Month: October 2022

HPLC of Formula: 401797-00-0On June 12, 2014, Fader, Lee D.; Carson, Rebekah; Morin, Sebastien; Bilodeau, Francois; Chabot, Catherine; Halmos, Ted; Bailey, Murray D.; Kawai, Stephen H.; Coulombe, Rene; Laplante, Steven; Mekhssian, Kevork; Jakalian, Araz; Garneau, Michel; Duan, Jianmin; Mason, Stephen W.; Simoneau, Bruno; Fenwick, Craig; Tsantrizos, Youla; Yoakim, Christiane published an article in ACS Medicinal Chemistry Letters. The article was 《Minimizing the Contribution of Enterohepatic Recirculation to Clearance in Rat for the NCINI Class of Inhibitors of HIV》. The article mentions the following:

A scaffold replacement approach was used to identifying the pyridine series of noncatalytic site integrase inhibitors (NCINIs). These mols. bind with higher affinity to a tetrameric form compared to a dimeric form of integrase. Optimization of the C6 and C4 positions revealed that viruses harboring T124 or A124 amino acid substitutions are highly susceptible to these inhibitors, but viruses having the N124 amino acid substitution are about 100-fold less susceptible. Compound 20 (I) had EC50 values <10 nM against viruses having T124 or A124 substitutions in IN and >800 nM in viruses having N124 substitutions. Compound 20 had an excellent in vitro ADME profile and demonstrated reduced contribution of biliary excretion to in vivo clearance compared to BI 224436, the lead compound from the quinoline series of NCINIs. The experimental part of the paper was very detailed, including the reaction process of 2-(3,4-Dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane(cas: 401797-00-0HPLC of Formula: 401797-00-0)

2-(3,4-Dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane(cas: 401797-00-0) belongs to hydroxy-containing compounds. Hydroxy groups participate in the dehydration reactions that link simple biological molecules into long chains. The creation of a peptide bond to link two amino acids to make a protein removes the −OH from the carboxy group of one amino acid.HPLC of Formula: 401797-00-0

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Quality Control of 4,4-Diethoxybutan-1-amineOn November 30, 2019 ,《Synthesis of 1-(2-aminoethylsulfonyl)-2-phosphorylpyrrolidines via consecutive Arbuzov and aza-Michael reactions and their antitumor activity》 appeared in Mendeleev Communications. The author of the article were Bagautdinova, Roza Kh.; Vagapova, Lilia I.; Smolobochkin, Andrey V.; Gazizov, Almir S.; Burilov, Alexander R.; Pudovik, Michail A.; Voloshina, Alexandra D.. The article conveys some information:

1-(2-Aminoethylsulfonyl)-2-phosphorylpyrrolidines were synthesized via B trifluoride-catalyzed Arbuzov reaction of 2-ethoxy-1-(vinylsulfonyl)pyrrolidine with tri-Et phosphite followed by aza-Michael reaction of thus obtained 2-phosphoryl-1-(vinylsulfonyl)pyrrolidine with secondary amines. The cytotoxicity of the prepared 1-(2-aminoethylsulfonyl)-2-phosphorylpyrrolidines against M-Hela tumor cell line is comparable with that of tamoxifen, whereas the cytotoxicity against normal cell line is 2-fold lower. In the experiment, the researchers used many compounds, for example, 4,4-Diethoxybutan-1-amine(cas: 6346-09-4Quality Control of 4,4-Diethoxybutan-1-amine)

4,4-Diethoxybutan-1-amine(cas: 6346-09-4) 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.Quality Control of 4,4-Diethoxybutan-1-amine

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SDS of cas: 6346-09-4On June 5, 2020, Tripathi, Shashank; Ambule, Mayur D.; Srivastava, Ajay Kumar published an article in Journal of Organic Chemistry. The article was 《Construction of Highly Functionalized Piperazinones via Post-Ugi Cyclization and Diastereoselective Nucleophilic Addition》. The article mentions the following:

