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P9689

Sigma-Aldrich

Propentofylline

solid

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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
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

signalword

Warning

Hazard Classifications

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

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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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
R Mielke et al.
Alzheimer disease and associated disorders, 12 Suppl 2, S29-S35 (1998-10-13)
Pathophysiologic processes common to both vascular (multi-infarct) dementia and dementia of the Alzheimer type may include microglial activation with resultant generation of inflammatory cytokines and neurotoxic free radicals, decreased secretion of nerve growth factor by astrocytes, excess release of glutamate
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
C Peralta et al.
Hepatology (Baltimore, Md.), 29(1), 126-132 (1998-12-24)
This study aims to determine if the protective role of adenosine in liver ischemic preconditioning is mediated by the activation of adenosine receptors and to ascertain which of these receptors is implicated in the process. Administration of adenosine A1 and
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
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