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Denbufylline

HCID 2984
NotesReactions
Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
57076-71-8
Standard SMILES
CCCCn1c(=O)c2c(ncn2CC(C)=O)n(CCCC)c1=O
InChIKey
HJPRDDKCXVCFOH-UHFFFAOYSA-N
Molecular formula
C16H24N4O3
Average molar mass
320.39 g/mol
Monoisotopic mass
320.18484064

Overview

1,3-dibutyl-7-(2-oxopropyl)purine-2,6-dione is an oxopurine.

Names & identifiers

Preferred name
Denbufylline
IUPAC
1,3-dibutyl-7-(2-oxopropyl)purine-2,6-dione
English name
Denbufylline
Molecular formula
C16H24N4O3
Molecular weight
320.39

Names & synonyms

denbufylline57076-71-8BRL 30892BRL-3089204B949KO6FDTXSID302056877-(2'-oxopropyl)-1,3-di-n-butylxanthineRefChem:131797DTXCID601281781H-Purine-2,6-dione, 1,3-dibutyl-3,7-dihydro-7-(2-oxopropyl)-611-460-2Denbufilina
Show more names
brl308921,3-DI-N-BUTYL-7-(2'-OXOPROPYL)XANTHINE7-Acetonyl-1,3-dibutyl-3,7-dihydro-1H-purine-2,6-dione3,7-dihydro-1,3-dibutyl-7-(2-oxopropyl)-1h-purine-6-dione3,7-dihydro-1,3-dibutyl-7-(2-oxopropyl)-1h-purine-2,6-dione1,3-Dibutyl-3,7-dihydro-7-(2-oxopropyl)-1H-purine-2,6-dione
1,3-dibutyl-7-(2-oxopropyl)purine-2,6-dione7-Acetonyl-1,3-dibutylxanthineCHEMBL277465Denbufilina [Spanish]Denbufyllinum [Latin]DenbufyllinumDenbufylline [INN:BAN]1,3-Di-n-butyl-7-(2-oxopropyl)xanthine

Database identifiers

CAS
57076-71-8
PubChem CID
2984
DTXSID

Properties

Computed structural properties

XLogP
1.9
Topological polar surface area
75.5 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
4
Rotatable bonds
8
Heavy atoms
23
Formal charge
0
Complexity
468

Physicochemical properties

Melting point
98 · 98-100°C
Boiling point
514.8 · 514.8±56.0 °C(Predicted)
Density
1.23 · 1.23±0.1 g/cm3(Predicted)
storage temp.
Refrigerator
solubility
DMSO, Methanol
form
Solid
pka
-0.17 · -0.17±0.70(Predicted)
color
Off-White to Pale Beige
CAS DataBase Reference
57076 · 57076-71-8
FDA UNII
4 B949KO6F · 04B949KO6F

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

Hazard information

Other Safety InformationIMAP assessments - 1H-Purine-2,6-dione, 1,3-dibutyl-3,7-dihydro-7-(2-oxopropyl)-: Environment tier I assessment

Chemistry & industry

Pharmacology

MeSH Pharmacological ClassificationCompounds which inhibit or antagonize the biosynthesis or actions of phosphodiesterases.
Applications · 3 items

DescriptionDenbufylline, a xanthine derivative and PDE4 inhibitor, has effects such as vasodilatation of cerebral vessels (Willette et al., 1997) and potent activation of the hypothalamic–pituitary–adrenal axis. PDE4 is one of the cyclic adenosine monophosphate (cAMP)–specic phosphodiesterases whose tissue distribution is important in pathologies related to the central nervous and immune systems. In experimental animals, denbufylline increases adrenocorticotropic hormone (ACTH), circulating corticosterone, luteinizing hormone, corticotrophin-releasing hormone, and cAMP content of the hypothalamic tissue, but is without effect on arginine vasopressin (Kumari et al., 1997). Treves and Korczyn (1999) studied patients with AD, mixed dementia, and VaD treated with denbufylline. No signicant differences were found in comparison with placebo for the treatment of AD or VaD, although patients who received denbufylline tended to improve their cognitive scores.

UsesA cell permeable xanthine derivatvie that acts as a selective inhibitor of phosphodiesterase IV (PDE IV). Possesses bronchodilatory properties. Displays negative inotropic effect by acting on a verapamil-sensitive site of the calcium channel in guinea pig ventricle apaillary muscle independently of its PDE inhibitory activity.

UsesBronchial spasmolysis agent

Suppliers7 total

佛山宝诺生物科技有限公司0757-85921206 18520245316 · [email protected]
上海陶素生化科技有限公司021-33632979 · [email protected]
凯试(上海)科技有限公司021-50135380 · [email protected]

Related reactions

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Compound notes

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On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
DTXSID30205687
ChEMBL
CHEMBL277465
ChEBI
CHEBI:92669
UNII
04B949KO6F
EC Number
611-460-2
Nikkaji
J22.099J
艾吉析科技(上海)有限公司
17717235263 17717235263 · [email protected]
深圳聚合生化科技有限公司+86-400-002-6226 13028896684 · [email protected]
北京百灵威科技有限公司18210857532 18210857532 · [email protected]
TargetMol中国(陶术生物)15002134094 · [email protected]

Additional notes

DefinitionChEBI: 1,3-dibutyl-7-(2-oxopropyl)purine-2,6-dione is an oxopurine.