Aminals were prepared by Ugi multicomponent cyclocondensation reactions of 2-aminoacetaldehyde di-Me acetal, aldehydes or ketones such as 3-indolecarboxaldehyde, carboxylic acids such as benzoic acid, and isocyanides such as benzyl isocyanide. In the presence of BF3·Et2O in CH2Cl2, the aminals underwent (diastereoselective) substitution reactions with nucleophiles such as Me3SiR [R = H2C:CHCH2, NC, N3, OCPh(:CH2)], triethylsilane, or N-methylindole to yield piperazinones such as I (X = Y = O). Ugi reactions with aminoaldehyde acetals with longer carbon chains yielded only acyclic products. I (X = Y = H2) was prepared as a dragmacidin C analog, while two piperazinones were used to prepare praziquantel analogs. The results came from multiple reactions, including the reaction of 4,4-Diethoxybutan-1-amine(cas: 6346-09-4SDS of cas: 6346-09-4)

4,4-Diethoxybutan-1-amine(cas: 6346-09-4) 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.SDS of cas: 6346-09-4

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Name: 2-Amino-2-(4-isopropylphenyl)ethanolOn September 14, 2017 ,《Discovery and Optimization of 5-Amino-1,2,3-triazole-4-carboxamide Series against Trypanosoma cruzi》 was published in Journal of Medicinal Chemistry. The article was written by Brand, Stephen; Ko, Eun Jung; Viayna, Elisabet; Thompson, Stephen; Spinks, Daniel; Thomas, Michael; Sandberg, Lars; Francisco, Amanda F.; Jayawardhana, Shiromani; Smith, Victoria C.; Jansen, Chimed; De Rycker, Manu; Thomas, John; MacLean, Lorna; Osuna-Cabello, Maria; Riley, Jennifer; Scullion, Paul; Stojanovski, Laste; Simeons, Frederick R. C.; Epemolu, Ola; Shishikura, Yoko; Crouch, Sabrinia D.; Bakshi, Tania S.; Nixon, Christopher J.; Reid, Iain H.; Hill, Alan P.; Underwood, Tim Z.; Hindley, Sean J.; Robinson, Sharon A.; Kelly, John M.; Fiandor, Jose M.; Wyatt, Paul G.; Marco, Maria; Miles, Timothy J.; Read, Kevin D.; Gilbert, Ian H.. The article contains the following contents:

Chagas’ disease, caused by the protozoan parasite Trypanosoma cruzi, is the most common cause of cardiac-related deaths in endemic regions of Latin America. There is an urgent need for new safer treatments because current standard therapeutic options, benznidazole and nifurtimox, have significant side effects and are only effective in the acute phase of the infection with limited efficacy in the chronic phase. Phenotypic high content screening against the intracellular parasite in infected VERO cells was used to identify a novel hit series of 5-amino-1,2,3-triazole-4-carboxamides (ATC). Optimization of the ATC series gave improvements in potency, aqueous solubility, and metabolic stability, which combined to give significant improvements in oral exposure. Mitigation of a potential Ames and hERG liability ultimately led to two promising compounds, one of which demonstrated significant suppression of parasite burden in a mouse model of Chagas’ disease. After reading the article, we found that the author used 2-Amino-2-(4-isopropylphenyl)ethanol(cas: 910443-18-4Name: 2-Amino-2-(4-isopropylphenyl)ethanol)

2-Amino-2-(4-isopropylphenyl)ethanol(cas: 910443-18-4) 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.Name: 2-Amino-2-(4-isopropylphenyl)ethanol

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Cheviet, Thomas; Wein, Sharon; Bourchenin, Gabriel; Lagacherie, Manon; Perigaud, Christian; Cerdan, Rachel; Peyrottes, Suzanne published their research in Journal of Medicinal Chemistry on August 13 ,2020. The article was titled 《β-Hydroxy- and β-Aminophosphonate Acyclonucleosides as Potent Inhibitors of Plasmodium falciparum Growth》.Safety of (R)-Oxiran-2-ylmethanol The article contains the following contents:

