FG-4592

Base Information

• Chemical Name: FG-4592
• CAS No.: 808118-40-3
• Molecular Formula: C₁₉H₁₆N₂O₅
• Molecular Weight: 352.346
• Mol file: 808118-40-3.mol

Synonyms:N-[(4-Hydroxy-1-methyl-7-phenoxyisoquinolin-3-yl)carbonyl]glycine;[[(4-Hydroxy-1-methyl-7-phenoxyisoquinolin-3-yl)carbonyl]amino]acetic acid;

Chemical Property of FG-4592

Chemical Property:

• Boiling Point: 684.3 °C at 760 mmHg
• PKA: 2.46±0.10(Predicted)
• Flash Point: 367.6 °C
• PSA: 108.75000
• Density: 1.389 g/cm³
• LogP: 3.24640
• Storage Temp.: -20°C
• Solubility.: Soluble in DMSO (up to at least 25 mg/ml).

Purity/Quality:

N-[(4-Hydroxy-1-methyl-7-phenoxy-3-isoquinolinyl)carbonyl]glycine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: Roxadustat is an orally administered, small molecule hypoxia-inducible factor (HIF) prolyl hydroxylase inhibitor that is being developed by FibroGen, in collaboration with Astellas and AstraZeneca, for the treatment of anaemia in patients with dialysis-dependent chronic kidney disease (CKD), non-dialysis-dependent CKD and in patients with myelodysplastic syndromes.
• Uses: Roxadustat is a hypoxia-inducible factor (HIF) prolyl hydroxylase inhibitor used to increase white blood cell levels in blood and hematopoietic progenitor cells in bone marrow.

Technology Process of FG-4592

There total 122 articles about FG-4592 which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

dihydroxy-methyl-borane (13061-96-6) + (1-bromo-4-hydroxy-7-phenoxyisoquinoline-3-carbonyl)glycine methyl ester → [(4-hydroxy-1-methyl-7-phenoxy-isoquinoline-3-carbonyl)-amino]-acetic acid (808118-40-3)

Guidance literature:

With potassium dihydrogenphosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In ethanol; water; at 100 ℃; for 16h; Inert atmosphere;

Reference yield: 99.1%

(1-((dimethylamino)methyl)-4-hydroxy-7-phenoxyisoquinoline-3-carbonyl)glycine → [(4-hydroxy-1-methyl-7-phenoxy-isoquinoline-3-carbonyl)-amino]-acetic acid (808118-40-3)

Guidance literature:

With zinc; at 70 ℃; for 5h; under 760.051 Torr; Temperature;

Reference yield: 98.7%

C33H29N3O5 → [(4-hydroxy-1-methyl-7-phenoxy-isoquinoline-3-carbonyl)-amino]-acetic acid (808118-40-3)

Guidance literature:

With zinc; at 120 ℃; for 5h; under 760.051 Torr;

upstream raw materials:

4-Nitrophthalonitrile

4-phenoxyphthalonitrile

4-phenoxyphthalic acid

4-phenoxyphthalic anhydride

Refernces

• 1、 -. "PROCESSES FOR THE PREPARATION OF ROXADUSTAT AND INTERMEDIATES THEREOF". Paragraph 00215. . Retrieved 2021/02/12.
• 2、 -. "Preparation method of isoquinolinone compound". Paragraph 0317-0321. . Retrieved 2021/07/17.