61-54-1 | - Indole Building Blocks

Liu, Shuangping et al. published their research in LWT–Food Science and Technology in 2022 | CAS: 61-54-1

2-(1H-Indol-3-yl)ethanamine (cas: 61-54-1) belongs to indole derivatives. The indole subunit is an almost ubiquitous component of biologically active natural products, and its study has been the focus of research for decades. Moreover, it is known that it controls biofilm formation. However, the role of indole in the cell has not been fully elucidated.Quality Control of 2-(1H-Indol-3-yl)ethanamine

Heterologous expression and characterization of amine oxidases from Saccharopolyspora to reduce biogenic amines in huangjiu was written by Liu, Shuangping;Yao, Hongli;Sun, Mengfei;Zhou, Zhilei;Mao, Jian. And the article was included in LWT–Food Science and Technology in 2022.Quality Control of 2-(1H-Indol-3-yl)ethanamine This article mentions the following:

High content of biogenic amines in fermented food has adverse effects on the human body. Previous studies showed that biogenic amines could be reduced in some fermented foods using enzymes. However, this process was barely explored in alc. beverages. In this study, potential biogenic amine degarding genes were cloned from Saccharopolyspora hirsuta F1902 and Saccharopolyspora hordei F2002, and expressed in E. coli to study the enzymic activities of copper-containing amine oxidases named as CaoAShi and CaoASho in huangjiu. The degradation ratio of total biogenic amines by CaoAShi (31.72%) was higher than that of CaoASho (24.37%). CaoAShi and CaoASho had the highest degradation ratios of histamine, phenylethylamine, followed by tyramine, tryptamine or putrescine, and the smallest was cadaverine. The results indicated that CaoAShi had better biodegradability of biogenic amines than CaoASho in huangjiu (P < 0.05), and the two enzymes had the same amine substrate characteristics. These results provide new insights for the reduction of biogenic amines using amine oxidases, which is useful not only for huangjiu brewing industry, but also for other fermented food industries. In the experiment, the researchers used many compounds, for example, 2-(1H-Indol-3-yl)ethanamine (cas: 61-54-1Quality Control of 2-(1H-Indol-3-yl)ethanamine).

Referemce:
Indole alkaloid derivatives as building blocks of natural products from聽Bacillus thuringiensis聽and聽Bacillus velezensis聽and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Pandit, Navin et al. published their research in Bioorganic & Medicinal Chemistry in 2022 | CAS: 61-54-1

2-(1H-Indol-3-yl)ethanamine (cas: 61-54-1) belongs to indole derivatives. Indole exists overwhelmingly in the 1H-indole form as do other simple indoles. It is used in perfumery and in making tryptophan, an essential amino acid, and indoleacetic acid (heteroauxin), a hormone that promotes the development of roots in plant cuttings.Category: indole-building-block

Discovery of BET specific bromodomain inhibitors with a novel scaffold was written by Pandit, Navin;Yoo, Miyoun;Hyun Park, Tae;Kim, Jiin;Mi Kim, Seul;Myung Lee, Kyu;Kim, Yeongrin;Min Bong, Seoung;Il Lee, Byung;Jung, Kwan-Young;Hoon Park, Chi. And the article was included in Bioorganic & Medicinal Chemistry in 2022.Category: indole-building-block This article mentions the following:

Bromodomain and extra-terminal domain (BET) proteins have been considered as potent candidates for anti-cancer drug development. As epigenetic readers, they modulate gene expression by recognizing acetylated lysine residues on histones. Therefore, the pharmacol. inhibition of BET proteins has been extensively studied. Herein, we report the novel chem. scaffold of N-(pyridin-2-yl)-1H-benzo[d][1,2,3]triazol-5-amine as BET inhibitors using high-throughput screening assay. Through the anal. of structure-activity relationships, we developed a potent novel compound, which exhibited a better IC₅₀ value about 2-fold compared to iBet762 against the BRD4 bromodomain (BD). The addition of a sulfonyl group to the pyridine ring enhanced the inhibitory activity. Structural studies showed a clear electron d. map for the inhibitor and revealed the structural basis for the critical role of the sulfonyl group in the interaction with BRD4. In the experiment, the researchers used many compounds, for example, 2-(1H-Indol-3-yl)ethanamine (cas: 61-54-1Category: indole-building-block).

Bulut, Menekse et al. published their research in Food Chemistry in 2022 | CAS: 61-54-1

2-(1H-Indol-3-yl)ethanamine (cas: 61-54-1) belongs to indole derivatives. Indole could be stereoselectively alkylated with chiral cyclopentyl sulfone reagent. More than 200 indole derivatives have already been marketed as drugs or are under advanced stages of clinical trials.Reference of 61-54-1

Hydrogen-rich water can reduce the formation of biogenic amines in butter was written by Bulut, Menekse;Celebi Sezer, Yasemin;Ceylan, M. Murat;Alwazeer, Duried;Koyuncu, Mubin. And the article was included in Food Chemistry in 2022.Reference of 61-54-1 This article mentions the following:

The formation of biogenic amines in food products forms a serious challenge for food producers and a hazard for consumers. Butter was washed by hydrogen-rich water (HRW) prepared using two methods, i.e. hydrogen-bubbled water (H2 water) and magnesium-incorporated water (Mg water). After 90 days of storage, the lowest formation levels of biogenic amines were shown for butter samples washed with HRW (H2 water and Mg water), while the highest levels were identified for the butter samples washed with normal water. Washing raw butter with HRW led to a significant decrease in tryptamine, 2-phenylethylamine, spermidine, and spermine formation. The lowest histamine level was shown for butter samples washed with H2 and Mg, while the highest level was found for butter washed with normal water. Washing butter with HRW revealed no inhibiting effect on yogurt bacteria during storage. The proposed method involves mol. hydrogen which is non-toxic for humans and the environment. In the experiment, the researchers used many compounds, for example, 2-(1H-Indol-3-yl)ethanamine (cas: 61-54-1Reference of 61-54-1).

Brief introduction of 61-54-1

61-54-1 2-(1H-Indol-3-yl)ethanamine 1150, aindole-building-block compound, is more and more widely used in various.

61-54-1, 2-(1H-Indol-3-yl)ethanamine is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Firstly, glyoxylic acid monohydrate (12.66 g, 137.6 mmol) was mixed with and dissolved in deionized water (30.00 mL). Tryptamine (20.0 g, 124.5 mmol) was also mixed and stirred with deionized water (380.00 mL), followed by adding several drops of hydrochloric acid. The two water solutions prepared as above were mixed and stirred for 15 minutes at room temperature, and a large amount of white precipitation was formed. In addition, a potassium hydroxide solution was prepared by dissolving potassium hydroxide (KOH, 6.8 g) in deionized water (34.00 mL). The potassium hydroxide solution was slowly added by drops into the mixed solution containing glyoxylic acid monohydrate and tryptamine, followed by adjusting the pH value of the solution to around 4 by hydrochloric acid. The mixture was stirred for one hour at room temperature and was allowed to stand in a freezer for 12 hours. After taken out from the freezer, the mixture was filtered by suction to collect solid, followed by added with deionized water (320.00 mL) and hydrochloric acid (60.00 mL). After refluxed for 30 minutes, the mixture was added with hydrochloric acid (60.00 mL) and refluxed again for 15 minutes, followed by cooling to room temperature. The mixture was allowed to stand in the freezer for two days for precipitation. The solid was collected and then added with deionized water. The mixture was heated to 165 C. to dissolve the solid and a dark green solution was formed. The pH value of the solution was adjusted to 12 by adding potassium hydroxide and a large amount of ligh green precipitation was formed. The solid was filtered by suction and the compound 3 (18.19 g) was obtained. The yield is 80%. Spectral data as follow: 1H NMR (400 MHz, d6-DMSO) : delta 6 10.67 (s, 1H), 7.34 (d, J=7.6 Hz, 1H), 7.26 (d, J=8.0 Hz, 1H), 6.99 (m, 1H), 6.94-6.93 (m, 1H), 3.86 (s, 2H), 3.08 (br s, 2H), 2.98 (t, J=5.2 Hz, 2H), 2.59 (m, 2H) ; 13C NMR (100 MHz, d6-DMSO) : delta 134.99, 133.68, 126.76, 119.67, 117.60, 116.64, 110.27, 106.42, 42.87, 42.14, 21.67. The reaction was shown as the following Equation (5).

61-54-1 2-(1H-Indol-3-yl)ethanamine 1150, aindole-building-block compound, is more and more widely used in various.

Reference£º
Patent; Yuan Ze University; TING, Pei-Ling; LEUNG, Man-Kit; CHIU, Tien-Lung; LEE, Jiun-Haw; YUN, Lik-Ka; (14 pag.)US2017/162794; (2017); A1;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Simple exploration of 61-54-1

As the paragraph descriping shows that 61-54-1 is playing an increasingly important role.

61-54-1, 2-(1H-Indol-3-yl)ethanamine is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a refluxing suspension of tryptamine (CAS number 61 -54-1 , available from Combi blocks) (1 .00 g, 6.240 mmol) in 5% trifluoroacetic acid in acetonitrile (100 ml) was added solution of aqueous formaldehyde (37% w/v, 0.50 ml, 6.240 mmol) in acetonitrile (25 ml) drop wise over a period of 30 min and the resulting reaction mixture was allowed to reflux for 24 h. The resulting reaction mixture was cooled to ambient temperature, concentrated under reduced pressure and poured into saturated solution of NaHCC>3 (50 ml) and extracted with ethyl acetate (4 x 25 ml). The combined organic phase was dried over Na2S04, filtered and concentrated under reduced pressure yielding 2,3,4,9-tetrahydro-1H -3-carboline (1.00 g, 5.81 1 mmol) which was used further synthesis without further purification. LCMS: Method B: 3.681 min. MS: ES 173.5 (M+1 ).

As the paragraph descriping shows that 61-54-1 is playing an increasingly important role.

Reference£º
Patent; ARGONAUT THERAPEUTICS LIMITED; MORLEY, Andrew; MILLER, Rebecca; LA THANGUE, Nicholas; (126 pag.)WO2018/167276; (2018); A1;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles