Synonym: 4-(3′-(3″,5″-Dimethylphenyl)ureido)phenyl sulfamate; 4-[(3,5-Dimethylphenyl)ureido]phenyl sulfamate; 4-[[[(3,5-Dimethylphenyl)amino]carbonyl]amino]phenyl sulfamic acid ester
CAS Number: 1330061-67-0
Empirical Formula (Hill Notation): C15H17N3O4S
Molecular Weight: 335.38
MDL Number: MFCD30182321
Linear Formula: C15H17N3O4S
Product Type: Chemical
| assay |
≥98% (HPLC) |
| color |
white to beige |
| form |
powder |
| InChI key |
HGVHSNXRZYOTPD-UHFFFAOYSA-N |
| shipped in |
ambient |
| SMILES string |
O=S(OC1=CC=C(NC(NC2=CC(C)=CC(C)=C2)=O)C=C1)(N)=O |
| solubility |
DMSO: 2 mg/mL, clear |
| storage temp. |
2-8°C |
| Biochem/physiol Actions: |
S4 is a potent and selective inhibitor against sulfamate carbonic anhydrase (CA) subtypes CAIX & CAXII (Ki = 2, 7, 546, 5600 nM against human CA XII, IX, II, and I, respectively). S4 selectively inhibits migration upon anoxia/hypoxia-induced CAIX expression in cancer cultures (% inhibition/conc./cell line = 54%/100 μM/WRO, 65%/33 μM/MDA-MB-231), while exhibiting no inhibitory effects under normoxia or among non-CAIX-expressing cells (HCT116 & RT112). Daily intraperitoneal injection (10 mg/kg) is reported to reduce the metastatic tumor burden in lungs of mice bearing orthotopic eGFP-MDA-MB-231 tumors in vivo. |
| Biochem/physiol Actions: |
Sulfamate carbonic anhydrase IX & XII (CAIX & CAXII) inhibitor |
| RIDADR |
NONH for all modes of transport |
| WGK Germany |
WGK 3 |
| Flash Point(F) |
Not applicable |
| Flash Point(C) |
Not applicable |
| Purity |
≥98% (HPLC) |
| Storage Temp. |
2-8°C |
| UNSPSC |
12352200 |
