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Details

Stereochemistry ACHIRAL
Molecular Formula C13H20N4O3
Molecular Weight 280.3229
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ALBIFYLLINE

SMILES

CN1C2=C(NC=N2)C(=O)N(CCCCC(C)(C)O)C1=O

InChI

InChIKey=NWXULHNEYYFVMF-UHFFFAOYSA-N
InChI=1S/C13H20N4O3/c1-13(2,20)6-4-5-7-17-11(18)9-10(15-8-14-9)16(3)12(17)19/h8,20H,4-7H2,1-3H3,(H,14,15)

HIDE SMILES / InChI

Molecular Formula C13H20N4O3
Molecular Weight 280.3229
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Albifylline [HWA 138, A 813138] is a xanthine derivative that was undergoing phase I development in Germany and the US with Hoechst Marion Roussel for the septic shock, but later it was discontinued. Albifylline is a cyclic nucleotide phosphodiesterase (PDE) inhibitor, pharmacologically active on the peripheral and/or cerebral microcirculation. Albifylline has been shown to increase yeast urinary clearance and to reduce yeast counts in the kidneys of rats infected with Candida albicans. Furthermore, Albifylline has also been shown to prevent amphotericin B-induced acute renal failure in rats. Albifylline has demonstrated antifungal activity in experimental systemic candidiasis. Albifylline played role in attenuation of acute lung injury in septic guinea-pigs.

Approval Year

PubMed

PubMed

TitleDatePubMed
Antifungal activity of HWA-138 and amphotericin B in experimental systemic candidiasis.
1991 Oct
Phosphodiesterase inhibitory profile of some related xanthine derivatives pharmacologically active on the peripheral microcirculation.
1994 Mar 2
Patents

Patents

Sample Use Guides

After hemorrhagic shock, the use of 25 mg/kg pentoxifylline or Albifylline results in a significant improvement of microvascular blood flow to the liver.
Route of Administration: Intravenous
In Vitro Use Guide
Albifylline inhibited adenosine monophosphate (cAMP) accumulation in human peripheral blood mononuclear cells (PBMC) with EC300 value of 1480 uM.
Substance Class Chemical
Created
by admin
on Fri Dec 15 18:02:41 GMT 2023
Edited
by admin
on Fri Dec 15 18:02:41 GMT 2023
Record UNII
A3E4BQL3WG
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ALBIFYLLINE
INN  
INN  
Official Name English
1-(5-HYDROXY-5-METHYLHEXYL)-3-METHYLXANTHINE
Systematic Name English
A-81-3138
Code English
HWA-138
Code English
albifylline [INN]
Common Name English
HWA 138
Code English
A 81-3138
Code English
Classification Tree Code System Code
NCI_THESAURUS C319
Created by admin on Fri Dec 15 18:02:41 GMT 2023 , Edited by admin on Fri Dec 15 18:02:41 GMT 2023
Code System Code Type Description
SMS_ID
100000087733
Created by admin on Fri Dec 15 18:02:41 GMT 2023 , Edited by admin on Fri Dec 15 18:02:41 GMT 2023
PRIMARY
FDA UNII
A3E4BQL3WG
Created by admin on Fri Dec 15 18:02:41 GMT 2023 , Edited by admin on Fri Dec 15 18:02:41 GMT 2023
PRIMARY
EPA CompTox
DTXSID20148236
Created by admin on Fri Dec 15 18:02:41 GMT 2023 , Edited by admin on Fri Dec 15 18:02:41 GMT 2023
PRIMARY
EVMPD
SUB05297MIG
Created by admin on Fri Dec 15 18:02:41 GMT 2023 , Edited by admin on Fri Dec 15 18:02:41 GMT 2023
PRIMARY
INN
6907
Created by admin on Fri Dec 15 18:02:41 GMT 2023 , Edited by admin on Fri Dec 15 18:02:41 GMT 2023
PRIMARY
WIKIPEDIA
Albifylline
Created by admin on Fri Dec 15 18:02:41 GMT 2023 , Edited by admin on Fri Dec 15 18:02:41 GMT 2023
PRIMARY
PUBCHEM
115359
Created by admin on Fri Dec 15 18:02:41 GMT 2023 , Edited by admin on Fri Dec 15 18:02:41 GMT 2023
PRIMARY
CAS
107767-55-5
Created by admin on Fri Dec 15 18:02:41 GMT 2023 , Edited by admin on Fri Dec 15 18:02:41 GMT 2023
PRIMARY
NCI_THESAURUS
C96192
Created by admin on Fri Dec 15 18:02:41 GMT 2023 , Edited by admin on Fri Dec 15 18:02:41 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY