1421312-35-7

Usage

Uses

Due to the limited research on methyl 1-chloro-4-hydroxy-7-phenoxyisoquinoline-3-carboxylate, its applications are not well-defined. However, based on its chemical structure and properties, it can be hypothesized that it may have potential uses in the following areas:
Used in Pharmaceutical Industry:
Methyl 1-chloro-4-hydroxy-7-phenoxyisoquinoline-3-carboxylate could be used as a starting material or intermediate in the synthesis of pharmaceutical compounds. Its phenolic ether structure may allow for the development of new drugs with unique properties and therapeutic effects.
Used in Chemical Research:
As a member of the phenolic ether class, methyl 1-chloro-4-hydroxy-7-phenoxyisoquinoline-3-carboxylate may be used in academic and industrial research settings to study the properties and reactivity of this class of compounds. This could lead to the discovery of new reactions, synthesis methods, or applications.
Used in Material Science:
The unique structure of methyl 1-chloro-4-hydroxy-7-phenoxyisoquinoline-3-carboxylate may also make it a candidate for use in the development of new materials with specific properties, such as optical, electronic, or mechanical characteristics. Further research would be required to determine its suitability for these applications.

Upstream product

• 60-18-4 L-tyrosine 
• 1080-06-4 L-Tyr-OMe 
• 660844-52-0 2-amino-3-(4-phenoxyphenyl)propionic acid methyl ester 
• 13061-96-6 dihydroxy-methyl-borane 
• 1455091-21-0 1-bromo-4-hydroxy-7-phenoxyisoquinoline-3-carboxylic acid methyl ester 
• 593-90-8 trimethylborane 
• 1421312-33-5 methyl 4-hydroxy-1-chloro-7-phenoxyisoquinoline-3-carboxylate 
• 653-92-9 methyl 2-bromo-4-fluorobenzoate 
• 108-95-2 phenol 
• 1455091-04-9 2-(chloromethyl)-4-phenoxybenzoic acid methyl ester 
• 64169-34-2 5-bromophthalide 
• 57830-14-5 5-phenoxy-3H-isobenzofuran-1-one 

Downstream Products

• 1421312-36-8 [(4-hydroxy-1-methyl-7-phenoxy-isoquinoline-3-carbonyl)amino]acetic acid methyl ester 
• 808118-40-3 [(4-hydroxy-1-methyl-7-phenoxy-isoquinoline-3-carbonyl)-amino]-acetic acid 

Relevant academic research and scientific papers

A Scalable Synthesis of Roxadustat (FG-4592)

A scalable five-step protocol for synthesis of roxadustat, an orally administered hypoxia-inducible factor-propyl hydroxylase inhibitor (HIF-PHI), was developed with an emphasis placed on aspects of medicinal chemistry. The isoquinoline core of the molecule was prepared using a purposefully designed cyclocondensation in which both the cyclocondensation and demasking of the groups being condensed is promoted by a common acid agent in one step. Roxadustat was obtained pure in a very competitive overall yield across all reaction steps and in compliance with permissible residual Pd level in API.

IMPROVED PROCESS FOR THE PREPARATION OF ROXADUSTAT

A synthetic route for the preparation of Roxadustat, or a pharmaceutically acceptable salt thereof. Each route involves several novel intermediates and avoids the use of column chromatography.

Method for preparing isoquinolinone compound

The invention provides a method for preparing an isoquinolinone compound. Specifically, the invention provides a method for preparing a compound as shown in a formula 3, which is characterized by comprising the following steps: 1) reacting a compound as shown in a formula 1 with acyl chloride to obtain a compound as shown in a formula 2; and 2) reacting the compound of the formula 2 with an aminolysis reagent selected from glycine, glycine derivatives, or a combination thereof, and then carrying out a hydrolysis reaction to obtain a compound of a formula 3. The method disclosed by the invention has the excellent technical effects of reasonable route, convenience, feasibility, high preparation yield and purity, suitability for industrial production and the like.

Preparation method of isoquinolinone compound

The invention provides a preparation method of an isoquinolinone compound, which creatively uses a condensation agent composition of HOBT-EDCI in a specific ratio and the optimal acid binding agent dosage, so that the yield of a compound F is improved; and the reaction solvent is a dichloromethane-water mixture, so that after the reaction is finished, the high-purity compound F can be obtained only by standing and layering a reaction solution and then spin-drying an organic layer. According to the method, complex post-treatment steps in the prior art are avoided and the layered water layer canbe continuously used for preparing the compound F, so that materials are greatly saved, the production operation is facilitated, the economic cost is reduced, and the environmental pollution is reduced. Besides, in the preparation process of the compound C, tetramethyl ethylenediamine is skillfully used, so that the yield of the compound C is greatly improved compared with that in the prior art.

Preparation method of drug for chronic anemia

The invention discloses a synthesis method for a drug Roxadustat for chronic anemia. The synthesis method comprises the following steps: hydrolyzing and acidifying a compound shown as a formula 6 under the action of alkali to obtain a key intermediate compound shown as a formula 7; carrying out condensation reaction on the compound shown as the formula 7 and carbonyl diimidazole under suitable conditions to obtain an intermediate compound shown as a formula 8, and separating or not separating the compound shown as the formula 8 from a system to directly take part in subsequent reaction; and finally, reacting the product with glycine to obtain a final product Roxadustat shown as a formula 9. The preparation method has the advantages that the route efficiency is improved, the process cost isreduced, side products are reduced and the purity of a final product is favorably improved (The formula is shown in the description), wherein R2 in the compound shown as the formula 6 represents alkyl, and includes but not limited to methyl, ethyl, isopropyl, tertiary butyl or benzyl.

[...] his preparation method

The invention discloses a preparation method of Roxadustat. The preparation steps are as follows: the Roxadustat is prepared from tyrosine through esterification, etherification, cyclization, dehydrogenation, oxidative rearrangement and acylation reaction. The preparation method has the advantages that the raw materials are easily obtained; the process is simple; and the preparation method is economic and environmental-friendly, and is suitable for industrialized production.

A [...] his preparation method (by machine translation)

The invention discloses a method for preparing [...] he, [...] he the chemical name is N - [(4 - hydroxy - 1 - methyl - 7 - phenoxy - 3 - isoquinoline) carbonyl] glycine; the process of the invention has simple process, raw materials are easy, economic and environmental protection, help to realize industrialization, [...] he raw material can promote the economic and technological development, and reduces the production cost, high yield, low environmental pollution, is suitable for mass production. (by machine translation)

CRYSTAL TYPES OF COMPOUNDS INHIBITING ACTIVITY OF PROLYL HYDROXYLASE AND USE THEREOF

The invention relates to crystal types of compound shown as structural formula I, methods of preparing the compound, intermediate, pharmaceutical composition, and use of treating disease or pharmaceutical preparations for treating disease.

Preparation method for intermediate of Roxadustat

The invention provides a preparation method for an intermediate VI of Roxadustat. The preparation method comprises the following steps: reacting 3-methyl-5-bromoisobenzofuran-1(3H)-one (I), which serves as a starting raw material, with phenol so as to prepare an intermediate II, then, subjecting the II to a ring-opening substitution reaction so as to prepare a compound III, and subjecting the compound III to a substitution reaction so as to prepare a key intermediate V; and subjecting the V to alkali condensation, deprotection and aromatization, thereby preparing the target intermediate VI. The preparation method for the intermediate VI of the Roxadustat, provided by the invention, has the advantages that the raw materials are readily available, the process is simple, the operation is convenient, the reaction yield is high, the atom utilization ratio is high, and the industrial production is facilitated. The reaction general formula is represented by the formulae shown in the description.

POLYMORPHIC FORMS OF COMPOUNDS AS PROLYL HYDROXYLASE INHIBITOR, AND USES THEREOF

The present invention relates to the polymorphic forms of the compound of Formula (I), preparation thereof including the preparation of intermediates and pharmaceutical compositions, and use of a polymorph above in the treatment of a disease, a disorder o