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Merck

P9689

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
NACRES:
NA.77
PubChem Substance ID:
24278191
UNSPSC Code:
41106305
MDL number:
MFCD00133785

Key Documents

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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

SMILES string

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

InChI key

RBQOQRRFDPXAGN-UHFFFAOYSA-N

form

solid

color

white

solubility

H2O: 12.4 mg/mL

storage temp.

−20°C

Gene Information

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

Related Categories

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

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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
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
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
Xiaobo Wu et al.
Journal of neuroscience research, 90(6), 1270-1283 (2012-03-06)
Neuroadaptations in the nucleus accumbens (NAc) are associated with the development of drug addiction. Plasticity in synaptic strength and intrinsic excitability of NAc medium spiny neurons (MSNs) play critical roles in addiction induced by different classes of abused drugs. However
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