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P9689

Sigma-Aldrich

Propentofylline

solid

Synonym(s):

3,7-Dihydro-3-methyl-1-(5-oxohexyl)-7-propyl-1H-purine-2,6-dione, 3-Methyl-1-(5-oxohexyl)-7-propylxanthine, HWA 285

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About This Item

Empirical Formula (Hill Notation):
C15H22N4O3
CAS Number:
55242-55-2
Molecular Weight:
306.36
MDL number:
MFCD00133785
UNSPSC Code:
41106305
PubChem Substance ID:
24278191
NACRES:
NA.77

form

solid

Quality Level

100

color

white

solubility

H2O: 12.4 mg/mL

storage temp.

−20°C

SMILES string

CCCn1cnc2N(C)C(=O)N(CCCCC(C)=O)C(=O)c12

InChI

1S/C15H22N4O3/c1-4-8-18-10-16-13-12(18)14(21)19(15(22)17(13)3)9-6-5-7-11(2)20/h10H,4-9H2,1-3H3

InChI key

RBQOQRRFDPXAGN-UHFFFAOYSA-N

Gene Information

human ... ADORA1(134) , PRKAR1A(5573) , PRKAR1AP(5574) , PRKAR1B(5575) , PRKAR2A(5576) , PRKAR2B(5577)

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Biochem/physiol Actions

c-AMP phosphodiesterase inhibitor; nerve growth factor stimulator; adenosine transport inhibitor; non-selective adenosine receptor antagonist.

Features and Benefits

This compound is a featured product for Cyclic Nucleotide research. Click here to discover more featured Cyclic Nucleotide products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302 + H312 + H332

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral

Storage Class Code

11 - 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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Certificates of Analysis (COA)

Lot/Batch Number
MKCM2033
MKBQ4885V
SLBH1995V
SLBC9886V
031M1475V

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A Nitta et al.
Behavioural brain research, 83(1-2), 201-204 (1997-02-01)
We have reported that the continuous infusion of anti-nerve growth factor (NGF) monoclonal antibody into the septum of rats produces an impairment of memory and a decrease in choline acetyltransferase (ChAT) and cholinesterase (ChE) activities in the hippocampus. Propentofylline, a
F E Parkinson et al.
General pharmacology, 25(6), 1053-1058 (1994-10-01)
1. Adenosine is an endogenous neuroprotective agent; stimulation of A1 receptors decreases excitatory amino acid neurotransmission and stimulation of A2 receptors inhibits platelet and neutrophil activation and promotes vasodilation. 2. Post-ischemic administration of propentofylline (HWA 285) reduces neuronal damage in
Valerie L Jacobs et al.
Neuro-oncology, 14(2), 119-131 (2011-11-17)
Glioblastoma multiforme (GBM) is the most common and aggressive primary brain cancer, with a median survival of less than 2 years after diagnosis. The tumor microenvironment plays a critical role in tumor invasion and progression. Microglia and infiltrating macrophages are
B Kittner et al.
Annals of the New York Academy of Sciences, 826, 307-316 (1997-11-05)
The mode of action of propentofylline (a xanthine derivative) suggested that it would have beneficial effects in patients with Alzheimer's disease or vascular dementia. In four double-blind, placebo-controlled, randomized studies, 901 patients with mild to moderate Alzheimer's disease and 359
Russell P Landry et al.
Experimental neurology, 234(2), 340-350 (2011-11-29)
There is a growing body of preclinical evidence for the potential involvement of glial cells in neuropathic pain conditions. Several glial-targeted agents are in development for the treatment of pain conditions. Here we report the failure of a glial modulating
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