Tag: 100-200

In 2013,Bartolome-Nebreda, Jose Manuel; Conde-Ceide, Susana; Delgado, Francisca; Iturrino, Laura; Pastor, Joaquin; Pena, Miguel Angel; Trabanco, Andres A.; Tresadern, Gary; Wassvik, Carola M.; Stauffer, Shaun R.; Jadhav, Satyawan; Gogi, Kiran; Vinson, Paige N.; Noetzel, Meredith J.; Days, Emily; Weaver, C. David; Lindsley, Craig W.; Niswender, Colleen M.; Jones, Carrie K.; Conn, P. Jeffrey; Rombouts, Frederik; Lavreysen, Hilde; Macdonald, Gregor J.; Mackie, Claire; Steckler, Thomas published 《Dihydrothiazolopyridone Derivatives as a Novel Family of Positive Allosteric Modulators of the Metabotropic Glutamate 5 (mGlu5) Receptor》.Journal of Medicinal Chemistry published the findings.Formula: C4H7NO2S The information in the text is summarized as follows:

Starting from a singleton chromanone high throughput screening (HTS) hit, we describe a focused medicinal chem. optimization effort leading to the identification of a novel series of phenoxymethyl-dihydrothiazolopyridone derivatives as selective pos. allosteric modulators (PAMs) of the metabotropic glutamate 5 (mGlu5) receptor. These dihydrothiazolopyridones potentiate receptor responses in recombinant systems. In vitro and in vivo drug metabolism and pharmacokinetic (DMPK) evaluation allowed us to select compound (I) for its assessment in a preclin. animal screen of possible antipsychotic activity. I was able to reverse amphetamine-induced hyperlocomotion in rats in a dose-dependent manner without showing any significant motor impairment or overt neurol. side effects at comparable doses. Evolution of our medicinal chem. program, structure activity, and properties relationships (SAR and SPR) anal. as well as a detailed profile for optimized mGlu5 receptor PAM I are described. In the part of experimental materials, we found many familiar compounds, such as Ethyl 2-amino-2-thioxoacetate(cas: 16982-21-1Formula: C4H7NO2S)

Ethyl 2-amino-2-thioxoacetate(cas: 16982-21-1) belongs to anime. Halogenation, in which one or more hydrogen atoms of an amine is replaced by a halogen atom, occurs with chlorine, bromine, and iodine, as well as with some other reagents, notably hypochlorous acid (HClO). With primary amines the reaction proceeds in two stages, producing N-chloro- and N,N-dichloro-amines, RNHCl and RNCl2, respectively. With tertiary amines, an alkyl group may be displaced by a halogen.Formula: C4H7NO2S

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

In 2010,Jakobsche, Charles E.; Choudhary, Amit; Miller, Scott J.; Raines, Ronald T. published 《n → π* Interaction and n)(π Pauli Repulsion Are Antagonistic for Protein Stability》.Journal of the American Chemical Society published the findings.Recommanded Product: Methyl 3-hydroxypropanoate The information in the text is summarized as follows:

In many common protein secondary structures, such as α-, 310, and polyproline II helixes, an n → π* interaction places the adjacent backbone amide carbonyl groups in close proximity to each other. This interaction, which is reminiscent of the Burgi-Dunitz trajectory, involves delocalization of the lone pairs (n) of the oxygen (Oi-1) of a peptide bond over the antibonding orbital (π*) of Ci:Oi of the subsequent peptide bond. Such a proximal arrangement of the amide carbonyl groups should be opposed by the Pauli repulsion between the lone pairs (n) of Oi-1 and the bonding orbital (π) of Ci:Oi. We explored the conformational effects of this Pauli repulsion by employing common peptidomimetics, wherein the n → π* interaction is attenuated while the Pauli repulsion is retained. Our results indicate that this Pauli repulsion prevents the attainment of such proximal arrangement of the carbonyl groups in the absence of the n → π* interaction. This finding indicates that the poor mimicry of the amide bond by many peptidomimetics stems from their inability to partake in the n → π* interaction and emphasizes the quantum-mech. nature of the interaction between adjacent amide carbonyl groups in proteins.Methyl 3-hydroxypropanoate(cas: 6149-41-3Recommanded Product: Methyl 3-hydroxypropanoate) was used in this study.

Methyl 3-hydroxypropanoate(cas: 6149-41-3) belongs to esters with low molecular weight are commonly used as fragrances and found in essential oils and pheromones. Their flexibility and low polarity is manifested in their physical properties; they tend to be less rigid (lower melting point) and more volatile (lower boiling point) than the corresponding amides. Recommanded Product: Methyl 3-hydroxypropanoate

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

The author of 《Stereoselective one-pot five-component synthesis of polysubstituted 1,4,5,6-tetrahydropyridines with two and three stereocenters》 were Iliyasov, Taigib M.; Karpenko, Kirill A.; Akulinin, Alexander S.; Fakhrutdinov, Artem N.; Korolev, Viktor A.; Elinson, Michail N.; Vereshchagin, Anatoly N.. And the article was published in ARKIVOC (Gainesville, FL, United States) in 2022. Electric Literature of C6H10O3 The author mentioned the following in the article:

A novel five-component stereoselective synthesis of polysubstituted tetrahydropyridines is reported. The Knoevenagel condensation – Michael addition – Mannich reaction – cyclization – dehydration cascade of aldehydes, esters of 3-oxocarboxylic acids C-H acids and ammonium acetate provides convenient access to 2-substituted alkyl (4SR,6RS)-4,6-diaryl-5,5-dicyano-1,4,5,6-tetrahydropyridine-3-carboxylates with two stereocenters and 3,5-dialkyl (4RS,5SR,6RS)-5-cyano-2,4,6-triaryl-1,4,5,6-tetrahydropyridine-5,3-carboxylates with three stereocenters in 57-84% yields. It was established that formation of products proceeds via substituted 2-hydroxypiperidines with four stereocenters. Ammonium acetate plays a dual role, acting as a base and as a nitrogen source. Five bonds are formed as a result of multicomponent process. The formation of single diastereomers was confirmed by singe crystal X-ray diffraction studies and 2D-NMR spectroscopy. In the experiment, the researchers used Methyl 3-oxovalerate(cas: 30414-53-0Electric Literature of C6H10O3)

Methyl 3-oxovalerate(cas: 30414-53-0) belongs to ketone compounds. Ketone compounds have important physiological properties. They are found in several sugars and in compounds for medicinal use, including natural and synthetic steroid hormones. Molecules of the anti-inflammatory agent cortisone contain three ketone groups.Electric Literature of C6H10O3

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

COA of Formula: C5H11NO3In 2021 ,《Hydroxylamine-Derived Reagent as a Dual Oxidant and Amino Group Donor for the Iron-Catalyzed Preparation of Unprotected Sulfinamides from Thiols》 was published in Angewandte Chemie, International Edition. The article was written by Chatterjee, Sayanti; Makai, Szabolcs; Morandi, Bill. The article contains the following contents:

An iron catalyzed reaction for the selective transformation of thiols (-SH) to sulfinamides (-SONH2) by a direct transfer of -O and free -NH2 groups has been developed. The reaction operates under mild conditions using a bench stable hydroxylamine derived reagent, exhibits broad functional group tolerance, is scalable and proceeds without the use of any precious metal catalyst or addnl. oxidant. This novel, practical reaction leads to the formation of two distinct new bonds (S=O and S-N) in a single step to chemoselectively form valuable, unprotected sulfinamide products. Preliminary mechanistic studies implicate the role of the alc. solvent as an oxygen atom donor. The experimental part of the paper was very detailed, including the reaction process of N-tert-Butoxycarbonylhydroxylamine(cas: 36016-38-3COA of Formula: C5H11NO3)

N-tert-Butoxycarbonylhydroxylamine(cas: 36016-38-3) belongs to anime. Left-handed and right-handed forms (mirror-image configurations, known as optical isomers or enantiomers) are possible when all the substituents on the central nitrogen atom are different (i.e., the nitrogen is chiral). With amines, there is extremely rapid inversion in which the two configurations are interconverted.COA of Formula: C5H11NO3

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

Safety of Ethyl 3-oxopentanoateIn 2019 ,《Investigation of biaryl heterocycles as inhibitors of Wee1 kinase》 appeared in Bioorganic & Medicinal Chemistry Letters. The author of the article were Mastracchio, Anthony; Lai, Chunqiu; Torrent, Maricel; Bromberg, Kenneth; Buchanan, Fritz G.; Ferguson, Debra; Bontcheva, Velitchka; Johnson, Eric F.; Lasko, Loren; Maag, David; Soni, Nirupama; Shoemaker, Alexander R.; Penning, Thomas D.. The article conveys some information:

In continuation of our previous research towards the discovery of potent, selective and drug-like Wee1 inhibitors, 2 novel series of biaryl heterocycles were designed, synthesized and evaluated. The new biaryl cores were designed to enable structure-activity exploration of substituents at C-8 or N-8 which were used for tuning compound properties and to improve compound profiles. The lead mol. I demonstrated a desirable pharmacokinetic profile and potentiated the anti-proliferative activity of irinotecan in vivo when dosed orally in the human breast MX-1 xenograft model. In the part of experimental materials, we found many familiar compounds, such as Ethyl 3-oxopentanoate(cas: 4949-44-4Safety of Ethyl 3-oxopentanoate)