Malaria is an infectious disease caused by a parasite of the genus Plasmodium, and the emergence of parasites resistant to all current antimalarial drugs highlights the urgency of having new classes of mols. We developed an effective method for the synthesis of a series of β-modified acyclonucleoside phosphonate (ANP) derivatives, using com. available and inexpensive materials (i.e., aspartic acid and purine heterocycles). Their biol. evaluation in cell culture experiments and SAR revealed that the compounds’ effectiveness depends on the presence of a hydroxyl group, the chain length (four carbons), and the nature of the nucleobase (guanine). The most active derivative I inhibits the growth of Plasmodium falciparum in vitro in the nanomolar range (IC50 = 74 nM) with high selectivity index (SI > 1350). This compound also showed remarkable in vivo activity in P. berghei-infected mice (ED50 ~0.5 mg/kg) when administered by the i.p. route and is, although less efficient, still active via the oral route. It is the first ANP derivative with such potent antimalarial activity and therefore has considerable potential for development as a new antimalarial drug. The experimental part of the paper was very detailed, including the reaction process of (R)-Oxiran-2-ylmethanol(cas: 57044-25-4Safety of (R)-Oxiran-2-ylmethanol)

(R)-Oxiran-2-ylmethanol(cas: 57044-25-4) is a chiral building block used to construct an epoxyvinyl iodide intermediate in a synthesis of a furanocembrane, a marine natural product.Safety of (R)-Oxiran-2-ylmethanol

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Harrison, Lee A.; Atkinson, Stephen J.; Bassil, Anna; Chung, Chun-wa; Grandi, Paola; Gray, James R. J.; Levernier, Etienne; Lewis, Antonia; Lugo, David; Messenger, Cassie; Michon, Anne-Marie; Mitchell, Darren J.; Preston, Alex; Prinjha, Rab K.; Rioja, Inmaculada; Seal, Jonathan T.; Taylor, Simon; Wall, Ian D.; Watson, Robert J.; Woolven, James M.; Demont, Emmanuel H. published their research in Journal of Medicinal Chemistry on August 12 ,2021. The article was titled 《Identification of a Series of N-Methylpyridine-2-carboxamides as Potent and Selective Inhibitors of the Second Bromodomain (BD2) of the Bromo and Extra Terminal Domain (BET) Proteins》.Synthetic Route of C8H19NO2 The article contains the following contents:

Domain-specific BET bromodomain ligands represent an attractive target for drug discovery with the potential to unlock the therapeutic benefits of antagonizing these proteins without eliciting the toxicol. aspects seen with pan-BET inhibitors. While we have reported several distinct classes of BD2 selective compounds, namely, GSK620, GSK549, and GSK046, only GSK046 shows high aqueous solubility Herein, we describe the lead optimization of a further class of highly soluble compounds based upon a picolinamide chemotype. Focusing on achieving >1000-fold selectivity for BD2 over BD1, while retaining favorable phys. chem. properties, compound 36 was identified as being 2000-fold selective for BD2 over BD1 (Brd4 data) with >1 mg/mL solubility in FaSSIF media. 36 Represents a valuable new in vivo ready mol. for the exploration of the BD2 phenotype. In addition to this study using 4,4-Diethoxybutan-1-amine, there are many other studies that have used 4,4-Diethoxybutan-1-amine(cas: 6346-09-4Synthetic Route of C8H19NO2) was used in this study.

