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D108

Sigma-Aldrich

1,3-Dipropyl-7-methylxanthine

solid

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About This Item

Empirische Formel (Hill-System):
C12H18N4O2
CAS-Nummer:
31542-63-9
Molekulargewicht:
250.30
MDL-Nummer:
MFCD00055219
UNSPSC-Code:
41106305
PubChem Substanz-ID:
24278401

Form

solid

Farbe

white

Löslichkeit

0.1 M NaOH: soluble
DMSO: soluble

εmax

9,500 at 273 nm

SMILES String

CCCN1C(=O)N(CCC)c2ncn(C)c2C1=O

InChI

1S/C12H18N4O2/c1-4-6-15-10-9(14(3)8-13-10)11(17)16(7-5-2)12(15)18/h8H,4-7H2,1-3H3

InChIKey

QVAYTZAGDQIWMB-UHFFFAOYSA-N

Angaben zum Gen

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

Biochem./physiol. Wirkung

Caffeine analog with some selectivity for A2 adenosine receptors.

Lagerklassenschlüssel

13 - Non Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)

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Analysenzertifikate (COA)

Lot/Batch Number

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M T Shamim et al.
Journal of medicinal chemistry, 32(6), 1231-1237 (1989-06-01)
The effects of 8-phenyl and 8-cycloalkyl substituents on the activity of theophylline, caffeine, 1,3-dipropylxanthine, 1,3-dipropyl-7-methylxanthine, 3-propylxanthine, and 1-propylxanthine at A1 adenosine receptors of rat brain and fat cells and at A2 adenosine receptors of rat pheochromocytoma PC12 cells and human
G W Sullivan et al.
Journal of immunology (Baltimore, Md. : 1950), 145(5), 1537-1544 (1990-09-01)
Human rTNF-alpha (greater than or equal to U/ml) decreased PMN nondirected and directed migration to FMLP to approximately 50% of control. Adenosine (100 microM) almost completely restored hrTNF-inhibited migration (nondirected from 54 to 92% and directed migration to from 54
C Blazynski et al.
Journal of neurochemistry, 58(2), 761-767 (1992-02-01)
Much evidence has accumulated supporting the hypothesis that the purine nucleoside adenosine may indeed function as a neuromodulator in the mammalian retina, but to date no reports have directly illustrated a physiological role for this nucleoside. In other regions of
J M Gidday et al.
Pediatric research, 33(6), 620-627 (1993-06-01)
The reactivity of retinal arterioles and venules to exogenous and endogenous adenosine was investigated in the newborn piglet eye in vivo. The retinal microcirculation of isoflurane-anesthetized newborn pigs was observed at 310x using videomicroscopy, and changes in the diameter of
G Evoniuk et al.
The Journal of pharmacology and experimental therapeutics, 242(3), 882-887 (1987-09-01)
Caffeine, a nonselective adenosine receptor antagonist, 7-methyl-1,3-dipropylxanthine, a purported A2 selective antagonist and a 1,3-dipropyl-8-phenylxanthine amine congener (XAC), an A1 selective antagonist, were evaluated for their in vivo selectivity at A1 vs. A2 adenosine receptors. Blockade of the negative chronotropic
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