Tag: 100-200

In 2017,Beilstein Journal of Organic Chemistry included an article by Liu, Xinyun; Phan, Johnny H.; Haugeberg, Benjamin J.; Londhe, Shrikant S.; Clift, Michael D.. Synthetic Route of C9H13NO. The article was titled 《Quinone-catalyzed oxidative deformylation: synthesis of imines from amino alcohols》. The information in the text is summarized as follows:

A new method for imine synthesis by way of quinone-catalyzed oxidative deformylation of 1,2-amino alcs. is reported. A wide range of readily accessible amino alcs. and primary amines can be reacted to provide N-protected imine products. The methodol. presented provides a novel organocatalytic approach for imine synthesis and demonstrates the synthetic versatility of quinone-catalyzed oxidative C-C bond cleavage. The results came from multiple reactions, including the reaction of 2-Amino-2-(4-methylphenyl)ethan-1-ol(cas: 157142-48-8Synthetic Route of C9H13NO)

2-Amino-2-(4-methylphenyl)ethan-1-ol(cas: 157142-48-8) belongs to anime. The reaction of alkyl halides, R―X, where X is a halogen, or analogous reagents with ammonia (or amines) is useful with certain compounds. Not all alkyl halides are effective reagents; the reaction is sluggish with secondary alkyl groups and fails with tertiary ones. Its usefulness is largely confined to primary alkyl halides (those having two hydrogen atoms on the reacting site).Synthetic Route of C9H13NO

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Bogdanov, A. V.; Gazizov, A. S.; Smolobochkin, A. V.; Mironov, V. F. published an article on January 31 ,2019. The article was titled 《Synthesis of New (2-Acetamido)phenylglyoxylamides Containing an Acetal Fragment》, and you may find the article in Russian Journal of Organic Chemistry.Safety of 4,4-Diethoxybutan-1-amine The information in the text is summarized as follows:

Mild opening of the five-membered ring in 1-acetylisatins by the action of an equimolar amount of 4,4-diethoxybutan-1-amine afforded 2-(2-acetamidophenyl)-N-(4,4-diethoxybutyl)-2-oxoacetamides in almost quant. yield. In the experiment, the researchers used 4,4-Diethoxybutan-1-amine(cas: 6346-09-4Safety of 4,4-Diethoxybutan-1-amine)

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

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

《Discovery of Potent and Fast-Acting Antimalarial Bis-1,2,4-triazines》 was written by Priebbenow, Daniel L.; Mathiew, Mitch; Shi, Da-Hua; Harjani, Jitendra R.; Beveridge, Julia G.; Chavchich, Marina; Edstein, Michael D.; Duffy, Sandra; Avery, Vicky M.; Jacobs, Robert T.; Brand, Stephen; Shackleford, David M.; Wang, Wen; Zhong, Longjin; Lee, Given; Tay, Erin; Barker, Helena; Crighton, Elly; White, Karen L.; Charman, Susan A.; De Paoli, Amanda; Creek, Darren J.; Baell, Jonathan B.. Category: alcohols-buliding-blocks And the article was included in Journal of Medicinal Chemistry on April 8 ,2021. The article conveys some information:

Novel 3,3′-disubstituted-5,5′-bi(1,2,4-triazine) compounds with potent in vitro activity against Plasmodium falciparum parasites were recently discovered. To improve the pharmacokinetic properties of the triazine derivatives, a new structure-activity relationship (SAR) investigation was initiated with a focus on enhancing the metabolic stability of lead compounds These efforts led to the identification of second-generation highly potent antimalarial bis-triazines, exemplified by triazine 23(I), which exhibited significantly improved in vitro metabolic stability (8 and 42μL/min/mg protein in human and mouse liver microsomes). The disubstituted triazine dimer 23 was also observed to suppress parasitemia in the Peters 4-day test with a mean ED50 value of 1.85 mg/kg/day and exhibited a fast-killing profile, revealing a new class of orally available antimalarial compounds of considerable interest. The results came from multiple reactions, including the reaction of 3,3,3-Trifluoropropan-1-ol(cas: 2240-88-2Category: alcohols-buliding-blocks)

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.Category: alcohols-buliding-blocks

