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{{Short description|Chemical compound}}
{{Drugbox
{{Drugbox
| drug_name = DMPX
| drug_name =
| IUPAC_name = 3,7-Dimethyl-1-(2-propyn-1-yl)-3,7-dihydro-1''H''-purine-2,6-dione
| IUPAC_name =
| image = DMPX_structure.png
| image = DMPX.svg
| width = 240
| width = 175


<!--Clinical data-->
<!--Clinical data-->
| tradename =
| tradename =
| pregnancy_AU = <!-- A / B1 / B2 / B3 / C / D / X -->
| pregnancy_AU = <!-- A / B1 / B2 / B3 / C / D / X -->
| pregnancy_US = <!-- A / B / C / D / X -->
| pregnancy_US = <!-- A / B / C / D / X -->
Line 16: Line 17:
| CAS_number_Ref = {{cascite|correct|??}}
| CAS_number_Ref = {{cascite|correct|??}}
| CAS_number = 14114-46-6
| CAS_number = 14114-46-6
| UNII_Ref = {{fdacite|correct|FDA}}
⚫
| ATC_prefix = none
| UNII = 5YFR5SPS6T
⚫
| ATC_prefix = None
| PubChem = 99562
| PubChem = 99562
| ChemSpiderID = 89948


<!--Chemical data-->
<!--Chemical data-->
| C=10 | H=10 | N=4 | O=2
| C=10 | H=10 | N=4 | O=2
| molecular_weight = 218.212 g/mol
| smiles = Cn2cnc(c2c1=O)n(C)c(=O)n1CC#C
| smiles = Cn2cnc(c2c1=O)n(C)c(=O)n1CC#C
| StdInChI = 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
| StdInChIKey = IORPOFJLSIHJOG-UHFFFAOYSA-N
}}
}}

'''DMPX''' ('''3,7-Dimethyl-1-propargylxanthine''') is a [[caffeine]] analog which displays affinity to A<sub>2</sub>-[[adenosine receptor]]s, in contrast to the A<sub>1</sub> subtype receptors.<ref name=DMPX>[http://www.ncbi.nlm.nih.gov/pubmed/3193854 3,7-Dimethyl-1-propargylxanthine: a potent and selective in vivo antagonist of adenosine analogs.] Life Sci. 1988;43(21):1671-84. PMID 3193854</ref> DMPX had 28× & 15× higher potency than caffeine in blocking peripheral and central [[5′-(N-ethylcarboxamido)adenosine|NECA]]-responses. The locomotor stimulation caused by DMPX (ED<sub>50</sub> 10 μmol/kg) was similarly higher than caffeine.<ref name=DMPX />
'''DMPX''' ('''3,7-dimethyl-1-propargylxanthine''') is a [[caffeine]] [[Structural analog|analog]] which displays affinity to A<sub>2</sub> [[adenosine receptor]]s, in contrast to the A<sub>1</sub> subtype receptors.<ref name=DMPX>{{cite journal | vauthors = Seale TW, Abla KA, Shamim MT, Carney JM, Daly JW | title = 3,7-Dimethyl-1-propargylxanthine: a potent and selective in vivo antagonist of adenosine analogs | journal = Life Sciences | volume = 43 | issue = 21 | pages = 1671–84 | date = 1988 | pmid = 3193854 | doi = 10.1016/0024-3205(88)90478-x }}</ref> DMPX had 28× and 15× higher potency than caffeine in blocking peripheral and central [[5′-(N-ethylcarboxamido)adenosine|NECA]]-responses. The locomotor stimulation caused by DMPX (ED<sub>50</sub> 10 ''μ''mol/kg) was similarly higher than caffeine.<ref name=DMPX />

==See also==
* [[Dipropylcyclopentylxanthine|DPCPX]]
* [[8-Phenyltheophylline|8-PT]]
* [[8-Cyclopentyl-1,3-dimethylxanthine|CPX]] (8-CPT)
* [[8-Chlorotheophylline]]
* [[Theophylline]]


==References==
==References==
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{{Stimulants}}
{{Stimulants}}

{{Nootropics}}
{{Adenosinergics}}
{{Adenosinergics}}


⚫
[[Category:Caffeine]]
[[Category:Adenosine receptor antagonists]]
[[Category:Adenosine receptor antagonists]]
[[Category:Anxiogenics]]
[[Category:Anxiogenics]]
[[Category:Vasoconstrictors]]
[[Category:Caffeine]]
[[Category:Designer drugs]]
[[Category:Designer drugs]]
⚫
[[Category:Vasoconstrictors]]
[[Category:Propargyl compounds]]

Latest revision as of 18:11, 15 May 2024

DMPX
Clinical data
ATC code
  • None
Identifiers
  • 3,7-Dimethyl-1-(2-propyn-1-yl)-3,7-dihydro-1H-purine-2,6-dione
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
ECHA InfoCard100.162.258 Edit this at Wikidata
Chemical and physical data
FormulaC10H10N4O2
Molar mass218.216 g·mol−1
3D model (JSmol)
  • Cn2cnc(c2c1=O)n(C)c(=O)n1CC#C
  • 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
  • Key:IORPOFJLSIHJOG-UHFFFAOYSA-N

DMPX (3,7-dimethyl-1-propargylxanthine) is a caffeine analog which displays affinity to A2 adenosine receptors, in contrast to the A1 subtype receptors.[1] DMPX had 28× and 15× higher potency than caffeine in blocking peripheral and central NECA-responses. The locomotor stimulation caused by DMPX (ED50 10 μmol/kg) was similarly higher than caffeine.[1]

See also

[edit]

References

[edit]
  1. ^ a b Seale TW, Abla KA, Shamim MT, Carney JM, Daly JW (1988). "3,7-Dimethyl-1-propargylxanthine: a potent and selective in vivo antagonist of adenosine analogs". Life Sciences. 43 (21): 1671–84. doi:10.1016/0024-3205(88)90478-x. PMID 3193854.
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