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Carbonic anhydrases are zinc metalloenzymes that catalyze the reversible hydration of carbon dioxide to form bicarbonate ion plus a proton. Carbonic anhydrases IX (CAIX) and CAXII are hypoxia and HIF-1-inducible proteins located in cellular transmembranes that regulate intra- and extracellular pH under hypoxic conditions and promote tumor cell survival and invasion in hypoxic microenvironments. U-104 is a ureido-sulfonamide inhibitor of transmembrane CAIX (Ki = 45.1 nM) and CAXII (Ki = 4.5 nM). It demonstrates reduced affinity for the cytosolic isoforms, CAI and CAII (Kis = 5.08 and 9.64 µM, respectively). U-104 associates with CAIX/CAXII only under hypoxic conditions in vivo, reducing extracellular acidity and resulting in significant inhibition of tumor growth and metastasis in experimental models.Formal Name: 4-[[[(4-fluorophenyl)amino]carbonyl]amino]-benzenesulfonamide. CAS Number: 178606-66-1. Synonyms: NSC 213841. Molecular Formula: C13H12FN3O3S. Formula Weight: 309.3. Purity: >98%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 10 mg/ml, DMSO: 20 mg/ml, DMSO:PBS (pH 7.2) (1:1): 0.5 mg/ml, Ethanol: 2 mg/ml. lambdamax: 270 nm. SMILES: FC1=CC=C(NC(NC2=CC=C(S(N)(=O)=O)C=C2)=O)C=C1. InChi Code: InChI=1S/C13H12FN3O3S/c14-9-1-3-10(4-2-9)16-13(18)17-11-5-7-12(8-6-11)21(15,19)20/h1-8H,(H2,15,19,20)(H2,16,17,18). InChi Key: YJQZNWPYLCNRLP-UHFFFAOYSA-N.
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