Month: October 2022

In 2022,Liang, Xuewu; Xie, Yongle; Liu, Xuyi; Xu, Hui; Ren, Hairu; Tang, Shuai; Liu, Qi; Huang, Min; Shao, Xueqing; Li, Chunpu; Zhou, Yu; Geng, Meiyu; Xie, Zuoquan; Liu, Hong published an article in Journal of Medicinal Chemistry. The title of the article was 《Discovery of Novel Imidazo[4,5-c]quinoline Derivatives to Treat Inflammatory Bowel Disease (IBD) by Inhibiting Multiple Proinflammatory Signaling Pathways and Restoring Intestinal Homeostasis》.Recommanded Product: 27489-62-9 The author mentioned the following in the article:

As a complex pathogenesis driven by immune inflammatory factors and intestinal microbiota, the treatment of inflammatory bowel disease (IBD) may rely on the comprehensive regulation of these important pathogenic factors to reach a favorable therapeutic effect. In the current study, we discovered a series of imidazo[4,5-c]quinoline derivatives that potently and simultaneously inhibited two primary proinflammatory signaling pathways JAK/STAT and NF-κB. Especially, lead compound 8l showed potent inhibitory activities against interferon-stimulated genes (IC50: 3.3 nM) and NF-κB pathways (IC50: 150.7 nM) and decreased the release of various proinflammatory factors at the nanomolar level, including IL-6, IL-8, IL-1β, TNF-α, IL-12, and IFN-γ. In vivo, 8l produced a strong anti-inflammatory activity in both dextran sulfate sodium (DSS)- and 2,4,6-trinitrobenzenesulfonic acid (TNBS)-induced acute enteritis models and restored the structural composition of gut microbiota. Collectively, this study provided valuable lead compounds for the treatment of IBD and revealed the great anti-inflammatory potential of the simultaneous suppression of JAK/STAT and NF-κB signals.trans-4-Aminocyclohexanol(cas: 27489-62-9Recommanded Product: 27489-62-9) was used in this study.

trans-4-Aminocyclohexanol(cas: 27489-62-9) 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.Recommanded Product: 27489-62-9

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

In 2022,Panczyk-Straszak, Katarzyna; Rapacz, Anna; Marona, Henryk; Zelaszczyk, Dorota; Karczewska, Elzbieta; Zajac, Martyna; Skiba-Kurek, Iwona; Siwek, Agata; Waszkielewicz, Anna published an article in ChemistrySelect. The title of the article was 《Design, Synthesis and Anticonvulsant Activity of New Phenoxyalkyl, Phenoxyethoxyethyl and Phenoxyacetyl Derivatives of Aminoalkanols》.Electric Literature of C6H13NO The author mentioned the following in the article:

Forty new aminoalkanol derivatives with potential anticonvulsant activity were designed and synthesized. In vivo studies (mice, i.p. administration) showed anticonvulsant activity (maximal electroshock seizure test, MES test) of nineteen compounds, (ED50 values and protective indexes PI ranging 22.62-78.30 mg/kg b.w. and 1.78-4.25, resp.). Compounds 30 (R,S-1-((2-(2-(2-chloro-5-methylphenoxy)ethoxy)ethyl)amino)propan-2-ol), 31 (R,S-2-((2-(2-(2-chloro-5-methylphenoxy)ethoxy)ethyl)amino)propan-1-ol) and 33 (S enantiomer of 31) showed relatively low ED50 values (26.45-34.26 mg/kg b.w.) accompanied by PI indexes above 3. Compounds 30 and 31 were investigated in terms of mechanism of action (5-HT1A receptors binding assay and in silico database screening) and safety against gastrointestinal flora (both compounds proved safe). An integral part of the study was also a comprehensive structure-activity relationship, including current and previously obtained results for aminoalkanol derivatives In the experiment, the researchers used trans-4-Aminocyclohexanol(cas: 27489-62-9Electric Literature of C6H13NO)

trans-4-Aminocyclohexanol(cas: 27489-62-9) belongs to anime. Primary amines having a tertiary alkyl group (R3CNH2) are difficult to prepare with most methods but are made industrially by the Ritter reaction. In this method a tertiary alcohol reacts with hydrogen cyanide (HCN) in the presence of a concentrated strong acid; a formamide, RNH―CHO, is formed first, which then undergoes hydrolysis.Electric Literature of C6H13NO

