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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

Key Documents

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Product Name

3,7-Dimethyl-1-propargylxanthine, ≥98% (HPLC), powder

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)

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This Item
SML0932SML1147SML0789
3,7-Dimethyl-1-propargylxanthine ≥98% (HPLC), powder

Sigma-Aldrich

D134

3,7-Dimethyl-1-propargylxanthine

Psoralidin ≥98% (HPLC)

Sigma-Aldrich

SML0932

Psoralidin

IQ-1 ≥95% (HPLC)

Sigma-Aldrich

SML1147

IQ-1

GI254023X ≥98% (HPLC)

Sigma-Aldrich

SML0789

GI254023X

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥95% (HPLC)

assay

≥98% (HPLC)

form

powder

form

powder

form

powder

form

powder

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

solubility

DMSO: 15 mg/mL, clear

solubility

DMSO: 5 mg/mL, clear (warmed)

solubility

DMSO: 10 mg/mL, clear

solubility

DMSO: 15 mg/mL, clear

color

white to beige

color

white to beige

color

yellow to orange

color

white to beige

Gene Information

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

Gene Information

-

Gene Information

-

Gene Information

-

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)[1]
  • to study the role of A2a receptor in elevating cyclic adenosine monophosphate (cAMP) levels[2]
  • to study its effects on the cell viability of human gastric cancer cell line[3]

Biochem/physiol Actions

3,7-Dimethyl-1-propargylxanthine (DMPX) is a caffeine analog and A2-selective adenosine receptor (AR) antagonist.[4][5]

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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Ming Yang et al.
Naunyn-Schmiedeberg's archives of pharmacology, 375(2), 133-144 (2007-02-21)
Antagonists of adenosine A2A receptors (A2A -antagonists) with different chemical structures have been developed by several pharmaceutical companies for the potential treatment of Parkinson's disease. Pharmacological characterization of these antagonists was incomplete, and different assay conditions were used in different
C E Müller et al.
Journal of medicinal chemistry, 40(26), 4396-4405 (1998-01-22)
A series of 8-substituted derivatives of 3,7-dimethyl-1-propargylxanthine (DMPX) was synthesized and investigated as A2A adenosine receptor antagonists. Different synthetic strategies for the preparation of DMPX derivatives and analogues were explored. A recently developed synthetic procedure starting from 3-propargyl-5,6-diaminouracil proved to
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
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
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
View All Related Papers

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