M6316

Sigma-Aldrich

MRS 1754 hydrate

≥98% (HPLC), solid

Sinónimos:
8-[4-[((4-Cyanophenyl)carbamoylmethyl)oxy]phenyl]-1,3-di(n-propyl)xanthine hydrate
Empirical Formula (Hill Notation):
C26H26N6O4 · xH2O
Peso molecular:
486.52 (anhydrous basis)
Número MDL:
ID de la sustancia en PubChem:
NACRES:
NA.77

Nivel de calidad

100

ensayo

≥98% (HPLC)

formulario

solid

color

off-white

solubilidad

DMSO: soluble >10 mg/mL

temp. de almacenamiento

room temp

SMILES string

O.CCCN1C(=O)N(CCC)c2[nH]c(nc2C1=O)-c3ccc(OCC(=O)Nc4ccc(cc4)C#N)cc3

InChI

1S/C26H26N6O4.H2O/c1-3-13-31-24-22(25(34)32(14-4-2)26(31)35)29-23(30-24)18-7-11-20(12-8-18)36-16-21(33)28-19-9-5-17(15-27)6-10-19;/h5-12H,3-4,13-14,16H2,1-2H3,(H,28,33)(H,29,30);1H2

InChI key

ZACJDWOPQROWIK-UHFFFAOYSA-N

Gene Information

human ... ADORA1(134), ADORA2A(135), ADORA2B(136), ADORA3(140)
rat ... Adora1(29290), Adora2a(25369), Adora2b(29316)

Aplicación

MRS 1754 hydrate has been used as an adenosine receptor A2B (RA2B) antagonist:
  • to study its effects on endothelial nitric oxide synthase (eNOS) phosphorylation induced by short-term acetate stimulation in human umbilical vein endothelial cells (HUVECs)
  • blastema formation in zebrafish
  • to serve as a positive control in the anti-sickling assay and to study the role of RA2B in the same

Envase

5, 25 mg in glass bottle

Acciones bioquímicas o fisiológicas

MRS 1754 hydrate is a p-cyanoanilide xanthine derivative. It might act as a potential anti-asthmatic drug.
MRS 1754 hydrate is a potent A2B adenosine receptor antagonist.

Información legal

Manufactured and sold under license from Adenosine Therapeutics LLC.

Equipo de protección personal

Eyeshields, Gloves, type N95 (US)

RIDADR

NONH for all modes of transport

WGK Alemania

WGK 3

Punto de inflamabilidad F

Not applicable

Punto de inflamabilidad C

Not applicable

X Ji et al.
Biochemical pharmacology, 61(6), 657-663 (2001-03-27)
MRS 1754 [N-(4-cyanophenyl)-2-[4-(2,3,6,7-tetrahydro-2,6-dioxo-1,3-dipropyl-1H-purin-8-yl)-phenoxy]acetamide] is a selective antagonist ligand of A(2B) adenosine receptors. This is the least well-defined adenosine receptor subtype, and A(2B) antagonists have potential as antiasthmatic drugs. For use as a radioligand, MRS 1754, a p-cyanoanilide xanthine derivative, was...
[3H] MRS 1754, a selective antagonist radioligand for A2B adenosine receptors
Ji XD, et al.
Biochemical Pharmacology, 61(6), 657-663 (2001)
Odailson Santos Paz et al.
European journal of medicinal chemistry, 136, 487-496 (2017-05-22)
Adenosine receptors are considered as potential targets for drug development against several diseases. The discovery of subtype 2B adenosine receptors role in erythrocyte sickling process proved its importance to neglected diseases such as sickle cell anemia, which affects approximately 29.000...
Vinegar intake enhances flow-mediated vasodilatation via upregulation of endothelial nitric oxide synthase activity
Sakakibara S, et al.
Bioscience, Biotechnology, and Biochemistry, 74(5), 1055-1061 (2010)
Christine Rampon et al.
Purinergic signalling, 10(4), 595-602 (2014-08-03)
A major issue in regenerative medicine is the control of progenitor cell mobilisation. Apoptosis has been reported as playing a role in cell plasticity, and it has been recently shown that apoptosis is necessary for organ and appendage regeneration. In...

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