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

In 2022,Lagu, Bharat; Wu, Xinyuan; Kulkarni, Santosh; Paul, Rakesh; Becherer, J. David; Olson, Lyndsay; Ravani, Stella; Chatzianastasiou, Athanasia; Papapetropoulos, Andreas; Andrzejewski, Sylvia published an article in Journal of Medicinal Chemistry. The title of the article was 《Orally Bioavailable Enzymatic Inhibitor of CD38, MK-0159, Protects against Ischemia/Reperfusion Injury in the Murine Heart》.Related Products of 27489-62-9 The author mentioned the following in the article:

CD38 is one of the major NAD (NAD+)- and NADP (NADP+)-consuming enzymes in mammals. NAD+, NADP+, and their reduced counterparts are essential coenzymes for numerous enzymic reactions, including the maintenance of cellular and mitochondrial redox balance. CD38 expression is upregulated in age-associated inflammation as well as numerous metabolic diseases, resulting in cellular and mitochondrial dysfunction. Recent literature studies demonstrate that CD38 is activated upon ischemia/reperfusion (I/R), leading to a depletion of NADP+, which results in endothelial damage and myocardial infarction in the heart. Despite increasing evidence of CD38 involvement in various disease states, relatively few CD38 enzymic inhibitors have been reported to date. Herein, we describe a CD38 enzymic inhibitor (MK-0159, IC50 = 3 nM against murine CD38) that inhibits CD38 in in vitro assay. Mice treated with MK-0159 (I) show strong protection from myocardial damage upon cardiac I/R injury compared to those treated with NAD+ precursors (nicotinamide riboside) or the known CD38 inhibitor, 78c. The experimental process involved the reaction of trans-4-Aminocyclohexanol(cas: 27489-62-9Related Products of 27489-62-9)

trans-4-Aminocyclohexanol(cas: 27489-62-9) belongs to anime. Amines characteristically form salts with acids; a hydrogen ion, H+, adds to the nitrogen. With the strong mineral acids (e.g., H2SO4, HNO3, and HCl), the reaction is vigorous. Salt formation is instantly reversed by strong bases such as NaOH. Neutral electrophiles (compounds attracted to regions of negative charge) also react with amines; alkyl halides (R′X) and analogous alkylating agents are important examples of electrophilic reagents.Related Products of 27489-62-9

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Computed Properties of C7H7BrOIn 2020 ,《Iron Catalyzed Synthesis of Pyrimidines Under Air》 appeared in Advanced Synthesis & Catalysis. The author of the article were Mondal, Rakesh; Sinha, Suman; Das, Siuli; Chakraborty, Gargi; Paul, Nanda D.. The article conveys some information:

A well-defined Fe(II)-complex featuring redox non-innocent 2-phenylazo-(1,10-phenanthroline) ligand, as a catalyst, a wide array of 2,4,6-trisubstituted pyrimidines I (R = NH2, Me, Ph, 4-chlorophenyl, cyclopropy; R1 = Ph, thiophen-2-yl, pyridin-3-yl, etc.; R2 = Ph, cyclopropyl, 4-(trifluoromethyl)phenyl, etc.) was prepared via multicomponent dehydrogenative coupling of primary R2CH2OH and secondary alcs. R1CH(CH3)OH with amidines NH2N(R)=NH under air at 100°C. A few control experiments were carried out to understand and unveil the plausible reaction mechanism. In the experiment, the researchers used (4-Bromophenyl)methanol(cas: 873-75-6Computed Properties of C7H7BrO)

(4-Bromophenyl)methanol(cas: 873-75-6) undergoes three-component reaction with acetylferrocene and arylboronic acid to give ferrocenyl ketones containing biaryls.Computed Properties of C7H7BrO It is used in the synthesis of amphiphilic, symmetric rod-coil, triblock copolymer of poly(9,9-didodecylfluorene-2,7-diyl) and poly(hydroxyl ethyl methacrylate)

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Quality Control of Oxetan-3-olIn 2020 ,《Pd-Catalyzed ortho-C-H Olefination of Benzenesulfonamides Directed by 7-Azaindole》 appeared in Asian Journal of Organic Chemistry. The author of the article were Huo, Xing; Han, Jun; Yan, Xiaoxiao; Zhang, Heng; Xiong, Juan; Liu, Jian; Wang, Xiaolei; Li, Huilin; Huo, Leiming. The article conveys some information:

Demonstrated herein is a Pd-catalyzed ortho-C-H olefination of benzenesulfonamides I [R = H, Me, Cl; R1 = H; R2 = H, Cl, t-Bu, Ph, etc; R3 = H, Me, Cl; R3 = H, Me, Cl; R4 = H, Me, Cl; R1R2 = -(CH2)2O-; R2R3 = -(CH=CHCH=CH)-] using 7-azaindole as the directing group. This reaction proceeds with exclusive ortho selectivity, high efficiency and broad substrate scope. This method also provides access to sulfonic acids and ortho-alkylated sulfonamides I [R = Me; R1 = R2 = R3 = H; R4 = CH=CHC(O)OH, (CH2)2C(O)OCH2CH3]. Control experiments provides some insightful evidences to the mechanism and the plausible catalytic cycle is proposed to go through a unique seven-membered palladacycle species. In addition to this study using Oxetan-3-ol, there are many other studies that have used Oxetan-3-ol(cas: 7748-36-9Quality Control of Oxetan-3-ol) was used in this study.

Oxetan-3-ol(cas: 7748-36-9) is used as a reagent in the synthesis of 5-fluoro-4,6-dialkoxypyrimidine GPR119 agonists. It is also used as a reagent in the synthesis of cyclic sulfone hydroxyethylamines as potent and selective β-site APP-cleaving enzyme 1 (BACE1) inhibitors.Quality Control of Oxetan-3-ol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Product Details of 13325-10-5In 2022 ,《Discovery of Small-Molecule Degraders of the CDK9-Cyclin T1 Complex for Targeting Transcriptional Addiction in Prostate Cancer》 was published in Journal of Medicinal Chemistry. The article was written by Li, Jiacheng; Liu, Ting; Song, Yuanli; Wang, Mingyu; Liu, Liping; Zhu, Hongwen; Li, Qi; Lin, Jin; Jiang, Hualiang; Chen, Kaixian; Zhao, Kehao; Wang, Mingliang; Zhou, Hu; Lin, Hua; Luo, Cheng. The article contains the following contents:

Aberrant hyperactivation of cyclins results in carcinogenesis and therapy resistance in cancers. Direct degradation of the specific cyclin or cyclin-dependent kinase (CDK)-cyclin complex by small-mol. degraders remains a great challenge. Here, we applied the first application of hydrophobic tagging to induce degradation of CDK9-cyclin T1 heterodimer, which is required to keep productive transcription of oncogenes in cancers. LL-K9-3 (I) was identified as a potent small-mol. degrader of CDK9-cyclin T1. Quant. and time-resolved proteome profiling exhibited LL-K9-3-induced selective and synchronous degradation of CDK9 and cyclin T1. The expressions of androgen receptor (AR) and cMyc were reduced by LL-K9-3 (I) in 22RV1 cells. LL-K9-3 (I) exhibited enhanced anti-proliferative and pro-apoptotic effects compared with its parental CDK9 inhibitor SNS032 and suppressed downstream signaling of CDK9 and AR more effectively than SNS032. Moreover, LL-K9-3 (I) inhibited AR and Myc-driven oncogenic transcriptional programs and exerted stronger inhibitory effects on several intrinsic target genes of AR than the monomeric CDK9 PROTAC (Thal-SNS032). After reading the article, we found that the author used 4-Aminobutan-1-ol(cas: 13325-10-5Product Details of 13325-10-5)

