Category: 1634-34-0

Heteroaryl-O-glucosides as novel sodium glucose co-transporter 2 inhibitors. Part 1 was written by Zhang, Xiaoyan;Urbanski, Maud;Patel, Mona;Zeck, Roxanne E.;Cox, Geoffrey G.;Bian, Haiyan;Conway, Bruce R.;Beavers, Mary Pat;Rybczynski, Philip J.;Demarest, Keith T.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2005.Application of 1634-34-0 This article mentions the following:

A series of benzo-fused heteroaryl-O-glucosides was synthesized and evaluated in SGLT1 and SGLT2 cell-based functional assays. Indole-O-glucoside and benzimidazole-O-glucoside exhibited potent in vitro SGLT2 inhibitory activity. In the experiment, the researchers used many compounds, for example, 2′,6′-Dihydroxy-4′-methylacetophenone (cas: 1634-34-0Application of 1634-34-0).

2′,6′-Dihydroxy-4′-methylacetophenone (cas: 1634-34-0) belongs to alcohols. Alcohols are among the most common organic compounds. They are used as sweeteners and in making perfumes, are valuable intermediates in the synthesis of other compounds, and are among the most abundantly produced organic chemicals in industry. Under carefully controlled conditions, simple alcohols can undergo intermolecular dehydration to give ethers. This reaction is effective only with methanol, ethanol, and other simple primary alcohols.Application of 1634-34-0

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Physical constants of substituted acetophenones was written by Guzman-Lopez, Enrique;Rosas, Noe;Walls, Fernando. And the article was included in Boletin del Instituto de Quimica de la Universidad Nacional Autonoma de Mexico in 1970.Quality Control of 2′,6′-Dihydroxy-4′-methylacetophenone This article mentions the following:

An attempt to prepare perezone and the 2 pipitzols gave a mixture of 2-(4-methyl-2,5-dimethoxyphenyl)-6-methyl-1,5-heptadiene and 2-(4-methyl-2,5-dimethoxyphenyl)-6-methyl-2,5-heptadiene, and 12 substituted acetophenones, and 5 related products. Their ir, uv, and NMR spectra were described. In the experiment, the researchers used many compounds, for example, 2′,6′-Dihydroxy-4′-methylacetophenone (cas: 1634-34-0Quality Control of 2′,6′-Dihydroxy-4′-methylacetophenone).

2′,6′-Dihydroxy-4′-methylacetophenone (cas: 1634-34-0) belongs to alcohols. Alcohols are weak acids. The most acidic simple alcohols (methanol and ethanol) are about as acidic as water, and most other alcohols are somewhat less acidic. Under carefully controlled conditions, simple alcohols can undergo intermolecular dehydration to give ethers. This reaction is effective only with methanol, ethanol, and other simple primary alcohols.Quality Control of 2′,6′-Dihydroxy-4′-methylacetophenone

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Physical constants of substituted acetophenones was written by Guzman-Lopez, Enrique;Rosas, Noe;Walls, Fernando. And the article was included in Boletin del Instituto de Quimica de la Universidad Nacional Autonoma de Mexico in 1970.Quality Control of 2′,6′-Dihydroxy-4′-methylacetophenone This article mentions the following:

An attempt to prepare perezone and the 2 pipitzols gave a mixture of 2-(4-methyl-2,5-dimethoxyphenyl)-6-methyl-1,5-heptadiene and 2-(4-methyl-2,5-dimethoxyphenyl)-6-methyl-2,5-heptadiene, and 12 substituted acetophenones, and 5 related products. Their ir, uv, and NMR spectra were described. In the experiment, the researchers used many compounds, for example, 2′,6′-Dihydroxy-4′-methylacetophenone (cas: 1634-34-0Quality Control of 2′,6′-Dihydroxy-4′-methylacetophenone).

