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Merck
CN

D134

3,7-Dimethyl-1-propargylxanthine

≥98% (HPLC), powder

Synonym(s):

3,7-Dimethyl-1-(2-propynyl)xanthine, DMPX

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About This Item

Empirical Formula (Hill Notation):
C10H10N4O2
CAS Number:
14114-46-6
Molecular Weight:
218.21
NACRES:
NA.77
PubChem Substance ID:
24277754
UNSPSC Code:
12352200
MDL number:
MFCD00078576

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InChI

1S/C10H10N4O2/c1-4-5-14-9(15)7-8(11-6-12(7)2)13(3)10(14)16/h1,6H,5H2,2-3H3

SMILES string

CN1C(=O)N(CC#C)C(=O)c2c1ncn2C

InChI key

IORPOFJLSIHJOG-UHFFFAOYSA-N

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 15 mg/mL, clear

Quality Level

100

Gene Information

human ... ADORA2A(135), ADORA2B(136)
rat ... Adora1(29290), Adora2a(25369)

Application

3,7-Dimethyl-1-propargylxanthine (DMPX) has been used as an A2 -adenosine receptor (AR) antagonist:
  • to study its effects on potential modulation of motor output elicited by epidural spinal stimulation (ESS)
  • to study the role of A2a receptor in elevating cyclic adenosine monophosphate (cAMP) levels
  • to study its effects on the cell viability of human gastric cancer cell line

Biochem/physiol Actions

3,7-Dimethyl-1-propargylxanthine (DMPX) is a caffeine analog and A2-selective adenosine receptor (AR) antagonist.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000432228
0000432228
0000361287
0000361287
0000140982

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Gabriele Pizzino et al.
Frontiers in pharmacology, 8, 558-558 (2017-09-21)
Glucocorticoid-induced osteoporosis (GIO) is a secondary cause of bone loss. Bisphosphonates approved for GIO, might induce jaw osteonecrosis; thus additional therapeutics are required. Adenosine receptor agonists are positive regulators of bone remodeling, thus the efficacy of adenosine receptor stimulation for
Hanjeong Harvey et al.
Journal of bacteriology, 191(21), 6513-6524 (2009-09-01)
PilA, the major pilin subunit of Pseudomonas aeruginosa type IV pili (T4P), is a principal structural component. PilA has a conserved C-terminal disulfide-bonded loop (DSL) that has been implicated as the pilus adhesinotope. Structural studies have suggested that DSL is
Annika Thorsell et al.
Alcoholism, clinical and experimental research, 31(8), 1302-1307 (2007-06-07)
It has been suggested that the reinforcing properties of ethanol are in part mediated via an A2 activation of cAMP/PKA signaling in the nucleus accumbens, predicting that administration of an A2a antagonist might reduce ethanol reward and consumption. We therefore
Maria Grazia Zizzo et al.
British journal of pharmacology, 148(7), 956-963 (2006-07-19)
The aims of the present study were firstly, to characterize pharmacologically the subtypes of P(1) purinoreceptors involved in the inhibitory effects induced by exogenous adenosine in longitudinal smooth muscle of mouse colon, and secondly, to examine differences in the function
Masaru Saitoh et al.
Biochemical pharmacology, 67(10), 2005-2011 (2004-05-08)
Extracellular adenosine significantly reduced cell viability in a dose (0.1-20mM)- and treatment time (24-72h)-dependent manner in GT3-TKB cells, a human gastric cancer cell line. Nuclei of cells were reactive to Hoechst 33342, a marker of apoptosis, and an anti-single-stranded DNA.
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