4,4-Diethoxybutan-1-amine(cas: 6346-09-4) 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.Synthetic Route of C8H19NO2

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In 2011,Chemistry – A European Journal included an article by Chow, Wing-Kin; So, Chau-Ming; Lau, Chak-Po; Kwong, Fuk-Yee. Reference of 2-(3,4-Dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane. The article was titled 《Palladium-Catalyzed Borylation of Aryl Mesylates and Tosylates and Their Applications in One-Pot Sequential Suzuki-Miyaura Biaryl Synthesis》. The information in the text is summarized as follows:

Palladium-catalyzed borylation with the N-methyl-2-(2′-dicyclohexylphosphino-5′-methoxyphenyl)indole (MeO-CM-Phos) ligand of ten aryl tosylates and twelve aryl mesylates gave the corresponding pinacol aryl boronates in 63% to 97% yield. The reaction conditions are mild and provide excellent functional-group compatibility (e.g., CN, CHO, COOMe, ketone, NH2, benzodioxole, quinolyl, benzothiazole or NH-indole). E.g., reaction of 3-cyanophenyl mesylate with bis(pinacolato)diboron afforded pinacol (3-benzonitrile) boronate in 97% yield. The Pd/MeO-CM-phos catalyst system allows one-pot sequential reactions in the preparation of unsym. biaryls. Four biaryls were prepared by one-pot two-step and one-pot three-step transformations of aryl tosylates and 3-cyanophenol, resp. In the experiment, the researchers used 2-(3,4-Dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane(cas: 401797-00-0Reference of 2-(3,4-Dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane)

2-(3,4-Dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane(cas: 401797-00-0) belongs to hydroxy-containing compounds. Hydroxy groups participate in the dehydration reactions that link simple biological molecules into long chains. The joining of a fatty acid to glycerol to form a triacylglycerol removes the −OH from the carboxy end of the fatty acid.Reference of 2-(3,4-Dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

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The author of 《Tailored Transition-Metal Coordination Environments in Imidazole-Modified DNA G-Quadruplexes》 were Punt, Philip M.; Clever, Guido H.. And the article was published in Chemistry – A European Journal in 2019. Application In Synthesis of (R)-Oxiran-2-ylmethanol The author mentioned the following in the article:

Two types of imidazole ligands were introduced both at the end of tetramol. and into the loop region of unimol. DNA G-quadruplexes. The modified oligonucleotides were shown to complex a range of different transition-metal cations including NiII, CuII, ZnII and CoII, as indicated by UV/Vis absorption spectroscopy and ion mobility mass spectrometry. Mol. dynamics simulations were performed to obtain structural insight into the investigated systems. Variation of ligand number and position in the loop region of unimol. sequences derived from the human telomer region (htel) allows for a controlled design of distinct coordination environments with fine-tuned metal affinities. It is shown that CuII, which is typically square-planar coordinated, has a higher affinity for systems offering four ligands, whereas NiII prefers G-quadruplexes with six ligands. Likewise, the positioning of ligands in a square-planar vs. tetrahedral fashion affects binding affinities of CuII and ZnII cations, resp. Gaining control over ligand arrangement patterns will spur the rational development of transition-metal-modified DNAzymes. Furthermore, this method is suited to combine different types of ligands, for example, those typically found in metalloenzymes, inside a single DNA architecture. In the experimental materials used by the author, we found (R)-Oxiran-2-ylmethanol(cas: 57044-25-4Application In Synthesis of (R)-Oxiran-2-ylmethanol)

(R)-Oxiran-2-ylmethanol(cas: 57044-25-4) is a chiral building block used to construct an epoxyvinyl iodide intermediate in a synthesis of a furanocembrane, a marine natural product.Application In Synthesis of (R)-Oxiran-2-ylmethanol

Referemce:
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Zhang, Chun-Hui; Spasov, Krasimir A.; Reilly, Raquel A.; Hollander, Klarissa; Stone, Elizabeth A.; Ippolito, Joseph A.; Liosi, Maria-Elena; Deshmukh, Maya G.; Tirado-Rives, Julian; Zhang, Shuo; Liang, Zhuobin; Miller, Scott J.; Isaacs, Farren; Lindenbach, Brett D.; Anderson, Karen S.; Jorgensen, William L. published their research in ACS Medicinal Chemistry Letters on August 12 ,2021. The article was titled 《Optimization of triarylpyridinone inhibitors of the main protease of SARS-CoV-2 to low-nanomolar antiviral potency》.Safety of 3,3,3-Trifluoropropan-1-ol The article contains the following contents:

Non-covalent inhibitors of the main protease (Mpro) of SARS-CoV-2 having a pyridinone core were previously reported with IC50 values as low as 0.018μM for inhibition of enzymic activity and EC50 values as low as 0.8μM for inhibition of viral replication in Vero E6 cells. The series has now been further advanced by consideration of placement of substituted five-membered-ring heterocycles in the S4 pocket of Mpro and N-methylation of a uracil ring. Free energy perturbation calculations provided guidance on the choice of the heterocycles, and protein crystallog. confirmed the desired S4 placement. Here we report inhibitors with EC50 values as low as 0.080μM, while remdesivir yields values of 0.5-2μM in side-by-side testing with infectious SARS-CoV-2. A key factor in the improvement is enhanced cell permeability, as reflected in PAMPA measurements. Compounds 19 (I) and 21 (II) are particularly promising as potential therapies for COVID-19, featuring IC50 values of 0.044-0.061μM, EC50 values of ca. 0.1μM, good aqueous solubility, and no cytotoxicity. The experimental process involved the reaction of 3,3,3-Trifluoropropan-1-ol(cas: 2240-88-2Safety of 3,3,3-Trifluoropropan-1-ol)

3,3,3-Trifluoropropan-1-ol(cas: 2240-88-2) is a important organic intermediate. It can be used in agrochemical, pharmaceutical and dyestuff field.Safety of 3,3,3-Trifluoropropan-1-ol

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In 2018,Bioorganic & Medicinal Chemistry included an article by Hei, Yuan-Yuan; Shen, Ying; Wang, Jin; Zhang, Hao; Zhao, Hong-Yi; Xin, Minhang; Cao, Yong-Xiao; Li, Yan; Zhang, San-Qi. Name: trans-4-Aminocyclohexanol. The article was titled 《Synthesis and evaluation of 2,9-disubstituted 8-phenylthio/phenylsulfinyl-9H-purine as new EGFR inhibitors》. The information in the text is summarized as follows:

In present study, we described the synthesis and biol. evaluation of a new class of EGFR inhibitors containing 2,9-disubstituted 8-phenylthio/phenylsulfinyl-9H-purine scaffold. Thirty-one compounds were synthesized. Among them, compound I displayed the IC50 of 29.4 nM against HCC827 cell line and 1.9 nM against EGFRL858R. Compound II showed moderate inhibitory activity against EGFRL858R/T790M/C797S (IC50 = 114 nM). Western bolt assay suggested that compound I significantly inhibited EGFR phosphorylation. In vivo test, compound I remarkably exhibited inhibitory effect on tumor growth at 5.0 mg/kg by oral administration in established nude mouse HCC827 xenograft model. These results indicate that the 2,9-disubstituted 8-phenylsulfinyl/phenylsulfinyl-9H-purine derivatives can act as potent EGFR(L858R) inhibitors and effective anticancer agents. Addnl., optimization of compound C12 may result in discovering the fourth-generation EGFR-TKIs. In the experiment, the researchers used many compounds, for example, trans-4-Aminocyclohexanol(cas: 27489-62-9Name: trans-4-Aminocyclohexanol)

trans-4-Aminocyclohexanol(cas: 27489-62-9) belongs to anime. Examples of direct uses of amines and their salts are as corrosion inhibitors in boilers and in lubricating oils (morpholine), as antioxidants for rubber and roofing asphalt (diarylamines), as stabilizers for cellulose nitrate explosives (diphenylamine), as protectants against damage from gamma radiation (diarylamines), as developers in photography (aromatic diamines), as flotation agents in mining, as anticling and waterproofing agents for textiles, as fabric softeners, in paper coating, and for solubilizing herbicides.Name: trans-4-Aminocyclohexanol

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Alcohol – Wikipedia,
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