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Details

Stereochemistry ACHIRAL
Molecular Formula C9H12N4O3
Molecular Weight 224.2166
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ETOFYLLINE

SMILES

CN1C2=C(N(CCO)C=N2)C(=O)N(C)C1=O

InChI

InChIKey=NWPRCRWQMGIBOT-UHFFFAOYSA-N
InChI=1S/C9H12N4O3/c1-11-7-6(8(15)12(2)9(11)16)13(3-4-14)5-10-7/h5,14H,3-4H2,1-2H3

HIDE SMILES / InChI

Molecular Formula C9H12N4O3
Molecular Weight 224.2166
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Etofylline [7-(2-hydroxyethyl)theophylline] is a N-7-substituted derivative of theophylline, a smooth muscle relaxant. Etofylline is used to relieve bronchoconstriction. It may act as a phosphodiesterase inhibitor and adenosine receptor antagonist.

Originator

Sources: Lespagnol et al., Bull. Soc. Pharm. Lille 1948, no. 2, p 18
Curator's Comment: reference retrieved from www.drugfuture.com/chemdata/etofylline.html

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
ETOFYLLINE

Approved Use

1. Asthma 2. Chronic obstructive pulmonary disease 3. Chronic bronchitis 4. Emphysema 5. It can be used in premature infants who stop breathing
Primary
ETOFYLLINE

Approved Use

1. Asthma 2. Chronic obstructive pulmonary disease 3. Chronic bronchitis 4. Emphysema 5. It can be used in premature infants who stop breathing
Primary
Unknown

Approved Use

Unknown
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
4.1 h
200 mg single, oral
dose: 200 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
ETOFYLLINE plasma
Homo sapiens
population: UNKNOWN
age: UNKNOWN
sex: UNKNOWN
food status: UNKNOWN
4.1 h
200 mg single, intravenous
dose: 200 mg
route of administration: Intravenous
experiment type: SINGLE
co-administered:
ETOFYLLINE plasma
Homo sapiens
population: UNKNOWN
age: UNKNOWN
sex: UNKNOWN
food status: UNKNOWN
Overview

OverviewOther

Drug as perpetrator​

Drug as perpetrator​

TargetModalityActivityMetaboliteClinical evidence
no [IC50 >10 uM]
no [IC50 >10 uM]
no [IC50 >10 uM]
no [IC50 >10 uM]
no
no
no
no
yes [Inhibition 10 uM]
yes [Inhibition 10 uM]
yes
Drug as victim

Drug as victim

TargetModalityActivityMetaboliteClinical evidence
no
Tox targets

Tox targets

TargetModalityActivityMetaboliteClinical evidence
PubMed

PubMed

TitleDatePubMed
The effects of intravenously administered methylxanthine preparations on the glycoconjugate composition of goblet cells in rabbit tracheal epithelium.
2002
Method development for determining the antibacterial linezolid in human serum by micellar electrokinetic capillary chromatography.
2002 Nov 7
Investigation of the aqueous dissolution of semicrystalline poly(ethylene oxide) using infrared chemical imaging: the effects of molecular weight and crystallinity.
2005 Aug
Prediction of genotoxicity of chemical compounds by statistical learning methods.
2005 Jun
Simultaneous determination of multi drug components Theophylline, Etofylline, Guaiphenesine and Ambroxol Hydrochloride by validated RP-HPLC method in liquid dosage form.
2008 Apr
Surface-imprinted nanostructured layer-by-layer film for molecular recognition of theophylline derivatives.
2008 Oct 21
Substance Class Chemical
Created
by admin
on Mon Mar 31 17:53:20 GMT 2025
Edited
by admin
on Mon Mar 31 17:53:20 GMT 2025
Record UNII
L164909TBI
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
OXYPHYLLIN
Preferred Name English
ETOFYLLINE
EP   INN   MART.   MI   WHO-DD  
INN  
Official Name English
7-(2-HYDROXYETHYL)THEOPHYLLINE
Systematic Name English
THEOPHYLLINE MONOHYDRATE IMPURITY F [EP IMPURITY]
Common Name English
THEOPHYLLINE RELATED COMPOUND F [USP IMPURITY]
Common Name English
ETOFYLLINE [MI]
Common Name English
FREKAPHYLLIN
Common Name English
KT-200G
Code English
THEOPHYLLINE RELATED COMPOUND F
USP-RS  
Common Name English
DOXOPHYLLINE METABOLITE M4
Common Name English
NSC-113373
Code English
Etofylline [WHO-DD]
Common Name English
SOLUPHYLLINE
Common Name English
THEOPHYLLINE RELATED COMPOUND F [USP-RS]
Common Name English
PHYLLOCORMIN N
Common Name English
ETOFYLLINE [EP IMPURITY]
Common Name English
ETOFYLLINE [MART.]
Common Name English
7-(2-HYDROXYETHYL)-1,3-DIMETHYL-3,7-DIHYDRO-1H-PURINE-2,6-DIONE
Systematic Name English
DIPROPHYLLINE IMPURITY C [EP IMPURITY]
Common Name English
THEOPHYLLINE IMPURITY F [EP IMPURITY]
Common Name English
etofylline [INN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C744
Created by admin on Mon Mar 31 17:53:20 GMT 2025 , Edited by admin on Mon Mar 31 17:53:20 GMT 2025
Code System Code Type Description
RS_ITEM_NUM
1653060
Created by admin on Mon Mar 31 17:53:20 GMT 2025 , Edited by admin on Mon Mar 31 17:53:20 GMT 2025
PRIMARY
PUBCHEM
1892
Created by admin on Mon Mar 31 17:53:20 GMT 2025 , Edited by admin on Mon Mar 31 17:53:20 GMT 2025
PRIMARY
MERCK INDEX
m5194
Created by admin on Mon Mar 31 17:53:20 GMT 2025 , Edited by admin on Mon Mar 31 17:53:20 GMT 2025
PRIMARY Merck Index
FDA UNII
L164909TBI
Created by admin on Mon Mar 31 17:53:20 GMT 2025 , Edited by admin on Mon Mar 31 17:53:20 GMT 2025
PRIMARY
CAS
519-37-9
Created by admin on Mon Mar 31 17:53:20 GMT 2025 , Edited by admin on Mon Mar 31 17:53:20 GMT 2025
PRIMARY
MESH
C008749
Created by admin on Mon Mar 31 17:53:20 GMT 2025 , Edited by admin on Mon Mar 31 17:53:20 GMT 2025
PRIMARY
INN
1667
Created by admin on Mon Mar 31 17:53:20 GMT 2025 , Edited by admin on Mon Mar 31 17:53:20 GMT 2025
PRIMARY
ChEMBL
CHEMBL699
Created by admin on Mon Mar 31 17:53:20 GMT 2025 , Edited by admin on Mon Mar 31 17:53:20 GMT 2025
PRIMARY
ECHA (EC/EINECS)
208-269-8
Created by admin on Mon Mar 31 17:53:20 GMT 2025 , Edited by admin on Mon Mar 31 17:53:20 GMT 2025
PRIMARY
EVMPD
SUB07324MIG
Created by admin on Mon Mar 31 17:53:20 GMT 2025 , Edited by admin on Mon Mar 31 17:53:20 GMT 2025
PRIMARY
EPA CompTox
DTXSID5023031
Created by admin on Mon Mar 31 17:53:20 GMT 2025 , Edited by admin on Mon Mar 31 17:53:20 GMT 2025
PRIMARY
DRUG CENTRAL
1107
Created by admin on Mon Mar 31 17:53:20 GMT 2025 , Edited by admin on Mon Mar 31 17:53:20 GMT 2025
PRIMARY
SMS_ID
100000082085
Created by admin on Mon Mar 31 17:53:20 GMT 2025 , Edited by admin on Mon Mar 31 17:53:20 GMT 2025
PRIMARY
NSC
113373
Created by admin on Mon Mar 31 17:53:20 GMT 2025 , Edited by admin on Mon Mar 31 17:53:20 GMT 2025
PRIMARY
RXCUI
24611
Created by admin on Mon Mar 31 17:53:20 GMT 2025 , Edited by admin on Mon Mar 31 17:53:20 GMT 2025
PRIMARY RxNorm
NCI_THESAURUS
C80611
Created by admin on Mon Mar 31 17:53:20 GMT 2025 , Edited by admin on Mon Mar 31 17:53:20 GMT 2025
PRIMARY
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PARENT -> IMPURITY
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PARENT -> IMPURITY
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ACTIVE MOIETY