Category: indole-building-block

3-Benzamides and 3,4,5-trimethoxyphenyl amines as calcium channel blockers was written by Kang, Bohee;Oh, Jung Ae;Lee, Jee Youn;Rhim, Hyewhon;Yune, Tae Young;Park Choo, Hea-Young. And the article was included in Bioorganic & Medicinal Chemistry in 2015.Application In Synthesis of 5-Chloroindole-3-carboxaldehyde This article mentions the following:

T- and N-type calcium channels have known for relating to therapy of neuropathic pain which is chronic, debilitating pain state. Neuropathic pain is caused by damage of the somatosensory system. It may be associated with abnormal sensations and pain produced by normally non-painful stimuli (allodynia). Neuropathic pain is very difficult to treat, and only some 40-60% of patients achieve partial relief. For a neuropathic pain therapy, anticonvulsant like Lamotrigine, Carbamazepine and a topical anesthetic such as Lidocaine are used. We synthesized 15 novel amine derivatives and evaluated their activities against T-type and N-type calcium channels by whole-cell patch clamp recording on HEK293 cells. Among the tested compounds, compound 10 showed good inhibitory activity for both T-type and N-type calcium channels with the IC₅₀ value of 1.9 渭M and 4.3 渭M, resp. Compound 10 also showed good analgesic activity on rat spinal cord injury model. In the experiment, the researchers used many compounds, for example, 5-Chloroindole-3-carboxaldehyde (cas: 827-01-0Application In Synthesis of 5-Chloroindole-3-carboxaldehyde).

5-Chloroindole-3-carboxaldehyde (cas: 827-01-0) belongs to indole derivatives. Indole could be stereoselectively alkylated with chiral cyclopentyl sulfone reagent. They are capable of binding to a variety of receptors with high affinity and thus have applications in a wide range of therapeutic areas.Application In Synthesis of 5-Chloroindole-3-carboxaldehyde

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

The synthesis of symmetrical 3,3-Disubstituted oxindoles by phosphine-catalyzed 纬/纬-addition of oxindoles with allenoates was written by Zhang, Ji-Quan;Li, Shu-Min;Wu, Chun-Feng;Wang, Xing-Lan;Wu, Ting-Ting;Du, Yao;Yang, Yuan-Yong;Fan, Ling-Ling;Dong, Yong-Xi;Wang, Jian-Ta;Tang, Lei. And the article was included in Catalysis Communications in 2020.Product Details of 774-47-0 This article mentions the following:

A phosphine-catalyzed 纬/纬-addition of oxindoles I (R¹ = H, 5,7-F₂, 6-OMe, 5-Cl, etc.; R² = Me, Boc, Bn, Ph; R³ = H, R⁴ = H, Ph) and II (R² = acetyl, Boc; R³ = H) with allenoates as Et buta-2,3-dienoate, Me buta-2,3-dienoate, benzyl buta-2,3-dienoate has been developed that enables the efficient synthesis of highly functionalized sym. 3,3-disubstituted oxindoles I (R³ = (2E)-4-ethoxy-4-oxobut-2-en-1-yl, (2E)-4-methoxy-4-oxobut-2-en-1-yl, (2E)-4-benzyloxy-4-oxobut-2-en-1-yl; R⁴ = (2E)-4-ethoxy-4-oxobut-2-en-1-yl, (2E)-4-methoxy-4-oxobut-2-en-1-yl, (2E)-4-benzyloxy-4-oxobut-2-en-1-yl, Ph), II (R³ = (2E)-4-ethoxy-4-oxobut-2-en-1-yl). This protocol features mild reaction conditions and wide functional group tolerance and affords corresponding addition products in good to excellent yields. Besides, have also been investigated the biol. utility of the typical 3,3-disubstituted oxindoles against nine phytopathogenic fungi, and I (R¹ = H, R² = Me, R³ = R⁴ = (2E)-4-ethoxy-4-oxobut-2-en-1-yl; R¹ = 5-Br, R² = Me, R³ = R⁴ = (2E)-4-ethoxy-4-oxobut-2-en-1-yl) and exhibited promising antifungal activities. In the experiment, the researchers used many compounds, for example, 5,6-Difluoroindoline-2,3-dione (cas: 774-47-0Product Details of 774-47-0).

5,6-Difluoroindoline-2,3-dione (cas: 774-47-0) belongs to indole derivatives. Indole is an important structural motif of various drugs, therapeutic leads besides its prevalence in numerous natural products, agrochemicals, perfumery, and dyes.Indole was synthesized in moderate yield via an o-naphthoquinone catalyzed tandem cross-coupling of substituted aniline and benzylamine under aerobic oxidation conditions.Product Details of 774-47-0

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

A Unified Strategy for Arylsulfur(VI) Fluorides from Aryl Halides: Access to Ar-SOF₃ Compounds was written by Wang, Lin;Cornella, Josep. And the article was included in Angewandte Chemie, International Edition in 2020.Formula: C14H9NO2S This article mentions the following:

A convenient protocol to selectively access various arylsulfur(VI) fluorides from com. available aryl halides in a divergent fashion is presented. Firstly, a novel sulfenylation reaction with the electrophilic N-(chlorothio)phthalimide (Cl-S-Phth) and arylzinc reagents afforded the corresponding Ar-S-Phth compounds Subsequently, the S(II) atom was selectively oxidized to distinct fluorinated sulfur(VI) compounds under mild conditions. Slight modifications on the oxidation protocol permit the chemoselective installation of 1, 3, or 4 fluorine atoms at the S(VI) center, affording the corresponding Ar-SO₂F, Ar-SOF₃, and Ar-SF₄Cl. Of notice, this strategy enables the effective introduction of the rare and underexplored -SOF₃ moiety into various (hetero)aryl groups. Reactivity studies demonstrate that such elusive Ar-SOF₃ can be used as a linchpin for the synthesis of highly coveted aryl sulfonimidoyl fluorides (Ar-SO(NR)F). In the experiment, the researchers used many compounds, for example, 2-(Phenylthio)isoindoline-1,3-dione (cas: 14204-27-4Formula: C14H9NO2S).

2-(Phenylthio)isoindoline-1,3-dione (cas: 14204-27-4) belongs to indole derivatives. In addition to tryptophan, indigo, and indoleacetic acid, numerous compounds obtainable from plant or animal sources contain the indole molecular structure. Moreover, it is known that it controls biofilm formation. However, the role of indole in the cell has not been fully elucidated.Formula: C14H9NO2S

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

Some N-substituted tetrabromophthalimide fire-retardant additives was written by Spatz, Sydney M.;Stone, Herman. And the article was included in Industrial & Engineering Chemistry Product Research and Development in 1969.Related Products of 24407-32-7 This article mentions the following:

A broad variety of tetrabromophthalimides for screening as fire-retardant additives was prepared by reaction of tetrabromophthalic anhydride with aliphatic and aromatic amines, diamines, and hydrazines, thermolysis of di-NH4 tetrabromophthalate, and chem. transformations of tetrabromophthalimides. Preliminary tests of several imides, e.g. tetrabromophthalimide and N-(2-hydroxyethyl)phthalimide, indicate that these additives impart fire-retardancy to poly(vinyl chloride), polyester, and epoxy resins. In the experiment, the researchers used many compounds, for example, 4,5,6,7-Tetrabromoisoindoline-1,3-dione (cas: 24407-32-7Related Products of 24407-32-7).

4,5,6,7-Tetrabromoisoindoline-1,3-dione (cas: 24407-32-7) belongs to indole derivatives. Indole produced by Proteus, Pseudomonas, Escherichia and other species was shown to be a growth promoting factor in Arabidopsis thaliana. 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.Related Products of 24407-32-7

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

Enantioselective Synthesis of Chiral 伪-Alkylthiomalonates via a Phase-Transfer-Catalyzed 伪-Sulfenylation of 伪-Alkylmalonates was written by Jung, So Hyun;Kim, Byungsoo;Park, Cheonhyoung;Kim, Jeongseok;Ha, Min Woo;Hong, Suckchang;Park, Hyeung-geun. And the article was included in Asian Journal of Organic Chemistry in 2019.SDS of cas: 14204-27-4 This article mentions the following:

A synthetic method for accessing chiral 伪-alkylthio-伪-alkylmalonates I (R = allyl, i-Pr, C₆H₅, etc.) was successfully established. The enantioselective 伪-sulfenylation of 伪-alkylmalonates via phase-transfer catalysis [N-alkylthiophthalimide, 50% aqueous KOH, toluene, -40掳 and N-2′,3′,4′-trifluorophenyl-dihydroquinidium bromide] provided the corresponding 伪-alkylthio-伪-alkylmalonates in high chem. yields (up to 97%) and optical purities (up to 90% ee). In the experiment, the researchers used many compounds, for example, 2-(Phenylthio)isoindoline-1,3-dione (cas: 14204-27-4SDS of cas: 14204-27-4).

