indoleaMine-2,3-dioxygenase inhibitor INCB024360

Base Information

• Chemical Name: indoleaMine-2,3-dioxygenase inhibitor INCB024360
• CAS No.: 914471-09-3
• Molecular Formula: C9H7ClFN5O2
• Molecular Weight: 271.638
• Mol file: 914471-09-3.mol

Synonyms:INCB 024360;INCB024360;INCB-024360;INCB-24360;indoleaMine-2,3-dioxygenase inhibitor INCB024360;INCB024360/INCB-024360;4-Amino-N-(3-chloro-4-fluorophenyl)-N'-hydroxy-1,2,5-oxadiazole-3-carboximidamide;(4E)-4-[(3-chloro-4-fluoroanilino)-nitrosomethylidene]-1,2,5-oxadiazol-3-amine

Chemical Property of indoleaMine-2,3-dioxygenase inhibitor INCB024360

Chemical Property:

• Appearance/Colour: Off-white to yellow solid
• Boiling Point: 504.7±60.0 °C(Predicted)
• PKA: 7.54±0.69(Predicted)
• PSA: 109.56000
• Density: 1.78±0.1 g/cm3(Predicted)
• LogP: 2.47350
• Solubility.: ≥13.55 mg/mL in DMSO

Purity/Quality:

99%, ^*data from raw suppliers

INCB024360 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: Epacadostat (INCB024360) is a potent and selective indoleamine 2,3-dioxygenase (IDO1) inhibitor with IC50 of 10 nM and displays high selectivity over other related enzymes such as IDO2 or tryptophan 2,3-dioxygenase (TDO).
• Uses: INCB024360 acts as a competitive inhibitor of (IDO1) indoleamine 2,3-dioxygenase showing effect in mouse melanoma models. IC50 = 67 nM

Technology Process of indoleaMine-2,3-dioxygenase inhibitor INCB024360

There total 3 articles about indoleaMine-2,3-dioxygenase inhibitor INCB024360 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: 91.0%

meta-fluoroaniline (372-19-0) + 4-amino-N-hydroxy-1,2,5-oxadiazole-3-carboximidamidoyl chloride (147085-13-0) → 4-amino-N-(3-chloro-4-fluorophenyl)-N‘-hydroxy-1,2,5-oxadiazole-3-carboximidamide (914471-09-3)

Guidance literature:

With sodium hydrogencarbonate; In tetrahydrofuran; at 45 ℃; for 3.16667h; Reflux;

DOI:10.1016/j.ejmech.2019.111629

Reference yield: 88.0%

3-chloro-4-fluorophenylamine (367-21-5) + 4-amino-N-hydroxy-1,2,5-oxadiazole-3-carboximidamidoyl chloride (147085-13-0) → 4-amino-N-(3-chloro-4-fluorophenyl)-N‘-hydroxy-1,2,5-oxadiazole-3-carboximidamide (914471-09-3)

Guidance literature:

With sodium hydrogencarbonate; In ethanol; water; at 60 ℃; for 1h;

DOI:10.1002/jlcr.3263

Reference yield:

→ 4-amino-N-(3-chloro-4-fluorophenyl)-N‘-hydroxy-1,2,5-oxadiazole-3-carboximidamide (914471-09-3)

Guidance literature:

upstream raw materials:

3-chloro-4-fluorophenylamine

4-amino-N-hydroxy-1,2,5-oxadiazole-3-carboximidamidoyl chloride

meta-fluoroaniline

Downstream raw materials:

3-(4-amino-1,2,5-oxadiazol-3-yl)-4-(3-chlorophenyl)-1,2,4-oxadiazol-5(4H)-one

3-(4-amino-1,2,5-oxadiazol-3-yl)-4-[3-(trifluoromethyl)phenyl]-1,2,4-oxadiazol-5(4H)-one

4-(3-chloro-4-fluorophenyl)-3-[(4-amino)-1,2,5-oxadiazol-3-yl]-1,2,4-oxadiazol-5(4H)-one

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