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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)

Analysenzertifikate (COA)

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M P Rathbone et al.
In vitro cellular & developmental biology : journal of the Tissue Culture Association, 28A(7-8), 529-536 (1992-07-01)
Presumptive astrocytes isolated from 10-day white Leghorn chick embryos, Factor VIII-positive human brain capillary endothelial cells, meningeal fibroblasts from 10-day chick embryos, Swiss mouse 3T3 cells, and human astrocytoma cell lines, SKMG-1 and U373, were rendered quiescent when placed in
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
M P Rathbone et al.
Neuroreport, 2(11), 661-664 (1991-11-01)
Both extracellular guanosine and adenosine stimulated astrocyte proliferation in vitro and increased intracellular cAMP 6-fold within 2 min. The effects of both guanosine and adenosine on proliferation and cAMP levels were inhibited by antagonists of adenosine A2 receptors but augmented
W W Pawlik et al.
Journal of physiology and pharmacology : an official journal of the Polish Physiological Society, 44(2), 119-137 (1993-06-01)
Intestinal reactive hyperemia is an abrupt blood flow increase following release from anterior mesenteric arterial occlusion. We investigated the role of adenosine in reactive hyperemia. In anesthetized rats, mesenteric arterial velocity of blood flow was determined with pulsed Doppler velocimetry
Y S Lau et al.
Journal of neurochemistry, 60(2), 768-771 (1993-02-01)
The effects of the adenosine A1 agonist N6-cyclohexyladenosine (CHA) on MPTP-induced dopamine (DA) depletion in the striatum of C57BL/6 mice were studied. Twenty hours after a single injection of MPTP (30 mg/kg, s.c.), the toxin caused 62% depletion of striatal
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