2-(Phenylthio)isoindoline-1,3-dione (cas: 14204-27-4) belongs to indole derivatives. Indole is an important structural motif of various drugs, therapeutic leads besides its prevalence in numerous natural products, agrochemicals, perfumery, and dyes. In addition to indole, the strain-release chemistry worked for numerous substrates including amines, alcohols, thiols, carboxylic acids, imidazoles, and pyrazoles.SDS of cas: 14204-27-4

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

Antioxidant, Cytotoxic Activities, and Structure-Activity Relationship of Gallic Acid-based Indole Derivatives was written by Khaledi, Hamid;Alhadi, Abeer A.;Yehye, Wagee A.;Ali, Hapipah Mohd.;Abdulla, Mahmood A.;Hassandarvish, Pouya. And the article was included in Archiv der Pharmazie (Weinheim, Germany) in 2011.Application of 827-01-0 This article mentions the following:

A new series of gallic hydrazones containing an indole moiety was synthesized through the reaction of gallic hydrazide and different indole carboxaldehydes. Their antioxidant activities were determined on DPPH radical scavenging and inhibition of lipid peroxidation The in-vitro cytotoxic activities of the compounds were evaluated against HCT-116 (human colon cancer cell line) and MCF-7 (estrogen-dependent human breast cancer cell line) by the MTT method. An attempt to correlate the biol. results with their structural characteristics has been done. A limited pos. structure activity relationship was found between cytotoxic and antioxidant activities. In the experiment, the researchers used many compounds, for example, 5-Chloroindole-3-carboxaldehyde (cas: 827-01-0Application of 827-01-0).

5-Chloroindole-3-carboxaldehyde (cas: 827-01-0) belongs to indole derivatives. In addition to tryptophan, indigo, and indoleacetic acid, numerous compounds obtainable from plant or animal sources contain the indole molecular structure.Indole was synthesized in moderate yield via an o-naphthoquinone catalyzed tandem cross-coupling of substituted aniline and benzylamine under aerobic oxidation conditions.Application of 827-01-0

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

An improved synthesis, characterization and bioevalution of Schiff base containing benzimidazole moiety catalyzed by methane sulfonic acid was written by Krishna Rao, N.;Surendra, Babu M. S.;Ramana, N.;Tentu, Nageswara Rao;Basaveswara Rao, M. V.;Karri, Apparao. And the article was included in Pharma Chemica in 2017.Related Products of 827-01-0 This article mentions the following:

An improved process for the synthesis for some novel Schiff bases I [R = H, Me, Cl, etc.] by the reaction of 2-amino benzimidazole with 5-substituted indole-3-carbaldehyde using methane sulfonic acid as catalyst under solvent free conditions at room temp was reported. The intermediate moiety 2-aminobenzimidazole could be synthesized by reacting o-phenylene diamine with cyanobromide in the presence of acid medium. All compounds were screened for their antibacterial activities and compounds I [R = Br, Cl] exhibited high antibacterial activity potential. In the experiment, the researchers used many compounds, for example, 5-Chloroindole-3-carboxaldehyde (cas: 827-01-0Related Products of 827-01-0).

