Tag: 100-200

N-(1-Methyl-5-indolyl)-N’-(3-pyridyl)urea hydrochloride: the first selective 5-HT_1C receptor antagonist was written by Forbes, Ian T.;Kennett, Guy A.;Gadre, Angela;Ham, Peter;Hayward, Clare J.;Martin, Roger T.;Thompson, Mervyn;Wood, Martyn D.;Baxter, Gordon S.. And the article was included in Journal of Medicinal Chemistry in 1993.Related Products of 85696-95-3 This article mentions the following:

Development of specific 5-HT_1C receptor antagonists has been impeded by the marked similarity between this site and the 5-HT₂ receptor. A series of pyridyl indolyl ureas I (4-, 5-, 6-, 7-NHCOCNHR¹; R¹ = 3-pyridyl) were synthesized and shown to have affinity for the 5-HT_1C receptor. One of these, I (R = 5-NHCONHR¹, R¹ = 3-pyridyl)(II) shows ≥48 fold selectivity in ligand binding studies for the 5-HT_1C (pK_I = 6.86) over the 5-HT₂, 5-HT_1A, 5-HT_1D, 5-HT₃, adrenergic α₁, α_2A, α_2B, β₁, β₂, dopaminergic D₁, and D₂ receptors. II is a silent, competitive antagonist of 5-HT-stimulated phosphoinositide hydrolysis in the pig choroid plexus (pK_B = 7.03), a model of 5-HT_1C receptor functional activity and was also a surmountable antagonist of the 5-HT_1C-like receptor in the rat stomach fundus (pA₂ = 7.52). Thus, II represents the first reported selective 5-HT_1C receptor antagonist. In the experiment, the researchers used many compounds, for example, 1-Methyl-1H-indol-4-amine (cas: 85696-95-3Related Products of 85696-95-3).

1-Methyl-1H-indol-4-amine (cas: 85696-95-3) belongs to indole derivatives. Indole exists overwhelmingly in the 1H-indole form as do other simple indoles. More than 200 indole derivatives have already been marketed as drugs or are under advanced stages of clinical trials.Related Products of 85696-95-3

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

Batch and Continuous-Flow One-Pot Processes using Amine Diazotization to Produce Silylated Diazo Reagents was written by Audubert, Clement;Gamboa Marin, Oscar Javier;Lebel, Helene. And the article was included in Angewandte Chemie, International Edition in 2017.COA of Formula: C10H8FNO2 This article mentions the following:

A novel synthesis of trimethylsilyldiazomethane (TMSCHN₂) by diazotization of trimethylsilylmethylamine (TMSCH₂NH₂) is reported using batch and continuous flow syntheses. The latter affords a daily production of 275 g (2.4 mol) of TMSCHN₂. Other silylated methylamines were also successfully reacted under the developed reaction conditions to furnish various silicon-bearing diazomethane reagents. The applicability of the process is highlighted by disclosure of batch and continuous flow one-pot esterification and 1,3-dipolar cycloaddition processes. Furthermore, the high-yielding esterification of carboxylic acids with silylated and substituted methylamines in continuous flow is disclosed. Finally, work-up and purification procedures are reported for the preparation of a 2-MeTHF solution of TMSCHN₂, which can be used in rhodium-catalyzed methylenation and homologation reactions. In the experiment, the researchers used many compounds, for example, Methyl 5-fluoro-1H-indole-2-carboxylate (cas: 167631-84-7COA of Formula: C10H8FNO2).

Methyl 5-fluoro-1H-indole-2-carboxylate (cas: 167631-84-7) 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. In addition to indole, the strain-release chemistry worked for numerous substrates including amines, alcohols, thiols, carboxylic acids, imidazoles, and pyrazoles.COA of Formula: C10H8FNO2

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

Antioxidant activity profile of some new benzimidazole carbamates was written by Rani, B. Shoba;Priyanka, K. Blessi;Harikiran, L.;Sammaiah, G.. And the article was included in International Journal of Pharmacy and Biological Sciences in 2016.Category: indole-building-block This article mentions the following:

The present study involves the antioxidant study of 3-((5-((6-benzoyl)-1H-benzo[d]imidazol -2-yl) amino)-1, 3, 4-oxadiazol-2-yl imino) substituted indolin-2-ones by DPPH assay method. Among the compounds, compound without any substitution possessed good activity when compared with Ascorbic acid. In the experiment, the researchers used many compounds, for example, 7-Nitroindoline-2,3-dione (cas: 112656-95-8Category: indole-building-block).

7-Nitroindoline-2,3-dione (cas: 112656-95-8) belongs to indole derivatives. Indole, first isolated in 1866, and it is commonly synthesized from phenylhydrazine and pyruvic acid, although several other procedures have been discovered. Due to this activity, the indole ring system has become an important component or intermediate in the synthesis of heterocycles.Category: indole-building-block

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

Au(I)/Au(III) Catalytic Allylation Involving π-Allyl Au(III) Complexes was written by Rodriguez, Jessica;Vesseur, David;Tabey, Alexis;Mallet-Ladeira, Sonia;Miqueu, Karinne;Bourissou, Didier. And the article was included in ACS Catalysis in 2022.Recommanded Product: 6-Nitro-1H-indole This article mentions the following:

A (MeDalphos)AuCl complex was found to efficiently catalyze the cross-coupling of indoles and allyl acetates/alcs. The reaction tolerated many functional groups and selectively affords the branched C3-allylated products from both α- and γ-substituted allyl substrates. It took the advantage of the hemilabile character of the PN ligand. The C(sp²)-C(sp³) coupling operated via a Au(I)/Au(III) redox cycle and involves a dicationic π-allyl Au(III) complex as a key intermediate. In this case, the allyl moiety adopted an asym. σ + π-coordination mode, as substantiated by NMR spectroscopy and d. functional theory (DFT) calculations In the experiment, the researchers used many compounds, for example, 6-Nitro-1H-indole (cas: 4769-96-4Recommanded Product: 6-Nitro-1H-indole).

6-Nitro-1H-indole (cas: 4769-96-4) 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. Due to this activity, the indole ring system has become an important component or intermediate in the synthesis of heterocycles.Recommanded Product: 6-Nitro-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

Copper(I)-catalyzed synthesis of natural alkaloid tryptanthrin and its derivatives was written by Hong, Jiankai;Zhang, Min;Shi, Liang;Liu, Peng;Guo, Yuchao;Zhao, Ting;Li, Qing X.;Yang, Liuqing. And the article was included in New Journal of Chemistry in 2022.Safety of 5,6-Difluoroindoline-2,3-dione This article mentions the following:

A mild method for the preparation of tryptanthrin and its derivatives by copper(I) catalysis with two identical isatins in the presence of KHCO₃ as a base was described. Furthermore, more complicated tryptanthrin derivatives were obtained in two steps with two different isatins in one pot. This work featured readily available starting materials, mild reaction conditions, simple operation, good functional group tolerance, high yields and selectivity. This transformation not only provided a new method to access tryptanthrin and its derivatives, but also enriched the chem. of isatins and copper catalysis. In the experiment, the researchers used many compounds, for example, 5,6-Difluoroindoline-2,3-dione (cas: 774-47-0Safety of 5,6-Difluoroindoline-2,3-dione).

5,6-Difluoroindoline-2,3-dione (cas: 774-47-0) belongs to indole derivatives. Indole could be stereoselectively alkylated with chiral cyclopentyl sulfone reagent. Indole was synthesized in moderate yield via an o-naphthoquinone catalyzed tandem cross-coupling of substituted aniline and benzylamine under aerobic oxidation conditions.Safety of 5,6-Difluoroindoline-2,3-dione

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

Gold- and Silver-Catalyzed Intramolecular Cyclizations of Indolylcyclopropenes for the Divergent Synthesis of Azepinoindoles and Spiroindoline Piperidines was written by Zhu, Peng-Long;Zhang, Zhen;Tang, Xiang-Ying;Marek, Ilan;Shi, Min. And the article was included in ChemCatChem in 2015.Safety of 5-Chloroindole-3-carboxaldehyde This article mentions the following:

Gold- and silver-catalyzed intramol. cycloisomerizations of nitrogen or carbon-tethered indolylcyclopropenes I [X = 4-BrC₆H₄SO₂N, 4-O₂NC₆H₄SO₂, 4-H₃CC₆H₄SO₂, C(CO₂CH₃)₂; Y = CH₂, CH₂CH₂; R¹ = H, 5-Me, 7-Me, etc.; R² = Et, Me, Bn] to furnish biol. and pharmaceutically valuable azepino[4,5-b]indoles II and spiro[indoline-3,4′-piperidine] derivatives III have been developed. Both reactions exhibit high chemoselectivity and stereospecificity through completely different reaction pathways. Based on mechanistic studies, it is well demonstrated that gold and silver catalysts act differently to promote the anti- and syn-addition and the steric effect of the catalysts play an important role to switch the addition mode, affording the catalyst-controlled-divergent synthesis. In the experiment, the researchers used many compounds, for example, 5-Chloroindole-3-carboxaldehyde (cas: 827-01-0Safety of 5-Chloroindole-3-carboxaldehyde).

5-Chloroindole-3-carboxaldehyde (cas: 827-01-0) 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. 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 5-Chloroindole-3-carboxaldehyde

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

Oxindole-based intraocular pressure reducing agents was written by Zaryanova, Ekaterina V.;Lozinskaya, Nataly A.;Beznos, Olga V.;Volkova, Maria S.;Chesnokova, Nataly B.;Zefirov, Nikolay S.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2017.HPLC of Formula: 112656-95-8 This article mentions the following:

The study represents the new findings at the crossroads of chem. and medicine, particularly between medicinal and organic chem. and ophthalmol. In this work we describe how the chem. reactivity of indolinone scaffold may be used to create small mol. ligands with strong biol. response comparable with and larger than that of endogenous hormone. The synthesis of oxindole-based melatonin and 5-methoxycarbonylamino-N-acetyltryptamine (5-MCA-NAT) analogs was proposed and their ability to influence intraocular pressure (IOP) was studied in vivo. Time-dependent study revealed the prolonged effect (more than 6 h) of the lead-compound This effect in combination with high IOP reducing effect (41 ± 6%) in low concentrations of the active compound (0.1 wt%) and with high water solubility represents a great potential of low-cost oxindole derivatives as potent antiglaucoma agents. In the experiment, the researchers used many compounds, for example, 7-Nitroindoline-2,3-dione (cas: 112656-95-8HPLC of Formula: 112656-95-8).

7-Nitroindoline-2,3-dione (cas: 112656-95-8) 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.HPLC of Formula: 112656-95-8

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

Theoretical Calculations about the Nitro-Substituted Derivatives of Indole as Potential High-Energy-Density Compounds was written by Li, Butong;Li, Lulin;Zhu, Junjie. And the article was included in Polycyclic Aromatic Compounds in 2022.Computed Properties of C8H6N2O2 This article mentions the following:

Nitro-substituted derivatives of indole were designed by substituting the hydrogen atoms of indole one by one. To explore the thermal stability, the heats of formation were calculated by using the isodesmic reaction and pos. values are confirmed for all of them, which indicated their energetic nature. To explore the kinetic stability, the bond dissociation energies are calculated accompanied by the bond orders, and enough kinetic stability is evaluated. To detect the potential application as high-energy-d. compounds, the detonation velocity (D), the detonation pressure (P), the explosive heats (Q), and the mol. d. (ρ) is calculated further according to the famous Kamlet-Jacobs equation. Based on our calculation, hex-substituted indole has excellent detonation characters (D = 8.80 km/s, P = 35.88 GPa) and can be regarded as high-energy-d. compounds for further research. In the experiment, the researchers used many compounds, for example, 6-Nitro-1H-indole (cas: 4769-96-4Computed Properties of C8H6N2O2).

6-Nitro-1H-indole (cas: 4769-96-4) belongs to indole derivatives. Indole exists overwhelmingly in the 1H-indole form as do other simple indoles. In addition to indole, the strain-release chemistry worked for numerous substrates including amines, alcohols, thiols, carboxylic acids, imidazoles, and pyrazoles.Computed Properties of C8H6N2O2

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

Synthesis, anticancer and antioxidant activities of some novel N-(benzo[d]oxazol-2-yl)-2-(7- or 5-substituted-2-oxoindolin-3-ylidene) hydrazinecarboxamide derivatives was written by Gudipati, Rajyalakshmi;Anreddy, Rama Narsimha Reddy;Manda, Saranagapani. And the article was included in Journal of Enzyme Inhibition and Medicinal Chemistry in 2011.Recommanded Product: 7-Nitroindoline-2,3-dione This article mentions the following:

N-(benzo[d]oxazol-2-yl)-2-(7- or 5-substituted-2-oxoindolin-3-ylidene)hydrazinecarboxamides were synthesized by treating N-(benzoxazol-2-yl)hydrazinecarboxamide with different isatin derivatives The newly synthesized compounds were characterized on the basis of spectral analyses. All the synthesized derivatives were screened for anticancer and antioxidant activities. The results showed the anticancer activity of test compounds against HeLa, IMR-32 and MCF-7 cancer cell lines using 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay. All the synthetic compounds produced a dose-dependent inhibition of growth of the cells. The IC₅₀ values of some compounds were comparable with standard anticancer agent, cisplatin. All the title compounds effectively scavenged the free radical, α,α-diphenyl-β-picryl hydrazyl. The test compounds having substitution with different halides (electron withdrawing groups) at C5 position showed more potent anticancer and antioxidant activities than those at C7 position. These results indicate that C5-substituted derivatives may be useful for developing antioxidant agents that play a protective role in many pathol. conditions such as cancer, diabetes and so on. In the experiment, the researchers used many compounds, for example, 7-Nitroindoline-2,3-dione (cas: 112656-95-8Recommanded Product: 7-Nitroindoline-2,3-dione).

7-Nitroindoline-2,3-dione (cas: 112656-95-8) belongs to indole derivatives. Indole exists overwhelmingly in the 1H-indole form as do other simple indoles. Moreover, it is known that it controls biofilm formation. However, the role of indole in the cell has not been fully elucidated.Recommanded Product: 7-Nitroindoline-2,3-dione

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

Chemoselective Hydrogenation of Nitrostyrene to Aminostyrene over Pd- and Rh-Based Intermetallic Compounds was written by Furukawa, Shinya;Yoshida, Yurika;Komatsu, Takayuki. And the article was included in ACS Catalysis in 2014.Application In Synthesis of 6-Nitro-1H-indole This article mentions the following:

A noble catalytic system based on intermetallic compounds was developed for the chemoselective hydrogenation of p-nitrostyrene (NS) to p-aminostyrene (AS). The main concept of the catalyst design was to construct polar active sites consisting of two types of metals with different electronegativities. We prepared a series of Pd- and Rh-based intermetallics and investigated their catalytic properties in detail in the catalytic transfer hydrogenation of nitrobenzene and NS in the presence of 4-methyl-1-cyclohexene (MC) or methanol as a hydrogen donor. FT-IR studies of adsorbed CO confirmed that the number of Pd ensembles exposed on a surface was greatly decreased by the formation of an intermetallic phase; hence, the particle surface consisted of two metal elements being coadjacent at the at. level. The product distribution achieved with Pd catalysts was dependent on the electronegativity of the second metal element: more electroneg. metals gave higher AS selectivity and lower p-ethylnitrobenzene selectivity. Rh catalysts selectively gave AS, and their AS yields increased as the electronegativity of the second metal increased. The results revealed that an increase in the electronegativity of the second metal element provided polar sites and enhanced the activation of methanol as a hydrogen donor, which accelerated the hydrogenation of the nitro group of NS and, hence, improved the yield of AS. The high selectivity of Rh catalysts was due to the absence of MC activation ability, which caused the hydrogenation of the vinyl group of NS. Pd₁₃Pb₉ exhibited the highest chemoselectivity toward AS (92%) among the investigated Pd catalysts. Moreover, RhPb₂ exhibited not only high AS selectivity (93%) but also the highest NS conversion (94%) among the investigated catalysts. RhPb₂ also exhibited high selectivity toward AS (91%), even when H₂ was used as a hydrogen source. Thus, intermetallics that contain Pb, which was the most electroneg. metal used in this study, afforded good catalytic performance and were observed to be good catalysts for the chemoselective hydrogenation of NS. In the experiment, the researchers used many compounds, for example, 6-Nitro-1H-indole (cas: 4769-96-4Application In Synthesis of 6-Nitro-1H-indole).

6-Nitro-1H-indole (cas: 4769-96-4) belongs to indole derivatives. Indole produced by Proteus, Pseudomonas, Escherichia and other species was shown to be a growth promoting factor in Arabidopsis thaliana. Indole plays a fundamental role for QS in E. coli, being one of the signal molecules responsible for the transcription of a variety of genes (gabT, and tnaB ASTD). Application In Synthesis of 6-Nitro-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