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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

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About This Item

Empirical Formula (Hill Notation):
C21H21N4O7PNa2 · xH2O
CAS Number:
261717-23-1
Molecular Weight:
518.37 (anhydrous basis)
MDL number:
MFCD11046008
UNSPSC Code:
12352200
PubChem Substance ID:
329817975
NACRES:
NA.77
Pricing and availability is not currently available.

Quality Level

100

Assay

≥98% (HPLC)

form

solid

storage condition

protect from light

color

pale yellow

solubility

H2O: soluble >5 mg/mL at 60 °C

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

General description

Soluble with gradual warming to temperature for 10 minutes. Solution might appear slightly unclear when it is freshly made.

Biochem/physiol Actions

Selective A2A adenosine receptor antagonist prodrug.

Caution

Photosensitive and air sensitive

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
058K4606V
058K46061
058K4606
018K4607
097K4615

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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
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
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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