MRE-269

Modify Date: 2024-01-05 10:14:27

MRE-269 Structure
MRE-269 structure
Common Name MRE-269
CAS Number 475085-57-5 Molecular Weight 419.516
Density 1.2±0.1 g/cm3 Boiling Point 602.1±55.0 °C at 760 mmHg
Molecular Formula C25H29N3O3 Melting Point N/A
MSDS N/A Flash Point 318.0±31.5 °C

 Use of MRE-269


MRE-269 is an active metabolite of selexipag, and acts as a selective IP receptor agonist.

 Names

Name {4-[(5,6-Diphenyl-2-pyrazinyl)(isopropyl)amino]butoxy}acetic acid
Synonym More Synonyms

 MRE-269 Biological Activity

Description MRE-269 is an active metabolite of selexipag, and acts as a selective IP receptor agonist.
Related Catalog
Target

IP Receptor

In Vitro MRE-269 induces endothelium-independent vasodilation of rat extralobar pulmonary artery (EPA). MRE-269 or other IP receptor agonists including epoprostenol, iloprost, treprostinil and beraprost increase cAMP levels in hPASMC[1]. MRE-269 induces concentration-dependent vasodilation in LPA(+), LPA(-), and SPA(-)[3].
In Vivo The vasorelaxant effects of MRE-269 on rat small intralobar pulmonary artery (SIPA) and EPA are the same, while the other IP receptor agonists induce less vasodilation in SIPA than in EPA[1]. MRE-269 produces substantial relaxation of rat small pulmonary artery, although its effects are only significant at high concentrations of above 10 μM (pEC50, 4.98±0.22). By contrast, in rat small pulmonary veins, MRE-269 only produces minimal relaxation over the whole concentration range, with only significant relaxation occurring at the two highest doses of MRE-269 of 10 and 100 μM[2].
References

[1]. Fuchikami C, et al. A comparison of vasodilation mode among selexipag (NS-304; [2-{4-[(5,6-diphenylpyrazin-2-yl)(isopropyl)amino]butoxy}-N-(methylsulfonyl)acetamide]), its active metabolite MRE-269 and various prostacyclin receptor agonists in rat, porcin

[2]. Orie NN, et al. Differential actions of the prostacyclin analogues treprostinil and iloprost and the selexipag metabolite, MRE-269 (ACT-333679) in rat small pulmonary arteries and veins. Prostaglandins Other Lipid Mediat. 2013 Oct;106:1-7

[3]. Kuwano K, et al. A long-acting and highly selective prostacyclin receptor agonist prodrug, 2-{4-[(5,6-diphenylpyrazin-2-yl)(isopropyl)amino]butoxy}-N-(methylsulfonyl)acetamide (NS-304), ameliorates rat pulmonary hypertension with unique relaxant responses

 Chemical & Physical Properties

Density 1.2±0.1 g/cm3
Boiling Point 602.1±55.0 °C at 760 mmHg
Molecular Formula C25H29N3O3
Molecular Weight 419.516
Flash Point 318.0±31.5 °C
Exact Mass 419.220886
PSA 75.55000
LogP 5.09
Vapour Pressure 0.0±1.8 mmHg at 25°C
Index of Refraction 1.588
Storage condition 2-8℃

 Precursor & DownStream

Precursor  1

DownStream  0

 Synonyms

Acetic acid, 2-[4-[(5,6-diphenyl-2-pyrazinyl)(1-methylethyl)amino]butoxy]-
MRE-269
2-[4-({[(3,5-DICHLOROPHENYL)AMINO]CARBONYL}AMINO)PHENOXY]-2-METHYLPROPANOIC ACID
2-(4-{[(3,5-dichlorophenyl)carbamoyl]amino}phenoxy)-2-methylpropanoic acid
{4-[(5,6-diphenylpyrazin-2-yl)(propan-2-yl)amino]butoxy}acetic acid
{4-[(5,6-diphenylpyrazin-2-yl)(isopropyl)amino]butoxy}acetic acid
4-(3,5-dichlorophenylureido)phenoxyisobutyric acid
{4-[(5,6-Diphenyl-2-pyrazinyl)(isopropyl)amino]butoxy}acetic acid
ACT-333679
2-<4<<<(3,5-dichlorophenyl)amino>carbonyl>amino>phenoxy>-2-methylpropionic acid
2-{4-[N'-(3,5-dichlorophenyl)ureido]phenoxy}isobutyric acid
2-{4-[N-(5,6-diphenylpyrazin-2-yl)-N-isopropylamino]butyloxy}acetic acid
Propanoic acid,2-[4-[[[(3,5-dichlorophenyl)amino]carbonyl]amino]phenoxy]-2-methyl
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