Day: October 19, 2022

Erden, Kubra; Dengiz, Cagatay published an article in 2022. The article was titled 《3-Alkynylindoles as Building Blocks for the Synthesis of Electronically Tunable Indole-Based Push-Pull Chromophores》, and you may find the article in Journal of Organic Chemistry.Name: 1H-Indole The information in the text is summarized as follows:

In this study, two different classes of push-pull chromophores were synthesized in modest to excellent yields by formal [2+2] cycloaddition-retroelectrocyclization (CA-RE) reactions. N-Me indole was introduced as a new donor group to activate alkynes in the CA-RE transformations. Depending on the side groups′ size and donor/acceptor characteristics, N-Me indole-containing compounds exhibited λmax values ranging between 378 and 658 nm. The optoelectronic properties of the reported D-A-type structures were studied by UV/vis spectroscopy and computational studies. The complete regioselectivity observed in the products was elaborated by one-dimensional (1D) and two-dimensional (2D) NMR studies, and the electron donor strength order of N-alkyl indole and triazene donor groups was also established. The intramol. charge-transfer characteristics of the target push-pull chromophores were investigated by frontier orbital depictions, electrostatic potential maps, and time-dependent d. functional theory calculations Overall, the computational and exptl. results match each other. Integrating a new donor group, N-alkyl indole, into the substrates used in formal [2+2] cycloaddition-retroelectrocyclizations has significant potential to overcome the limited donor-substituted substrate scope problem of CA-RE reactions. The experimental part of the paper was very detailed, including the reaction process of 1H-Indole(cas: 120-72-9Name: 1H-Indole)

1H-Indole(cas: 120-72-9) belongs to indole. Indole, also called Benzopyrrole, a heterocyclic organic compound occurring in some flower oils, such as jasmine and orange blossom, in coal tar, and in fecal matter. 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.Name: 1H-Indole

Referemce:
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

Application In Synthesis of 5-Fluoro-1H-indoleIn 2020 ,《Nano Au/Pd-catalysed ‘on-water’ synthesis of C3-C3′ diaryl-oxindole scaffolds via N2-selective dearomatization of indole》 appeared in Green Chemistry. The author of the article were Gohain, Shivanee Borpatra; Basumatary, Monika; Boruah, Purna K.; Das, Manash R.; Thakur, Ashim Jyoti. The article conveys some information:

‘On-water’ synthesis of 2,2-bis(indoly-3-yl)indoline-3-ones I [R = H, Me; X = H, MeO, F, Cl, Br, O2N; Y = H, Br; Z = H, Br] via N2-selective dearomatization of ‘(N-H) protection-free’ indole derivatives was described. An oxidative homo trimerization of indole via nano Au/Pd catalysis with oxone as additive was successfully demonstrated for the first time. In situ generation of isatin at room temperature and with water as solvent were key features. In the experiment, the researchers used many compounds, for example, 5-Fluoro-1H-indole(cas: 399-52-0Application In Synthesis of 5-Fluoro-1H-indole)

5-Fluoro-1H-indole(cas: 399-52-0) is a member of aromaticfluorinated building blocks. Depending on which substituents are present, fluoroaromatic intermediates can be converted into fluorinated or fluorine-free commercial end products.Fluorine-containing aromatics have been incorporated into drugs (hypnotics, tranquilizers, antiinflammatory agents, analgesics, antibacterials).Application In Synthesis of 5-Fluoro-1H-indole

Referemce:
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

Computed Properties of C8H7NIn 2021 ,《Indole derivatives, microbiome and graft versus host disease》 appeared in Current Opinion in Immunology. The author of the article were Qayed, Muna; Michonneau, David; Socie, Gerard; Waller, Edmund K.. The article conveys some information:

A review. Graft vs host disease is a life-threatening complication following allogeneic hematopoietic stem cell transplantation driven by donor T cells reacting against disparate host antigens. Immune homeostasis within the gut plays a major role in the graft vs host response. Gut microbiota and its metabolites impact gut integrity, inflammation and immune activation within the gut. This review will focus on the role of indoles, a product of microbiota metabolism, on gut homeostasis and our current understanding on how that modulates graft vs host disease. In addition to this study using 1H-Indole, there are many other studies that have used 1H-Indole(cas: 120-72-9Computed Properties of C8H7N) was used in this study.

1H-Indole(cas: 120-72-9) belongs to indole. Indole, also called Benzopyrrole, a heterocyclic organic compound occurring in some flower oils, such as jasmine and orange blossom, in coal tar, and in fecal matter. 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.Computed Properties of C8H7N

Referemce:
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

Safety of 1H-IndoleIn 2020 ,《Indole – a promising pharmacophore in recent antiviral drug discovery》 appeared in RSC Medicinal Chemistry. The author of the article were Dorababu, Atukuri. The article conveys some information:

A review. The bicyclic mol. indole has been in the limelight because of its numerous pharmacol. potencies. It is used as an excellent scaffold in drug discovery of medicinal drugs such as antimicrobials, anticancer agents, antihypertensives, anti-proliferative agents and anti-inflammatory agents. In spite of its diverse therapeutic activity, it is used as a key pharmacophore in synthesizing the most potent biol. agents. Besides, viral infections are ubiquitous and their prevention and cure have become a great challenge. In this regard, the design of indole-containing antiviral drugs is accomplished to combat viral infections. A lot of research is being carried out towards antiviral drug discovery by many researchers round the clock. Herein, the antiviral activity of recently discovered indole scaffolds is compiled and critically evaluated to give a meaningful summary. In addition, the structure-activity relationship of remarkable antiviral agents is discussed. Also, the structural motifs attributed to noteworthy antiviral properties are highlighted to guide future antiviral research. In the experiment, the researchers used many compounds, for example, 1H-Indole(cas: 120-72-9Safety of 1H-Indole)

1H-Indole(cas: 120-72-9) belongs to indole. Indole, also called Benzopyrrole, a heterocyclic organic compound occurring in some flower oils, such as jasmine and orange blossom, in coal tar, and in fecal matter. 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.Safety of 1H-Indole

Referemce:
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

Synthetic Route of C8H7NIn 2020 ,《Low temperature synergistically promotes woundinginduced indole accumulation by INDUCER OF CBF EXPRESSION-mediated alterations of jasmonic acid signaling in Camellia sinensis》 was published in Journal of Experimental Botany. The article was written by Zhou, Ying; Zeng, Lanting; Hou, Xingliang; Liao, Yinyin; Yang, Ziyin. The article contains the following contents:

Plants have to cope with various environmental stress factors which signifiantly impact plant physiol. and secondary metabolism Individual stresses, such as low temperature, are known to activate plant volatile compounds as a defense. However, less is known about the effect of multiple stresses on plant volatile formation. Here, the effect of dual stresses (wounding and low temperature) on volatile compounds in tea (Camellia sinensis) plants and the underlying signalling mechanisms were investigated. Indole, an insect resistance volatile, was maintained at a higher content and for a longer time under dual stresses compared with wounding alone. CsMYC2a, a jasmonate (JA)- responsive transcription factor, was the major regulator of CsTSB2, a gene encoding a tryptophan synthase β-subunit essential for indole synthesis. During the recovery phase after tea wounding, low temperature helped to maintain a higher JA level. Further study showed that CsICE2 interacted directly with CsJAZ2 to relieve inhibition of CsMYC2a, thereby promoting JA biosynthesis and downstream expression of the responsive gene CsTSB2 ultimately enhancing indole biosynthesis. These fidings shed light on the role of low temperature in promoting plant damage responses and advance knowledge of the mol. mechanisms by which multiple stresses coordinately regulate plant responses to the biotic and abiotic environment. The experimental part of the paper was very detailed, including the reaction process of 1H-Indole(cas: 120-72-9Synthetic Route of C8H7N)