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.Product Details of 13325-10-5

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Formula: C3H9NOIn 2021 ,《Substituent Effect in the Reactions between Criegee Intermediates and 3-Aminopropanol》 was published in Journal of Physical Chemistry A. The article was written by Kuo, Mei-Tsan; Yang, Jie-Ning; Lin, Jim Jr-Min; Takahashi, Kaito. The article contains the following contents:

Via intramol. H atom transfer, 3-aminopropanol is more reactive toward Criegee intermediates, in comparison with amines or alcs. Here we accessed the substituent effect of Criegee intermediates in their reactions with 3-aminopropanol. Through real-time monitoring the concentrations of two Criegee intermediates with their strong UV absorption at 340 nm, the exptl. rate coefficients at 298 K (100-300 Torr) were determined to be (1.52 ± 0.08) x 10-11 and (1.44 ± 0.22) x 10-13 cm3 s-1 for the reactions of 3-aminopropanol with (CH3)2COO (acetone oxide) and CH2CHC(CH3)OO (Me vinyl ketone oxide), resp. Compared to our previous exptl. value for the reaction with syn-CH3CHOO, (1.24 ± 0.13) x 10-11 cm3 s-1, we can see that the Me substitution at the anti position has little effect on the reactivity while the vinyl substitution causes a drastic decrease in the reactivity. Our theor. calculations based on CCSD(T)-F12 energies reproduce this 2-order-of-magnitude decrease in the rate coefficient caused by the vinyl substitution. Using the activation strain model, we found that the interaction of Criegee intermediates with 3-aminopropanol is weaker for the case of vinyl substitution. This effect can be further rationalized by the delocalization of the LUMO for the vinyl-substituted Criegee intermediates. These results would help us better estimate the impact of similar reactions like the reactions of Criegee intermediates with water vapor, some of which could be difficult to measure exptl. but can be important in the atm. We also found that the B2PLYP-D3BJ/aug-cc-pVTZ calculation can reproduce the CCSD(T)-F12 reaction barrier energies within ca. 1 kcal mol-1, indicating that the use of the B2PLYP-D3BJ method is promising for future predictions of the reactions of larger Criegee intermediates. In the experimental materials used by the author, we found 3-Aminopropan-1-ol(cas: 156-87-6Formula: C3H9NO)

3-Aminopropan-1-ol(cas: 156-87-6) belongs to anime. Amines characteristically form salts with acids; a hydrogen ion, H+, adds to the nitrogen. With the strong mineral acids (e.g., H2SO4, HNO3, and HCl), the reaction is vigorous. Salt formation is instantly reversed by strong bases such as NaOH. Neutral electrophiles (compounds attracted to regions of negative charge) also react with amines; alkyl halides (R′X) and analogous alkylating agents are important examples of electrophilic reagents.Formula: C3H9NO

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Recommanded Product: (1S,2R)-1-Amino-2,3-dihydro-1H-inden-2-olIn 2017 ,《Sulfated cyclodextrins as water-soluble chiral NMR solvating agents for cationic compounds》 was published in Tetrahedron: Asymmetry. The article was written by Dalvano, Brielle E.; Wenzel, Thomas J.. The article contains the following contents:

The utility of sulfated cyclodextrins as water-soluble chiral NMR solvating agents for cationic substrates is described. Sulfated α-, β- and γ-cyclodextrin with degrees of substitution of 12, 13 and 14, resp., a sulfated β-cyclodextrin with a degree of substitution of 9 and a sulfobutyl ether β-cyclodextrin with a degree of substitution of 6.3 were examined Results with 33 water-soluble cationic organic salts are reported. Chiral differentiation with the sulfated cyclodextrins is compared to prior results obtained with anionic carboxymethylated and phosphated cyclodextrins. The highly sulfated cyclodextrins are often more effective at causing enantiomeric differentiation in 1H NMR spectra than the sulfobutyl ether, carboxymethylated and phosphated cyclodextrins, and are recommended as the 1st choice of a chiral solvating agent for the anal. of chiral cationic organic salts in aqueous solution After reading the article, we found that the author used (1S,2R)-1-Amino-2,3-dihydro-1H-inden-2-ol(cas: 126456-43-7Recommanded Product: (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. Amines can be classified according to the nature and number of substituents on nitrogen. Aliphatic amines contain only H and alkyl substituents. Aromatic amines have the nitrogen atom connected to an aromatic ring.Important amines include amino acids, biogenic amines, trimethylamine, and aniline. Inorganic derivatives of ammonia are also called amines, such as monochloramine (NClH2).Recommanded Product: (1S,2R)-1-Amino-2,3-dihydro-1H-inden-2-ol

