D108
1,3-Dipropyl-7-methylxanthine
solid
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About This Item
Empirical Formula (Hill Notation):
C12H18N4O2
CAS Number:
Molecular Weight:
250.30
UNSPSC Code:
41106305
PubChem Substance ID:
MDL number:
Product Name
1,3-Dipropyl-7-methylxanthine, solid
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
SMILES string
CCCN1C(=O)N(CCC)c2ncn(C)c2C1=O
InChI key
QVAYTZAGDQIWMB-UHFFFAOYSA-N
form
solid
color
white
solubility
0.1 M NaOH: soluble
DMSO: soluble
εmax
9,500 at 273 nm
Gene Information
human ... ADORA2A(135), ADORA2B(136)
rat ... Adora1(29290), Adora2a(25369)
Biochem/physiol Actions
Caffeine analog with some selectivity for A2 adenosine receptors.
Storage Class
13 - Non Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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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
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
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
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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