Tag: 200-300

Mechanistic study of reversible solid-state melt isomerization of 2-oxindoles to 2-quinolinones and its occurrence in a mass spectrometer was written by Martinez-Gudino, Gelacio;Perez-Rojas, Nadia A.;Trujillo-Serrato, Joel J.;Mora-Perez, Yolanda;Suarez-Castillo, Oscar R.;Morales-Rios, Martha S.. And the article was included in Journal of Molecular Structure in 2019.Application In Synthesis of 2-(5-Methoxy-2-oxoindolin-3-yl)acetic acid The following contents are mentioned in the article:

An eco-friendly equilibrated rearrangement of a series of 2-oxo-3-indolyl acetic acids (1) with 2-oxo-1,2,3,4-tetrahydroquinoline-4-carboxylic acid derivatives (2) was investigated through a solid state melt reaction (SSMR). Mechanistic insight into the thermal rearrangement is provided by ¹³C-isotopic labeling. The standard mass spectra of 1 and 2 were virtually identical preventing their reliable identification. Reversible interconversion of 1 and 2 was evidenced to occur in the inlet system of a mass spectrometer under electron impact conditions. Relative abundances of fragment ions were found to be a function of temperature This study involved multiple reactions and reactants, such as 2-(5-Methoxy-2-oxoindolin-3-yl)acetic acid (cas: 885272-25-3Application In Synthesis of 2-(5-Methoxy-2-oxoindolin-3-yl)acetic acid).

2-(5-Methoxy-2-oxoindolin-3-yl)acetic acid (cas: 885272-25-3) 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. 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 2-(5-Methoxy-2-oxoindolin-3-yl)acetic acid

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

Computational & experimental evaluation of the structure/activity relationship of β-carbolines as DYRK1A inhibitors was written by Drung, Binia;Scholz, Christoph;Barbosa, Valeria A.;Nazari, Azadeh;Sarragiotto, Maria H.;Schmidt, Boris. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2014.Application of 146436-31-9 The following contents are mentioned in the article:

DYRK1A has been associated with Down’s syndrome and neurodegenerative diseases, therefore it is an important target for novel pharmacol. interventions. We combined a ligand-based pharmacophore design with a structure-based protein/ligand docking using the software MOE in order to evaluate the underlying structure/activity relationship. Based on this knowledge we synthesized several novel β-carboline derivatives to validate the theor. model. Furthermore we identified a modified lead structure as a potent DYRK1A inhibitor (IC₅₀ = 130 nM) with significant selectivity against MAO-A, DYRK2, DYRK3, DYRK4 & CLK2. This study involved multiple reactions and reactants, such as 1-Isobutyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylic acid (cas: 146436-31-9Application of 146436-31-9).

1-Isobutyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylic acid (cas: 146436-31-9) 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.Application of 146436-31-9

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

The synthesis of symmetrical 3,3-Disubstituted oxindoles by phosphine-catalyzed γ/γ-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.Safety of 7-Bromo-1-methylindolin-2-one The following contents are mentioned in the article:

A phosphine-catalyzed γ/γ-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. This study involved multiple reactions and reactants, such as 7-Bromo-1-methylindolin-2-one (cas: 100831-25-2Safety of 7-Bromo-1-methylindolin-2-one).

7-Bromo-1-methylindolin-2-one (cas: 100831-25-2) 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. More than 200 indole derivatives have already been marketed as drugs or are under advanced stages of clinical trials.Safety of 7-Bromo-1-methylindolin-2-one

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

New melanin biosynthesis inhibitors and their structural similarities was written by Inoue, Satoru;Uematsu, Tamon;Kato, Toshiro;Ueda, Kenzo. And the article was included in Pesticide Science in 1985.Synthetic Route of C9H8BrNO The following contents are mentioned in the article:

Relationships between their activities as rice blast (Pyricularia oryzae) control agents and their abilities to inhibit mycelial melanization on a nutrient agar were described for 103 substituted benzothiazol-2(3H)-ones, benzoxazol-2(3H)-ones, indolin-2-ones, quinolin-2(1H)-ones, 1,2,3,4-tetrahydroquinolin-2-ones, benzo-1,4-thiazin-3(2H)-ones and benz-1,4-oxazin-3(2H)-ones, and some corresponding thiones. Several compounds had a high protective activity and an antimelanization activity against P. oryzae. There was good correlation between these activities. Structural similarities of the compounds were identified as: (1) having a benzo-bicyclic ring system; (b) containing a N atom in one ring at a position alpha to the benzene ring system; and (c) substitution, at the ring N atom, at the peri position in the aromatic ring relative to the N atom, and at the position alpha to the N atom in the ring system, with a double bond, such as in carbonyl and thiocarbonyl groups. The findings are discussed in relation to the structures of previously identified melanin biosynthesis inhibitors. This study involved multiple reactions and reactants, such as 7-Bromo-1-methylindolin-2-one (cas: 100831-25-2Synthetic Route of C9H8BrNO).