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Alcohol – Wikipedia,
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Related Products of 534-03-2In 2021 ,《Terphenyl-Based Small-Molecule Inhibitors of Programmed Cell Death-1/Programmed Death-Ligand 1 Protein-Protein Interaction》 was published in Journal of Medicinal Chemistry. The article was written by Muszak, Damian; Surmiak, Ewa; Plewka, Jacek; Magiera-Mularz, Katarzyna; Kocik-Krol, Justyna; Musielak, Bogdan; Sala, Dominik; Kitel, Radoslaw; Stec, Malgorzata; Weglarczyk, Kazimierz; Siedlar, Maciej; Domling, Alexander; Skalniak, Lukasz; Holak, Tad A.. The article contains the following contents:

We describe a new class of potent PD-L1/PD-1 inhibitors based on a terphenyl scaffold that is derived from the rigidified biphenyl-inspired structure. Using in silico docking, we designed and then exptl. demonstrated the effectiveness of the terphenyl-based scaffolds in inhibiting PD-1/PD-L1 complex formation using various biophys. and biochem. techniques. We also present a high-resolution structure of the complex of PD-L1 with one of our most potent inhibitors to identify key PD-L1/inhibitor interactions at the mol. level. In addition, we show the efficacy of our most potent inhibitors in activating the antitumor response using primary human immune cells from healthy donors. In the experimental materials used by the author, we found 2-Aminopropane-1,3-diol(cas: 534-03-2Related Products of 534-03-2)

2-Aminopropane-1,3-diol(cas: 534-03-2) 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.Related Products of 534-03-2

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Safety of 3-Aminopropan-1-olIn 2020 ,《Syntheses, structures and catalysis of tetranuclear zinc N-alkoxide ketoiminate complexes for ring-opening polymerization of rac-lactide》 was published in Inorganic Chemistry Communications. The article was written by Yang, Chao; Peng, Ying; Wang, Jiao; Chen, Pengjiao; Gong, Xiaotang. The article contains the following contents:

Two tetranuclear zinc complexes 2a and 2b bearing tridentate N-alkoxide ketoiminate ligands have been synthesized and fully characterized by single-crystal x-ray structure anal., NMR spectroscopy together with elemental analyses. Both of 2a and 2b can act as active catalysts in the ring-opening polymerization (ROP) of racemic-lactide (rac-LA) without addnl. co-initiators, either in solution or under industrially preferred melt conditions (130° no solvent). To be noted, 2a and 2b show remarkable activities for bulk rac-LA polymerization even with low catalyst loading of 0.1 mol%, yielding polymers with high mol. weights (Mn) of up to 91,200 g/mol (2b), and very high turnover frequencies (TOF) of 19,000 h-1 (2b) and 19,800 h-1 (2a). After reading the article, we found that the author used 3-Aminopropan-1-ol(cas: 156-87-6Safety of 3-Aminopropan-1-ol)

3-Aminopropan-1-ol(cas: 156-87-6) belongs to anime. The methylamines occur in small amounts in some plants. Many polyfunctional amines (i.e., those having other functional groups in the molecule) occur as alkaloids in plants—for example, mescaline, 2-(3,4,5-trimethoxyphenyl)ethylamine; the cyclic amines nicotine, atropine, morphine, and cocaine; and the quaternary salt choline, N-(2-hydroxyethyl)trimethylammonium chloride, which is present in nerve synapses and in plant and animal cells.Safety of 3-Aminopropan-1-ol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts