42465-53-2

Usage

Uses

Used in Pharmaceutical Research:
2'AMINO-4'-METHOXYACETOPHENONE is used as a research reagent for the synthesis of benzothiazine derivatives, which exhibit antiproliferative activity. These derivatives have potential applications in the development of new drugs and therapies targeting the inhibition of cell proliferation, particularly in cancer treatment.

InChI:InChI=1/C9H11NO2/c1-6(11)8-4-3-7(12-2)5-9(8)10/h3-5H,10H2,1-2H3

Upstream product

• 58487-62-0 1-acetyl-3-(3-methoxyphenyl)urea 
• 536-90-3 m-Anisidine 
• 75-36-5 acetyl chloride 
• 75-05-8 acetonitrile 
• 923289-59-2 4-isopropylthiazole-2-carbonyl chloride 
• 89691-67-8 1-(2-bromo-4-methoxyphenyl)ethanone 
• 77287-34-4 formamide 
• 7446-70-0 aluminum (III) chloride 
• 2797-51-5 quinoclamine 
• 10294-34-5 boron trichloride 
• 917-54-4 methyllithium 
• 6705-03-9 2-Amino-5-methoxybenzoic acid 
• 1438400-28-2 N-(2-acetyl-5-methoxyphenyl)-4-methylbenzenesulfonamide 
• 38487-85-3 4-methoxyanthranilonitrile 

Downstream Products

• 103110-72-1 1-<4-methoxy-2-(3,3-tetramethylene-1-ttriazenyl)phenyl>ethanone 
• 91099-09-1 (2-Acetyl-5-methoxy-phenyl)-urea 
• 91099-11-5 2-Imino-7-methoxy-4-methyl-1,4-dihydro-2H-benzo[d][1,3]oxazin-4-ol 
• 91099-10-4 N-(2-acetyl-5-methoxyphenyl)acetamide 
• 90033-64-0 2-amino-4′-hydroxyacetophenone 
• 924289-21-4 N-(2-acetyl-5-methoxyphenyl)-2-thiazolecarboxamide 
• 300831-04-3 2-isopropylaminothiazole-4-carboxylic acid (2-acetyl-5-methoxyphenyl)amide 
• 630424-32-7 cyclopropanecarboxylic acid (2-acetyl-5-methoxy-phenyl)-amide 
• 630424-41-8 Pyridine-2-carboxylic acid (2-acetyl-5-methoxy-phenyl)-amide 
• 300831-07-6 N-(2-acetyl-5-methoxyphenyl)-4-isopropylthiazole-2-carboxamide 
• 1108658-79-2 1-(2-amino-4-chloro-5-methoxyphenyl)ethanone 
• 1363508-08-0 2-acetyl-5-methoxybenzonitrile 
• 1108658-94-1 N-(6-acetyl-3-chloro-4-methoxyphenyl)-4-isopropylthiazole-2-carboxamide 
• 90347-63-0 1-(2-iodo-4-methoxyphenyl)ethanone 

Relevant academic research and scientific papers

Synthesis of Dihydroquinoline-Based Derivatives of Fluorescent Rhodamine Dyes for Nucleic Acid Analysis by a Real-Time Polymerase Chain Reaction

Abstract: An optimized synthesis scheme for the dihydroquinoline-based derivatives of xanthene fluorescent dye has been developed. For the first time, their use as effective fluorophores in hybridization probes for real-time PCR has been demonstrated with the detection on an individual spectral channel.

Optimization of Acryloylphenylcarboxamides as Inhibitors of ABCG2 and Comparison with Acryloylphenylcarboxylates

ABCG2 belongs to the superfamily of ATP binding cassette (ABC) proteins and is associated with the limited success of anticancer chemotherapy, given its responsibility for the cross-resistance of tumor cells, known as multidrug resistance (MDR). Several classes of ABCG2 inhibitors were developed for increasing the efficacy of chemotherapy. A series of chalcones coupled to an additional aromatic residue was synthesized and investigated for their inhibition of ABC transporters. In our previous work we determined the preferred position of the linker on the A-ring to be ortho, and found several substitution patterns at the additional ring that improved potency. In this study we investigated whether a methoxy group that improved the inhibitory activity of chalcones would also be beneficial for the acryloylphenylcarboxamide scaffold. Indeed, this modification led to highly potent ABCG2 inhibitors. To support the hypothesis of a beneficial effect of the amide linker, six acryloylphenylcarboxylates were synthesized and investigated for their inhibitory activity. Replacement of the amide linker with an ester group resulted in decreased inhibition. Molecular modeling showed that the conformational preference of both series differs, thereby explaining the positive effect of the amide linker. Several compounds were characterized in detail by investigating their intrinsic cytotoxicity and capacity to reverse MDR in MTT assays and their effect on vanadate-sensitive ATPase activity.

One-Pot Synthesis of Spirocyclopenta[ a]indene Derivatives via a Cascade Ring Expansion and Intramolecular Friedel-Crafts-Type Cyclization

A one-pot efficient synthetic approach for the rapid construction of spirocyclopenta[a]indene derivatives has been developed via an iodine-initiated cascade ring expansion and intramolecular Friedel-Crafts-type cyclization from propargyl alcohol-tethered alkylidenecyclobutanes under mild conditions with broad substrate scope. This cascade process can be elegantly conducted on a gram scale. A plausible reaction mechanism has been proposed on the basis of a series of deuterium labeling and control experiments.

Macrocyclic serine protease inhibitors, pharmaceutical compositions thereof, and their use for treating HCV infections

Provided herein are macrocyclic serine protease inhibitor compounds, for example, of Formula I, and pharmaceutical compositions and processes of preparation thereof. Also provided are methods of their use for the treatment of an HCV infection in a host in need thereof.

Design and synthesis of azaisoflavone analogs as phytoestrogen mimetics

A series of azaisoflavone analogs were designed and synthesized and their transactivation activities and binding affinities for ERα and ERβ were investigated. Among these compounds, 2b and 3a were the most potent with 6.5 and 1.1 μM of EC50, respectively. Molecular modeling study showed putative binding modes of the compound 3a in the active site of ERα and ERβ, which were similar with that of genistein and provided insight of the effect of N-alkyl substitution of azaisoflavones on ERβ activity. Also, a biphasic effect of azaisoflavone analogs on MCF-7 cell growth depending on their concentrations was investigated.

Ru(ii)-catalyzed intermolecular ortho-C-H amidation of aromatic ketones with sulfonyl azides

Ru(ii)-catalyzed intermolecular ortho-C-H amidation of weakly coordinating aromatic ketones with sulfonyl azides is reported. The developed reaction protocol can be extended to various substituted aromatic ketones to afford a wide range of desired C-N bond formation products in good yields.

QUINAZOLINE DERIVATIVES AS PDE10A ENZYME INHIBITORS

This invention is directed to compounds, which are PDE10A enzyme inhibitors. The invention provides a pharmaceutical composition comprising a therapeutically effective amount of a compound of the invention and a pharmaceutically acceptable carrier. The pr

Highly stereoselective chemoenzymatic synthesis of the 3 h -isobenzofuran skeleton. access to enantiopure 3-methylphthalides

A straightforward synthesis of (S)-3-methylphthalides has been developed, with the key asymmetric step being the bioreduction of 2-acetylbenzonitriles. Enzymatic processes have been found to be highly dependent on the pH value, with acidic conditions being required to avoid undesired side reactions. Baker's yeast was found to be the best biocatalyst acting in a highly stereoselective fashion. The simple treatment of the reaction crudes with aqueous HCl has provided access to enantiopure (S)-3-methylphthalides in moderate to excellent yields.

MACROCYCLIC SERINE PROTEASE INHIBITORS USEFUL AGAINST VIRAL INFECTIONS, PARTICULARLY HCV

Provided herein are macrocyclic serine protease inhibitor compounds, for example, of Formula (Ia) or (Ib), pharmaceutical compositions comprising the compounds, and processes of preparation thereof. Also provided are methods of their use for the treatment of an HCV infection in a host in need thereof.

MACROCYCLIC SERINE PROTEASE INHIBITORS

Provided herein are macrocyclic serine protease inhibitor compounds, for example, of Formula Ia or Ib, pharmaceutical compositions comprising the compounds, and processes of preparation thereof. Also provided are methods of their use for the treatment of an HCV infection in a host in need thereof.