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Merck

PZ0203

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
Assay:
≥98% (HPLC)
Form:
powder
Quality level:
100

Key Documents

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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

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

H2O: 10 mg/mL (clear solution)

storage temp.

room temp

Quality Level

100

Gene Information

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

Biochem/physiol Actions

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).
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.
Sitaxentan is a potent and selective endothelin ET(A) receptor antagonist; antihypertensive.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000508981
0000508980
0000508980
0000508981
0000403700

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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)
Hagai Tavori et al.
Journal of lipid research, 56(3), 635-643 (2015-01-17)
Tissue cholesterol accumulation, macrophage infiltration, and inflammation are features of atherosclerosis and some forms of dermatitis. HDL and its main protein, apoAI, are acceptors of excess cholesterol from macrophages; this process inhibits tissue inflammation. Recent epidemiologic and clinical trial evidence
Sabrina Weber et al.
Cancers, 12(6) (2020-06-21)
Molecular profiling from liquid biopsy, in particular cell-free DNA (cfDNA), represents an attractive alternative to tissue biopsies for the detection of actionable targets and tumor monitoring. In addition to PCR-based assays, Next Generation Sequencing (NGS)-based cfDNA assays are now commercially
Andrew N Wilkinson et al.
Journal of immunology (Baltimore, Md. : 1950), 200(10), 3547-3555 (2018-04-08)
IL-6 mediates broad physiological and pathological effects through its receptor signal transducing unit gp130. Due to the reportedly wide cellular expression of gp130, IL-6 is thought to signal ubiquitously via gp130 complex formation with membrane-bound IL-6Rα or soluble IL-6Rα. gp130
Aidan E Gilchrist et al.
Integrative biology : quantitative biosciences from nano to macro, 12(7), 175-187 (2020-06-20)
Hematopoietic stem cells (HSCs) primarily reside in the bone marrow, where they receive external cues from their local microenvironment. The complex milieu of biophysical cues, cellular components and cell-secreted factors regulates the process by which HSC produce the blood and
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