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
MDL number:
UNSPSC Code:
41106305
PubChem Substance ID:
form
solid
color
white
solubility
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
InChI key
QVAYTZAGDQIWMB-UHFFFAOYSA-N
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 Code
13 - Non Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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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
S Hindley et al.
Journal of neuroscience research, 38(4), 399-406 (1994-07-01)
Adenosine and its nucleotides adenosine triphosphate (ATP) and adenosine diphosphate (ADP) stimulate the proliferation of brain astrocytes in vitro and augment the effects of other growth factors. Following brain injury, hypoxia, or around solid tumors with necrotic centers, such as
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
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
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
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