1H-Indole(cas: 120-72-9) belongs to indole. Indole, also called Benzopyrrole, a heterocyclic organic compound occurring in some flower oils, such as jasmine and orange blossom, in coal tar, and in fecal matter. 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.Synthetic Route of C8H7N

Referemce:
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

《Asymmetric Synthesis of 1,1,1-Triarylethanes by Chiral Imidodiphosphoric Acid Catalyzed Nucleophilic Addition of Pyrrole and Indoles to 3-Vinylindoles》 was written by Guan, Xu-Kai; Zhang, Heng; Gao, Ji-Gang; Sun, Dong-Yang; Qin, Xiang-Shuo; Jiang, Guo-Feng; Zhang, Guang-Liang; Zhang, Suoqin. Related Products of 399-52-0This research focused ontriarylethane asym preparation imidodiphosphorate catalyst nucleophilic pyrrole indole vinylindole. The article conveys some information:

Chiral imidodiphosphoric acids were employed as efficient catalysts in the enantioselective addition reaction of pyrrole and indoles to 3-vinylindoles. A series of optically active 1,1,1-triarylethanes bearing quaternary stereocenters were synthesized in excellent yields (up to 99% yield) and enantioselectivities (up to 98% ee). Gram-scale reactions demonstrated the synthetic utility of this methodol. Control experiments showed that the formation of a double H-bond between the catalyst and substrates is necessary for an excellent outcome. In the experimental materials used by the author, we found 5-Fluoro-1H-indole(cas: 399-52-0Related Products of 399-52-0)

5-Fluoro-1H-indole(cas: 399-52-0) is a member of aromaticfluorinated building blocks. Depending on which substituents are present, fluoroaromatic intermediates can be converted into fluorinated or fluorine-free commercial end products.Fluorine-containing aromatics have been incorporated into drugs (hypnotics, tranquilizers, antiinflammatory agents, analgesics, antibacterials).Related Products of 399-52-0

Referemce:
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

《Determination of 4-chloroindole-3-acetic acid methyl ester in Lathyrus, Vicia and Pisum by gas chromatography-mass spectrometry》 was written by Engvild, Kjeld C.; Egsgaard, Helge; Larsen, Elfinn. Name: Methyl 2-(5-chloro-1H-indol-3-yl)acetate And the article was included in Physiologia Plantarum on April 15 ,1980. The article conveys some information:

4-Chloroindole-3-acetic acid Me ester was identified unequivocally in L. latifolius, V. fava, and P. sativum by thin-layer chromatog., gas chromatog., and mass spectrometry. The gas chromatog. system was able to sep. underivatized chloroindole-3-acetic acid Me ester isomers. The quant. determination of 4-chloroindole-3-acetic acid Me ester in immature seeds of these 3 species was performed by gas chromatog.-mass spectrometry using deuterated 4-chloro-indole-3-acetic acid Me ester as an internal standard P. sativum Contained ∼25, V. fava 1-2, and L. latifolius 2 mg/kg dry weight In addition to this study using Methyl 2-(5-chloro-1H-indol-3-yl)acetate, there are many other studies that have used Methyl 2-(5-chloro-1H-indol-3-yl)acetate(cas: 74339-45-0Name: Methyl 2-(5-chloro-1H-indol-3-yl)acetate) was used in this study.

