1421312-34-6

Basic information

• Product Name: fg-4592 int 2
• Synonyms: fg-4592 int 2;methyl 4-hydroxy-1-methyl-7-phenoxyisoquinoline-3-carboxylate;1 - methyl - 4 - hydroxy - 7 - phenoxy isoquinoline - 3 - methyl formate;4-Hydroxy-1-methyl-7-phenoxy-3-isoquinolinecarboxylic acid methyl ester;Fg-4592/FG4592 int 2
• CAS NO: 1421312-34-6
• Molecular Formula: C₁₈H₁₅NO₄
• Molecular Weight: 309.316
• EINECS: -0
• Product Categories: API
• Mol File: 1421312-34-6.mol
• Article Data: 26

Chemical Properties

• Boiling Point: 537.3±45.0 °C(Predicted)
• Appearance: /
• Density: 1.289±0.06 g/cm3(Predicted)
• PKA: 6.24±0.50(Predicted)
• CAS DataBase Reference: fg-4592 int 2(CAS DataBase Reference)
• NIST Chemistry Reference: fg-4592 int 2(1421312-34-6)
• EPA Substance Registry System: fg-4592 int 2(1421312-34-6)

Safety Data

• Hazardous Substances Data: 1421312-34-6(Hazardous Substances Data)

Usage

Description

fg-4592 int 2, also known as 4-Hydroxy-1-methyl-7-phenoxy-methyl ester-3-isoquinolinecarboxylic Acid, is a chemical compound with significant applications in the pharmaceutical industry. It is characterized by its unique molecular structure and properties, which make it a valuable component in the development of certain drugs.

Uses

Used in Pharmaceutical Industry:
fg-4592 int 2 is used as a reagent for the preparation of Roxadustat (H948180), a drug that is utilized in the treatment of anemia and chronic renal insufficiency. Its role in the synthesis process is crucial, as it contributes to the development of a medication that can help improve the quality of life for patients suffering from these conditions.

Upstream product

• 31643-49-9 4-Nitrophthalonitrile 
• 38791-62-7 4-phenoxyphthalonitrile 
• 593-90-8 trimethylborane 
• 1421312-33-5 methyl 4-hydroxy-1-chloro-7-phenoxyisoquinoline-3-carboxylate 
• 37951-15-8 4-phenoxyphthalic acid 
• 21345-01-7 4-phenoxyphthalic anhydride 
• 1421312-31-3 C₁₈H₁₃NO₆ 
• 1421312-32-4 C₁₇H₁₃NO₅ 
• 1455091-04-9 2-(chloromethyl)-4-phenoxybenzoic acid methyl ester 
• 1455091-06-1 2-{[(methoxycarbonylmethyl)(toluene-4-sulfonyl)amino]methyl}-4-phenoxybenzoic acid methyl ester 
• 1455091-10-7 4-hydroxy-7-phenoxyisoquinoline-3-carboxylic acid methyl ester 
• 1455091-21-0 1-bromo-4-hydroxy-7-phenoxyisoquinoline-3-carboxylic acid methyl ester 
• 594-27-4 tetramethylstannane 
• 64169-34-2 5-bromophthalide 

Downstream Products

• 808118-40-3 [(4-hydroxy-1-methyl-7-phenoxy-isoquinoline-3-carbonyl)-amino]-acetic acid 
• 1421312-35-7 4-hydroxy-1-methyl-7-phenoxy-3-isoquinolinecarboxylic acid 
• 1421312-36-8 [(4-hydroxy-1-methyl-7-phenoxy-isoquinoline-3-carbonyl)amino]acetic acid methyl ester 
• 1455089-22-1 3-[(4-hydroxy-1-methyl-7-phenoxyisoquinoline-3-carbonyl)amino]propionic acid 

Relevant articles and documents

Preparation method of roxadustat intermediate

The invention discloses a preparation method of a roxadustat intermediate. The method comprises the following steps: anhydride ring opening, esterification, ring closing, aromatization, deprotection, chlorination and methylation to obtain the roxadustat intermediate. According to the invention, the preparation method provided by the invention makes full use of the atom economy theory, is easy to operate, low in cost and low in pollution, and is suitable for large-scale industrial production; and only one-time refining is carried out, the chromatographic purity can reach 99.5% or above, and the total yield of the six-step reaction is 30% or above.

Preparation method of roxadustat intermediate

The invention discloses a preparation method of a roxadustat intermediate, which comprises the following steps of: firstly, reacting methyl nitroacetate with trimethyl orthoformate to obtain a product I, and performing catalytic hydrogenation reduction to obtain a product II; then reacting the product II with m-phenoxyacetophenone to obtain a product III; carrying out a Pomeranz-Fritsch reaction on the product III, and completing intramolecular ring closing to obtain a product IV; finally, carrying out an oxidation reaction on the product IV to obtain the roxadustat intermediate 1-methyl-4-hydroxy-7-phenoxy isoquinoline-3-methyl carboxylate. According to the preparation method of the roxadustat intermediate, the raw materials are easy to obtain, and the production cost can be remarkably reduced. The whole process is simple, the whole consumed time is short, the production efficiency is high, the yield is high, the reaction condition is mild, the post-treatment is simple and convenient, and the method is suitable for large-scale preparation and has a great application prospect.

Preparation method of bleomycin

The invention discloses a preparation method of Roxadustat, compound 1 and bis(dimethylamino)methane are heated in a mixed solvent of acetic acid and trifluoroacetic acid for reaction to form compound2; acetic anhydride is added to the obtained reaction solution of the compound 2 for completing reaction by heating to form compound 3; the compound 3 is dissolved in ethyl acetate and heated, then is catalyzed by Pd/C, and reduced by hydrogen to obtain compound 4; the compound 4 and glycine are dissolved in a solvent, and heated under the action of an organic base for reaction to obtain compound5; wherein the solvent is one or more of dioxane, ethylene glycol monomethyl ether, toluene, acetonitrile and n-propanol, the organic base is one or more of triethylamine, 1,8-diazabicyclo undecane-7-ene, N,N-diisopropylethylamine, N-methylmorpholine, pyridine, and ethylenediamine; the preparation method has the advantages of shorter reaction time, low reaction temperature, low equipment condition requirements and high crude product purity, is suitable for large-scale industrial production, and has a good industrialization prospect.