5-Chloroindole-3-carboxaldehyde (cas: 827-01-0) belongs to indole derivatives. 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. Due to this activity, the indole ring system has become an important component or intermediate in the synthesis of heterocycles.Related Products of 827-01-0

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

A New Approach to Isoindolinones: Rhodium(III)-Catalyzed [3+2] Annulation Reactions of N-Methoxybenzamides with Bis(tosylamido)methane was written by Fang, Zhang;Shu, Sai;Zhou, Guanyu;Deng, Zefeng;Huang, Pengcheng;Li, Bao;Zhao, Yingsheng. And the article was included in European Journal of Organic Chemistry in 2022.Safety of 2-Phenylisoindolin-1-one This article mentions the following:

A new approach to the synthesis of isoindolinones I (R = H, Me, OMe, etc.; R¹ = Me, OPh, Cl, etc.; R² = Cl, Me, (cyclopropylmethyl)oxidanyl, etc.; R³ = H, Cl; R⁴ = H, 2-Me, 4-Br, etc.) via direct coupling of N-methoxybenzamides 2R-3R¹-4R²-5R³C₆HC(O)NHOMe and bis(tosylamido)methane (R⁴NH)₂CH₂ with rhodium(III) as catalyst has been developed. The reaction is performed under mild conditions without oxidant, and is compatible with various functional groups. Compared with the previously reported methods for constructing isoindolinone skeletons, this method involves a novel [3+2] cyclization, and affords a wide variety of isoindolinones I in moderate to excellent yields. In the experiment, the researchers used many compounds, for example, 2-Phenylisoindolin-1-one (cas: 5388-42-1Safety of 2-Phenylisoindolin-1-one).

2-Phenylisoindolin-1-one (cas: 5388-42-1) belongs to indole derivatives. In addition to tryptophan, indigo, and indoleacetic acid, numerous compounds obtainable from plant or animal sources contain the indole molecular structure. 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 2-Phenylisoindolin-1-one

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

Design of Chiral Bifunctional Quaternary Phosphonium Bromide Catalysts Possessing an Amide Moiety was written by Shirakawa, Seiji;Tokuda, Takashi;Kasai, Atsuyuki;Maruoka, Keiji. And the article was included in Organic Letters in 2013.HPLC of Formula: 14204-27-4 This article mentions the following:

Novel bifunctional quaternary phosphonium bromides possessing an amide moiety were designed for the highly enantioselective sulfenylation and chlorination of 尾-ketoesters under base-free phase-transfer conditions [e.g., sulfenylation of tert-Bu 1-oxo-2-indancarboxylate with N-(phenylthio)phthalimide in water/toluene in presence of sulfonium catalyst I.Br^– afforded II (98% yield, 94% ee)]. The tuning of an amide moiety of the catalyst was crucial to achieve high reactivity and enantioselectivity. In the experiment, the researchers used many compounds, for example, 2-(Phenylthio)isoindoline-1,3-dione (cas: 14204-27-4HPLC of Formula: 14204-27-4).

2-(Phenylthio)isoindoline-1,3-dione (cas: 14204-27-4) belongs to indole derivatives. Indole is an important structural motif of various drugs, therapeutic leads besides its prevalence in numerous natural products, agrochemicals, perfumery, and dyes. Moreover, it is known that it controls biofilm formation. However, the role of indole in the cell has not been fully elucidated.HPLC of Formula: 14204-27-4

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

Electrosynthesis of (hetero)aryl nitriles from 伪-imino-oxy acids via oxidative decarboxylation/N-O cleavage was written by Lin, Hui-Shan;Chen, Shu-Jun;Huang, Jing-Mei. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2022.Recommanded Product: 5-Chloroindole-3-carboxaldehyde This article mentions the following:

A new method for the synthesis of (hetero)aryl nitriles via iminyl radicals was developed through the electrochem. oxidative decarboxylation of 伪-imino-oxy acids. This protocol provides an efficient approach to nitriles with a broad range of functional-group tolerance under ambient conditions and can be applied for one-pot gram-scale synthesis. In the experiment, the researchers used many compounds, for example, 5-Chloroindole-3-carboxaldehyde (cas: 827-01-0Recommanded Product: 5-Chloroindole-3-carboxaldehyde).

5-Chloroindole-3-carboxaldehyde (cas: 827-01-0) belongs to indole derivatives. Indole could be stereoselectively alkylated with chiral cyclopentyl sulfone reagent. In addition to indole, the strain-release chemistry worked for numerous substrates including amines, alcohols, thiols, carboxylic acids, imidazoles, and pyrazoles.Recommanded Product: 5-Chloroindole-3-carboxaldehyde

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