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Details

Stereochemistry RACEMIC
Molecular Formula C10H14N4O4
Molecular Weight 254.2426
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DYPHYLLINE

SMILES

CN1C2=C(N(CC(O)CO)C=N2)C(=O)N(C)C1=O

InChI

InChIKey=KSCFJBIXMNOVSH-UHFFFAOYSA-N
InChI=1S/C10H14N4O4/c1-12-8-7(9(17)13(2)10(12)18)14(5-11-8)3-6(16)4-15/h5-6,15-16H,3-4H2,1-2H3

HIDE SMILES / InChI

Description

Dyphylline is 7-(2,3-dihydroxypropyl)-theophylline, a white, extremely bitter, amorphous powder that is freely soluble in water and soluble in alcohol. Dyphylline is stable in gastrointestinal fluids over a wide range of pH. Dyphylline is a xanthine derivative with pharmacologic actions similar to theophylline and other members of this class of drugs. Its primary action is that of bronchodilation, but it also exhibits peripheral vasodilatory and other smooth muscle relaxant activity to a lesser degree. The bronchodilatory action of dyphylline, as with other xanthines, is thought to be mediated through competitive inhibition of phosphodiesterase with a resulting increase in cyclic AMP producing relaxation of the bronchial smooth muscle. Dyphylline exerts its bronchodilatory effects directly and, unlike theophylline, is excreted unchanged by the kidneys without being metabolized by the liver. Because of this, dyphylline pharmacokinetics and plasma levels are not influenced by various factors that affect liver function and hepatic enzyme activity, such as smoking, age, congestive heart failure, or concomitant use of drugs which affect liver function.

CNS Activity

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
NEOTHYLLINE
Primary
NEOTHYLLINE
Primary
NEOTHYLLINE
PubMed

PubMed

TitleDatePubMed
Hydroxypropyl methylcellulose acetate succinate: potential drug-excipient incompatibility.
2008
New validated liquid chromatographic and chemometrics-assisted UV spectroscopic methods for the determination of two multicomponent cough mixtures in syrup.
2008 Jan-Feb
Synthesis, pharmacological activity and nitric oxide generation by nitrate derivatives of theophylline.
2008 May
Expression and purification of human mPGES-1 in E. coli and identification of inhibitory compounds from a drug-library.
2008 Nov 30
Accuracy of Veterans Affairs databases for diagnoses of chronic diseases.
2009 Oct
Validation of Raman spectroscopic procedures in agreement with ICH guideline Q2 with considering the transfer to real time monitoring of an active coating process.
2010 Dec 1
Feasibility of Raman spectroscopy as PAT tool in active coating.
2010 Feb
Screening-based discovery of drug-like O-GlcNAcase inhibitor scaffolds.
2010 Feb 19
Modeling drug release from PVAc/PVP matrix tablets.
2010 Jan 25
Spectrophotometric and reversed-phase high-performance liquid chromatographic method for the determination of doxophylline in pharmaceutical formulations.
2010 Jul
Patents

Patents

Sample Use Guides

In Vivo Use Guide
Usual adult dosage: Up to 15 mg/kg every six hours. Dosage should be individually titrated according to the severity of the condition and the response of the patient. Appropriate dosage adjustments should be made in patients with impaired renal function
Route of Administration: Oral
In Vitro Use Guide
Human acute T-lymphocytic leukemia cells CEM-GH (CEM) were cultured with Dyphylline (10 -1000 mkg/mL) for 4 days, and MTT assay measurements are expressed as a viability ratio of drug-treated cells to untreated control cells in each experiment. Dyphylline suppress the growth of human CEM ALL cells in culture with EC50~100 mkg/mL.
Name Type Language
DYPHYLLINE
HSDB   INCI   MI   ORANGE BOOK   USP   USP-RS   VANDF  
INCI  
Official Name English
DIPROPHYLLINE [WHO-DD]
Common Name English
DIPROPHYLLINE [INN]
Common Name English
DYPHYLLINE [ORANGE BOOK]
Common Name English
DYPHYLLINE [HSDB]
Common Name English
DIPROPHYLLINE [EP]
Common Name English
1H-PURINE-2,6-DIONE, 7-(2,3-DIHYDROXYPROPYL)-3,7-DIHYDRO-1,3-DIMETHYL-, (+/-)-
Systematic Name English
NSC-14305
Code English
DYPHILLINE
Common Name English
DILOR
Brand Name English
DYPHYLLINE [USP-RS]
Common Name English
DIPROPHYLLINE
EP   INN   JAN   MART.   WHO-DD  
INN  
Official Name English
NEOTHYLLINE
Brand Name English
DIPROPHYLLINE [JAN]
Common Name English
DYPHYLLINE [INCI]
Common Name English
(+/-)-7-(2,3-DIHYDROXYPROPYL)THEOPHYLLINE
Systematic Name English
DYPHYLLINE [VANDF]
Common Name English
LUFYLLIN
Brand Name English
DYPHYLLINE [MI]
Common Name English
DIPROPHYLLINE [MART.]
Common Name English
DYPHYLLINE [USP]
Common Name English
Classification Tree Code System Code
WHO-VATC QR03DA51
Created by admin on Tue Mar 06 11:21:46 UTC 2018 , Edited by admin on Tue Mar 06 11:21:46 UTC 2018
WHO-ATC R03DB01
Created by admin on Tue Mar 06 11:21:46 UTC 2018 , Edited by admin on Tue Mar 06 11:21:46 UTC 2018
WHO-ATC R03DA51
Created by admin on Tue Mar 06 11:21:46 UTC 2018 , Edited by admin on Tue Mar 06 11:21:46 UTC 2018
WHO-VATC QR03DB01
Created by admin on Tue Mar 06 11:21:46 UTC 2018 , Edited by admin on Tue Mar 06 11:21:46 UTC 2018
WHO-VATC QR03DA01
Created by admin on Tue Mar 06 11:21:46 UTC 2018 , Edited by admin on Tue Mar 06 11:21:46 UTC 2018
WHO-ATC R03DA01
Created by admin on Tue Mar 06 11:21:46 UTC 2018 , Edited by admin on Tue Mar 06 11:21:46 UTC 2018
LIVERTOX 338
Created by admin on Tue Mar 06 11:21:46 UTC 2018 , Edited by admin on Tue Mar 06 11:21:46 UTC 2018
Code System Code Type Description
MESH
D004400
Created by admin on Tue Mar 06 11:21:46 UTC 2018 , Edited by admin on Tue Mar 06 11:21:46 UTC 2018
PRIMARY
WIKIPEDIA
DYPHYLLINE
Created by admin on Tue Mar 06 11:21:46 UTC 2018 , Edited by admin on Tue Mar 06 11:21:46 UTC 2018
PRIMARY
ECHA (EC/EINECS)
207-526-1
Created by admin on Tue Mar 06 11:21:46 UTC 2018 , Edited by admin on Tue Mar 06 11:21:46 UTC 2018
PRIMARY
EVMPD
SUB07225MIG
Created by admin on Tue Mar 06 11:21:46 UTC 2018 , Edited by admin on Tue Mar 06 11:21:46 UTC 2018
PRIMARY
RXCUI
3714
Created by admin on Tue Mar 06 11:21:46 UTC 2018 , Edited by admin on Tue Mar 06 11:21:46 UTC 2018
PRIMARY RxNorm
EPA CompTox
479-18-5
Created by admin on Tue Mar 06 11:21:46 UTC 2018 , Edited by admin on Tue Mar 06 11:21:46 UTC 2018
PRIMARY
PUBCHEM
3182
Created by admin on Tue Mar 06 11:21:46 UTC 2018 , Edited by admin on Tue Mar 06 11:21:46 UTC 2018
PRIMARY SWITZERF
CAS
479-18-5
Created by admin on Tue Mar 06 11:21:46 UTC 2018 , Edited by admin on Tue Mar 06 11:21:46 UTC 2018
PRIMARY
LactMed
479-18-5
Created by admin on Tue Mar 06 11:21:46 UTC 2018 , Edited by admin on Tue Mar 06 11:21:46 UTC 2018
PRIMARY
DRUG BANK
DB00651
Created by admin on Tue Mar 06 11:21:46 UTC 2018 , Edited by admin on Tue Mar 06 11:21:46 UTC 2018
PRIMARY
IUPHAR
7070
Created by admin on Tue Mar 06 11:21:46 UTC 2018 , Edited by admin on Tue Mar 06 11:21:46 UTC 2018
PRIMARY
HSDB
479-18-5
Created by admin on Tue Mar 06 11:21:46 UTC 2018 , Edited by admin on Tue Mar 06 11:21:46 UTC 2018
PRIMARY
INN
1365
Created by admin on Tue Mar 06 11:21:46 UTC 2018 , Edited by admin on Tue Mar 06 11:21:46 UTC 2018
PRIMARY
MERCK INDEX
M4796
Created by admin on Tue Mar 06 11:21:46 UTC 2018 , Edited by admin on Tue Mar 06 11:21:46 UTC 2018
PRIMARY Merck Index
ChEMBL
CHEMBL1752
Created by admin on Tue Mar 06 11:21:46 UTC 2018 , Edited by admin on Tue Mar 06 11:21:46 UTC 2018
PRIMARY
NCI_THESAURUS
C47504
Created by admin on Tue Mar 06 11:21:46 UTC 2018 , Edited by admin on Tue Mar 06 11:21:46 UTC 2018
PRIMARY