This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.

Identification

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Name
Naxifylline
Accession Number
DB06471
Type
Small Molecule
Groups
Investigational
Description
Not Available
Structure
Thumb
Synonyms
  • 8-((2S,5,6-exo)-5,6-epoxy-2-norbonyl)-1,3-dipropylxanthine
External IDs
BG9719 / CVT-124
Categories
UNII
B3G45WC37L
CAS number
166374-49-8
Weight
Average: 343.427
Monoisotopic: 343.189591677
Chemical Formula
C19H25N3O3
InChI Key
NJYNSYQBNSDGIQ-RDDCQWBRSA-N
InChI
InChI=1S/C19H25N3O3/c1-3-5-10-14(23)13-18(22(6-4-2)19(10)24)21-17(20-13)12-8-9-7-11(12)16-15(9)25-16/h9-12,15-16H,3-8H2,1-2H3,(H,20,21)/t9-,10?,11+,12+,15-,16+/m1/s1
IUPAC Name
2-[(1S,2R,4S,5S,6S)-3-oxatricyclo[3.2.1.0^{2,4}]octan-6-yl]-4,6-dipropyl-3H,4H,5H,6H,7H-imidazo[4,5-b]pyridine-5,7-dione
SMILES
[H][C@]12O[C@@]1([H])[C@@]1([H])C[C@]2([H])C[C@@H]1C1=NC2=C(N1)N(CCC)C(=O)C(CCC)C2=O

Pharmacology

Indication

Investigated for use/treatment in congestive heart failure.

Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UAdenosine receptor A1
antagonist
Humans
Absorption
Not Available
Volume of distribution
Not Available
Protein binding
Not Available
Metabolism
Not Available
Route of elimination
Not Available
Half life
Not Available
Clearance
Not Available
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
PubChem Compound
70691449
PubChem Substance
347827774
ChemSpider
28528829
ChEMBL
CHEMBL2107805

Clinical Trials

Clinical Trials
Not Available

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.5 mg/mLALOGPS
logP1.98ALOGPS
logP2.17ChemAxon
logS-2.8ALOGPS
pKa (Strongest Acidic)7.79ChemAxon
pKa (Strongest Basic)2.58ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area78.59 Å2ChemAxon
Rotatable Bond Count5ChemAxon
Refractivity90.73 m3·mol-1ChemAxon
Polarizability38.14 Å3ChemAxon
Number of Rings5ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Taxonomy

Description
This compound belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring.
Kingdom
Organic compounds
Super Class
Lipids and lipid-like molecules
Class
Prenol lipids
Sub Class
Monoterpenoids
Direct Parent
Aromatic monoterpenoids
Alternative Parents
Imidazopyridines / Imidazopiperidines / Aryl alkyl ketones / Oxepanes / Oxanes / 1,3-dicarbonyl compounds / Imidolactams / Vinylogous amides / Tertiary carboxylic acid amides / Heteroaromatic compounds
show 9 more
Substituents
Aromatic monoterpenoid / Imidazopiperidine / Imidazopyridine / Aryl ketone / Aryl alkyl ketone / Oxepane / Oxane / 1,3-dicarbonyl compound / Imidolactam / Azole
show 22 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available

Targets

Kind
Protein
Organism
Humans
Pharmacological action
Unknown
Actions
Antagonist
General Function
Purine nucleoside binding
Specific Function
Receptor for adenosine. The activity of this receptor is mediated by G proteins which inhibit adenylyl cyclase.
Gene Name
ADORA1
Uniprot ID
P30542
Uniprot Name
Adenosine receptor A1
Molecular Weight
36511.325 Da

Drug created on March 19, 2008 10:34 / Updated on February 06, 2020 12:18