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Key Documents

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PZ0203

Sigma-Aldrich

Sitaxentan sodium salt

≥98% (HPLC)

Sinónimos:

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

Fórmula empírica (notación de Hill):
C18H14ClN2NaO6S2
Número de CAS:
210421-74-2
Peso molecular:
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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificados de análisis (COA)

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Sitaxsentan for the prevention of experimental shunt-induced pulmonary hypertension
Rondelet B, et al.
Pediatric Research, 61(3), 284-284 (2007)
Alex G Cuenca et al.
Innate immunity, 21(4), 386-391 (2014-08-12)
Neonates have increased susceptibility to infection, which leads to increased mortality. Whether or not this as a result of implicit deficits in neonatal innate immune function or recapitulation of innate immune effector cell populations following infection is unknown. Here, we
Daan van de Velde et al.
Biomedical chromatography : BMC, 34(3), e4787-e4787 (2019-12-26)
Endothelin receptor antagonists (ERAs) such as, ambrisentan, macitentan and sitaxentan are primarily used for the treatment of pulmonary arterial hypertension. Considering the rise in endothelin in pre-eclampsia, ERAs may also be useful in its treatment. To evaluate the pharmacokinetics of
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
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