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8-METHOXY-2,3-DIHYDRO-1,4-BENZODIOXINE-6-CARBALDEHYDE, commonly referred to as MDB, is a chemical compound characterized by the molecular formula C10H10O4. It is a derivative of the naturally occurring compound safrole, which is found in certain essential oils. MDB is recognized for its utility as a building block in the synthesis of pharmaceuticals, agrochemicals, flavors, and fragrances. Additionally, it exhibits antibacterial and antifungal properties and is under investigation for its potential therapeutic applications in various medical conditions.

75889-54-2

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75889-54-2 Usage

Uses

Used in Pharmaceutical Industry:
MDB is utilized as a key intermediate in the synthesis of various pharmaceuticals due to its unique chemical structure and reactivity. It aids in the development of new drugs by providing a versatile starting point for chemical reactions.
Used in Agrochemical Industry:
In the agrochemical sector, MDB serves as a fundamental component in the creation of pesticides and other agricultural chemicals. Its role is crucial in enhancing crop protection and yield.
Used in Flavor and Fragrance Industry:
MDB is employed as a building block in the production of flavors and fragrances, contributing to the development of novel scents and tastes for the food, beverage, and cosmetic industries.
Used in Antibacterial and Antifungal Applications:
MDB is used as an antibacterial and antifungal agent, leveraging its natural properties to combat infections and promote health.
Used in Medical Research:
MDB is explored for its potential therapeutic uses in treating specific medical conditions, making it a subject of interest for researchers and pharmaceutical developers seeking innovative treatments.

Check Digit Verification of cas no

The CAS Registry Mumber 75889-54-2 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 7,5,8,8 and 9 respectively; the second part has 2 digits, 5 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 75889-54:
(7*7)+(6*5)+(5*8)+(4*8)+(3*9)+(2*5)+(1*4)=192
192 % 10 = 2
So 75889-54-2 is a valid CAS Registry Number.

75889-54-2Relevant academic research and scientific papers

CO2-Catalyzed oxidation of benzylic and allylic alcohols with DMSO

Riemer, Daniel,Mandaviya, Bhavdip,Schilling, Waldemar,G?tz, Anne Charlotte,Kühl, Torben,Finger, Markus,Das, Shoubhik

, p. 3030 - 3034 (2018/04/14)

CO2-catalyzed transition-metal-free oxidation of alcohols has been achieved. Earlier, several methodologies have been explored for alcohol oxidations based on transition-metal catalysts. However, owing to the cheaper price, easy separation and nontoxicity, transition-metal-free systems are in high demand to the pharmaceutical industries. For this reason, various primary and secondary alcohols have been selectively oxidized to the corresponding carbonyl compounds using CO2 as a catalyst in the presence of different functional groups such as nitrile, nitro, aldehyde, ester, halogen, ether, and so on. At the end, transition-metal-free syntheses of pharmaceuticals have also been achieved. Finally, the role of CO2 has been investigated in detail, and the mechanism is proposed on the basis of experiments and DFT calculations.

Stereoselective synthesis of trans-dihydronarciclasine derivatives containing a 1,4-benzodioxane moiety

Varró, Gábor,Pogrányi, Balázs,Grün, Alajos,Simon, András,Heged?s, László,Kádas, István

, p. 2265 - 2285 (2018/11/10)

Abstract: Some new trans-dihydronarciclasine derivatives containing a 1,4-benzodioxane moiety were stereoselectively synthesised using our feasible and efficient method developed recently. These new phenanthridone alkaloid analogues were obtained in both racemic and optically active forms. High enantioselectivities (up to 99% ee) were achieved by applying (8S,9S)-9-amino(9-deoxy)epiquinine as an organocatalyst. Due to a side reaction, various methoxyphenanthridine regioisomers were also prepared which afforded further synthetic trans-dihydronarciclasine analogues modified in the ring A of the phenanthridone scaffold. Graphical abstract: [Figure not available: see fulltext.].

Cis -restricted 3-aminopyrazole analogues of combretastatins: Synthesis from plant polyalkoxybenzenes and biological evaluation in the cytotoxicity and phenotypic sea urchin embryo assays

Tsyganov, Dmitry V.,Konyushkin, Leonid D.,Karmanova, Irina B.,Firgang, Sergei I.,Strelenko, Yuri A.,Semenova, Marina N.,Kiselyov, Alex S.,Semenov, Victor V.

, p. 1485 - 1491 (2013/09/23)

We have synthesized a series of novel cis-restricted 4,5-polyalkoxydiaryl- 3-aminopyrazole analogues of combretastatins via short synthetic sequences using building blocks isolated from dill and parsley seed extracts. The resulting compounds were tested in vivo in the phenotypic sea urchin embryo assay to reveal their antimitotic and antitubulin effects. The most potent aminopyrazole, 14a, altered embryonic cell division at 10 nM concentration, exhibiting microtubule-destabilizing properties. Compounds 12a and 14a displayed pronounced cytotoxicity in the NCI60 anticancer drug screen, with the ability to inhibit growth of multi-drug-resistant cancer cells.

Synthesis and glycogen phosphorylase inhibitor activity of functionalized 1,4-benzodioxanes

Czako,Juhasz,Docsa,Gergely,Antus

experimental part, p. 235 - 238 (2011/07/09)

A series of novel 1,4-benzodioxanes 11a-e and rac-12a-d carrying thiazolidine-2,4-dione moiety was synthesized and their glycogen phosphorylase inhibitor activity was also evaluated.

Inhibitors of c-Jun N-terminal kinases (JNK) and other protein kinases

-

, (2008/06/13)

The present invention provide a compound of formula I or II: or a pharmaceutically acceptable derivative thereof, wherein R1, R2, R3, and R4 are as described in the specification. These compounds are inhibitors of protein kinase, particularly inhibitors of JNK, a mammalian protein kinase involved cell proliferation, cell death and response to extracellular stimuli; and Src-family kinases, especially Src and Lck kinases. These compounds are also inhibitors of GSK3 and CDK2 kinases. The invention also relates to methods for producing these inhibitors. The invention also provides pharmaceutical compositions comprising the inhibitors of the invention and methods of utilizing those compositions in the treatment and prevention of various disorders.

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