxy(methyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate This article mentions the following:

A series of artemisinin-vinyl sulfone hybrid mols. with the potential to act in the parasite food vacuole via endoperoxide activation and falcipain inhibition was synthesized and screened for antiplasmodial activity and falcipain-2 inhibition. All conjugates were active against the Plasmodium falciparum W2 strain in the low nanomolar range and those containing the Leu-hPhe core inhibited falcipain-2 in low micromolar range. In the experiment, the researchers used many compounds, for example, (S)-tert-Butyl (1-(methoxy(methyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate (cas: 87694-53-9Recommanded Product: (S)-tert-Butyl (1-(methoxy(methyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate).

(S)-tert-Butyl (1-(methoxy(methyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate (cas: 87694-53-9) belongs to esters. Volatile esters with characteristic odours are used in synthetic flavours, perfumes, and cosmetics. Certain volatile esters are used as solvents for lacquers, paints, and varnishes. Esterification is the general name for a chemical reaction in which two reactants (typically an alcohol and an acid) form an ester as the reaction product. Esters are common in organic chemistry and biological materials.Recommanded Product: (S)-tert-Butyl (1-(methoxy(methyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics