Category: 609-14-3

《Syntheses and evaluation of daphnetin derivatives as novel G protein-coupled receptor inhibitors and activators》 was published in Bioorganic Chemistry in 2020. These research results belong to Wang, Yinan; Wang, Jiangming; Fu, Zhe; Sheng, Ruilong; Wu, Wenhui; Fan, Junting; Guo, Ruihua. Quality Control of Ethyl 2-methyl-3-oxobutanoate The article mentions the following:

A series of daphnetin (7,8-dihydroxycoumarin) derivatives I [R = C(O)Et, Et, (2-iodophenyl)methyl, etc.; R1 = H, Me, CF3, MeO; R2 = H, Cl, Me, C≡N, Bn, m-tolylmethyl] were synthesized including some new and some known compounds I. Their pharmacol. activities on G protein-coupled receptors (GPCRs) were evaluated by double antibody sandwich ELISA (DAS-ELISA) in vitro. Daphnetin derivatives I [R = C(O)Et, Et, (2-iodophenyl)methyl, etc.; R1 = H; R2 = H] with various substitution patterns/groups were obtained from inhibitors to activators on GPCRs. Derivatives I [R = C(O)Et, C(O)(CH2)2CH3, C(O)(CH2)3CH3, C(O)(CH2)4CH3, n-Pr; R1 = H, Me, CF3, MeO; R2 = H, Cl, Bn] possessed moderate activation potency on GPCRs. Among them, derivatives I [R = C(O)(CH2)2CH3, C(O)(CH2)3CH3, C(O)(CH2)4CH3; R1 = H, Me, CF3; R2 = H, Cl] presented significant activation potency on GPCRs with EC50 values in the range of 1.18-1.91 nM. Derivatives I [R = Me, (2-chlorophenyl)methyl, o-tolylmethyl; R1 = H, Me; R2 = H, Bn] showed significant inhibitory potency on GPCRs with IC50 values in the range of 1.26-1.38 nM. Moreover, the structure-activity relationships (SARs) of daphnetin derivatives I were discussed in detail. The new daphnetic-based GPCRs activators and inhibitors had potentials as future drug candidates for the treatment of metabolic diseases. In the experiment, the researchers used Ethyl 2-methyl-3-oxobutanoate(cas: 609-14-3Quality Control of Ethyl 2-methyl-3-oxobutanoate)

Ethyl 2-methyl-3-oxobutanoate(cas: 609-14-3) belongs to ketone compounds. Ketones are highly reactive, although less so than aldehydes, to which they are closely related. Much of their chemical activity results from the nature of the carbonyl group. Ketones readily undergo a wide variety of chemical reactions.Quality Control of Ethyl 2-methyl-3-oxobutanoate

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

《Design, synthesis and antitumor evaluation of novel 5-methylpyrazolo[1,5-a]pyrimidine derivatives as potential c-Met inhibitors》 was written by Luo, Guolin; Ma, Yanxia; Liang, Xintong; Xie, Guoquan; Luo, Yingqi; Zha, Dailong; Wang, Sheng; Yu, Lihong; Zheng, Xuehua; Wu, Wenhao; Zhang, Chao. COA of Formula: C7H12O3 And the article was included in Bioorganic Chemistry in 2020. The article conveys some information:

A series of novel 5-methylpyrazolo[1,5-a]pyrimidine derivatives I (R = pyrazin-2-yl, 4-chlorophenyl, 2-fluorobenzyl, etc.; R1 = H, Me) were designed, synthesized, and evaluated for their in vitro inhibitory activities against c-Met kinase and antiproliferative activities against the SH-SY5Y, MDA-MB-231, A549, and HepG2 cell lines. Most of the compounds remarkably inhibited c-Met kinase and showed moderate to good cytotoxicity and selectivity toward the four cancer cell lines. Among them, compounds I (R = pyrazin-2-yl, 4-fluorophenyl; R1 = H) were the two most potent selective c-Met inhibitors with half-maximal inhibitory concentration (IC50) values of 5.17 ± 0.48 nM and 5.62 ± 0.78 nM, resp., and suppression abilities comparable with the pos. control cabozantinib. Cell proliferation assay further demonstrated that the two most promising compounds I (R = 3,5,6-trimethylpyrazin-2-yl, pyrazin-2-yl, ; R1 = H) also showed good cytotoxicity and selectivity toward MDA-MB-231 cells, with IC50 values of 26.67 ± 2.56μM and 26.83 ± 2.41μM, resp. Compounds I (R = 4-fluorophenyl, 4-methoxy-3-fluorophenyl; R1 = H) showed cytotoxicity and selectivity toward A549 cells, with IC50 values of 20.20 ± 2.04μM and 21.65 ± 1.58μM, resp. All antiproliferative activities were within the range of those of cabozantinib. Notably, these compounds I presented relatively low hepatotoxicity compared with reference drugs. Moreover, the preliminary structure-activity relationship and docking studies revealed that replacement of a nitrogen-containing heterocycle on the R (block A) group might improve the c-Met kinase inhibitory and antiproliferative effects in MDA-MB-231 cells, whereas displacement by a substituted benzene ring, especially for the p-fluorophenyl or 4-fluoro-3-methoxyphenyl moiety, on the R group enhanced cytotoxicity toward A549 cells. Together, these results suggest that I (R = pyrazin-2-yl, 4-fluorophenyl; R1 = H) are promising compounds and provide a basis for their development as new antitumor agents. In the experiment, the researchers used Ethyl 2-methyl-3-oxobutanoate(cas: 609-14-3COA of Formula: C7H12O3)

Ethyl 2-methyl-3-oxobutanoate(cas: 609-14-3) 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.COA of Formula: C7H12O3

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

Adriaens, E.; Verstraelen, S.; Desprez, B.; Alepee, N.; Abo, T.; Bagley, D.; Hibatallah, J.; Mewes, K. R.; Pfannenbecker, U.; Van Rompay, A. R. published their research in Toxicology In Vitro in 2021. The article was titled 《Overall performance of Bovine Corneal Opacity and Permeability (BCOP) Laser Light-Based Opacitometer (LLBO) test method with regard to solid and liquid chemicals testing》.Recommanded Product: 609-14-3 The article contains the following contents:

A prospective study of the Bovine Corneal Opacity and Permeability (BCOP) Laser Light-Based Opacitometer (LLBO) test method was conducted to evaluate its usefulness to identify chems. as inducing serious eye damage (Cat. 1) or chems. not requiring classification for eye irritation (No Cat.) applying United Nations Globally Harmonized System of Classification and Labeling of Chems. (UN GHS). The aim was to demonstrate the reproducibility of the BCOP LLBO protocol for liquids and solids and define its predictive capacity. Briefly, 145 chems. were simultaneously tested with BCOP LLBO and OP-KIT (OECD TG 437), one to two times in one laboratory When used to identify Cat. 1, the BCOP LLBO has a false neg. rate (FNR) of 24.1% (N = 56) compared to 34.8% (N = 56) for the BCOP OP-KIT, with a comparable false pos. rate (FPR, N = 89) of 18.5% and 20.8%, resp. When used to identify chems. not requiring classification (No Cat.) the BCOP LLBO and BCOP OP-KIT had a FNR (N = 104) of 6.2% and 7.2% and a FPR (N = 41) of 45.1% and 42.7%, resp. The OP-KIT and LLBO devices are interchangeable at no cost to data quality and reliability. The OP-KIT and LLBO devices are interchangeable at no cost to data quality and reliability. The performance of the LLBO is at least as good as the OP-KIT, both methods can be used to identify UN GHS Cat. 1 and UN GHS No Cat. chems. In the experimental materials used by the author, we found Ethyl 2-methyl-3-oxobutanoate(cas: 609-14-3Recommanded Product: 609-14-3)

Ethyl 2-methyl-3-oxobutanoate(cas: 609-14-3) belongs to ketone compounds. Ketones are highly reactive, although less so than aldehydes, to which they are closely related. Much of their chemical activity results from the nature of the carbonyl group. Ketones readily undergo a wide variety of chemical reactions.Recommanded Product: 609-14-3

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

Zhang, Liang; Liu, Shuhua; Lin, Yunliang; Wang, Yuliang published an article in 2022. The article was titled 《Hydroxymethylation of active methenyl compounds: DMSO as methylene source and H2O as oxygen source》, and you may find the article in Tetrahedron Letters.Recommanded Product: 609-14-3 The information in the text is summarized as follows:

A mild and efficient method for hydroxymethylation of active methenyl compounds was described. In this transformation, the widely available solvents DMSO and water served as methylene and oxygen sources, resp. Under promotion of activator and base, the reaction could be used for the construction of a series of α-hydroxymethylated carbonyl compounds R1COC(CH2OH)R2R3 [R1 = Me, Ph, Bn, 2-furyl, 2-thienyl; R2 = CN, MeCO, MeO2C, EtO2C, t-BuO2C, PhNHCO; R3 = Me, Et, Bn, etc.; R1R3 = (CH2)3, H2COCH2, (CH2)4, etc.] with all-carbon quaternary carbon center in good to excellent yield. After reading the article, we found that the author used Ethyl 2-methyl-3-oxobutanoate(cas: 609-14-3Recommanded Product: 609-14-3)

Ethyl 2-methyl-3-oxobutanoate(cas: 609-14-3) belongs to ketone compounds. Ketones are highly reactive, although less so than aldehydes, to which they are closely related. Much of their chemical activity results from the nature of the carbonyl group. Ketones readily undergo a wide variety of chemical reactions.Recommanded Product: 609-14-3

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

In 2022,Delamare, Aline; Naulet, Guillaume; Kauffmann, Brice; Guichard, Gilles; Compain, Guillaume published an article in Chemical Science. The title of the article was 《Hexafluoroisobutylation of enolates through a tandem elimination/allylic shift/hydrofluorination reaction》.Product Details of 609-14-3 The author mentioned the following in the article:

The first general method to introduce the hexafluoroisobutyl group into ketoesters, malonates, 1,3-diketones, Schiff base esters and malononitrile C(R)(R1)(R2)CH2CH(CF3)2 [R = C(O)Me, C(O)OEt, C(O)C6H5, etc.; R1 = C(O)OEt, C(O)Me, CN, etc.; R2 = Me, i-Pr, Bn, etc.] was reported. The reaction occurs through an elimination/allylic shift/hydrofluorination cascade process which efficiently overcomes the usual fluoride β-elimination observed with α-CF3-vinyl groups. The alkali metal bases, a pentafluorinated alkene is obtained predominantly, whereas the use of tetrabutylammonium fluoride (TBAF) allows hydrofluorination to occur. This tandem process represents a conceptually new pathway to synthesize bis-trifluoromethylated compounds This methodol. was applied to the multigram-scale synthesis of enantiopure (S)-5,5,5,5′,5′,5′-hexafluoroleucine. In the part of experimental materials, we found many familiar compounds, such as Ethyl 2-methyl-3-oxobutanoate(cas: 609-14-3Product Details of 609-14-3)

Ethyl 2-methyl-3-oxobutanoate(cas: 609-14-3) 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.Product Details of 609-14-3

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

In 2022,Wang, Yan; Yihuo, Aying; Wang, Lifeng; Dong, Shunxi; Feng, Xiaoming published an article in Science China: Chemistry. The title of the article was 《Catalytic asymmetric synthesis of chiral azo compounds via interrupted Japp-Klingemann reaction with aryldiazonium saltsã€?Application In Synthesis of Ethyl 2-methyl-3-oxobutanoate The author mentioned the following in the article:

Asym. synthesis of enantioenriched azo compounds bearing tetrasubstituted stereocenter RC(N=NAr)(R1)C(O)R2 (R = 1,3-benzothiazol-2-yl, 1,3-benzoxazol-2-yl, quinazolin-4-yl, etc; R1 = F, Me, cyclopropylmethyl, etc.; R2 = dimethylaminyl, morpholin-4-yl, OMe, etc.; Ar = Ph, 2H-1,3-benzodioxol-5-yl, naphthalen-2-yl, etc.) was achieved through chiral N,N’-dioxide/metal Lewis acid promoted interrupted Japp-Klingemann reaction of aryldiazonium tetrafluoroborate salts Ar(N2)+BF4- with nucleophiles RCH(R1)C(O)R2 under mild conditions. This protocol features wide substrate scope and good functional group compatibility. Azaarene-containing chiral azo compounds were stable enough in Japp-Klingemann reaction condition. The key to success of the reaction was the employment of metal salt/N,N’-dioxide ligand and the dual-task roles of the base. Moreover, the X-ray crystal structure of Ni(II)/N,N’-dioxide/substrate complex confirmed that the substrate was activated by bidentate coordination, which shed light on the origin of chiral control of the reaction. The results came from multiple reactions, including the reaction of Ethyl 2-methyl-3-oxobutanoate(cas: 609-14-3Application In Synthesis of Ethyl 2-methyl-3-oxobutanoate)

Ethyl 2-methyl-3-oxobutanoate(cas: 609-14-3) belongs to ketone compounds. Ketones are highly reactive, although less so than aldehydes, to which they are closely related. Much of their chemical activity results from the nature of the carbonyl group. Ketones readily undergo a wide variety of chemical reactions.Application In Synthesis of Ethyl 2-methyl-3-oxobutanoate

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

In 2022,Kozma, Viktoria; Szollosi, Gyorgy published an article in Molecular Catalysis. The title of the article was 《Conjugate addition of 1,3-dicarbonyl compounds to maleimides using bifunctional primary amine-(thio)phosphoramide organocatalysts》.Category: esters-buliding-blocks The author mentioned the following in the article:

Asym. Michael additions of 1,3-dicarbonyl compounds to N-substituted maleimides were carried out using primary amine-(thio)phosphoramide bifunctional chiral organocatalysts derived from optically pure C2-sym. 1,2-diamines. The addition of Et 2-fluoroacetoacetate using the 1,2-diphenylethane-1,2-diamine derived thiophosphoramide catalyst afforded various succinimides substituted with fluorine bearing quaternary carbon in high yields, good diastereomeric ratios and excellent enantiomeric excesses. Alicyclic β-ketoesters provided the diastereomerically pure Michael adducts in good yields and high enantioselectivities, whereas 2,4-pentanedione afforded products with slightly lower enantiomeric excesses. The bulkiness of the N-substituent of the maleimide ring influenced mostly the conversions. The thiophosphoramide catalyst was found also efficient in the addition of Et 2-fluoroacetoacetate to β-nitrostyrenes. Unprecedentedly, during this work the highly enantioselective addition of 1,3-dicarbonyl compounds to maleimides were catalyzed by a primary amine-hydrogen-bond donor groups containing bifunctional organocatalyst. These reactions occurred through enamine intermediate, as evidenced by electrospray-ionization mass spectrometry and NMR spectroscopy. After reading the article, we found that the author used Ethyl 2-methyl-3-oxobutanoate(cas: 609-14-3Category: esters-buliding-blocks)

Ethyl 2-methyl-3-oxobutanoate(cas: 609-14-3) 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.Category: esters-buliding-blocks

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

In 2022,Lebrun, Stewart; Chavez, Sara; Chan, Roxanne; Nguyen, Linda; Jester, James V. published an article in Toxicology In Vitro. The title of the article was 《Ascorbic acid specifically reduces the misclassification of nonirritating reactive chemicals in the OptiSafe macromolecular eye irritation test》.Synthetic Route of C7H12O3 The author mentioned the following in the article:

Recently, we showed that the addition of physiol. concentrations of ascorbic acid, a tear antioxidant, to the OptiSafe macromol. eye irritation test reduced the false-pos. (FP) rate for chems. that had reactive chemistries, leading to the formation of reactive oxygen species (ROS) and mol. crosslinking. The purpose of the current study was to 1) increase the number of chems. tested to comprehensibly determine whether the antioxidant-associated reduction in OD is specific to FP chems. associated with ROS chemistries and 2) determine whether the addition of antioxidants interferes with the detection of true pos. (TP) and true neg. (TN) ocular irritants. We report that when ascorbic acid is added to the test reagents, retesting of FP chems. with reactive chemistries show significantly reduced OD values (P < 0.05). Importantly, ascorbic acid had no significant effect on the OD values of TP or TN chems. regardless of chem. reactivity. These findings suggest that supplementation of ascorbic acid in alternative ocular irritation tests may help improve the detection of TN for those commonly misclassified reactive chems. The experimental process involved the reaction of Ethyl 2-methyl-3-oxobutanoate(cas: 609-14-3Synthetic Route of C7H12O3)

Ethyl 2-methyl-3-oxobutanoate(cas: 609-14-3) belongs to ketone compounds. Ketones are highly reactive, although less so than aldehydes, to which they are closely related. Much of their chemical activity results from the nature of the carbonyl group. Ketones readily undergo a wide variety of chemical reactions.Synthetic Route of C7H12O3

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

《Discovery of [1,2,4]triazolo[1,5-a]pyrimidine derivatives as new bromodomain-containing protein 4 (BRD4) inhibitors》 was written by Wang, Shuai; Shen, Dandan; Zhao, Lijie; Yuan, Xiaohan; Cheng, Jialing; Yu, Bin; Zheng, Yichao; Liu, Hongmin. Name: Ethyl 2-methyl-3-oxobutanoate And the article was included in Chinese Chemical Letters in 2020. The article conveys some information:

Targeting bromodomain-containing protein 4 (BRD4) has been proved to be an effective strategy for cancer therapy. To date, numerous BRD4 inhibitors and degraders have been identified, some of which have advanced into clin. trials. In this work, a focused library of new [1,2,4]triazolo[1,5-a]pyrimidine derivatives were discovered to be able to inhibit BRD4. WS-722 inactivated BRD4 (BD1/BD2), BRD2 (BD1/BD2) and BRD3 (BD1/BD2) broadly with the IC50 values less than 5μmol/L. Besides, WS-722 inhibited growth of THP-1 cells with an IC50 value of 3.86μmol/L. Like (+)-JQ1, WS-722 inhibited BRD4 in a reversible manner and enhanced protein stability. Docking studies showed that WS-722 occupied the central acetyl-lysine (Kac) binding cavity and formed a hydrogen bond with Asn140. In THP-1 cells, WS-722 showed target engagement to BRD4. Cellular effects of WS-722 on THP-1 cells were also examined, showing that WS-722 could block c-MYC expression, induce G0/G1 phase arrest and p21 up-regulation, and promote differentiation of THP-1 cells. BRD4 inhibition by WS-722 resulted in cell apoptosis and up-regulated expression of cleaved caspased-3/7 and PARP in THP-1 cell lines. The [1,2,4]triazolo[1,5-a]pyrimidine is a new template for the development of new BRD4 inhibitors. After reading the article, we found that the author used Ethyl 2-methyl-3-oxobutanoate(cas: 609-14-3Name: Ethyl 2-methyl-3-oxobutanoate)

Ethyl 2-methyl-3-oxobutanoate(cas: 609-14-3) belongs to ketone compounds. Ketones are highly reactive, although less so than aldehydes, to which they are closely related. Much of their chemical activity results from the nature of the carbonyl group. Ketones readily undergo a wide variety of chemical reactions.Name: Ethyl 2-methyl-3-oxobutanoate

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

Wu, Binyu; Wen, Xiaolu; Chen, Hongbing; Hu, Lin published their research in Organic Chemistry Frontiers in 2021. The article was titled 《N-Nosyl-O-bromoethyl hydroxylamine acts as a multifunctional formaldehyde, formaldimine, and 1,2-oxazetidine surrogate for C-C and C-O bond-forming reactions》.Synthetic Route of C7H12O3 The article contains the following contents:

N-Nosyl-O-bromoethyl hydroxylamine, a bench stable solid, could function as a novel formaldehyde, formaldimine and 1,2-oxazetidine surrogate under DBU basic conditions were described. By merely using this simple reagent, a broad range of synthetically useful β-aminomethyl ketones I [R1 = Me, Ph, 2-furyl, etc.; R2 = Me, Et, allyl, Bn; R1R2 = (CH2)3, (CH2)4, (CH2)5, etc.; R3 = Ac, CO2Me, CO2Et, SO2Ph] and α-hydroxymethyl ketones II [R4 = Me, Et, allyl, Bn; Q = (CH2)n, n = 1,2], as well as chiral α-alkoxyl indanone carboxylates III [R5 = H, 4-MeO, 5-F, etc.; X = OCH2CH2] and α-aminomethyl indanone carboxylates III [X = CH2] could be divergently obtained via chemo- and stereoselective aldol, Mannich or umpolung C-O bond-forming reactions. The challenging catalytic asym. Mannich reaction of formaldimine equivalent was also realized with moderate enantioselectivities. In addition to this study using Ethyl 2-methyl-3-oxobutanoate, there are many other studies that have used Ethyl 2-methyl-3-oxobutanoate(cas: 609-14-3Synthetic Route of C7H12O3) was used in this study.

Ethyl 2-methyl-3-oxobutanoate(cas: 609-14-3) belongs to ketone compounds. Ketones are highly reactive, although less so than aldehydes, to which they are closely related. Much of their chemical activity results from the nature of the carbonyl group. Ketones readily undergo a wide variety of chemical reactions.Synthetic Route of C7H12O3

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