Ethyl 3-oxopentanoate(cas: 4949-44-4) belongs to ketone compounds. They are most widely used as solvents, especially in industries manufacturing explosives, lacquers, paints, and textiles. Ketones are also used in tanning, as preservatives, and in hydraulic fluids.Safety of Ethyl 3-oxopentanoate

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

In 2022,Xu, Pingxi; Choo, Young-Moo; Leal, Walter S. published an article in Biochemical and Biophysical Research Communications. The title of the article was 《Odorant inhibition in mosquito olfaction mediated by inverse agonists》.Category: esters-buliding-blocks The author mentioned the following in the article:

The insect repellent Me salicylate elicits excitatory responses upon interaction with CquiOR32, an odorant receptor (OR) from the southern house mosquito, Culex quinquefasciatus. By contrast, eucalyptol binds to CquiOR32 to generate electrophysiol. and behavioral inhibitory responses. In an attempt to identify CquiOR32 variants displaying more robust inhibitory responses for more accurate current-voltage anal., we sequenced 31 CquiOR32 clones. In the Xenopus oocyte recording system, CquiOR32V2/CquiOrco-expressing oocytes yielded eucalyptol-elicited outward (inhibitory) currents relatively larger than Me salicylate-generated inward (excitatory) currents. Rescuing experiments showed that two of the amino acid substitutions in CquiOR32V2 located in a predicted transmembrane helix of the receptor are determinants of the outward/inward ratios. These findings, along with co-stimulus assays, suggest that odorant and inhibitor may bind to the same binding pocket. Current-voltage relationships obtained with standard perfusion buffer and those devoid of Na+ or Cl- indicated that both excitatory and inhibitory currents are mediated, at least in part, by cation. We then concluded that eucalyptol is an inverse agonist, which shifts the open closed equilibrium of the receptor toward the closed conformation, thus reducing the spontaneous activity. By contrast, the binding of Me salicylate shifts the equilibrium towards the open conformation and, consequently, leads to an increase in cation influx.Methyl Salicylate(cas: 119-36-8Category: esters-buliding-blocks) was used in this study.

Methyl Salicylate(cas: 119-36-8) has been used: as a component of clarifying solution for treating Mongolian gerbil cochlea intact for immunofluorescence analysis, as a plant elicitor to test its effect on reducing the whitefly population from tomato plants.Category: esters-buliding-blocks

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

Gillespie, James E.; Morrill, Charlotte; Phipps, Robert J. published an article in 2021. The article was titled 《Regioselective Radical Arene Amination for the Concise Synthesis of ortho-Phenylenediamines》, and you may find the article in Journal of the American Chemical Society.Application In Synthesis of N-tert-Butoxycarbonylhydroxylamine The information in the text is summarized as follows:

The formation of arene C-N bonds directly from C-H bonds is of great importance and there has been rapid recent development of methods for achieving this through radical mechanisms, often involving reactive N-centered radicals. A major challenge associated with these advances is that of regiocontrol, with mixtures of regioisomeric products obtained in most protocols, limiting broader utility. We have designed a system that utilizes attractive noncovalent interactions between an anionic substrate and an incoming radical cation in order to guide the latter to the arene ortho position. The anionic substrate takes the form of a sulfamate-protected aniline and telescoped cleavage of the sulfamate group after amination leads directly to ortho-phenylenediamines, key building blocks for a range of medicinally relevant diazoles. Our method can deliver both free amines and monoalkyl amines allowing access to unsym., selectively monoalkylated benzimidazoles and benzotriazoles. As well as providing concise access to valuable ortho-phenylenediamines, this work demonstrates the potential for utilizing noncovalent interactions to control positional selectivity in radical reactions. The experimental process involved the reaction of N-tert-Butoxycarbonylhydroxylamine(cas: 36016-38-3Application In Synthesis of N-tert-Butoxycarbonylhydroxylamine)

N-tert-Butoxycarbonylhydroxylamine(cas: 36016-38-3) belongs to anime.Typically the presence of an amine functional group is deduced by a combination of techniques, including mass spectrometry as well as NMR and IR spectroscopies. 1H NMR signals for amines disappear upon treatment of the sample with D2O. In their infrared spectrum primary amines exhibit two N-H bands, whereas secondary amines exhibit only one.Application In Synthesis of N-tert-Butoxycarbonylhydroxylamine