7-Bromo-1-methylindolin-2-one (cas: 100831-25-2) 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.Synthetic Route of C9H8BrNO

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

Preparation of O-methyl substituted 2-oxofuro- and 2-oxopyrrolidinoindolines by reductive lactonization of oxindolylacetic acids was written by Morales-Rios, Martha S.;Rivera-Becerril, Ernesto;Lopez-Camacho, Perla Y.;Perez-Rojas, Nadia A.;Suarez-Castillo, Oscar R.. And the article was included in Natural Product Communications in 2012.Synthetic Route of C11H11NO4 The following contents are mentioned in the article:

A practical procedure for the preparation of O-methyl-substituted 3a,8-dialkyl-2-oxofuroindoline derivatives was described. A reductive lactonization of the corresponding (oxindolyl)acetic acids provides a route for the formation of this class of compounds Further transformation of 2-oxofuroindolines into 2-oxopyrrolidinoindolines and then to pyrrolidinoindolines demonstrates their versatility as key intermediates in natural products synthesis. The results of single-crystal X-ray crystallog. analyses are given for five of the studied compounds The title compounds thus formed included a 3,3a,8,8a-tetrahydro-2H-furo[2,3-b]indol-2-one (furanone) derivative (I) and (3aR,8aS)-rel-1,2,3,3a,8,8a-hexahydro-5-methoxy-1-methyl-3a,8-bis(phenylmethyl)pyrrolo[2,3-b]indole (II) and related compounds, such as 5-methoxydebromoflustramine B. The synthesis of the target compounds was achieved using 2,3-dihydro-5-methoxy-1H-indole-3-acetic acid derivatives as key intermediates. This study involved multiple reactions and reactants, such as 2-(5-Methoxy-2-oxoindolin-3-yl)acetic acid (cas: 885272-25-3Synthetic Route of C11H11NO4).

2-(5-Methoxy-2-oxoindolin-3-yl)acetic acid (cas: 885272-25-3) 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. They are capable of binding to a variety of receptors with high affinity and thus have applications in a wide range of therapeutic areas.Synthetic Route of C11H11NO4

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

On December 13, 2018, Kerns, Jeffrey K.; Busch-Petersen, Jakob; Fu, Wei; Boehm, Jeffrey C.; Nie, Hong; Muratore, Michael; Bullion, Ann; Lin, Guoliang; Li, Huijie; Davis, Roderick; Lin, Xichen; Lakdawala, Ami S.; Cousins, Rick; Field, Rita; Payne, Jeremy; Miller, David D.; Bamborough, Paul; Christopher, John A.; Baldwin, Ian; Osborn, Ruth R.; Yonchuk, John; Webb, Edward; Rumsey, William L. published an article.Synthetic Route of 860624-88-0 The title of the article was 3,5-Disubstituted-indole-7-carboxamides as IKKβ Inhibitors: Optimization of Oral Activity via the C3 Substituent. And the article contained the following:

IκB kinase β (IKKβ or IKK2) is a key regulator of nuclear factor kappa B (NF-κB) and has received attention as a therapeutic target. Herein the authors report on the optimization of a series of 3,5-disubstituted-indole-7-carboxamides for oral activity. In doing so, the authors focused attention on potency, ligand efficiency (LE), and physicochem. properties and have identified compounds I and II as having robust in vivo activity. The experimental process involved the reaction of Methyl 5-bromoindoline-7-carboxylate(cas: 860624-88-0).Synthetic Route of 860624-88-0

The Article related to indolecarboxamide ikkbeta inhibitor, Pharmacology: Structure-Activity and other aspects.Synthetic Route of 860624-88-0

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

Bremer, Paul T.; Xue, Song; Janda, Kim D. published an article in 2016, the title of the article was Picolinic acids as β-exosite inhibitors of botulinum neurotoxin A light chain.Application of 1256359-96-2 And the article contains the following content:

In developing small-mol. inhibitors of botulinum neurotoxin serotype A light chain (BoNT/A LC), substituted picolinic acids were identified. Extensive investigation into the SAR of the picolinic acid scaffold revealed 5-(1-butyl-4-chloro-1H-indol-2-yl)picolinic acid (I), which possessed low micromolar activity against BoNT/A. Kinetic and docking studies demonstrated binding of I to the β-exosite: a largely unexplored site on the LC that holds therapeutic relevance for botulism treatment. The experimental process involved the reaction of 4-Fluoro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole(cas: 1256359-96-2).Application of 1256359-96-2

The Article related to picolinate beta exosite inhibitor botulinum neurotoxin a light chain, Toxicology: Toxins and Venoms and other aspects.Application of 1256359-96-2

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

On October 31, 2005, Segraves, Nathaniel L.; Crews, Phillip published an article.COA of Formula: C11H10BrNO2 The title of the article was Investigation of brominated tryptophan alkaloids from two Thorectidae sponges: Thorectandra and Smenospongia. And the article contained the following:

Chem. investigation of an NCI-DTP collection of Thorectandra sp. and a UCSC collection of Smenospongia sp. yielded six new brominated tryptophan derivatives : 6-bromo-1′-hydroxy-1′,8-dihydroaplysinopsin (e.g. IV), 6-bromo-1′-methoxy-1′,8-dihydroaplysinopsin (V), 6-bromo-1′-ethoxy-1′,8-dihydroaplysinopsin (VI), (-)-5-bromo-N,N-dimethyltryptophan (VII), (+)-5-bromohypaphorine (VIII), and 6-bromo-1H-indole-3-carboxylic acid Me ester (XI). Addnl., the known compounds aplysinopsin (I), 1′,8-dihydroaplysinopsin (II), 6-bromo-1′,8-dihydroaplysinopsin (III), (1H-indole-3-yl)acetic acid (IX), and (6-bromo-1H-indol-3-yl)acetic acid Me ester (X) were also encountered. The structures of IV-VIII and XI were confirmed on the basis of anal. of 1H and 13C (1D and 2D) NMR data as well as comparison to known compounds Compounds I, III-VIII, X, and XI were found to inhibit the growth of Staphylococcus epidermidis with either weak or moderate MICs. The experimental process involved the reaction of Methyl 2-(6-bromo-1H-indol-3-yl)acetate(cas: 152213-63-3).COA of Formula: C11H10BrNO2

The Article related to brominated tryptophan alkaloid thorectandra smenospongia antibacterial, Nonmammalian Biochemistry: Composition and Products and other aspects.COA of Formula: C11H10BrNO2

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

On October 31, 2005, Segraves, Nathaniel L.; Crews, Phillip published an article.COA of Formula: C11H10BrNO2 The title of the article was Investigation of brominated tryptophan alkaloids from two Thorectidae sponges: Thorectandra and Smenospongia. And the article contained the following:

Chem. investigation of an NCI-DTP collection of Thorectandra sp. and a UCSC collection of Smenospongia sp. yielded six new brominated tryptophan derivatives : 6-bromo-1′-hydroxy-1′,8-dihydroaplysinopsin (e.g. IV), 6-bromo-1′-methoxy-1′,8-dihydroaplysinopsin (V), 6-bromo-1′-ethoxy-1′,8-dihydroaplysinopsin (VI), (-)-5-bromo-N,N-dimethyltryptophan (VII), (+)-5-bromohypaphorine (VIII), and 6-bromo-1H-indole-3-carboxylic acid Me ester (XI). Addnl., the known compounds aplysinopsin (I), 1′,8-dihydroaplysinopsin (II), 6-bromo-1′,8-dihydroaplysinopsin (III), (1H-indole-3-yl)acetic acid (IX), and (6-bromo-1H-indol-3-yl)acetic acid Me ester (X) were also encountered. The structures of IV-VIII and XI were confirmed on the basis of anal. of 1H and 13C (1D and 2D) NMR data as well as comparison to known compounds Compounds I, III-VIII, X, and XI were found to inhibit the growth of Staphylococcus epidermidis with either weak or moderate MICs. The experimental process involved the reaction of Methyl 2-(6-bromo-1H-indol-3-yl)acetate(cas: 152213-63-3).COA of Formula: C11H10BrNO2

The Article related to brominated tryptophan alkaloid thorectandra smenospongia antibacterial, Nonmammalian Biochemistry: Composition and Products and other aspects.COA of Formula: C11H10BrNO2

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

On October 5, 2011, Isaji, Hisaaki; Nakazaki, Atsuo; Isobe, Minoru; Nishikawa, Toshio published an article.Reference of Methyl 2-(6-bromo-1H-indol-3-yl)acetate The title of the article was Concise synthesis of deformylflustrabromine, a marine indole alkaloid, through a 2-propynyl dicobalt hexacarbonyl complex. And the article contained the following:

Deformylflustrabromine, a marine indole alkaloid, was synthesized from 6-bromotryptamine, a plausible biosynthetic precursor, without protection of the amino group by a two-step reverse prenylation involving the Nicholas reaction and reductive decomplexation of the resulting acetylene dicobalt hexacarbonyl complex. The experimental process involved the reaction of Methyl 2-(6-bromo-1H-indol-3-yl)acetate(cas: 152213-63-3).Reference of Methyl 2-(6-bromo-1H-indol-3-yl)acetate

The Article related to deformylflustrabromine synthesis, Alkaloids: Alkaloids Containing One Nitrogen Atom In A Ring and other aspects.Reference of Methyl 2-(6-bromo-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