152-93-2 Usage
Description
2,6-diamino-5-(beta-D-glucopyranosyloxy)-(1H)-pyrimidin-4-one, also known as Vicine, is a pyrimidine glycoside found in faba or fava beans. It serves as a precursor to the aglycons divicine and isouramil, which are the main factors responsible for favism. 2,6-diamino-5-(beta-D-glucopyranosyloxy)-(1H)-pyrimidin-4-one has a unique chemical structure that allows it to be utilized in various applications across different industries.
Uses
Used in Pharmaceutical Industry:
2,6-diamino-5-(beta-D-glucopyranosyloxy)-(1H)-pyrimidin-4-one is used as a precursor compound for the synthesis of new classes of compounds with potential pharmaceutical applications. Its role in the synthesis of cinnamyl-triazole compounds, which can act as selective inhibitors of human aromatase (cytochrome P 450 19A1), makes it a valuable component in the development of treatments for hormone-related conditions.
Used in Agricultural Industry:
In the agricultural industry, 2,6-diamino-5-(beta-D-glucopyranosyloxy)-(1H)-pyrimidin-4-one is used as a component in the study of faba beans, which are an important crop for both human consumption and animal feed. Understanding the properties and applications of this compound can contribute to the development of improved varieties of faba beans with reduced levels of favism-causing factors.
Used in Chemical Synthesis:
2,6-diamino-5-(beta-D-glucopyranosyloxy)-(1H)-pyrimidin-4-one is used as a key intermediate in the synthesis of various chemical compounds, including those with potential applications in the pharmaceutical, agricultural, and other industries. Its unique structure and reactivity make it a valuable building block for the development of new molecules with diverse properties and functions.
Purification Methods
Crystallise Vicine from water (1%) or aqueous 85% EtOH, and dry it at 135o. [Bendich & Clements Biochim Biophys Acta 12 462 1953, Beilstein 31 H 163, 2 5 III/IV 4285.]
Check Digit Verification of cas no
The CAS Registry Mumber 152-93-2 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,5 and 2 respectively; the second part has 2 digits, 9 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 152-93:
(5*1)+(4*5)+(3*2)+(2*9)+(1*3)=52
52 % 10 = 2
So 152-93-2 is a valid CAS Registry Number.
InChI:InChI=1/C10H16N4O7/c11-7-6(8(19)14-10(12)13-7)21-9-5(18)4(17)3(16)2(1-15)20-9/h2-5,9,15-18H,1H2,(H5,11,12,13,14,19)
152-93-2Relevant articles and documents
A Short Synthesis of Vicine and Convicine, the Causative Agents of Favism
Kunesch, Nicole,Miet, Christine,Poisson, Jacques
, p. 1059 - 1064 (2007/10/02)
Vicine (1) and convicine (2) (Vicia faba), causative of the human disease favism, have been conveniently prepared in good yields by a three-step synthesis starting from ethyl glyoxylate.The key step is the reaction of a suitable tetra-O-acetylglucopyranoside with a large excess of guanidine with causes simultaneously deacetylation and coupling. - Key Words: Vicine / Convicine / Favism / Pyrimidines, 5-hydroxy- / Glycosides / Carbohydrates / Trichloroacetimidates
