Month: October 2022

In 2019,Bioorganic & Medicinal Chemistry Letters included an article by Thanh, Nguyen Dinh; Hai, Do Son; Ha, Nguyen Thi Thu; Tung, Do Tien; Le, Cao Thi; Van, Hoang Thi Kim; Toan, Vu Ngoc; Toan, Duong Ngoc; Dang, Le Hai. Synthetic Route of C7H6O2. The article was titled 《Synthesis, biological evaluation and molecular docking study of 1,2,3-1H-triazoles having 4H-pyrano[2,3-d]pyrimidine as potential Mycobacterium tuberculosis protein tyrosine phosphatase B inhibitors》. The information in the text is summarized as follows:

Some heterocycles, namely 2-amino-4H-pyran-3-carbonitriles, were synthesized in a three-component reaction from substituted benzaldehydes, malononitrile, and Et acetoacetate. These heterocycles have been converted subsequently into 4H-pyrano[2,3-d]pyrimidine ring by ring-closing reaction with acetic anhydride in the presence of the concentrated sulfuric acid as catalyst. The successive alkylation reaction of lactam N-H bond on pyrimidine-4-one ring was carried out using propargylic bromide in dry acetone in the presence of anhydrous potassium carbonate. The click chem. of 3-propargyl-4H-pyrano[2,3-d]pyrimidine compounds has been accomplished by reaction with tetra-O-acetyl-α-D-glucopyranosyl azide using the metal-organic framework Cu@MOF-5 as a catalyst in absolute ethanol. All the synthesized 1H-1,2,3-triazoles were screened for their in vitro Mycobacterium tuberculosis protein tyrosine phosphatase B (MtbPtpB) inhibition. Kinetic studies of the most active compounds I (R = 3,5-diOMe-4-OH, 3-OH-4-OEt, 3-OMe-4-OH-5-NO2) showed their competitive inhibition toward the MtbPtpB enzyme. The detailed structure-activity relationship (SAR) in vitro and in silico studies suggested that the interaction of Arg63 amino acids with anion type of para-hydroxyl group via a salt bridge of iminium cation was essential for strong inhibitory activity against MtbPtpB.3-Hydroxybenzaldehyde(cas: 100-83-4Synthetic Route of C7H6O2) was used in this study.

3-Hydroxybenzaldehyde(cas: 100-83-4) can be used as a reactant along with ethyl acetoacetate and thiourea in the synthesis of corresponding dihydropyrimidine-2-thione (monastrol), using Yb(OTf)3 as a catalyst by Biginelli cyclocondensation reaction.Synthetic Route of C7H6O2

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

In 2019,Industrial & Engineering Chemistry Research included an article by Meng, Xiangzhan; Zhang, Yongqiang; Li, Zengxi; Wang, Hui; Zhang, Suojiang. Application of 156-87-6. The article was titled 《Selective Oxidation of Amino Alcohols to Amino Acids over Au Supported on Monoclinic ZrO2: Dominant Active Sites and Kinetic Study》. The information in the text is summarized as follows:

Au supported on monoclinic ZrO2 (Au/m-ZrO2) prepared by deposition-precipitation method showed excellent catalytic performance in the aerobic oxidation of amino alcs. to amino acids, i.e., glycine, alanine, serine, β-alanine, and 2-aminobutyric acid. The Au particle size and valence distribution of the gold species were adjusted by calcination temperature, as demonstrated by XRD, TEM, UV-vis DRS, XPS, and H2-TPR, which significantly influenced the catalytic activity but not the selectivity of amino acids. Metallic gold atoms on the surface were shown to be the active sites by the correlation between reaction rate per mol of metallic Au and Au particle size. The kinetics of oxidation of monoethanolamine (MEA) was studied in detail, and the results indicated that MEA oxidation is a first-order reaction with an activation energy of 52.8 kJ·mol-1. After reading the article, we found that the author used 3-Aminopropan-1-ol(cas: 156-87-6Application of 156-87-6)

3-Aminopropan-1-ol(cas: 156-87-6) 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.Application of 156-87-6

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

In 2019,European Journal of Medicinal Chemistry included an article by Hussein, Buthaina; Ikhmais, Balqis; Kadirvel, Manikandan; Magwaza, Rachael N.; Halbert, Gavin; Bryce, Richard A.; Stratford, Ian J.; Freeman, Sally. Quality Control of 3,5-Dihydroxybenzaldehyde. The article was titled 《Discovery of potent 4-aminoquinoline hydrazone inhibitors of NRH:quinone oxidoreductase-2 (NQO2)》. The information in the text is summarized as follows:

N1-ribosyl-, N1-methyl-, N1-benzyl-dihydronicotinamide:quinone oxidoreductase 2 (NQO2) is associated with various processes involved in cancer initiation and progression probably via the production of ROS during quinone metabolism Thus, there is a need to develop inhibitors of NQO2 that are active in vitro and in vivo. As part of a strategy to achieve this, 4-aminoquinoline backbone is used as a starting point and synthesized I [R = Me], II [R1 = Ph, 4-imidazoyl, 2-nitrofuranyl, etc.], III novel analogs. The syntheses utilized p-anisidine with Meldrum’s acid and tri-Me orthoacetate or tri-Me orthobenzoate to give the 4-hydrazin-quinoline scaffold I [R = Me, Ph], which was derivatized with aldehydes R1CHO or acid chlorides R1C(O)Cl to give hydrazone II or hydrazide analogs III, resp. The hydrazones II were the most potent inhibitors of NQO2 in cell free systems, some with low nano-molar IC50 values. Structure-activity anal. highlighted the importance of a small substituent at the 2-position of the 4-aminoquinoline ring, to reduce steric hindrance and improve engagement of the scaffold within the NQO2 active site. Cytotoxicity and NQO2-inhibitory activity in vitro was evaluated using ovarian cancer SKOV-3 and TOV-112 cells (expressing high and low levels of NQO2, resp.). Generally, the hydrazones were more toxic than hydrazide analogs and further, toxicity is unrelated to cellular NQO2 activity. Pharmacol. inhibition of NQO2 in cells was measured using the toxicity of CB1954 as a surrogate end-point. Both the hydrazone II and hydrazide derivs III. are functionally active as inhibitors of NQO2 in the cells, but at different inhibitory potency levels. In particular, 4-((2-(6-methoxy-2-methylquinolin-4-yl)hydrazono)methyl)phenol has the greatest potency of any compound yet evaluated (53 nM), which is 50-fold lower than its toxicity IC50. This compound and some of its analogs could serve as useful pharmacol. probes to determine the functional role of NQO2 in cancer development and response to therapy. The experimental process involved the reaction of 3,5-Dihydroxybenzaldehyde(cas: 26153-38-8Quality Control of 3,5-Dihydroxybenzaldehyde)

3,5-Dihydroxybenzaldehyde(cas: 26153-38-8) is used as a building block in the synthesis of more complex structures. It is also used in the synthesis of terbutaline, which is an important bronchodilator.Quality Control of 3,5-Dihydroxybenzaldehyde

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

In 2019,Journal of the American Chemical Society included an article by Kottisch, Veronika; O’Leary, Jacob; Michaudel, Quentin; Stache, Erin E.; Lambert, Tristan H.; Fors, Brett P.. COA of Formula: C6H12O. The article was titled 《Controlled Cationic Polymerization: Single-Component Initiation under Ambient Conditions》. The information in the text is summarized as follows:

Cationic polymerizations provide a valuable strategy for preparing macromols. with excellent control but are inherently sensitive to impurities and commonly require rigorous reagent purification, low temperatures, and strictly anhydrous reaction conditions. By using pentacarbomethoxycyclopentadiene (PCCP) as the single-component initiating organic acid, we found that a diverse library of vinyl ethers can be controllably polymerized under ambient conditions. Addnl., excellent chain-end fidelity is maintained even without rigorous monomer purification We hypothesize that a tight ion complex between the PCCP anion and the oxocarbenium ion chain end prevents chain-transfer events and enables a polymerization with living characteristics. Furthermore, terminating the polymerization with functional nucleophiles allows for chain-end functionalization in high yields. The experimental part of the paper was very detailed, including the reaction process of 5-Hexen-1-ol(cas: 821-41-0COA of Formula: C6H12O)

5-Hexen-1-ol(cas: 821-41-0) is a volatile organic compound. Further, it is used to prepare 6-bromo-hex-1-ene by reaction with phosphorus tribromide.COA of Formula: C6H12O

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

The author of 《High Glass-Transition Temperature Polymer Networks Harnessing the Dynamic Ring Opening of Pinacol Boronates》 were Brunet, Juliette; Collas, Franck; Humbert, Matthieu; Perrin, Lionel; Brunel, Fabrice; Lacote, Emmanuel; Montarnal, Damien; Raynaud, Jean. And the article was published in Angewandte Chemie, International Edition in 2019. HPLC of Formula: 24388-23-6 The author mentioned the following in the article:

Differential scanning calorimetry of high molar mass poly(4-vinylphenylboronic acid, pinacol ester)s evidenced unusual reactive events above 120 °C, resulting in a high glass-transition temperature of 220 °C. A reversible ring-opening reactivity of pinacol boronates is proposed, involving a nucleophilic attack on the sp2 boron and subsequent bridging between boron atoms by interconnected pinacol moieties to form a densely crosslinked network with high Tg. FTIR, solid-state NMR investigations, and rheol. studies on the polymer as well as double-tagging analyzes on mol. model structures and theor. calculations further support this hypothesis and indicate a ring-opening inducing crosslinking. When diluted in an apolar solvent such as toluene, the polymer network can be resolubilized via ring closing, thus recovering the entropically favored linear chains featuring cyclic boronate esters. In addition to this study using 4,4,5,5-Tetramethyl-2-phenyl-1,3,2-dioxaborolane, there are many other studies that have used 4,4,5,5-Tetramethyl-2-phenyl-1,3,2-dioxaborolane(cas: 24388-23-6HPLC of Formula: 24388-23-6) was used in this study.

4,4,5,5-Tetramethyl-2-phenyl-1,3,2-dioxaborolane(cas: 24388-23-6) can be used to prepare sulfinamide derivatives by reacting with diethylaminosulfur trifluoride (DAST) and potassium phenyltrifluoroborate.HPLC of Formula: 24388-23-6

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

The author of 《Weak intermolecular interactions in covalent organic framework-carbon nanofiber based crystalline yet flexible devices》 were Mohammed, Abdul Khayum; Vijayakumar, Vidyanand; Halder, Arjun; Ghosh, Meena; Addicoat, Matthew; Bansode, Umesh; Kurungot, Sreekumar; Banerjee, Rahul. And the article was published in ACS Applied Materials & Interfaces in 2019. Quality Control of 2,4,6-Trihydroxybenzene-1,3,5-tricarbaldehyde The author mentioned the following in the article:

The redox-active and porous structural backbone of covalent organic frameworks (COFs) can facilitate high-performance electrochem. energy storage devices. However, the utilities of such 2D materials as supercapacitor electrodes in advanced self-charging power-pack systems have been obstructed due to the poor elec. conductivity and subsequent indigent performance. Herein, the authors report an effective strategy to enhance the elec. conductivity of COF thin sheets through the in situ solid-state inclusion of carbon nanofibers (CNF) into the COF precursor matrix. The obtained COF-CNF hybrids possess a significant intermol. π···π interaction between COF and the graphene layers of the CNF. As a result, these COF-CNF hybrids (DqTp-CNF and DqDaTp-CNF) exhibit good elec. conductivity (0.25 × 10-3 S cm-1), as well as high performance in electrochem. energy storage (DqTp-CNF: 464 mF cm-2 at 0.25 mA cm-2). Also, the fabricated, mech. strong quasi-solid-state supercapacitor (DqDaTp-CNF SC) delivered an ultrahigh device capacitance of 167 mF cm-2 at 0.5 mA cm-2. Furthermore, the authors integrated a monolithic photovoltaic self-charging power pack by assembling DqDaTp-CNF SC with a perovskite solar cell. The fabricated self-charging power pack delivered excellent performance in the areal capacitance (42 mF cm-2) at 0.25 mA cm-2 after photocharging for 300 s. In the experiment, the researchers used 2,4,6-Trihydroxybenzene-1,3,5-tricarbaldehyde(cas: 34374-88-4Quality Control of 2,4,6-Trihydroxybenzene-1,3,5-tricarbaldehyde)

2,4,6-Trihydroxybenzene-1,3,5-tricarbaldehyde(cas: 34374-88-4) is a member of phloroglucinol derivatives. Regarding monomeric phloroglucinols, this group encompasses acryl phloroglucinols, phloroglucinol-terpene adducts, phloroglucinol glycosides, halogenated phloroglucinols, prenylated phloroglucinols, and cyclicroup polyketides.Quality Control of 2,4,6-Trihydroxybenzene-1,3,5-tricarbaldehyde

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

The author of 《Polyfunctional Bis-Lewis-Acid-/Bis-Triazolium Catalysts for Stereoselective 1,4-Additions of 2-Oxindoles to Maleimides》 were Schmid, Juliane; Junge, Thorsten; Lang, Johannes; Frey, Wolfgang; Peters, Rene. And the article was published in Angewandte Chemie, International Edition in 2019. Reference of (1S,2R)-1-Amino-2,3-dihydro-1H-inden-2-ol The author mentioned the following in the article:

A novel type of polyfunctional catalyst, which contains Lewis acidic cobalt centers and triazolium moieties was developed. This catalyst type enabled highly enantio- and diastereoselective synthesis of substituted indoles I [R1 = H, Boc; R2 = Me, CH2C6H11, Bn, etc.; R3 = H, 5-Me, 5-Br, etc.] via direct 1,4-additions of 3-substituted oxindoles to maleimides with generation of two adjacent stereocenters. After use, the catalyst could be readily recycled by precipitation and used again with similar efficiency. Based on kinetic studies, a cooperative mode of action was very likely. Control experiments revealed the necessity of the triazolium rings for high stereoselectivity, which was explained by hydrogen-bond activation. The experimental part of the paper was very detailed, including the reaction process of (1S,2R)-1-Amino-2,3-dihydro-1H-inden-2-ol(cas: 126456-43-7Reference of (1S,2R)-1-Amino-2,3-dihydro-1H-inden-2-ol)

(1S,2R)-1-Amino-2,3-dihydro-1H-inden-2-ol(cas: 126456-43-7) belongs to anime. Aniline, ethanolamines, and several other amines are major industrial commodities used in making rubber, dyes, pharmaceuticals, and synthetic resins and fibres and for a host of other applications. Most of the numerous methods for the preparation of amines may be broadly divided into two groups: (1) chemical reduction (replacement of oxygen with hydrogen atoms in the molecule) of members of several other classes of organic nitrogen compounds and (2) reactions of ammonia or amines with organic compounds.Reference of (1S,2R)-1-Amino-2,3-dihydro-1H-inden-2-ol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

《Gold(I)/Gold(III) Catalysis that Merges Oxidative Addition and π-Alkene Activation》 was published in Angewandte Chemie, International Edition in 2020. These research results belong to Rigoulet, Mathilde; Thillaye du Boullay, Olivier; Amgoune, Abderrahmane; Bourissou, Didier. Application of 821-41-0 The article mentions the following:

Heteroarylation of alkenes with aryl iodides was efficiently achieved with a (MeDalphos)AuCl complex through AuI/AuIII catalysis. The possibility to combine oxidative addition of aryl iodides and π-activation of alkenes at gold is demonstrated for the first time. The reaction is robust and general (>30 examples including internal alkenes, 5-, 6-, and 7-membered rings). It is regioselective and leads exclusively to trans addition products. The (P,N) gold complex is most efficient with electron-rich aryl substrates, which are troublesome with alternative photoredox/oxidative approaches. In addition, it provides a very unusual switch in regioselectivity from 5-exo to 6-endo cyclization between the Z and E isomers of internal alkenols. After reading the article, we found that the author used 5-Hexen-1-ol(cas: 821-41-0Application of 821-41-0)

5-Hexen-1-ol(cas: 821-41-0) is a volatile organic compound. Further, it is used to prepare 6-bromo-hex-1-ene by reaction with phosphorus tribromide.Application of 821-41-0

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

《Design and synthesis of novel pyrrolo[2,3-b]pyridine derivatives targeting V600EBRAF》 was published in Bioorganic & Medicinal Chemistry in 2020. These research results belong to Abdel-Maksoud, Mohammed S.; Ali, Eslam M. H.; Ammar, Usama M.; Mersal, Karim I.; Yoo, Kyung Ho; Oh, Chang-Hyun. Reference of 3-Aminopropan-1-ol The article mentions the following:

Several pyrrolo[2,3-b]pyridine-based B-RAF inhibitors are well known and some of them are currently FDA approved as anticancer agents. Based on the structure of these FDA approved V600EB-RAF inhibitors, two series of pyrrolo[2,3-b]pyridine scaffold were designed and synthesized in attempt to develop new potent V600EB-RAF inhibitors. The 38 synthesized compounds were biol. evaluated for their V600EB-RAF inhibitory effect at single dose (10 μM). Compounds with high percent inhibition were tested to determine their IC50 over V600EB-RAF. Compounds 34e and 35 showed the highest inhibitory effect with IC50 values of 0.085 μM and 0.080 μM, resp. Headed for excessive biol. evaluation, the synthesized derivatives were tested over sixty diverse human cancer cell lines. Only compound 35(I) emerged as a potent cytotoxic agent against different panel of human cancer cell lines. In the experimental materials used by the author, we found 3-Aminopropan-1-ol(cas: 156-87-6Reference of 3-Aminopropan-1-ol)

3-Aminopropan-1-ol(cas: 156-87-6) 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.Reference of 3-Aminopropan-1-ol

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Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

《Screening of a Planococcus bacterium producing a cold-adapted protease and its application in low-salt fish sauce fermentation》 was written by Gao, Ruichang; Zhou, Jing; Leng, Weijun; Shi, Tong; Jin, Wengang; Yuan, Li. Application In Synthesis of 4-Aminobutan-1-ol And the article was included in Journal of Food Processing and Preservation in 2020. The article conveys some information:

A strain of bacteria isolated from a traditional fermented shrimp paste showed high protease activity at low-temperature (15°C). The strain was identified as Planococcus maritimus and named Planococcus maritimus XJ2. P. maritimus XJ2 grows well in a low-temperature, low-salt, and alk. environment. The protease produced by P. maritimus XJ2 exhibited the highest enzyme activity at 40°C, pH 9.0 and showed salt tolerance. The amino acid nitrogen content of low-salt fish sauce inoculated with P. maritimus XJ2 was 1.28 ± 0.04 g/100 mL, which was significantly higher than that of the control without P. maritimus XJ2 (0.89 ± 0.02 g/100 mL, p < .01). The amounts of key desirable volatiles, such as alcs., ketones, acids, esters, and pyrazine were higher in P. maritimus XJ2 than in the control (p < .05). P. maritimus XJ2 could be used as a starter culture for low-salt fish sauce incubated at 21°C. Practical applications : The bacteria identified in this study has a good capacity to ferment the fish for good quality of fish sauce. A new method for the rapid fermentation of low-salt fish sauce and the improvement of its flavor by using Planococcus maritimus XJ2 is established. The procedure can help people to produce fish sauce in a shorter time, which will promote the development of fish sauce industry. Therefore, the starter and the method have good practical application in fish sauce produce. After reading the article, we found that the author used 4-Aminobutan-1-ol(cas: 13325-10-5Application In Synthesis of 4-Aminobutan-1-ol)

4-Aminobutan-1-ol(cas: 13325-10-5) is used in the synthesis of NSAIDs with anti-inflammatory properties. Also used in the synthesis of polyamine transport ligands with specificity against human cancers allowing easy access to specific cancer cells.Application In Synthesis of 4-Aminobutan-1-ol

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Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts