99199-90-3 Usage
Description
6-Fluoro-3,4-dihydro-2-oxiranyl-2H-1-benzopyran is a chemical compound that serves as a key intermediate in the synthesis of Smo inhibitors. It is characterized by its unique structure, which includes a fluorine atom, a dihydro-oxiranyl group, and a benzopyran ring. 6-Fluoro-3,4-dihydro-2-oxiranyl-2H-1-benzopyran plays a crucial role in the development of novel therapeutic agents targeting the Smoothened (Smo) protein, a key player in various biological processes and a potential target for cancer treatment.
Uses
Used in Pharmaceutical Industry:
6-Fluoro-3,4-dihydro-2-oxiranyl-2H-1-benzopyran is used as a key intermediate for the preparation of Smo inhibitors. These inhibitors are designed to target the Smo protein, which is involved in the Hedgehog signaling pathway, a critical pathway in embryonic development and tissue repair. Dysregulation of this pathway has been implicated in various cancers, making Smo inhibitors potential antitumor agents.
6-Fluoro-3,4-dihydro-2-oxiranyl-2H-1-benzopyran is used as a building block for the development of nebivolol-based Smo inhibitors. Nebivolol is a β1-adrenergic receptor antagonist with vasodilatory properties, and its modification to target the Smo protein can lead to the creation of dual-action drugs with potential applications in both cardiovascular diseases and cancer treatment.
Check Digit Verification of cas no
The CAS Registry Mumber 99199-90-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 9,9,1,9 and 9 respectively; the second part has 2 digits, 9 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 99199-90:
(7*9)+(6*9)+(5*1)+(4*9)+(3*9)+(2*9)+(1*0)=203
203 % 10 = 3
So 99199-90-3 is a valid CAS Registry Number.
InChI:InChI=1/C11H11FO2/c12-8-2-4-9-7(5-8)1-3-10(14-9)11-6-13-11/h2,4-5,10-11H,1,3,6H2
99199-90-3Relevant articles and documents
Preparation method and application of Smo inhibitor based on Nebivolol
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Paragraph 0042; 0044; 0057-0062, (2019/10/17)
The invention discloses a preparation method and an application of a Smo inhibitor based on Nebivolol. The structural formula of the Smo inhibitor is as shown in a formula (I). The invention further discloses a synthetic method and an application of the Smo inhibitor. According to the Smo inhibitor, a beta-receptor retardant Nebivolol with inhibitory activity for Smo proteins serves as a lead compound, and optimization reconstruction is implemented based on the beta-receptor retardant Nebivolol to obtain the Smo inhibitor with good inhibitory activity.
Preparation of 6-fluoro -3,4-dihydro -2H-1-benzopyran-2-oxirane improved method
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, (2016/10/07)
The invention relates to an improvement method for preparing a nebivolol key intermediate, namely 6-fluorin-3,4-dihydro-2H-1-benzopyranyl-2-epoxy ethane. The method comprises the following steps of: (a) condensing a compound (IV) and dihalogenated methane in the presence of an organic metal lithium compound to obtain a compound (II); (b) reducing the compound (II) to obtain a compound (III); and (c) performing cyclization on the compound (III) under alkaline condition to obtain a compound (I). The scheme of the invention has the advantages of readily available raw materials, easiness in operating, greatly increased reaction yield and purity and high contribution to industrial mass production.
METHOD FOR PREPARING NEBIVOLOL
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Page/Page column 5-6, (2011/10/12)
The present invention relates to a process for the preparation of nebivolol and, more particularly, to an improved process of synthesizing an alpha-haloketone of formula a key intermediate in the preparation of nebivolol.