Methyl 4-hydroxy-7-phenoxyisoquinoline-3-carboxylate
- Product Name
- Methyl 4-hydroxy-7-phenoxyisoquinoline-3-carboxylate
- CAS No.
- 1455091-10-7
- Chemical Name
- Methyl 4-hydroxy-7-phenoxyisoquinoline-3-carboxylate
- Synonyms
- methyl 4-hydroxy-7-phenoxyisoquinoline-3-carboxylate;Roxadustat Impurity 13;3-Isoquinolinecarboxylic acid, 4-hydroxy-7-phenoxy-, methyl ester;ROXA-030;Asiminib;FG-4592 INT;FG4592 intermediates;Roxastat Impurity 14;Roxadustat Impurity 4;FG-4592 interMediate
- CBNumber
- CB12730014
- Molecular Formula
- C17H13NO4
- Formula Weight
- 295.29
- MOL File
- 1455091-10-7.mol
Methyl 4-hydroxy-7-phenoxyisoquinoline-3-carboxylate Property
- Boiling point:
- 534.7±45.0 °C(Predicted)
- Density
- 1.320±0.06 g/cm3(Predicted)
- storage temp.
- 2-8°C
- pka
- 5.80±0.50(Predicted)
- Appearance
- White to off-white Solid
- InChI
- InChI=1S/C17H13NO4/c1-21-17(20)15-16(19)14-8-7-13(9-11(14)10-18-15)22-12-5-3-2-4-6-12/h2-10,19H,1H3
- InChIKey
- YTWDBRIDKWWANA-UHFFFAOYSA-N
- SMILES
- C1C2=C(C=CC(OC3=CC=CC=C3)=C2)C(O)=C(C(OC)=O)N=1
N-Bromosuccinimide Price
- Product number
- M327103
- Product name
- Methyl4-Hydroxy-7-phenoxyisoquinoline-3-carboxylate
- Packaging
- 500mg
- Price
- $165
- Updated
- 2021/12/16
- Product number
- 6919EA
- Product name
- Methyl4-hydroxy-7-phenoxyisoquinoline-3-carboxylate
- Packaging
- 5g
- Price
- $465
- Updated
- 2021/12/16
- Product number
- A110786
- Product name
- Methyl4-hydroxy-7-phenoxyisoquinoline-3-carboxylate
- Purity
- 97%
- Packaging
- 25g
- Price
- $1073
- Updated
- 2021/12/16
- Product number
- A110786
- Product name
- Methyl4-hydroxy-7-phenoxyisoquinoline-3-carboxylate
- Purity
- 97%
- Packaging
- 250mg
- Price
- $53
- Updated
- 2021/12/16
- Product number
- CM146104
- Product name
- methyl4-hydroxy-7-phenoxyisoquinoline-3-carboxylate
- Purity
- 95+%
- Packaging
- 1g
- Price
- $102
- Updated
- 2021/12/16
Methyl 4-hydroxy-7-phenoxyisoquinoline-3-carboxylate Chemical Properties,Usage,Production
Uses
Methyl 4-Hydroxy-7-phenoxyisoquinoline-3-carboxylate is an intermediate of N-[(4-Hydroxy-1-methyl-7-phenoxy-3-isoquinolinyl)carbonyl]glycine (H948180), a hypoxia-inducible factor (HIF) prolyl hydroxylase inhibitor used to increase white blood cell levels in blood and hematopoietic progenitor cells in bone marrow.
Synthesis
1455091-06-1
1455091-10-7
General procedure for the synthesis of methyl 4-hydroxy-7-phenoxyisoquinoline-3-carboxylate from methyl 2-[(methoxycarbonylmethyl)(toluene-4-sulfonyl)amino]methyl-4-phenoxybenzoate: a solution was prepared by dissolving sodium methanolate (12.70 g, 234.60 mmol) in methanol (40 mL) under ice-bath conditions. The solution was slowly added dropwise to a solution of dimethyl sulfoxide (82 mL) containing methyl 2-[(methoxycarbonylmethyl)(toluene-4-sulfonyl)amino]methyl-4-phenoxybenzoate (18.90 g, 39.10 mmol). After dropwise addition, the reaction mixture was continued to be stirred at room temperature for 2 hours. Upon completion of the reaction, methanol was removed by distillation under reduced pressure. The residue was diluted with water (50 mL) and the pH was adjusted to 10 with 1 N dilute hydrochloric acid.Subsequently, the organic layers were combined by extraction with ethyl acetate (100 mL x 3). The organic layer was washed sequentially with water (100 mL) and saturated brine (100 mL) and then dried with anhydrous sodium sulfate. The dried organic phase was concentrated under reduced pressure, and the resulting concentrate was separated and purified by column chromatography, resulting in 9.1 g of white solid product in 78.8% yield.
References
[1] Patent: CN106083720, 2016, A. Location in patent: Paragraph 0062; 0071-0072
[2] Patent: WO2013/134660, 2013, A1. Location in patent: Paragraph 0169
Methyl 4-hydroxy-7-phenoxyisoquinoline-3-carboxylate Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Methyl 4-hydroxy-7-phenoxyisoquinoline-3-carboxylate manufacturers
- Product
- Methyl 4-hydroxy-7-phenoxyisoquinoline-3-carboxylate 1455091-10-7
- Price
- US $0.00-0.00/g
- Min. Order
- 0.1g
- Purity
- 99.99%
- Supply Ability
- 20000t
- Release date
- 2025-06-16
- Product
- 4-Hydroxy-7-phenoxy-3-isoquinolinecarboxylic acid methyl ester 1455091-10-7
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- ＞98% by HPLC
- Supply Ability
- 10kg/month
- Release date
- 2023-01-09
- Product
- Roxadustat Impurity 25
- Price
- US $0.00-0.00/mg
- Min. Order
- 10mg
- Purity
- 98%
- Supply Ability
- 500mg
- Release date
- 2024-07-17