SDH-IN-2

• CAT Number: I041751
• CAS Number: 1823354-06-8
• Molecular Formula: C10H6F3NO
• Molecular Weight: 213.16
• Purity: ≥95%
• Synonyms: N-[4-(trifluoromethyl)phenyl]prop-2-ynamide
• InChI: InChI=1S/C10H6F3NO/c1-2-9(15)14-8-5-3-7(4-6-8)10(11,12)13/h1,3-6H,(H,14,15)
• InChIKey: CXLSLWORVFXLKL-UHFFFAOYSA-N
• SMILES: C#CC(=O)NC1=CC=C(C=C1)C(F)(F)F

SDH-IN-2 is a potent succinate dehydrogenase (SDH) inhibitor with an IC50 of 0.55 μg/mL. SDH-IN-2 is also an antifungal agent. SDH-IN-2 inhibits phytopathogenic fungia with average EC50 values of 3.82-9.81 μg/mL for all the fungi[1]. SDH-IN-2 is a click chemistry reagent, it contains an Alkyne group and can undergo copper-catalyzed azide-alkyne cycloaddition (CuAAc) with molecules containing Azide groups.
SDH-IN-2 (Compound 13) (200 μg/mL, 7 days) completely inhibits Physalospora piricola infection on apples, and also shows high inhibition rates of 70.9-86.9% on all the fungi even at 20 μg/mL[1].
SDH-IN-2 inhibits P. oryza and F. oxysporum f. sp. niveum with EC50s of 4.33 and 3.56 μg/mL[1].
SDH-IN-2 (0-50 μg/mL) has no effect on the germination rate of bean seeds[1].
SDH-IN-2 (0-100 μg/mL) has no significant effect on the growth of wheat seedlings[1].
SDH-IN-2 inhibits SDH enzymatic activity with an IC50 of 0.55 μg/mL[1].
SDH-IN-2 binds well to the ubiquinone-binding region of SDH by hydrogen bonds and undergoes π–alkyl interaction and π-cation interaction[1].
SDH-IN-2 (Compound 13) (0-200 μg/mL, 7 days) inhibits the infection of P. piricola on apples[1].

Reference

[1]. Zhang YH, et al. Discovery of N-Phenylpropiolamide as a Novel Succinate Dehydrogenase Inhibitor Scaffold with Broad-Spectrum Antifungal Activity on Phytopathogenic Fungi. J Agric Food Chem. 2023 Mar 1;71(8):3681-3693.
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