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D134

Sigma-Aldrich

3,7-Dimethyl-1-propargylxanthine

≥98% (HPLC), powder

Sinônimo(s):

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

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About This Item

Fórmula empírica (Notação de Hill):
C10H10N4O2
Número CAS:
14114-46-6
Peso molecular:
218.21
Número MDL:
MFCD00078576
Código UNSPSC:
12352200
ID de substância PubChem:
24277754
NACRES:
NA.77

Ensaio

≥98% (HPLC)

forma

powder

cor

white to beige

solubilidade

DMSO: 15 mg/mL, clear

cadeia de caracteres SMILES

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

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

chave InChI

IORPOFJLSIHJOG-UHFFFAOYSA-N

Informações sobre genes

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

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Aplicação

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

Ações bioquímicas/fisiológicas

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

Pictogramas

Exclamation mark
GHS07

Palavra indicadora

Warning

Frases de perigo

H315,H319,H335

Classificações de perigo

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

Órgãos-alvo

Respiratory system

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Equipamento de proteção individual

dust mask type N95 (US), Eyeshields, Gloves

Certificados de análise (COA)

Busque Certificados de análise (COA) digitando o Número do Lote do produto. Os números de lote e remessa podem ser encontrados no rótulo de um produto após a palavra “Lot” ou “Batch”.

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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
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
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
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