Month: October 2022

In 2019,Rapid Communications in Mass Spectrometry included an article by Pinto, Eduardo Costa; Xu, Chengdong; Cabral, Lucio Mendes; Armstrong, Daniel W.; de Sousa, Valeria Pereira. Synthetic Route of C12H20O6. The article was titled 《Sensitive detection of topiramate degradation products by high-performance liquid chromatography/electrospray ionization mass spectrometry using ion-pairing reagents and polarity switching》. The information in the text is summarized as follows:

Rationale : The chromatog. anal. of topiramate and its degradation products is challenging due to the absence of chromophoric moieties in their structures, the wide polarity range of the compounds and their ionization differences. This work proposes two new mass spectrometry approaches for evaluating these analytes. Methods : Based on the calculated exptl. limit of detection (LOD), a highly sensitive high-performance liquid chromatog. (HPLC) paired-ion electrospray ionization mass spectrometry (PIESI-MS) method was developed for the determination of topiramate inorganic degradation products. The influence of different solvent systems on the LODs for topiramate and its main degradation products was determined in both pos./neg. ionization modes. In addition, a HPLC method to analyze both organic and inorganic degradation products was proposed by mass spectrometry with pos./neg. ion switching electrospray ionization. Results : A sensitive HPLC/PIESI-MS method was achieved for the efficient separation of topiramate inorganic degradation products. Both sulfate and sulfamate were detected in the pos. selected ion monitoring (SIM) mode with an increased sensitivity compared with the neg. SIM mode. The HPLC/ESI-MS anal. with pos./neg. ion switching allowed the simultaneous separation and detection of the major degradation products of topiramate in a 10-min run using a single column and a single detector. Conclusions : Two new alternative MS approaches for analyzing the main degradation products of topiramate were developed. The proposed methods are considered advantageous over the existing methods and can be applied to quality control studies of topiramate. The experimental process involved the reaction of ((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol(cas: 20880-92-6Synthetic Route of C12H20O6)

((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol(cas: 20880-92-6) is a useful reactant for examining the effectiveness of sulfamate and sulfamide groups for the inhibition of carbonic anhydrase-​II (CA-​II)​. And it is used as chiral auxiliaries in Michael and Aldol addition reactions.Synthetic Route of C12H20O6

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Ogasawara, Masamichi; Watanabe, Susumu; Nakajima, Kiyohiko; Takahashi, Tamotsu published an article on February 24 ,2010. The article was titled 《Enantioselective synthesis of planar-chiral phosphaferrocenes by molybdenum-catalyzed asymmetric interannular ring-closing metathesis》, and you may find the article in Journal of the American Chemical Society.Safety of (R)-3,3′-Di-tert-butyl-5,5′,6,6′-tetramethylbiphenyl-2,2′-diol The information in the text is summarized as follows:

Planar-chiral nonracemic phosphaferrocenophanes I [2a-f; a, R = H, R1 = H, X-X = (CH2)4, Z = CH2; b, R = Me, R1 = H, X-X = (CH2)4, Z = CH2; c, R = Me, R1 = Me, X-X = (CH2)4, Z = CH2; d, R = Me, R1 = H, X-X = CH2OCH2, Z = CH2; e, R = Me, R1 = H, X-X = (CH2)5, Z = CH2; f, R = Me, R1 = H, X-X = (CH2)4, Z = CH2CH2] were prepared by asym. ring-closing metathesis of the corresponding precursors, [[η5-3,4-X2-2,5-(CH2:CRCH2)2C5](η5-C5R14ZCH:CH2)Fe] (1a-f), catalyzed by chiral BINOL molybdenum(IV) carbene-imido complexes [(Ln)Mo:CHCMe2Ph(DippN)] [Mo-1-Mo-3, L1 = (R)-3,3′-tBu2-1,1′-octahydrobinaphthalene-2,2′-diolato, L2 = (R)-3,3′-[3,5-(CF3)2C6H3]2-1,1′-binaphthalene-2,2′-diolato, L3 = (R)-3,3′-[2,5-(CF3)2C6H3]2-1,1′-binaphthalene-2,2′-diolato]. Enantioselective synthesis of planar-chiral phosphaferrocenes was realized for the first time by molybdenum-catalyzed asym. ring-closing metathesis (ARCM) in up to 99% ee, which is the first application of ARCM to induction of chirality in mols. devoid of stereogenic centers. After reading the article, we found that the author used (R)-3,3′-Di-tert-butyl-5,5′,6,6′-tetramethylbiphenyl-2,2′-diol(cas: 329735-68-4Safety of (R)-3,3′-Di-tert-butyl-5,5′,6,6′-tetramethylbiphenyl-2,2′-diol)

(R)-3,3′-Di-tert-butyl-5,5′,6,6′-tetramethylbiphenyl-2,2′-diol(cas: 329735-68-4) belongs to phenols. Phenols are more acidic than typical alcohols.Safety of (R)-3,3′-Di-tert-butyl-5,5′,6,6′-tetramethylbiphenyl-2,2′-diol The acidity of the hydroxyl group in phenols is commonly intermediate between that of aliphatic alcohols and carboxylic acids (their pKa is usually between 10 and 12).

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Sashidhara, Koneni V.; Avula, Srinivasa Rao; Sharma, Komal; Palnati, Gopala Reddy; Bathula, Surendar Reddy published an article on February 28 ,2013. The article was titled 《Discovery of coumarin-monastrol hybrid as potential antibreast tumor-specific agent》, and you may find the article in European Journal of Medicinal Chemistry.Computed Properties of C12H14O3 The information in the text is summarized as follows:

Development of new, targeted antibreast cancer drug which can treat both the hormone receptor (pos. and neg.) breast cancers is a very challenging task. The concept of mol. hybridization led the authors to discover a novel class of coumarin-monastrol hybrid, as a novel breast cancer agent which selectively induce apoptosis in both primary and metastatic breast cancer cell lines. The experimental process involved the reaction of 5-(tert-Butyl)-4-hydroxyisophthalaldehyde(cas: 153759-59-2Computed Properties of C12H14O3)

5-(tert-Butyl)-4-hydroxyisophthalaldehyde(cas: 153759-59-2) belongs to phenols.Deprotonation of a phenol forms a corresponding negative phenolate ion or phenoxide ion, and the corresponding salts are called phenolates or phenoxides (aryloxides according to the IUPAC Gold Book).Computed Properties of C12H14O3

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Sashidhara, Koneni V.; Modukuri, Ram K.; Choudhary, Dharmendra; Bhaskara Rao, K.; Kumar, Manoj; Khedgikar, Vikram; Trivedi, Ritu published their research in European Journal of Medicinal Chemistry on December 31 ,2013. The article was titled 《Synthesis and evaluation of new coumarin-pyridine hybrids with promising anti-osteoporotic activities》.Electric Literature of C12H14O3 The article contains the following contents:

Anti-osteoporotic effects of the newly synthesized coumarin-pyridine hybrids were evaluated in primary cultures of rat calvarial osteoblasts in vitro. Four of these compounds were potent in stimulating osteoblast differentiation and mineralization as assessed by the alk. phosphatase production and alizarin red-S staining assay, resp. These compounds were also found to be nontoxic in osteoblast cells as compared to the control group in an MTT assay. Furthermore, the effect of these compounds on the transcript levels of osteogenic genes revealed that the compound I robustly enhanced mineralization of the osteogenic genes in calvarial osteoblasts. In this context, compound I was selected as a potential lead for further structural optimization in the development of new anti-osteoporotic agents. In the part of experimental materials, we found many familiar compounds, such as 5-(tert-Butyl)-4-hydroxyisophthalaldehyde(cas: 153759-59-2Electric Literature of C12H14O3)

5-(tert-Butyl)-4-hydroxyisophthalaldehyde(cas: 153759-59-2) belongs to phenols.Electric Literature of C12H14O3Deprotonation of a phenol forms a corresponding negative phenolate ion or phenoxide ion, and the corresponding salts are called phenolates or phenoxides (aryloxides according to the IUPAC Gold Book).

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Sashidhara, Koneni V.; Palnati, Gopala Reddy; Sonkar, Ravi; Avula, Srinivasa Rao; Awasthi, Chetan; Bhatia, Gitika published an article in European Journal of Medicinal Chemistry. The title of the article was 《Coumarin chalcone fibrates: A new structural class of lipid lowering agents》.Computed Properties of C12H14O3 The author mentioned the following in the article:

In our continuing search for safe and efficacious antidyslipidemic agents, structurally interesting coumarin-chalcone fibrates were synthesized and evaluated in triton WR-1339 induced hyperlipidemic rats. The most active compound 41 decreased the total cholesterol (TC), phospholipids (PL) and triglycerides (TG), of hyperlipidemic rats by 26, 24, and 25% resp. In addition, the compound 41 significantly reversed the levels of VLDL, LDL HDL and also increased the LPL activity. Altogether, our data suggests that these novel hybrids would be a potential new class of therapeutic agents against dyslipidemia. In the part of experimental materials, we found many familiar compounds, such as 5-(tert-Butyl)-4-hydroxyisophthalaldehyde(cas: 153759-59-2Computed Properties of C12H14O3)

5-(tert-Butyl)-4-hydroxyisophthalaldehyde(cas: 153759-59-2) belongs to phenols.Deprotonation of a phenol forms a corresponding negative phenolate ion or phenoxide ion, and the corresponding salts are called phenolates or phenoxides (aryloxides according to the IUPAC Gold Book).Computed Properties of C12H14O3

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Sashidhara, Koneni V.; Rao, K. Bhaskara; Kushwaha, Vikas; Modukuri, Ram K.; Verma, Richa; Murthy, P. K. published an article in European Journal of Medicinal Chemistry. The title of the article was 《Synthesis and antifilarial activity of chalcone-thiazole derivatives against a human lymphatic filarial parasite, Brugia malayi》.COA of Formula: C12H14O3 The author mentioned the following in the article:

Here we report the synthesis of novel chalcone-thiazole compounds and their antifilarial activity. The antifilarial properties of these hybrids were assessed against microfilariae as well as adult worms of Brugia malayi. Among all the synthesized compounds, only two compounds, namely (E,E)-I (R = iPr, R1 = 2-furyl; R = tBu, R1 = 2-thienyl) were identified to be promising in vitro. These active compounds were tested in B. malayi-jird (Meriones unguiculatus) and B. malayi-Mastomys coucha models. Compound (E,E)-I (R = tBu, R1 = 2-thienyl) showed 100% embryostatic effect and 49% macrofilaricidal in jird and M. coucha models, resp. This study provides a new structural clue for the development of novel antifilarial lead mols. In the part of experimental materials, we found many familiar compounds, such as 5-(tert-Butyl)-4-hydroxyisophthalaldehyde(cas: 153759-59-2COA of Formula: C12H14O3)

5-(tert-Butyl)-4-hydroxyisophthalaldehyde(cas: 153759-59-2) belongs to phenols.COA of Formula: C12H14O3Deprotonation of a phenol forms a corresponding negative phenolate ion or phenoxide ion, and the corresponding salts are called phenolates or phenoxides (aryloxides according to the IUPAC Gold Book).

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

The author of 《Antioxidants and stabilizers. VI. Chromatographic behavior of compounds of the pyrocatechol type》 were Pospisil, J.; Taimr, L.. And the article was published in Collection of Czechoslovak Chemical Communications in 1965. Quality Control of 4-Butylbenzene-1,2-diol The author mentioned the following in the article:

cf. CA 63, 6902c. The Rf values of 71 alkyl-, acyl-, aldehyde-, and halogen substituted derivatives were determined in HCONH2-iso-Pr2O (A), HCONH2-CHCl3 (B), HCONH2-heptane-C6H6 (1:1) (C), HCONH2-heptane (D), HCONMe2-heptane (E), and paraffin oil-80% MeOH (F) on Whatman Number 1 paper impregnated, resp., with 20% solution of HCONH2 in MeOH, 40% solution of HCONH2 in C6H6, 10% solution of paraffin oil in hexane, and 5 g. H3BO3 in 20 ml. HCONH2 and 80 ml. Me2CO. A freshly prepared mixture of 15% FeCl3 and 1% K3Fe(CN)6 (1:1) was the detection agent. Relations between the chem. structure and chromatographic behavior are discussed. The results came from multiple reactions, including the reaction of 4-Butylbenzene-1,2-diol(cas: 2525-05-5Quality Control of 4-Butylbenzene-1,2-diol)

4-Butylbenzene-1,2-diol(cas: 2525-05-5) belongs to organoboron compounds. Organoboron compounds are versatile intermediates and as such are some of the most important classes of reagents in modern organic chemistry.Quality Control of 4-Butylbenzene-1,2-diol Organoboron compounds are less toxic than organostannane reagents, and unlike alkynylzinc and magnesium, many organoboron compounds possess remarkable oxidative and thermal stabilities.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

The author of 《Late-stage construction of stapled peptides through Fujiwara-Moritani reaction between tryptophan and olefins》 were Liu, Jiang; Wang, Peng; Zeng, Wei; Lu, Qi; Zhu, Qing. And the article was published in Chemical Communications (Cambridge, United Kingdom) in 2021. Application of 20880-92-6 The author mentioned the following in the article:

Herein, the first example of a palladium-catalyzed Fujiwara-Moritani reaction for olefination of tryptophan (Trp) residues, free from directing groups, was presented. The developed reaction proceeds efficiently for peptide modification, ligation and peptide stapling. In the part of experimental materials, we found many familiar compounds, such as ((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol(cas: 20880-92-6Application of 20880-92-6)

((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol(cas: 20880-92-6) is a useful reactant for examining the effectiveness of sulfamate and sulfamide groups for the inhibition of carbonic anhydrase-​II (CA-​II)​. And it is used as chiral auxiliaries in Michael and Aldol addition reactions.Application of 20880-92-6

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

In 2015,Firth, Nicholas C.; Atrash, Butrus; Brown, Nathan; Blagg, Julian published 《MOARF, an Integrated Workflow for Multiobjective Optimization: Implementation, Synthesis, and Biological Evaluation》.Journal of Chemical Information and Modeling published the findings.Computed Properties of C3H8ClNO The information in the text is summarized as follows:

We describe the development and application of an integrated, multiobjective optimization workflow (MOARF) for directed medicinal chem. design. This workflow couples a rule-based mol. fragmentation scheme (SynDiR) with a pharmacophore fingerprint-based fragment replacement algorithm (RATS) to broaden the scope of reconnection options considered in the generation of potential solution structures. Solutions are ranked by a multiobjective scoring algorithm comprising ligand-based (shape similarity) biochem. activity predictions as well as physicochem. property calculations Application of this iterative workflow to optimization of the CDK2 inhibitor Seliciclib (CYC202, R-roscovitine) generated solution mols. in desired physicochem. property space. Synthesis and exptl. evaluation of optimal solution mols. demonstrates CDK2 biochem. activity and improved human metabolic stability. The experimental part of the paper was very detailed, including the reaction process of Azetidin-3-ol hydrochloride(cas: 18621-18-6Computed Properties of C3H8ClNO)

Azetidin-3-ol hydrochloride(cas:18621-18-6) is one of azetidine.Azetidines (azacyclobutanes) constitute a well-known class of heterocyclic compounds. Azetidine scaffold has been discovered in several natural products.Computed Properties of C3H8ClNO Several pharmacologically important synthetic compounds also contain azetidine ring. Because of inherent ring strain, the synthesis of azetidines is a challenging endeavor.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

In 2017,Sanchez Garcia, Jessica J.; Flores-Alamo, Marcos; Ortiz-Frade, Luis; Klimova, Elena I. published 《Reactions of 2,3-diferrocenylcyclopropenylium salts with bis-1,4-N,O-nucleophiles: Novel synthesis, characterization, chemical and electrochemical properties of the 2-(Z-1,2-diferrocenylvinyl)- 4,5-dihydrooxazole derivatives》.Journal of Organometallic Chemistry published the findings.Category: alcohols-buliding-blocks The information in the text is summarized as follows:

A new method of synthesis of 2-(Z-1,2-diferrocenylvinyl)-4-R-5-R1-4,5-dihydrooxazoles (3a-f, R, R1 = H, Me, Ph) and (5, R-R1 = 1,2-indano); 2-(Z-1,2-diferrocenylvinyl)-4-R-5-R1-4,5-dihydrooxazol-3-ium salts (4a-f, R, R1 = H, Me, Ph) 3-H-4-R2 oxazolinium salts (4g,h, R2 = iPr, Ph) and 3-R3-4-R-5-R1 oxazolinium salts (9h-j, R3 = Me, Et, using N-R3 aminoethanols) by reactions of 1-X-2,3-diferrocenylcyclopropenylium salts (1a,b, X = OEt, 4-morpholinyl) with 1,2-amino- and 1,2-N-alkylaminoalcs. in the presence of Et3N is described. The interactions of the salts 4a,d,f and 9h-j with morpholine and piperidine results in the corresponding (E)-2-[N-2′,3′-diferrocenylacryloyl-2-(N-alkyl)amino]ethylmorpholines and piperidines FcCH:CFcCONR3CHRCHR1X (X = 4-morpholinyl, 1-piperidinyl). The characterization of the new compounds was done by IR, 1H and 13C NMR spectroscopy, mass-spectrometry, elemental anal., and X-ray diffraction studies. Electrochem. properties of the compounds 3a-d and 4a-d were investigated using cyclic square voltammetry. One adsorption process and two electrochem. processes II and III, attributed to the oxidations of the ferrocene moieties, E0′(II), E0′(III), and comproportionation constant Kcom are reported. After reading the article, we found that the author used (1S,2R)-1-Amino-2,3-dihydro-1H-inden-2-ol(cas: 126456-43-7Category: alcohols-buliding-blocks)

(1S,2R)-1-Amino-2,3-dihydro-1H-inden-2-ol(cas: 126456-43-7) belongs to anime. Amine, any member of a family of nitrogen-containing organic compounds that is derived, either in principle or in practice, from ammonia (NH3). Naturally occurring amines include the alkaloids, which are present in certain plants; the catecholamine neurotransmitters (i.e., dopamine, epinephrine, and norepinephrine); and a local chemical mediator, histamine, that occurs in most animal tissues.Category: alcohols-buliding-blocks

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts