Tag: 118.14

New aromatase inhibitors from the 3-pyridyl arylether and 1-aryl pyrrolo[2,3-c]pyridine series was written by Stauffer, Frederic;Furet, Pascal;Floersheimer, Andreas;Lang, Marc. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2012.Formula: C7H6N2 This article mentions the following:

Aromatase inhibition is the new standard of care for estrogen receptor pos. breast cancer and has also potential for treatment of other diseases such as endometriosis. Simple and readily available 3-pyridyl arylethers and 1-aryl pyrrolo[2,3-c]pyridines recapitulating the key pharmacophore elements of Letrozole (1) are described and their structure-activity relationships are discussed. Potent and ligand efficient leads such as compound 23 (IC₅₀ = 59 nM on aromatase) have been identified. In the experiment, the researchers used many compounds, for example, 1H-Pyrrolo[2,3-c]pyridine (cas: 271-29-4Formula: C7H6N2).

1H-Pyrrolo[2,3-c]pyridine (cas: 271-29-4) belongs to indole derivatives. Indole produced by Proteus, Pseudomonas, Escherichia and other species was shown to be a growth promoting factor in Arabidopsis thaliana. Moreover, it is known that it controls biofilm formation. However, the role of indole in the cell has not been fully elucidated.Formula: C7H6N2

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 and synthesis of a novel PLK1 inhibitor scaffold using a hybridized 3D-QSAR model was written by Oh, Youri;Jung, Hoyong;Kim, Hyejin;Baek, Jihyun;Jun, Joonhong;Cho, Hyunwook;Im, Daseul;Hah, Jung-Mi. And the article was included in International Journal of Molecular Sciences in 2021.SDS of cas: 271-29-4 This article mentions the following:

Polo-like kinase 1 (PLK1) plays an important role in cell cycle progression and proliferation in cancer cells. PLK1 also contributes to anticancer drug resistance and is a valuable target in anticancer therapeutics. To identify addnl. effective PLK1 inhibitors, we performed QSAR studies of two series of known PLK1 inhibitors and proposed a new structure based on a hybridized 3D-QSAR model. Given the hybridized 3D-QSAR models, we designed and synthesized 4-benzyloxy-1-(2-arylaminopyridin-4-yl)-1H-pyrazole-3-carboxamides, and we inspected its inhibitory activities to identify novel PLK1 inhibitors with decent potency and selectivity. In the experiment, the researchers used many compounds, for example, 1H-Pyrrolo[2,3-c]pyridine (cas: 271-29-4SDS of cas: 271-29-4).

1H-Pyrrolo[2,3-c]pyridine (cas: 271-29-4) 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. 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). SDS of cas: 271-29-4

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

Pre-Dewar structure modulates protonated azaindole photodynamics was written by Mansour, Ritam;Mukherjee, Saikat;Pinheiro, Max Jr.;Noble, Jennifer A.;Jouvet, Christophe;Barbatti, Mario. And the article was included in Physical Chemistry Chemical Physics in 2022.Application of 271-29-4 This article mentions the following:

Recent exptl. work revealed that the lifetime of the S₃ state of protonated 7-azaindole is about ten times longer than that of protonated 6-azaindole. We simulated the nonradiative decay pathways of these mols. using trajectory surface hopping dynamics after photoexcitation into S₃ to elucidate the reason for this difference. Both isomers mainly follow a common 蟺蟺* relaxation pathway involving multiple state crossings while coming down from S₃ to S₁ in the subpicosecond time scale. However, the simulations reveal that the excited-state topogs. are such that while the 6-isomer can easily access the region of nonadiabatic transitions, the internal conversion of the 7-isomer is delayed by a pre-Dewar bond formation with a boat conformation. In the experiment, the researchers used many compounds, for example, 1H-Pyrrolo[2,3-c]pyridine (cas: 271-29-4Application of 271-29-4).

1H-Pyrrolo[2,3-c]pyridine (cas: 271-29-4) belongs to indole derivatives. Indole produced by Proteus, Pseudomonas, Escherichia and other species was shown to be a growth promoting factor in Arabidopsis thaliana. 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 of 271-29-4

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

Discovery of novel aminopiperidinyl amide CXCR4 modulators through virtual screening and rational drug design was written by Oum, Yoon Hyeun;Kell, Steven A.;Yoon, Younghyoun;Liang, Zhongxing;Burger, Pieter;Shim, Hyunsuk. And the article was included in European Journal of Medicinal Chemistry in 2020.Product Details of 271-29-4 This article mentions the following:

The C-X-C chemokine receptor type 4 (CXCR4) is a potential therapeutic target for HIV infection, metastatic cancer, and inflammatory autoimmune diseases. In this study, we screened the ZINC chem. database for novel CXCR4 modulators through a series of in silico guided processes. After evaluating the screened compounds for their binding affinities to CXCR4 and inhibitory activities against the chemoattractant CXCL12, we identified a hit compound (ZINC 72372983) showing 100 nM affinity and 69% chemotaxis inhibition at the same concentration (100 nM). To increase the potency of our hit compound, we explored the protein-ligand interactions at an at. level using mol. dynamics simulation which enabled us to design and synthesize a novel compound (Z7R) with nanomolar affinity (IC₅₀ = 1.25 nM) and improved chemotaxis inhibition (78.5%). Z7R displays promising anti-inflammatory activity (50%) in a mouse edema model by blocking CXCR4-expressed leukocytes, being supported by our immunohistochem. study. In the experiment, the researchers used many compounds, for example, 1H-Pyrrolo[2,3-c]pyridine (cas: 271-29-4Product Details of 271-29-4).

1H-Pyrrolo[2,3-c]pyridine (cas: 271-29-4) 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. In addition to indole, the strain-release chemistry worked for numerous substrates including amines, alcohols, thiols, carboxylic acids, imidazoles, and pyrazoles.Product Details of 271-29-4

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

Pyrroles from azaindoles. A synthesis of porphobilinogen was written by Frydman, Benjamin;Despuy, Maria E.;Rapoport, Henry. And the article was included in Journal of the American Chemical Society in 1965.Synthetic Route of C7H6N2 This article mentions the following:

The synthesis of porphobilinogen in 19% overall yield from 2-methoxy-4-methyl-5-nitropyridine (I) is described. I, m.p. 81掳 位 289 m渭 (蔚 6800), was prepared by treating the chloro derivative with methanolic NaOMe. I with C₂H₅OK and di-Et oxalate gave 93% yield of ethyl 2-methoxy-5-nitro-4-pyridinepyruvate (II), m.p. 97-98掳, 位 287 m渭 (蔚 10,100), 未 7.8 (H-3), 9.1 (H-6), and 7.2 (CH:C(OH)COOR). Hydrogenation of II over Pd-C catalyst and cyclization gave 85% yield of ethyl 5-methoxy-6-azaindole-2-carboxylate (III), m.p. 103-106掳, 位 278 m渭 (蔚 15,000), 287 (17,000), 344 (3600), 未 7.1, 7.2(H-3, H-4), and 8.7 (H-7). Hydrogenation with Pt catalyst yielded III and a substantial amount of 1,2,3,4-tetrahydro-3-hydroxy-6-methoxy-1,7-naphthyridin-2-one, m.p. 215掳 from C₂H₅OH, 位 248 m渭 (14,070), 未 (in CF₃COOH) 3.1 (H-4 脳 2), 4.5 (H-3), 7.0 (H-5) and 8.5 (H-8). III with Me₂NH and paraformaldehyde yielded ethyl 3-dimethylaminomethylene-5-methoxy-6-azaindole-2-carboxylate (IV) di-HCl salt, m.p. 162掳 位 283 m渭 (蔚 12,100), 292 (13,800), 347 (3700), 未 (D₂O) 8.2 (H-7). IV with di-Et sodiomalonate gave the corresponding malonate (V) HCl, m.p. 188掳 位 (蔚 18,600), 294 (20,400), 350 (4600). V was readily converted to 2-methoxy-3-propionic acid-6-azaindole (VI), m.p. 210-215掳, 位 283 m渭 (蔚 13,000), 292 (15,700), 350 (4400). VI on heating at 150掳 with 48% HBr yielded 70% of 2-carboxy-5-oxo-5,6-dihydro-1-H-pyrrolo[2,3-c]pyridine-3-propionic acid (VII), m.p. 280掳 dec., 位 292 m渭 (蔚 4200) and 302 (4400). VII with Pd-C and H in aqueous solution at pH 7 yielded 2-carboxyporphobilinogen lactam in 90% yield, m.p. 295掳 位 276 m渭 (蔚 12,600). In boiling water porphobilinogen lactam (VIII), m.p. 295掳 dec., was obtained in 80% yield. VIII with 2N KOH at 20掳 for 72 hrs. yielded 85% of porphobilinogen hydrate, m.p. 167掳. A similar series of reactions was carried out starting with 2-benzyloxy-4-methyl-5-nitropyridine rather than I. All uv determinations are in EtOH. In the experiment, the researchers used many compounds, for example, 1H-Pyrrolo[2,3-c]pyridine (cas: 271-29-4Synthetic Route of C7H6N2).

1H-Pyrrolo[2,3-c]pyridine (cas: 271-29-4) belongs to indole derivatives. Indole exists overwhelmingly in the 1H-indole form as do other simple indoles.Indole was synthesized in moderate yield via an o-naphthoquinone catalyzed tandem cross-coupling of substituted aniline and benzylamine under aerobic oxidation conditions.Synthetic Route of C7H6N2

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

Two-Step Synthesis of Aza- and Diazaindoles from Chloroamino-N-heterocycles Using Ethoxyvinylborolane was written by Whelligan, Daniel K.;Thomson, Douglas W.;Taylor, Dawn;Hoelder, Swen. And the article was included in Journal of Organic Chemistry in 2010.SDS of cas: 271-29-4 This article mentions the following:

An efficient two-step route to a broad range of aza- and diazaindoles, e.g. I, was established, starting from chloroamino-N-heterocycles, without the need for protecting groups. The method involves an optimized Suzuki-Miyaura coupling with (2-ethoxyvinyl)borolane followed by acetic acid-catalyzed cyclization. In the experiment, the researchers used many compounds, for example, 1H-Pyrrolo[2,3-c]pyridine (cas: 271-29-4SDS of cas: 271-29-4).

1H-Pyrrolo[2,3-c]pyridine (cas: 271-29-4) 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. 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.SDS of cas: 271-29-4

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

New aromatase inhibitors from the 3-pyridyl arylether and 1-aryl pyrrolo[2,3-c]pyridine series was written by Stauffer, Frederic;Furet, Pascal;Floersheimer, Andreas;Lang, Marc. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2012.Formula: C7H6N2 This article mentions the following:

Aromatase inhibition is the new standard of care for estrogen receptor pos. breast cancer and has also potential for treatment of other diseases such as endometriosis. Simple and readily available 3-pyridyl arylethers and 1-aryl pyrrolo[2,3-c]pyridines recapitulating the key pharmacophore elements of Letrozole (1) are described and their structure-activity relationships are discussed. Potent and ligand efficient leads such as compound 23 (IC₅₀ = 59 nM on aromatase) have been identified. In the experiment, the researchers used many compounds, for example, 1H-Pyrrolo[2,3-c]pyridine (cas: 271-29-4Formula: C7H6N2).

1H-Pyrrolo[2,3-c]pyridine (cas: 271-29-4) belongs to indole derivatives. Indole produced by Proteus, Pseudomonas, Escherichia and other species was shown to be a growth promoting factor in Arabidopsis thaliana. Moreover, it is known that it controls biofilm formation. However, the role of indole in the cell has not been fully elucidated.Formula: C7H6N2

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

Design and synthesis of a novel PLK1 inhibitor scaffold using a hybridized 3D-QSAR model was written by Oh, Youri;Jung, Hoyong;Kim, Hyejin;Baek, Jihyun;Jun, Joonhong;Cho, Hyunwook;Im, Daseul;Hah, Jung-Mi. And the article was included in International Journal of Molecular Sciences in 2021.SDS of cas: 271-29-4 This article mentions the following:

Polo-like kinase 1 (PLK1) plays an important role in cell cycle progression and proliferation in cancer cells. PLK1 also contributes to anticancer drug resistance and is a valuable target in anticancer therapeutics. To identify addnl. effective PLK1 inhibitors, we performed QSAR studies of two series of known PLK1 inhibitors and proposed a new structure based on a hybridized 3D-QSAR model. Given the hybridized 3D-QSAR models, we designed and synthesized 4-benzyloxy-1-(2-arylaminopyridin-4-yl)-1H-pyrazole-3-carboxamides, and we inspected its inhibitory activities to identify novel PLK1 inhibitors with decent potency and selectivity. In the experiment, the researchers used many compounds, for example, 1H-Pyrrolo[2,3-c]pyridine (cas: 271-29-4SDS of cas: 271-29-4).

1H-Pyrrolo[2,3-c]pyridine (cas: 271-29-4) 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. 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). SDS of cas: 271-29-4

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

Pre-Dewar structure modulates protonated azaindole photodynamics was written by Mansour, Ritam;Mukherjee, Saikat;Pinheiro, Max Jr.;Noble, Jennifer A.;Jouvet, Christophe;Barbatti, Mario. And the article was included in Physical Chemistry Chemical Physics in 2022.Application of 271-29-4 This article mentions the following:

Recent exptl. work revealed that the lifetime of the S₃ state of protonated 7-azaindole is about ten times longer than that of protonated 6-azaindole. We simulated the nonradiative decay pathways of these mols. using trajectory surface hopping dynamics after photoexcitation into S₃ to elucidate the reason for this difference. Both isomers mainly follow a common ππ* relaxation pathway involving multiple state crossings while coming down from S₃ to S₁ in the subpicosecond time scale. However, the simulations reveal that the excited-state topogs. are such that while the 6-isomer can easily access the region of nonadiabatic transitions, the internal conversion of the 7-isomer is delayed by a pre-Dewar bond formation with a boat conformation. In the experiment, the researchers used many compounds, for example, 1H-Pyrrolo[2,3-c]pyridine (cas: 271-29-4Application of 271-29-4).

1H-Pyrrolo[2,3-c]pyridine (cas: 271-29-4) belongs to indole derivatives. Indole produced by Proteus, Pseudomonas, Escherichia and other species was shown to be a growth promoting factor in Arabidopsis thaliana. 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 of 271-29-4

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

Discovery of novel aminopiperidinyl amide CXCR4 modulators through virtual screening and rational drug design was written by Oum, Yoon Hyeun;Kell, Steven A.;Yoon, Younghyoun;Liang, Zhongxing;Burger, Pieter;Shim, Hyunsuk. And the article was included in European Journal of Medicinal Chemistry in 2020.Product Details of 271-29-4 This article mentions the following:

The C-X-C chemokine receptor type 4 (CXCR4) is a potential therapeutic target for HIV infection, metastatic cancer, and inflammatory autoimmune diseases. In this study, we screened the ZINC chem. database for novel CXCR4 modulators through a series of in silico guided processes. After evaluating the screened compounds for their binding affinities to CXCR4 and inhibitory activities against the chemoattractant CXCL12, we identified a hit compound (ZINC 72372983) showing 100 nM affinity and 69% chemotaxis inhibition at the same concentration (100 nM). To increase the potency of our hit compound, we explored the protein-ligand interactions at an at. level using mol. dynamics simulation which enabled us to design and synthesize a novel compound (Z7R) with nanomolar affinity (IC₅₀ = 1.25 nM) and improved chemotaxis inhibition (78.5%). Z7R displays promising anti-inflammatory activity (50%) in a mouse edema model by blocking CXCR4-expressed leukocytes, being supported by our immunohistochem. study. In the experiment, the researchers used many compounds, for example, 1H-Pyrrolo[2,3-c]pyridine (cas: 271-29-4Product Details of 271-29-4).

1H-Pyrrolo[2,3-c]pyridine (cas: 271-29-4) 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. In addition to indole, the strain-release chemistry worked for numerous substrates including amines, alcohols, thiols, carboxylic acids, imidazoles, and pyrazoles.Product Details of 271-29-4

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