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Key Documents

D108

Sigma-Aldrich

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:
Pricing and availability is not currently available.

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

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

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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
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
M Julien et al.
The Journal of membrane biology, 168(3), 229-239 (1999-04-07)
Increasing evidence is now accumulating for the involvement of the cystic fibrosis transmembrane conductance regulator (CFTR) in the control of the outwardly rectifying chloride channel (ORCC). We have examined the sensitivity of ORCC to the sulfonylurea drug glibenclamide in Hi-5

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