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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

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Flávia V Santa-Cecília et al.
Pain, 160(1), 102-116 (2018-09-01)
Neuropathic pain is one of the most important types of chronic pain. It is caused by neuronal damage. Clinical and experimental studies suggest a critical role for neuroimmune interactions in the development of neuropathic pain. In this article, we have
M Rother et al.
Dementia and geriatric cognitive disorders, 9 Suppl 1, 36-43 (1998-08-26)
Propentofylline, a neuroprotective glial cell modulator, has been shown in preclinical studies to address some of the common pathological processes of Alzheimer's disease (AD) and vascular dementia (VaD), including glial cell activation and increased production of cytokines, free radicals, and
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
Y S Gwak et al.
Neuroscience, 161(3), 895-903 (2009-04-01)
In this study, we evaluated whether astrocytic and microglial activation mediates below-level neuropathic pain following spinal cord injury. Male Sprague-Dawley (225-250 g) rats were given low thoracic (T13) spinal transverse hemisection and behavioral, electrophysiological and immunohistochemical methods were used to
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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