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

《Descriptors for fluorotelomere alcohols. Calculation of physicochemical properties》 was written by Abraham, Michael H.; Acree, William E.. Recommanded Product: 3,3,3-Trifluoropropan-1-ol And the article was included in Physics and Chemistry of Liquids in 2021. The article conveys some information:

Abraham model solute descriptors are calculated for several environmentally important fluorotelomer alcs. from published partition coefficient and solubility data. The various descriptors all show a gradual trend from 1:2FTOH to 8:2FTOH. The maximum deviation from self-consistent values is 0.19 log units in the calculations on vapor pressure (concentration in air) and solubility in water (concentration in water). In the experimental materials used by the author, we found 3,3,3-Trifluoropropan-1-ol(cas: 2240-88-2Recommanded Product: 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.Recommanded Product: 3,3,3-Trifluoropropan-1-ol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Computed Properties of C3H8ClNOIn 2018 ,《Phenylthiazoles with tert-Butyl side chain: Metabolically stable with anti-biofilm activity》 was published in European Journal of Medicinal Chemistry. The article was written by Kotb, Ahmed; Abutaleb, Nader S.; Seleem, Mohamed A.; Hagras, Mohamed; Mohammad, Haroon; Bayoumi, Ashraf; Ghiaty, Adel; Seleem, Mohamed N.; Mayhoub, Abdelrahman S.. The article contains the following contents:

(Tert-butylphenyl)thiazolylpyrimidines I [R = H2N, MeNH, 1-pyrrolidinyl, 3-pyridinyl, EtNH, cyclopentylamino, cyclohexylamino, Me2N, 1-azetidinyl, 3-hydroxy-1-azetidinyl, 4-morpholinyl, H2NCH2CH2NH, H2NNH, tetramethylguanidinyl, R1C(:NH)NH; R1 = H2N, MeNH, Me2N, 1-pyrrolidinyl, 4-morpholinyl, 4-methyl-1-piperazinyl, 3-pyridinyl, 2-pyridinyl] were prepared as antibacterial agents and tested against methicillin-resistant Staphylococcus aureus (MRSA). I [R = H2NCH2CH2NH, R1C(:NH)NH; R1 = Me2N, 4-morpholinyl, 3-pyridinyl, 2-pyridinyl] were tested against vancomycin-resistant Staphylococcus aureus, methicillin- and cephalosporin-resistant Streptococcus pneumoniae, methicillin-resistant Staphylococcus epidermidis, Enterococcus faecalis, and Listeria monocytogenes, were tested for toxicity to human colorectal cells, and were tested for activity against MRSA biofilms. I (R = H2NCH2CH2NH) was tested for its stimulation of resistance in MRSA and for its pharmacokinetic properties (half-life, clearance, volumes fo distribution). The results came from multiple reactions, including the reaction 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

Application In Synthesis of 5-Hexen-1-olIn 2019 ,《Aryl Boronic Acid Catalysed Dehydrative Substitution of Benzylic Alcohols for C-O Bond Formation》 was published in Chemistry – A European Journal. The article was written by Estopina-Duran, Susana; Donnelly, Liam J.; McLean, Euan B.; Hockin, Bryony M.; Slawin, Alexandra M. Z.; Taylor, James E.. The article contains the following contents:

A combination of pentafluorophenylboronic acid and oxalic acid catalyzed the dehydrative substitution of benzylic alcs. with a second alc. to form new C-O bonds. This method had been applied to the intermol. substitution of benzylic alcs. to form sym. ethers I [R = H, Ph; Ar = Ph, 2-ClC6H4, 4-BrC6H4, etc.], intramol. cyclizations of diols to form aryl-substituted THF and tetrahydropyran derivatives II [Q = (CH2)n, n = 1,2; Ar = 4-MeOC6H4, 4-F3CC6H4], and intermol. crossed-etherification reactions between two different alcs. to give unsym. ethers III [R1 = Et, sec-Bu, 5-hexen-1-yl, etc.; R2 = Me, i-Pr, t-Bu, ethynyl, Ph; Ar = 3-BrC6H4, 2-MeOC6H4]. Mechanistic control experiments had identified a potential catalytic intermediate formed between the aryl boronic acid and oxalic acid. In the experiment, the researchers used many compounds, for example, 5-Hexen-1-ol(cas: 821-41-0Application In Synthesis of 5-Hexen-1-ol)

