M3568

Sigma-Aldrich

MSX-3 hydrate

≥98% (HPLC), solid

Synonym(s):
3,7-Dihydro-8-[(1E)-2-(3-Methoxyphenyl)ethenyl]-7-methyl-3-[3-(phosphonooxy)propyl-1-(2-propynyl)-1H-purine-2,6-dione disodium salt hydrate
Empirical Formula (Hill Notation):
C21H21N4O7PNa2 · xH2O
Molecular Weight:
518.37 (anhydrous basis)
MDL number:
PubChem Substance ID:
NACRES:
NA.77

Quality Level

assay

≥98% (HPLC)

form

solid

storage condition

protect from light

color

pale yellow

solubility

H2O: soluble >5 mg/mL at 60 °C (Soluble with gradual warming to temperature for 10 minutes. Solution might appear slightly unclear when it is freshly made.)

storage temp.

−20°C

SMILES string

O.[Na+].[Na+].COc1cccc(\C=C\c2nc3N(CCCOP([O-])([O-])=O)C(=O)N(CC#C)C(=O)c3n2C)c1

InChI

1S/C21H23N4O7P.2Na.H2O/c1-4-11-25-20(26)18-19(24(21(25)27)12-6-13-32-33(28,29)30)22-17(23(18)2)10-9-15-7-5-8-16(14-15)31-3;;;/h1,5,7-10,14H,6,11-13H2,2-3H3,(H2,28,29,30);;;1H2/q;2*+1;/p-2/b10-9+;;;

InChI key

FANGYFUIIWHEAQ-WCVSPGPUSA-L

Packaging

5, 25 mg in glass bottle

Biochem/physiol Actions

Selective A2A adenosine receptor antagonist prodrug.

Caution

Photosensitive and air sensitive

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis
Certificate of Origin
R Sauer et al.
Journal of medicinal chemistry, 43(3), 440-448 (2000-02-12)
Water-soluble prodrugs of potent, A(2A)-selective adenosine receptor (AR) antagonists were prepared. 8-(m-Bromostyryl)-3, 7-dimethyl-1-propargylxanthine (BS-DMPX, 11) and the analogous 8-(m-methoxystyryl)xanthine derivative (MS-DMPX, 5b) were used as starting points. It was found that polar functional groups suitable for the attachment of a...
Monique A Spillman et al.
Cancer research, 70(21), 8927-8936 (2010-10-21)
Menopausal estrogen (E2) replacement therapy increases the risk of estrogen receptor (ER)-positive epithelial ovarian cancers (EOC). Whether E2 is tumorigenic or promotes expansion of undiagnosed preexisting disease is unknown. To determine E2 effects on tumor promotion, we developed an intraperitoneal...
W Hauber et al.
Neuroreport, 9(8), 1803-1806 (1998-07-17)
Motor effects mediated through adenosine A2A receptors within the caudate-putamen were investigated in rats using bilateral microinfusions of MSX-3 (9 microg in 1 microl per side), a water-soluble phosphate prodrug of the selective A2A receptor antagonist MSX-2. Blockade of striatal...

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