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Chemical Structure| 99-31-0 Chemical Structure| 99-31-0
Chemical Structure| 99-31-0

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Synonyms: 5-Aminobenzene-1,3-dicarboxylic acid

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Product Citations

Product Citations

Chayka, Artem ; Danda, Matěj ; Dostálková, Alžběta ; Spiwok, Vojtěch ; Klimešová, Anna ; Kapisheva, Marina , et al.

Abstract: The use of Fpocket and virtual screening techniques enabled us to identify potential allosteric druggable pockets within the SARS-CoV-2 RNA-dependent RNA polymerase (RdRp). Of the compounds screened, compound 1 was identified as a promising inhibitor, lowering a SARS-CoV-2 RdRp activity to 57% in an enzymatic assay at 10 µM concentration. The structure of compound 1 was subsequently optimized in order to preserve or enhance inhibitory activity. This involved the substitution of problematic and aromatic nitro groups with more inert functionalities. The scaffold with two NH groups was identified as essential for the compound's activity but also exhibited high toxicity in Calu-3 cells. To address this issue, a scaffold hopping approach was employed to replace the urea core with potentially less toxic urea isosteres. This approach yielded several structural analogues with notable activity, specifically 2,2’-bisimidazol (in compound 55 with residual activity = 42%) and (1H-imidazol-2-yl)urea (in compounds 59 and 60, with = 50 and 28%, respectively). Despite these advances, toxicity remained a major concern. These compounds represent a promising starting point for further structure-activity relationship studies of allosteric inhibitors of SARS-CoV-2 RdRp, with the goal of reducing their cytotoxicity and improving aqueous solubility.

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Product Details of 5-Aminoisophthalic acid

CAS No. :99-31-0
Formula : C8H7NO4
M.W : 181.15
SMILES Code : O=C(O)C1=CC(N)=CC(C(O)=O)=C1
Synonyms :
5-Aminobenzene-1,3-dicarboxylic acid
MDL No. :MFCD00002522
InChI Key :KBZFDRWPMZESDI-UHFFFAOYSA-N
Pubchem ID :66833

Safety of 5-Aminoisophthalic acid

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of 5-Aminoisophthalic acid

* 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 [ 99-31-0 ]

[ 99-31-0 ] Synthesis Path-Downstream   1~2

  • 2
  • [ 82410-79-5 ]
  • zinc(II) nitrate hexahydrate [ No CAS ]
  • [ 99-31-0 ]
  • [ 7732-18-5 ]
  • [Zn2(1,4-bis[(2-methylimidazol-1-yl)methyl]benzene)(5-aminoisophthalate)2]·2H2O}n [ No CAS ]
 

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