5-Hexen-1-ol(cas: 821-41-0) is used in cyclization to a tetrahydropyran by phenylselenoetherification. It is also used as a building block in synthetic chemistry.Application In Synthesis of 5-Hexen-1-ol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Name: trans-4-AminocyclohexanolIn 2021 ,《Discovery of Sisunatovir (RV521), an Inhibitor of Respiratory Syncytial Virus Fusion》 was published in Journal of Medicinal Chemistry. The article was written by Cockerill, G. Stuart; Angell, Richard M.; Bedernjak, Alexandre; Chuckowree, Irina; Fraser, Ian; Gascon-Simorte, Jose; Gilman, Morgan S. A.; Good, James A. D.; Harland, Rachel; Johnson, Sara M.; Ludes-Meyers, John H.; Littler, Edward; Lumley, James; Lunn, Graham; Mathews, Neil; McLellan, Jason S.; Paradowski, Michael; Peeples, Mark E.; Scott, Claire; Tait, Dereck; Taylor, Geraldine; Thom, Michelle; Thomas, Elaine; Villalonga Barber, Carol; Ward, Simon E.; Watterson, Daniel; Williams, Gareth; Young, Paul; Powell, Kenneth. The article contains the following contents:

RV521 is an orally bioavailable inhibitor of respiratory syncytial virus (RSV) fusion that was identified after a lead optimization process based upon hits that originated from a phys. property directed hit profiling exercise at Reviral. This exercise encompassed collaborations with a number of contract organizations with collaborative medicinal chem. and virol. during the optimization phase in addition to those utilized as the compound proceeded through preclin. and clin. evaluation. RV521 exhibited a mean IC50 of 1.2 nM against a panel of RSV A and B laboratory strains and clin. isolates with antiviral efficacy in the Balb/C mouse model of RSV infection. Oral bioavailability in preclin. species ranged from 42 to >100% with evidence of highly efficient penetration into lung tissue. In healthy adult human volunteers exptl. infected with RSV, a potent antiviral effect was observed with a significant reduction in viral load and symptoms compared to placebo. In addition to this study using trans-4-Aminocyclohexanol, there are many other studies that have used trans-4-Aminocyclohexanol(cas: 27489-62-9Name: trans-4-Aminocyclohexanol) was used in this study.

trans-4-Aminocyclohexanol(cas: 27489-62-9) belongs to anime. The reaction of alkyl halides, R―X, where X is a halogen, or analogous reagents with ammonia (or amines) is useful with certain compounds. Not all alkyl halides are effective reagents; the reaction is sluggish with secondary alkyl groups and fails with tertiary ones. Its usefulness is largely confined to primary alkyl halides (those having two hydrogen atoms on the reacting site).Name: trans-4-Aminocyclohexanol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

《Syntheses and anti-HIV and human cluster of differentiation 4 (CD4) down-modulating potencies of pyridine-fused cyclotriazadisulfonamide (CADA) compounds》 was published in Bioorganic & Medicinal Chemistry in 2020. These research results belong to Lumangtad, Liezel A.; Claeys, Elisa; Hamal, Sunil; Intasiri, Amarawan; Basrai, Courtney; Yen-Pon, Expedite; Beenfeldt, Davison; Vermeire, Kurt; Bell, Thomas W.. Recommanded Product: 1195-59-1 The article mentions the following:

CADA compounds selectively down-modulate human cell-surface CD4 protein and are of interest as HIV entry inhibitors and as drugs for asthma, rheumatoid arthritis, diabetes and some cancers. Postulating that fusing a pyridine ring bearing hydrophobic substituents into the macrocyclic scaffold of CADA compounds may lead to potent compounds with improved properties, 17 macrocycles were synthesized, 14 with 12-membered rings having an isobutylene head group, two arenesulfonyl side arms, and fused pyridine rings bearing a para substituent. The analogs display a wide range of CD4 down-modulating and anti-HIV potencies, including some with greater potency than CADA, proving that a highly basic nitrogen atom in the 12-membered ring is not required for potency and that hydrophobic substituents enhance potency of pyridine-fused CADA compounds Cytotoxicities of the new compounds compared favorably with those of CADA, showing that incorporation of a pyridine ring into the macrocyclic scaffold can produce selective compounds for potently down-modulating proteins of medicinal interest. In the experiment, the researchers used 2,6-Pyridinedimethanol(cas: 1195-59-1Recommanded Product: 1195-59-1)

