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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:
178606-66-1
Molecular Weight:
309.32
MDL number:
MFCD00159265
UNSPSC Code:
12352200
PubChem Substance ID:
329825375
NACRES:
NA.77

Quality Level

100

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 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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Miglė Paškevičiūtė et al.
American journal of cancer research, 10(6), 1761-1769 (2020-07-10)
The aim of our study was to assess the influence of two carbonic anhydrase (CA) inhibitors (methazolamide (MTZ)) and U-104 on weakly basic anticancer drug doxorubicin (DOX) and pegylated liposomal doxorubicin (PLD) delivery into monolayer-cultured 4T1 murine breast cancer cells
Timothy A Dinh et al.
Cell reports, 31(2), 107509-107509 (2020-04-16)
Fibrolamellar carcinoma (FLC) is a rare, therapeutically intractable liver cancer that disproportionately affects youth. Although FLC tumors exhibit a distinct gene expression profile, the chromatin regulatory landscape and the genes most critical for tumor cell survival remain unclear. Here, we
Narongrit Thongon et al.
The journal of physiological sciences : JPS, 69(1), 129-141 (2018-07-23)
The mechanism of proton pump inhibitors (PPIs) suppressing intestinal Mg2+ uptake is unknown. The present study aimed to investigate the role of purinergic P2Y receptors in the regulation of Mg2+ absorption in normal and omeprazole-treated intestinal epithelium-like Caco-2 monolayers. Omeprazole

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