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

《Discovery and optimization of new oxadiazole substituted thiazole RORγt inverse agonists through a bioisosteric amide replacement approach》 was written by Steeneck, Christoph; Gege, Christian; Kinzel, Olaf; Albers, Michael; Kleymann, Gerald; Schlueter, Thomas; Schulz, Andreas; Xue, Xiaohua; Cummings, Maxwell D.; Fourie, Anne M.; Leonard, Kristi A.; Scott, Brian; Edwards, James P.; Hoffmann, Thomas; Goldberg, Steven D.. Name: Ethyl 2-amino-2-thioxoacetate And the article was included in Bioorganic & Medicinal Chemistry Letters in 2020. The article conveys some information:

Starting from previously identified thiazole-2-carboxamides exemplified by compound I, two new series of RORγt inverse agonists with significantly improved aqueous solubility, ADME parameters and oral PK properties were discovered. These scaffolds were identified from a bioisosteric amide replacement approach. Amongst the variety of heterocycles explored, a 1,3,4-oxadiazole led to compounds with the best overall profile for SAR development and in vivo exploration. In an ex vivo mouse PD model, concentration dependent efficacy was demonstrated and compounds II and III were profiled in a 5-day rat tolerability study.Ethyl 2-amino-2-thioxoacetate(cas: 16982-21-1Name: Ethyl 2-amino-2-thioxoacetate) was used in this study.

Ethyl 2-amino-2-thioxoacetate(cas: 16982-21-1) belongs to anime. Large quantities of aliphatic amines are made synthetically. The most widely used industrial method is the reaction of alcohols with ammonia at a high temperature, catalyzed by metals or metal oxide catalysts (e.g., nickel or copper). Mixtures of primary, secondary, and tertiary amines are thereby produced.Name: Ethyl 2-amino-2-thioxoacetate

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

《Design, synthesis and biological evaluation of novel 1H-1,2,4-triazole, benzothiazole and indazole-based derivatives as potent FGFR1 inhibitors via fragment-based virtual screening》 was written by Liu, Jian; Wen, Yu; Gao, Lina; Gao, Liang; He, Fengjun; Zhou, Jingxian; Wang, Junwei; Dai, Rupeng; Chen, Xiaojing; Kang, Di; Hu, Lihong. Related Products of 403-33-8 And the article was included in Journal of Enzyme Inhibition and Medicinal Chemistry in 2020. The article conveys some information:

Fibroblast growth-factor receptor (FGFR) is a potential target for cancer therapy. We designed three novel series of FGFR1 inhibitors bearing indazole, benzothiazole, and 1H-1,2,4-triazole scaffold via fragment-based virtual screening. All the newly synthesized compounds were evaluated in vitro for their inhibitory activities against FGFR1. Compound 9d (I) bearing an indazole scaffold was first identified as a hit compound, with excellent kinase inhibitory activity (IC50 = 15.0 nM) and modest anti-proliferative activity (IC50 = 785.8 nM). Through two rounds of optimization, the indazole derivative 9u (II) stood out as the most potent FGFR1 inhibitors with the best enzyme inhibitory activity (IC50 = 3.3 nM) and cellular activity (IC50 = 468.2 nM). Moreover, II also exhibited good kinase selectivity. In addition, mol. docking study was performed to investigate the binding mode between target compounds and FGFR1. In addition to this study using Methyl 4-fluorobenzoate, there are many other studies that have used Methyl 4-fluorobenzoate(cas: 403-33-8Related Products of 403-33-8) was used in this study.

Methyl 4-fluorobenzoate(cas: 403-33-8) can be used in the synthesis of trisubstituted imidazole derivatives containing a 4-fluorophenyl group, a pyrimidine ring, and a CN- or CONH2-substituted benzyl moiety.Related Products of 403-33-8

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

《Copper-mediated tandem ring-opening/cyclization reactions of cyclopropanols with aryldiazonium salts: synthesis of N-arylpyrazoles》 was published in Chemical Communications (Cambridge, United Kingdom) in 2020. These research results belong to Liu, Jidan; Xu, Erjie; Jiang, Jinyuan; Huang, Zeng; Zheng, Liyao; Liu, Zhao-Qing. Name: Methyl 4-fluorobenzoate The article mentions the following:

A general method for the synthesis of structurally diverse N-arylpyrazoles I [R = H, 3-Me, 4-Cl, etc.; R1 = c-Pr, Ph, 3-thienyl, etc.; R2 = H, Me, Et, etc.] from readily available cyclopropanols and aryldiazonium salts was disclosed. The reaction was conducted at room temperature within minutes with a broad substrate scope and excellent regioselectivity. In the experiment, the researchers used Methyl 4-fluorobenzoate(cas: 403-33-8Name: Methyl 4-fluorobenzoate)

Methyl 4-fluorobenzoate(cas: 403-33-8) is an organic fluorinated building block used for the synthesis of various pharmaceutical compounds. It can be used for the preparation of Blonanserin.Name: Methyl 4-fluorobenzoate

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