635705-72-5

Basic information

• Product Name: APST-ZA
• Synonyms: APST-ZA;Des-acetyl Apremilast
• CAS NO: 635705-72-5
• Molecular Formula: C₂₀H₂₂N₂O₆S
• Molecular Weight: 418.46348
• EINECS: -0
• Mol File: 635705-72-5.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 673.6±55.0 °C(Predicted)
• Appearance: /
• Density: 1.383±0.06 g/cm3(Predicted)
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility: Chloroform (Slightly), DMSO (Slightly)
• PKA: -0.76±0.20(Predicted)
• CAS DataBase Reference: APST-ZA(CAS DataBase Reference)
• NIST Chemistry Reference: APST-ZA(635705-72-5)
• EPA Substance Registry System: APST-ZA(635705-72-5)

Safety Data

• Hazardous Substances Data: 635705-72-5(Hazardous Substances Data)

Usage

Uses

Des-acetyl Apremilast is the metabolite of Apremilast (A729700), which is an oral phosphodiesterase 4 inhibitor used in the treatment of psoriatic arthritis.

Upstream product

• 603-62-3 4-nitro-1H-isoindole-1,3(2H)-dione 
• 915201-13-7 (3-ethoxy-4-methoxyphenyl)boronic acid 
• 90-05-1 2-methoxy-phenol 
• 2518-24-3 3-aminophthalimide 
• 52849-52-2 1-Bromo-3-ethoxy-4-methoxybenzene 
• 37942-01-1 5-bromo-2-methoxyphenol 
• 66037-04-5 1-acetoxy-5-bromo-2-methoxybenzene 
• 613-70-7 2-methoxyphenyl acetate 
• 6296-53-3 3-acetylaminophthalic anhydride 
• 6946-22-1 3-aminophthalic acid hydrochloride 
• 603-11-2 3-nitrophthalic acid 
• 608141-41-9 Apremilast 
• 608141-43-1 (S)-1-(3-ethoxy-4-methoxyphenyl)-2-(methylsulfonyl)ethanamine-(S)-2-acetamido-4-methylpentanoate 
• 608141-42-0 (S)-2-[1 (3-ethoxy-4-methoxyphenyl)]-1-methanesulfonyl-2-ethylamine 

Downstream Products

• 608141-41-9 Apremilast 
• 1384814-94-1 (1S)-N-{2-[1-(3-ethoxy-4-methoxy-phenyl)-2-methanesulfonyl-ethyl]-1,3-dioxo-2,3-dihydro-1H-isoindol-4-yl}-2-hydroxy-acetamide 
• 1384440-09-8 (S)-N-{2-[1-(3,4-dihydroxy-phenyl)-2-methanesulfonyl-ethyl]-1,3-dioxo-2,3-dihydro-1H-isoindol-4-yl}-2-hydroxy-acetamide 
• 1384440-08-7 (S)-N-{2-[1-(3-ethoxy-4-hydroxy-phenyl)-2-methanesulfonyl-ethyl]-1,3-dioxo-2,3-dihydro-1H-isoindol-4-yl}-2-hydroxy-acetamide 
• 1384439-80-8 (S)-4-Amino-2-[1-(3,4-dihydroxy-phenyl)-2-methanesulfonyl-ethyl]-isoindole-1,3-dione 
• 1384967-19-4 (1S)-2-benzyloxy-N-{2-[1-(3-ethoxy-4-methoxy-phenyl)-2-methanesulfonyl-ethyl]-1,3-dioxo-2,3-dihydro-1H-isoindol-4-yl}-acetamide 

Relevant articles and documents

Methods for preparation of apremilast

The present invention discloses a method for preparation of Apremilast. β-phthalimino vinylsulfones are reacted through the asymmetric addition reaction to form an addition product, and the drug of Apremilast can be obtained from the addition product through simple reactions. The method is a process for synthesizing Apremilast in a more efficient way.

Asymmetric Synthesis of β-Aryl β-Imido Sulfones Using Rhodium Catalysts with Chiral Diene Ligands: Synthesis of Apremilast

A chiral rhodium(I)-diene catalyst enabled the one-step synthesis of β-aryl β-imido sulfones under mild reaction conditions. By selection of the chiral diene ligand L1a or L2, each enantiomer of the chiral β-aryl β-imido sulfone target can be accessed with high stereoselectivity. Demonstration of the scope of the reaction, which includes the synthesis of an N-protected chiral β-amino β-phenyl sulfone, culminated with the efficient synthesis of the heteroatom-rich active pharmaceutical ingredient apremilast.

PROCESS FOR PREPARATION OF APREMILAST

The present invention relates to a process for preparation of apremilast. The present invention relates to p-xylene solvate of apremilast and process for its preparation.