Methyl 2-(5-chloro-1H-indol-3-yl)acetate(cas: 74339-45-0) is a member of organic chlorides. Organic chlorides are compounds containing a carbon-chlorine bond, which are widely used in the oil field as a wax dissolver. They are generally not present in crude oils and are typically the result of additives, cleaning solutions or chemicals used for oil recovery.Name: Methyl 2-(5-chloro-1H-indol-3-yl)acetate

Referemce:
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

Name: Ethyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-thioglucopyranosideOn March 15, 2004, Misra, Anup Kumar; Agnihotri, Geetanjali published an article in Carbohydrate Research. The article was 《Chloramine-T-mediated chemoselective hydrolysis of thioglycosides into glycosyl hemiacetals under neutral conditions》. The article mentions the following:

A metal-free, mild, efficient and chemoselective hydrolysis of several thioalkylglycosides into their corresponding 1-hydroxy sugars using sodium N-chloro-p-toluenesulfonamide trihydrate (chloramine-T) without affecting other functional groups is reported. The results came from multiple reactions, including the reaction of Ethyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-thioglucopyranoside(cas: 99409-32-2Name: Ethyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-thioglucopyranoside)

Ethyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-thioglucopyranoside(cas: 99409-32-2) belongs to indole.The indole subunit is an almost ubiquitous component of biologically active natural products, and its study has been the focus of research for decades.Name: Ethyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-thioglucopyranosideThey are capable of binding to a variety of receptors with high affinity and thus have applications in a wide range of therapeutic areas. Due to this activity, the indole ring system has become an important component or intermediate in the synthesis of heterocycles.

Referemce:
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

Quality Control of Ethyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-thioglucopyranosideOn October 10, 2003 ,《A mild and convenient indium(III) chloride-catalyzed synthesis of thioglycosides》 was published in Carbohydrate Research. The article was written by Das, Saibal Kumar; Roy, Joyita; Reddy, Kalusani Anantha; Abbineni, Chandrasekhar. The article contains the following contents:

The efficiency of glycosidation reactions generally involves a high chem. yield, as well as high/complete stereo- and regioselectivity. All these depend on the compatibility of the reactivity of glycosyl donors and acceptors. Among glycosyl donors, thioglycosides are widely used because of their high degree of stability in many organic reactions. Although there are number of methods available for the preparation of thioglycosides, all of them have one or more disadvantages, especially concerning the time factor and cumbersome workup procedures. Here we report a convenient and high-yielding method for the preparation of thioglycosides. In addition to this study using Ethyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-thioglucopyranoside, there are many other studies that have used Ethyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-thioglucopyranoside(cas: 99409-32-2Quality Control of Ethyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-thioglucopyranoside) was used in this study.

Ethyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-thioglucopyranoside(cas: 99409-32-2) belongs to indole.The indole subunit is an almost ubiquitous component of biologically active natural products, and its study has been the focus of research for decades.Quality Control of Ethyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-thioglucopyranosideThey are capable of binding to a variety of receptors with high affinity and thus have applications in a wide range of therapeutic areas.

Referemce:
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

Das, Saibal Kumar; Roy, Nirmolendu published their research in Carbohydrate Research on December 24 ,1996. The article was titled 《An improved method for the preparation of some ethyl 1-thioglycosides》.Electric Literature of C22H25NO9S The article contains the following contents:

Et 1-thioglycosides were prepared in almost quant. yield from sugar peracetates in 3:2 chloroform-ether, with boron trifluoride di-Et etherate as catalyst. D-Galactose, D-glucose, and 2-deoxy-2-phthalimido-D-glucose yielded almost exclusively β anomers, whereas L-rhamnose and D-mannose resulted predominantly in the α anomers. The experimental part of the paper was very detailed, including the reaction process of Ethyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-thioglucopyranoside(cas: 99409-32-2Electric Literature of C22H25NO9S)

Ethyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-thioglucopyranoside(cas: 99409-32-2) belongs to indole.The indole subunit is an almost ubiquitous component of biologically active natural products, and its study has been the focus of research for decades.Electric Literature of C22H25NO9SThey are capable of binding to a variety of receptors with high affinity and thus have applications in a wide range of therapeutic areas. Due to this activity, the indole ring system has become an important component or intermediate in the synthesis of heterocycles.

Referemce:
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