Enpp/Carbonic anhydrase-IN-2

• CAT Number: I042386
• CAS Number: 2883495-39-2
• Molecular Formula: C23H24FNO4S
• Molecular Weight: 429.50
• Purity: ≥95%
• Synonyms: [4-(adamantane-1-carbonylamino)phenyl] 4-fluorobenzenesulfonate
• InChI: InChI=1S/C23H24FNO4S/c24-18-1-7-21(8-2-18)30(27,28)29-20-5-3-19(4-6-20)25-22(26)23-12-15-9-16(13-23)11-17(10-15)14-23/h1-8,15-17H,9-14H2,(H,25,26)
• InChIKey: LLXLLGJJXOHBLG-UHFFFAOYSA-N
• SMILES: C1C2CC3CC1CC(C2)(C3)C(=O)NC4=CC=C(C=C4)OS(=O)(=O)C5=CC=C(C=C5)F

Enpp/Carbonic anhydrase-IN-2 (compound 1i) is a potent Enpp and carbonic anhydrase inhibitor with IC50s of 1.13, 1.07, 0.74, 0.33, 0.68 for NPP1, NPP2, NPP3, CA-IX, CA-XII respectively. Enpp/Carbonic anhydrase-IN-2 shows antiproliferative activity for cancer cells and low cytotoxic against normal cells. Enpp/Carbonic anhydrase-IN-2 induces Apoptosis[1].
Enpp/Carbonic anhydrase-IN-2 (compound 1i) (0-100 µM; ) inhibits some cancer cells growth with IC50s of 0.58, 0.58, 0.63, 0.42, 0.20, 0.72, 0.41, 0.76, 0.94, 0.28, 0.49, 0.59, 0.83 µM for K-562, COLO 205, HCT-116, HCT-15, HT29, KM12, SW-620, SF-539, NCI/ADR-RES, A498, PC-3, MCF7, T-47D cells, respectively[1].
Enpp/Carbonic anhydrase-IN-2 (0-2 µM) shows low cytotoxic against normal breast epithelial cells (HME1) and normal skin fibroblast cells (F180) with IC50s of > 50 μM[1].
Enpp/Carbonic anhydrase-IN-2 (0.58, 1.16 µM) induces apoptosis in a dose-dependent manner at K-562 cells[1].

Reference

[1]. Afnan I.Shahin, et al. Design and synthesis of new adamantyl derivatives as promising antiproliferative agents. European Journal of Medicinal Chemistry, 2022.