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

Gene Information

human ... ADORA1(134), ADORA2B(136), ADORA3(140)
rat ... Adora1(29290), Adora2a(25369), Adora2b(29316)

Procurando produtos similares? Visit Guia de comparação de produtos

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

Equipamento de proteção individual

Eyeshields, Gloves, type N95 (US)

RIDADR

NONH for all modes of transport

WGK Alemanha

WGK 3

Ponto de fulgor (ºF)

Not applicable

Ponto de fulgor (ºC)

Not applicable

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 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...
Daphne Merkus et al.
American journal of physiology. Heart and circulatory physiology, 285(1), H424-H433 (2003-03-15)
In dogs, only combined blockade of vasodilator pathways [via adenosine receptors, nitric oxide synthase (NOS) and ATP-sensitive K+ (KATP) channels] results in impairment of metabolic vasodilation, which suggests a redundancy design of coronary flow regulation. Conversely, in swine and humans...
Ana Rita Pinheiro et al.
Cell communication and signaling : CCS, 11, 70-70 (2013-09-21)
Chronic musculoskeletal pain involves connective tissue remodeling triggered by inflammatory mediators, such as bradykinin. Fibroblast cells signaling involve changes in intracellular Ca2+ ([Ca2+]i). ATP has been related to connective tissue mechanotransduction, remodeling and chronic inflammatory pain, via P2 purinoceptors activation....
Nicholas Dale
The Journal of neuroscience : the official journal of the Society for Neuroscience, 22(23), 10461-10469 (2002-11-27)
The purines, ATP and adenosine, control the rundown and termination of swimming in the Xenopus embryo. This intrinsic purinergic modulation, unavoidably present during every swimming episode, could lead to stereotyped inflexible behavior and consequently could jeopardize the survival of the...

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