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PZ0203

Sigma-Aldrich

Sitaxentan sodium salt

≥98% (HPLC)

Synonym(s):

N-(4-Chloro-3-methyl-5-isoxazolyl)-2-[2-(6-methyl-1,3-benzodioxol-5-yl)acetyl]-3-thiophenesulfonamide sodium salt, Sitaxsentan sodium salt, TBC-11251 sodium salt, Thelin

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About This Item

Empirical Formula (Hill Notation):
C18H14ClN2NaO6S2
CAS Number:
210421-74-2
Molecular Weight:
476.89
UNSPSC Code:
51111800
PubChem Substance ID:
329823772
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

H2O: 10 mg/mL (clear solution)

storage temp.

room temp

SMILES string

[Na+].Cc1cc2OCOc2cc1CC(=O)c3sccc3S(=O)(=O)[N-]c4onc(C)c4Cl

InChI

1S/C18H14ClN2O6S2.Na/c1-9-5-13-14(26-8-25-13)7-11(9)6-12(22)17-15(3-4-28-17)29(23,24)21-18-16(19)10(2)20-27-18;/h3-5,7H,6,8H2,1-2H3;/q-1;+1

InChI key

MDTNUYUCUYPIHE-UHFFFAOYSA-N

Gene Information

human ... EDNRA(1909) , EDNRB(1910)

Biochem/physiol Actions

Sitaxentan (Sitaxsentan) is a potent and selective endothelin ET(A) receptor antagonist once used in the treatment of pulmonary arterial hypertension (PAH), but removed from the market because of hepatotoxicity. It is over 6000-fold selective for the the ETA receptor subtype with an IC50 of 1 nM for ETA versus an IC50 of 9800 nM for ETB.
Sitaxsentan prevents shunt mediated elevation of pulmonary vascular resistance (PVR). Sitaxsentan effectively inhibits basolateral Na+-taurocholate cotransporting polypeptide (NTCP), organic anion-transporting polypeptides (OATPs) and bile salt export pump (BSEP).

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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Jaroslav Řeháček et al.
Scientific reports, 5, 12289-12289 (2015-07-22)
We reveal that quadrature squeezing can result in significantly better quantum-estimation performance with quantum heterodyne detection (of H. P. Yuen and J. H. Shapiro) as compared to quantum homodyne detection for Gaussian states, which touches an important aspect in the
Srinivas Akula et al.
Cells, 9(1) (2020-01-18)
Mast cells (MCs) are primarily resident hematopoietic tissue cells that are localized at external and internal surfaces of the body where they act in the first line of defense. MCs are found in all studied vertebrates and have also been
Shihab Shamma et al.
The Journal of the Acoustical Society of America, 145(2), 615-615 (2019-03-03)
Pitch is a fundamental attribute in auditory perception involved in source identification and segregation, music, and speech understanding. Pitch percepts are intimately related to harmonic resolvability of sound. When harmonics are well-resolved, the induced pitch is usually salient and precise
Wei Zhao et al.
OncoTargets and therapy, 11, 6071-6080 (2018-10-03)
Non-small-cell lung cancer (NSCLC) is the one of the most common malignancies worldwide, and occurs at a higher frequency in male individuals. Little is known about the role of the long intergenic noncoding RNA for kinase activation (LINK-A) in NSCLC
Evaluation of the endothelin receptor antagonists ambrisentan, bosentan, macitentan, and sitaxsentan as hepatobiliary transporter inhibitors and substrates in sandwich-cultured human hepatocytes
Lepist EI, et al.
PLoS ONE, 9(1), e87548-e87548 (2014)
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