2,6-Pyridinedimethanol(cas: 1195-59-1) belongs to pyridine. Pyridines are often used as catalysts or reagents; particular notice has been paid recently to how pyridine coordinates to metal centers enabling a wide range of valuable reactions. Recommanded Product: 1195-59-1

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

《Ultrasound-mediated catalyst-free protocol for the synthesis of bis-3-methyl-1-phenyl-1H-pyrazol-5-ols in aqueous ethanol》 was published in Chemical Data Collections in 2020. These research results belong to Shabalala, Nhlanhla Gracious; Kerru, Nagaraju; Maddila, Suresh; van Zyl, Werner E.; Jonnalagadda, Sreekantha B.. Product Details of 100-83-4 The article mentions the following:

An efficient one-pot method for bis-3-methyl-1-phenyl-1H-pyrazol-5-ol derivatives I [R = 2-HO, 2-MeO, 2,4-di-Cl, etc.] under ultrasound irradiation using β-keto ester, phenylhydrazine and benzaldehydes as reactants in aqueous ethanol was reported. Excellent yields (92-99%) were obtained at RT in 5 to 8 min. Products I were characterized by FT-IR, HRMS, 1H and 13C NMR anal. The crystal structure of compound I [R = 2-MeO] was described. Compound I [R = 2-MeO] crystallized in the orthorhombic system with space group Pna21 and along the b-axis of the unit, cell contained four asym. mols. The unit cell parameters were a = 17.2578(2) , b = 17.26256(2) Å, c = 7.76970(10) Å, α = β = γ = 90°, V = 2315.11(5) Å3, Z = 4. The crystal structure was stabilized by an intramol. hydrogen bond (O-H…O). π-π intermol. interactions existed between the Ph and pyrazolone rings with 3.54 Å separation The prominent features were catalyst-free, green protocol, simple work-up, rapid synthesis, excellent yields and no column chromatog.3-Hydroxybenzaldehyde(cas: 100-83-4Product Details of 100-83-4) 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.Product Details of 100-83-4

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

The author of 《Enhanced superoxide generation on defective surfaces for selective photooxidation》 were Sun, Xianshun; Luo, Xiao; Zhang, Xiaodong; Xie, Junfeng; Jin, Sen; Wang, Hui; Zheng, Xusheng; Wu, Xiaojun; Xie, Yi. And the article was published in Journal of the American Chemical Society in 2019. Electric Literature of C7H7BrO The author mentioned the following in the article:

Photocatalytic selective oxidation reactions hold great promise for the design of high-value-added organic intermediates, but many of these reactions suffer from low conversion efficiency and selectivity due to uncontrollable oxidation processes. In view of using photogenerated reactive oxygen species as the key oxidant in a selective oxidation reaction, we propose that a highly selective oxidation reaction can be achieved by modulating the corresponding photocatalytic mol. oxygen (O2) activation processes. Using cubic indium sulfide (β-In2S3) nanosheets as a model system, we show that the charge carriers involved in O2 activation can be optimized with the introduction of surface S vacancies. Benefiting from the enhanced charge separation and transfer processes, the In2S3 nanosheets with S vacancies could simultaneously activate O2 into superoxide radicals via electron transfer under visible-light irradiation to display outstanding activity for the selective oxidation of alcs. to aldehydes with high conversion and selectivity. This study offers a new strategy to optimize photocatalytic selective oxidation reactions. The experimental part of the paper was very detailed, including the reaction process of (4-Bromophenyl)methanol(cas: 873-75-6Electric Literature of C7H7BrO)

(4-Bromophenyl)methanol(cas: 873-75-6) undergoes three-component reaction with acetylferrocene and arylboronic acid to give ferrocenyl ketones containing biaryls.Electric Literature 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