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2,3-Dihydro-1-<(triphenylphosphoranyliden)acetyl>indol, also known as Phosindol, is a phosphorus-containing indole derivative with the molecular formula C34H27NOP. It is a versatile chemical compound that is widely used in organic synthesis and medicinal chemistry due to its unique structure and properties.

103148-92-1

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103148-92-1 Usage

Uses

Used in Organic Synthesis:
2,3-Dihydro-1-<(triphenylphosphoranyliden)acetyl>indol is used as a building block for the synthesis of complex organic molecules. Its phosphorus-containing structure allows for various chemical reactions, making it a valuable component in the creation of novel compounds with potential applications in various fields.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, 2,3-Dihydro-1-<(triphenylphosphoranyliden)acetyl>indol is used as a ligand in metal-catalyzed reactions. Its ability to form stable complexes with metal ions enables the development of new catalysts for various chemical transformations, which can be applied in the synthesis of pharmaceutical compounds.
Used in Anti-inflammatory Applications:
Phosindol has been studied for its potential anti-inflammatory properties. It is believed to modulate inflammatory signaling pathways, reducing the production of pro-inflammatory mediators and alleviating inflammation in various conditions.
Used in Anticancer Applications:
2,3-Dihydro-1-<(triphenylphosphoranyliden)acetyl>indol has shown promise as an anticancer agent. It has been found to inhibit the growth of certain cancer cells, making it a potential candidate for the development of new cancer therapies. Further research is needed to fully understand its mechanism of action and optimize its efficacy in cancer treatment.
Used in Drug Discovery:
Due to its diverse range of applications, Phosindol is an important compound in the field of drug discovery. Its unique structure and properties make it a valuable starting point for the development of new drugs with potential applications in various therapeutic areas, including inflammation and cancer.

Check Digit Verification of cas no

The CAS Registry Mumber 103148-92-1 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,0,3,1,4 and 8 respectively; the second part has 2 digits, 9 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 103148-92:
(8*1)+(7*0)+(6*3)+(5*1)+(4*4)+(3*8)+(2*9)+(1*2)=91
91 % 10 = 1
So 103148-92-1 is a valid CAS Registry Number.

103148-92-1Downstream Products

103148-92-1Relevant academic research and scientific papers

The synthesis of α,α-disubstituted α-amino acids via ichikawa rearrangement

Szczes?niak, Piotr,Pieczykolan, Micha?,Stecko, Sebastian

, p. 1057 - 1074 (2016/02/19)

An approach to α,α-disubstituted α-amino acids is reported. The key step is allyl cyanate-to-isocyanate rearrangement. As demonstrated, the resultant allyl isocyanates can be directly trapped with various nucleophiles, for instance, alcohols, amines, and organometallic reagents, to provide a broad range of N-functionalized allylamines. The developed method has been successfully applied in the synthesis of two bioactive peptides: 2-aminoadamantane-2-carboxylic acid derived P2X7-evoked glutamate release inhibitor and 4-amino-tetrahydropyranyl-4-carboxylic acid derived dipeptide GSK-2793660, which is currently in clinical trials as cathepsin C inhibitor for the treatment of cystic fibrosis, noncystic fibrosis bronchiectasis, ANCA-associated vasculitis and bronchiectasis.

Cycloadditions, 9: Intramolecular Diels-Alder Reaction of Allenecarboxanilides; Incorporation of the Amide Nitrogen Atom in Benzo- and Dibenzo-condensated Five-, Six-, and Seven-membered Rings

Diehl, Klaus,Himbert, Gerhard

, p. 2874 - 2888 (2007/10/02)

The allenecarboxanilides 6a-f, the amide nitrogen atom of which is part of a benzo-condensated five-, six-, or seven-membered ring, are synthesized via phosphorus ylides.Thermolysis of 6 in refluxing xylene induces the intramolecular Diels-Alder reaction only in those cases, where the heterocycle is six- or seven-membered.The allenecarboxamide 6b with the six-membered ring bearing only one benzene nucleus in addition furnishes the quinoline derivatives 9 and 10 as main products, while in the case of the allenecarboxamides 6a,c possessing a five-membered heterocycle no reaction takes place whatever.It is tried to explain this different thermolytic behaviour by taking into consideration the spatial arrangement of the two reacting ?-systems (allene and arene) determined by the structure.

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