P2278

Sigma-Aldrich

1,3-Dimethyl-8-phenylxanthine

crystalline

Sinônimo(s):
8-Phenyltheophylline
Empirical Formula (Hill Notation):
C13H12N4O2
Número CAS:
Peso molecular:
256.26
Beilstein/REAXYS Number:
261704
Número MDL:
ID de substância PubChem:
NACRES:
NA.77

forma

crystalline

potência

86 nM Ki for A1 receptors

cor

off-white to light yellow

pf

>300 °C (lit.)

solubilidade

H2O: slightly soluble
aqueous base: moderately soluble (Solutions should be stored at 4 °C.)
ethanol: moderately soluble (Solutions should be stored at 4 °C.)

SMILES string

CN1C(=O)N(C)c2nc([nH]c2C1=O)-c3ccccc3

InChI

1S/C13H12N4O2/c1-16-11-9(12(18)17(2)13(16)19)14-10(15-11)8-6-4-3-5-7-8/h3-7H,1-2H3,(H,14,15)

InChI key

PJFMAVHETLRJHJ-UHFFFAOYSA-N

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Embalagem

1 g in glass bottle
100 mg in glass insert

Ações bioquímicas/fisiológicas

Selective A1 adenosine receptor antagonist.

Características e benefícios

This compound is also offered as part of Sigma′s Library of Pharmacologically Active Compounds (LOPAC®1280), a biologically annotated collection of high-quality, ready-to-screen compounds. Click here to learn more.

Informações legais

LOPAC is a registered trademark of Sigma-Aldrich Co. LLC

storage_class_code

11 - Combustible Solids

WGK Alemanha

WGK 3

Ponto de fulgor (ºF)

Not applicable

Ponto de fulgor (ºC)

Not applicable

Equipamento de proteção individual

Eyeshields, Gloves, type N95 (US)

Certificado de análise

Certificado de origem

J Sawynok et al.
Neuropharmacology, 30(8), 871-877 (1991-08-01)
Morphine was injected into the periaqueductal gray region of the rat and 8-phenyltheophylline, an adenosine receptor antagonist, was injected intrathecally 15 or 30 min later, to determine whether supraspinally-administered morphine activated descending mechanisms to release adenosine (or a nucleotide which...
W R Ezzat et al.
The American journal of physiology, 252(4 Pt 2), H836-H845 (1987-04-01)
Pressure-flow autoregulation, although weak, was seen in the hepatic artery (HA) of every cat that also showed dilation to infused adenosine. Several means of quantitating autoregulation are described and evaluated, and all indices showed that the selective adenosine antagonists, 8-phenyltheophylline...
J E Coelho et al.
Neuroscience, 138(4), 1195-1203 (2006-01-31)
Activation of A1 adenosine receptors is important for both the neuromodulatory and neuroprotective effects of adenosine. However, short periods of global ischemia decrease A1 adenosine receptor density in the brain and it is not known if a parallel loss of...
Dursun Gündüz et al.
Cardiovascular research, 71(4), 764-773 (2006-07-14)
Ischemia-reperfusion provokes barrier failure of the coronary microvasculature, leading to myocardial edema development that jeopardizes functional recovery of the heart during reperfusion. Here, we tested whether adenosine 5'-triphosphate (ATP), either exogenously applied or spontaneously released during reperfusion, protects the endothelial...
Yasuhiro Kimura et al.
American journal of physiology. Gastrointestinal and liver physiology, 289(6), G1007-G1014 (2005-07-16)
Adenosine modulates the intestinal functions of secretion, motility, and immunity, yet little is known about the regulation of nutrient absorption. Therefore, we measured the carrier-mediated uptake of tracer D-[(14)C]glucose (2 microM) by everted sleeves of the mouse intestine after a...

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