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Key Documents

SML0374

Sigma-Aldrich

U-104

≥98% (HPLC)

Synonym(s):

4-[[[(4-Fluorophenyl)amino]carbonyl]amino]-benzenesulfonamide, NSC 213841

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About This Item

Empirical Formula (Hill Notation):
C13H12FN3O3S
CAS Number:
Molecular Weight:
309.32
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Quality Level

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: >15 mg/mL

storage temp.

2-8°C

SMILES string

O=C(NC1=CC=C(S(N)(=O)=O)C=C1)NC2=CC=C(F)C=C2

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

Biochem/physiol Actions

U-104 is a carbonic anhydrase IX (CAIX) inhibitor and a CAXII inhibitor.
U-104 is an inhibitor of CA IX that binds only to CA IX under hypoxic conditions in vivo. The binding results in significant inhibition of tumor growth and metastasis formation in both spontaneous and experimental models of metastasis. U-104 reduces the medium acidity by inhibiting the catalytic activity of the CA IX. It binds specifically only to hypoxic cells expressing CA IX.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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