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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

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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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
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
Matthew S Alkaitis et al.
PloS one, 5(5), e10891-e10891 (2010-06-10)
An alarming portion of patients develop persistent or chronic pain following surgical procedures, but the mechanisms underlying the transition from acute to chronic pain states are not fully understood. In general, endocannabinoids (ECBs) inhibit nociceptive processing by stimulating cannabinoid receptors
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
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