608141-42-0 Usage
Description
(S)-1-(3-Ethoxy-4-Methoxyphenyl)-2-(Methylsulfonyl)ethanaMine, also known as (1S)-1-(3-Ethoxy-4-methoxy-phenyl)-2-methanesulfonyl-ethylamine, is an organic compound that serves as an intermediate in the synthesis of Apremilast (A729700). It is characterized by its unique chemical structure, which includes an ethylamine backbone with a phenyl ring substituted at the 3-position with an ethoxy group and at the 4-position with a methoxy group. Additionally, the 2-position of the ethylamine is substituted with a methylsulfonyl group.
Uses
Used in Pharmaceutical Industry:
(S)-1-(3-Ethoxy-4-Methoxyphenyl)-2-(Methylsulfonyl)ethanaMine is used as an intermediate in the synthesis of Apremilast (A729700) for the treatment of psoriatic arthritis. Apremilast is an oral phosphodiesterase 4 (PDE4) inhibitor that modulates inflammatory responses and alleviates the symptoms of psoriatic arthritis by reducing the production of inflammatory mediators such as tumor necrosis factor-alpha (TNF-α), interleukin-17 (IL-17), and interleukin-23 (IL-23). (S)-1-(3-Ethoxy-4-Methoxyphenyl)-2-(Methylsulfonyl)ethanaMine's role as an intermediate in the production of Apremilast highlights its importance in the development of novel therapeutics for autoimmune diseases.
Check Digit Verification of cas no
The CAS Registry Mumber 608141-42-0 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 6,0,8,1,4 and 1 respectively; the second part has 2 digits, 4 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 608141-42:
(8*6)+(7*0)+(6*8)+(5*1)+(4*4)+(3*1)+(2*4)+(1*2)=130
130 % 10 = 0
So 608141-42-0 is a valid CAS Registry Number.
608141-42-0Relevant articles and documents
Directed evolution of an amine transaminase for the synthesis of an Apremilast intermediate via kinetic resolution
Xiang, Chao,Wu, Shuke,Bornscheuer, Uwe T.
, (2021/06/26)
Apremilast is an important active pharmaceutical ingredient that relies on a resolution to produce the key chiral amine intermediate. To provide a new catalytic and enzymatic process for Apremilast, we performed the directed evolution of the amine transaminase from Vibrio fluvialis. Six rounds of evolution resulted in the VF-8M-E variant with > 400-fold increase specific activity over the wildtype enzyme. A homology model of VF-8M-E was built and a molecular docking study was performed to explain the increase in activity. The purified VF-8M-E was successfully applied to produce the key chiral amine intermediate in enantiopure form and 49% conversion via a kinetic resolution, representing a new enzymatic access towards Apremilast.
CRYSTAL FORMS OF THIOPHENE DERIVATIVES
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Paragraph 0271, (2021/05/14)
Disclosed is crystal form I of compound (S)—N-[5-[1-(3-ethoxy-4-methoxyphenyl)-2-(methylsulfonyl)ethyl]-4,6-dioxo-5,6-dihydro-4H-thieno[3,4-c]pyrrole-1-yl]acetamide.
NOVEL ISOINDOLINE DERIVATIVE, AND PHARMACEUTICAL COMPOSITION AND APPLICATION THEREOF
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Paragraph 0142-0143, (2020/01/22)
Disclosed are a novel isoindoline derivative, a pharmaceutical composition and use thereof. The compound of formula I, or the pharmaceutically acceptable salt, solvate, polymorph, co-crystal, stereoisomer, isotopic compound, metabolite or prodrug thereof disclosed in the invention can regulate the generation and/or activity of PDE4 and/or TNF-α so as to effectively treat cancer and inflammatory diseases.
