PROXYPHYLLINE

Details

Stereochemistry	RACEMIC
Molecular Formula	C10H14N4O3
Molecular Weight	238.2432
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC(O)CN1C=NC2=C1C(=O)N(C)C(=O)N2C

InChI

InChIKey=KYHQZNGJUGFTGR-UHFFFAOYSA-N

InChI=1S/C10H14N4O3/c1-6(15)4-14-5-11-8-7(14)9(16)13(3)10(17)12(8)2/h5-6,15H,4H2,1-3H3

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Description
Sources: http://www.ncbi.nlm.nih.gov/pubmed/6291318
Curator's Comment: description was created based on several sources, including http://www.ndrugs.com/?s=ephedrine/proxyphylline

Proxyphylline is a xanthine derivative that acts as a cardiac stimulant, vasodilator and bronchodilator. In combination with ephedrine it’s used for relief of acute bronchial asthma and for reversible bronchospasm associated with chronic bronchitis and emphysema. Proxyphylline is readily absorbed from the gastrointestinal tract and it’s not converted to theophylline in the body. The clinical studies are agreed with the property of proxyphylline to inhibit the cyclic nucleotide phosphodiesterases.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
3',5'-cyclic phosphodiesterase 5 Target ID: CHEMBL2363066 Sources: http://www.ncbi.nlm.nih.gov/pubmed/6291318	Inhibitor 8297

Conditions

Condition	Modality	Highest Phase	Product
Obstructive airways disease 1 Sources: http://www.ndrugs.com/?s=proxyphylline/theophylline/dyphylline	Secondary	Approved 8429	Novofilin Approved Use Unknown
Asthma 241 Sources: http://www.ndrugs.com/?s=ephedrine/proxyphylline	Secondary	Approved 8429	Unknown Approved Use Unknown
Bronchial disorders 1 Sources: http://www.ndrugs.com/?s=ephedrine/proxyphylline	Secondary	Approved 8429	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
[Effectiveness of proxyphylline in chronic obstructive pulmonary disease (author's transl)].	1980 Jun 20	7408664
Antianaphylactic and antiasthmatic properties of new piperazinyl 7-(beta-hydroxypropyl)-theophylline derivatives in guinea pigs.	2001 Mar-Apr	11787952
Application of micellar electrokinetic chromatography to the quality control of a pharmaceutical preparation containing three bronchodilators.	2002 Feb	11870768
Surface crosslinking for delayed release of proxyphylline from PHEMA hydrogels.	2008 Feb 12	17825507

Patents

Sample Use Guides

In Vivo Use Guide

intravenous: 29 mumol/kg single oral: 21 mumol/kg and multiple oral: 21 mumol/kg three times a day

Route of Administration: Other

In Vitro Use Guide

Inhibition of cAMP and cGMP hydrolysis in human lung tissue by proxyphylline and its main metabolite 1-methyl-7-(beta-hydroxypropyl)xanthine was compared with theophylline and its metabolite 3-methylxanthine. The Inhibition constant of proxyphylline was 0.06-0.7 mmol/l at low cAMP concentrations and at low and high cGMP concentrations, while it was 1.0 mmol/l at high cAMP concentrations

Name

Type

Language

PROXYPHYLLINE

Official Name

English

SPASMOLYSIN

Brand Name

English

THEAN

Brand Name

English

7 BETA-HYDROXYPROPYL THEOPHYLLINE

Systematic Name

English

proxyphylline [INN]

Common Name

English

SIGOPHYL

Brand Name

English

1H-PURINE-2,6-DIONE, 3,7-DIHYDRO-7-(2-HYDROXYPROPYL)-1,3-DIMETHYL-

Systematic Name

English

7-.BETA.-HYDROXYPROPYL THEOPHYLLINE

Systematic Name

English

THEODEN

Brand Name

English

MONOPHYLLIN

Brand Name

English

SPANTIN

Brand Name

English

PROXYPHYLLINE [JAN]

Common Name

English

DIPROPHYLLINE IMPURITY D [EP IMPURITY]

Common Name

English

(±)-PROXYPHYLLIN

Common Name

English

R03DA03

Code

English

Proxyphylline [WHO-DD]

Common Name

English

PUROPHYLLIN

Common Name

English

PROXYPHYLLINE [EP MONOGRAPH]

Common Name

English

7-(2-HYDROXYPROPYL)THEOPHYLLINE

Systematic Name

English

OXYPROPYLTHEOPHYLLINE

Common Name

English

PROXYPHYLLINE [MART.]

Common Name

English

NSC-163343

Code

English

.BETA.-HYDROXYPROPYLTHEOPHYLLINE

Systematic Name

English

BRONTYL

Brand Name

English

PROXYPHYLLINE [MI]

Common Name

English

1,3-DIMETHYL-7-(2-HYDROXYPROPYL)XANTHINE

Systematic Name

English

Classification Tree Code System Code

WHO-ATC

R03DA03