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[ CAS No. 58-63-9 ] {[proInfo.proName]}

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Chemical Structure| 58-63-9
Chemical Structure| 58-63-9
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Product Citations

Product Citations

Walczak, Juliusz Maksymilian ; Iwaszkiewicz-Grzes, Dorota ; Ziomkowska, Michalina , et al. DOI: PubMed ID:

Abstract: The group of 18 new amide derivatives of mycophenolic acid (MPA) and selected heterocyclic amines was synthesised as potential immunosuppressive agents functioning as inosine-5′-monophosphate dehydrogenase (IMPDH) uncompetitive inhibitors. The synthesis of 14 of them employed uronium-type activating system (TBTU/HOBt/DIPEA) while 4 of them concerned phosphonic acid anhydride method (T3P/Py) facilitating amides to be obtained in moderate to excellent yields without the need of phenolic group protection. Most of optimised protocols did not require complicated reaction work-ups, including chromatographic, solvent-consuming methods. The biological activity assay was performed on the T-Jurkat cell line and peripheral mononuclear blood cells (PBMCs) which are both dedicated for antiproliferative activity determination. Each of designed derivatives was characterised by reduced cytotoxicity and benzoxazole analogue (A2) revealed the most promising activity. Subsequently, an observed structure-activity relationship was discussed.

Keywords: Mycophenolic acid ; amide derivatives ; heterocycles ; benzoxazole ; IMPDH inhibition

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Product Details of [ 58-63-9 ]

CAS No. :58-63-9 MDL No. :MFCD00066770
Formula : C10H12N4O5 Boiling Point : -
Linear Structure Formula :(C5H3N4O)(C4H4O(OH)2)CH2OH InChI Key :UGQMRVRMYYASKQ-KQYNXXCUSA-N
M.W : 268.23 Pubchem ID :135398641
Synonyms :
9-β-D-Ribofuranosylhypoxanthine;NSC 20262;INO 495
Chemical Name :9-((2R,3R,4S,5R)-3,4-Dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-3H-purin-6(9H)-one

Safety of [ 58-63-9 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 58-63-9 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 58-63-9 ]

[ 58-63-9 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 4016-63-1 ]
  • [ 58-63-9 ]
  • 2-(8-guanosyl)inosine [ No CAS ]
  • 2
  • [ 14096-51-6 ]
  • [ 58-63-9 ]
  • [ 80263-30-5 ]
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