2′,6′-Dihydroxy-4′-methylacetophenone (cas: 1634-34-0) belongs to alcohols. Alcohols are weak acids. The most acidic simple alcohols (methanol and ethanol) are about as acidic as water, and most other alcohols are somewhat less acidic. Under carefully controlled conditions, simple alcohols can undergo intermolecular dehydration to give ethers. This reaction is effective only with methanol, ethanol, and other simple primary alcohols.Quality Control of 2′,6′-Dihydroxy-4′-methylacetophenone

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Probing the Catalytic Promiscuity of a Regio- and Stereospecific C-Glycosyltransferase from Mangifera indica was written by Chen, Dawei;Chen, Ridao;Wang, Ruishan;Li, Jianhua;Xie, Kebo;Bian, Chuancai;Sun, Lili;Zhang, Xiaolin;Liu, Jimei;Yang, Lin;Ye, Fei;Yu, Xiaoming;Dai, Jungui. And the article was included in Angewandte Chemie, International Edition in 2015.SDS of cas: 1634-34-0 This article mentions the following:

The catalytic promiscuity of the novel benzophenone C-glycosyltransferase, MiCGT, which is involved in the biosynthesis of mangiferin from Mangifera indica, was explored. MiCGT exhibited a robust capability to regio- and stereospecific C-glycosylation of 35 structurally diverse druglike scaffolds and simple phenolics with UDP-glucose, and also formed O- and N-glycosides. Moreover, MiCGT was able to generate C-xylosides with UDP-xylose. The OGT-reversibility of MiCGT was also exploited to generate C-glucosides with simple sugar donor. Three aryl-C-glycosides exhibited potent SGLT2 inhibitory activities with IC₅₀ values of 2.6 ×, 7.6 ×, and 7.6 × 10^-7 M, resp. These findings demonstrate for the first time the significant potential of an enzymic approach to diversification through C-glycosidation of bioactive natural and unnatural products in drug discovery. In the experiment, the researchers used many compounds, for example, 2′,6′-Dihydroxy-4′-methylacetophenone (cas: 1634-34-0SDS of cas: 1634-34-0).

2′,6′-Dihydroxy-4′-methylacetophenone (cas: 1634-34-0) belongs to alcohols. Under appropriate conditions, inorganic acids also react with alcohols to form esters. To form these esters, a wide variety of specialized reagents and conditions can be used. The most common reactions of alcohols can be classified as oxidation, dehydration, substitution, esterification, and reactions of alkoxides.SDS of cas: 1634-34-0

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

3-Acyl-4-hydroxycoumarins containing substituents in the benzene nucleus. IV. Syntheses of 3-acyl-5-methyl-4,7-dihydroxycoumarins and their antibacterial properties was written by Iguchi, Sadao;Utsugi, Nobuyuki. And the article was included in Yakugaku Zasshi in 1953.Product Details of 1634-34-0 This article mentions the following:

Orcinol (4 g.) and 3.7 g. CH₂(CN)CO₂Et in 30 ml. Et₂O treated with 2 g. ZnCl₂ and dry HCl gas passed in 2 hrs. gives 2.5 g. 7-hydroxy-5-methyl-2-oxo-4-imino-2,3-dihydro-4H-1-benzopyran (I), m. above 300° (decomposition); 2 g. I in 30 volumes dilute HCl (1:2) heated on a water bath, cooled, and the product filtered, washed with water, and recrystallized from hot water gives 1 g. 5-methyl-4,7-dihydroxycoumarin (II), needles, m. 266-7°. Reaction of 0.6 g. II and 0.26 g. AcCl in 8 ml. C₅H₅N and recrystallization of the product from alc. gives 0.4 g. 3-acetyl-5-methyl-4-hydroxy-7-acetoxycoumarin (III), needles, m. 149-50°, while the above reaction for 3 hrs. at 100-10° gives 0.1 g. III, and the mother liquor from III with 50% alc. yields 0.25 g. 3-acetyl-5-methyl-4,7-dihydroxycoumarin (IV), m. 242-3°. Heating III 30 min. on a water bath with 50 volumes 5% alc. KOH gives IV. Similarly, mild reaction of a 1:1 molar mixture of II and n-C₉H₁₉COCl and recrystallizing of the product from 7% alc. gives 7-decanoyl-5-methyl-4,7-dihydroxycoumarin (V), m. 153.5-4.5°; 3,7-didecanoyl-5-methyl-4,7-dihydroxycoumarin (VI), needles, m. 96-7°; 3-decanoyl-5-methyl-4,7-dihydroxycoumarin (VII), needles, m. 178-9°. Condensation of orcinol and AcCH₂CO₂Et (VIII) in the presence of concentrated H₂SO₄ gives 5-hydroxy-4,7-dimethylcoumarin, m. 252-3° similarly, resorcinol and VIII give 7-hydroxy-4-methylcoumarin, m. 184-5°. II (1 g.) in 10 ml. 10% KOH heated 1 hr. at 110-20°, cooled, acidified with HCl, and let stand give 0.35g.4,2,6-Me(HO)₂C₆H₂Ac, leaves, m.157-8°. IV was effective in inhibiting the growth of Staphylococcus aureus at the dilution of 1:40000, being 10 times as potent as 3-acetyl-4,7-dihydroxy- and 3-acetyl-4-hydroxycoumarin used as the control. 3-Decanoyl derivatives could not be examined because of their difficult solubility None of these compounds showed any apparent effect on Escherichia coli. Ultraviolet absorption spectra of these compounds are given. In the experiment, the researchers used many compounds, for example, 2′,6′-Dihydroxy-4′-methylacetophenone (cas: 1634-34-0Product Details of 1634-34-0).

2′,6′-Dihydroxy-4′-methylacetophenone (cas: 1634-34-0) belongs to alcohols. A strong base can deprotonate an alcohol to yield an alkoxide ion (R―O−). For example, sodamide (NaNH2), a very strong base, abstracts the hydrogen atom of an alcohol. Grignard and organolithium reagents are powerful tools for organic synthesis, and the most common products of their reactions are alcohols.Product Details of 1634-34-0

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Total synthesis of (+)-blennolide C and (+)-gonytolide C via spirochromanone was written by Adachi, Kanna;Hasegawa, Sho;Katakawa, Kazuaki;Kumamoto, Takuya. And the article was included in Tetrahedron Letters in 2017.Reference of 1634-34-0 This article mentions the following:

We report the asym. total synthesis of (+)-blennolide C (I) and (+)-gonytolide C (II) isolated from endophytic fungi. The synthesis involved construction of a spirochromanone with a chiral quaternary carbon by the aldol reaction of o-hydroxyacetophenones and optically active α-oxygenated cyclohexenone, followed by cyclization under acidic conditions. Oxidative cleavage of the alkene moiety of the spirochromanone furnished the chromanone diester. Through treating the diester with a Lewis acid, the first total synthesis of (+)-blennolide C was achieved by deprotecting the oxygen functionality of the diester and simultaneous Dieckmann condensation. Total synthesis of (+)-gonytolide C was also achieved by lactone formation from the deprotected diester. In the experiment, the researchers used many compounds, for example, 2′,6′-Dihydroxy-4′-methylacetophenone (cas: 1634-34-0Reference of 1634-34-0).

2′,6′-Dihydroxy-4′-methylacetophenone (cas: 1634-34-0) belongs to alcohols. A strong base can deprotonate an alcohol to yield an alkoxide ion (R―O−). For example, sodamide (NaNH2), a very strong base, abstracts the hydrogen atom of an alcohol. Grignard and organolithium reagents are powerful tools for organic synthesis, and the most common products of their reactions are alcohols.Reference of 1634-34-0

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Novel condensation products of diketene was written by Marcus, E.;Chan, John K.. And the article was included in Journal of Organic Chemistry in 1967.COA of Formula: C9H10O3 This article mentions the following:

A study of some self-condensation products of diketene was undertaken. In addition to dehydroacetic acid (I), 3,9-diacetyl-4,5,10-trimethyl-2H,8H-benzo[1,2-b:3,4-b’]dipyran-2,8-dione (II), 3,6-diacetyl-4,7-dimethyl-5-hydroxycoumarin (III), and 3,8-diacetyl-4,7-dimethyl-5-hydroxycoumarin (IV) were identified as condensation products of diketene. Support for these proposed structures was obtained by degradations, rearrangements, independent syntheses, and spectral data. A mechanism that rationalizes the formation of II, III, and IV is suggested. A newly discovered reaction by which II, III, and IV can be made directly from diketene in 26, 13, and 10% yields, resp., is also reported. 12 references. In the experiment, the researchers used many compounds, for example, 2′,6′-Dihydroxy-4′-methylacetophenone (cas: 1634-34-0COA of Formula: C9H10O3).

2′,6′-Dihydroxy-4′-methylacetophenone (cas: 1634-34-0) belongs to alcohols. Because alcohols are easily synthesized and easily transformed into other compounds, they serve as important intermediates in organic synthesis. The most common reactions of alcohols can be classified as oxidation, dehydration, substitution, esterification, and reactions of alkoxides.COA of Formula: C9H10O3

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts