Enprofylline (HCID 1676)

Überblick

Enprofylline is xanthine bearing a propyl substituent at position 3. A bronchodilator, it is used for the symptomatic treatment of asthma and chronic obstructive pulmonary disease, and in the management of cerebrovascular insufficiency, sickle cell disease, and diabetic neuropathy. It has a role as a non-steroidal anti-inflammatory drug, a bronchodilator agent, an anti-arrhythmia drug and an anti-asthmatic drug.

Namen und Bezeichner

Bevorzugter Name: Enprofylline
IUPAC: 3-propyl-7H-purine-2,6-dione
Lokaler Name: Enprofyllin
Englischer Name: ENPROFYLLINE
Summenformel: C8H10N4O2
Molmasse: 194.19

Namen und Synonyme

ENPROFYLLINE41078-02-83-Propylxanthine3-n-PropylxanthineEnprofilinaEnprofyllinum3,7-Dihydro-3-propyl-1H-purine-2,6-dione1H-Purine-2,6-dione, 3,7-dihydro-3-propyl-D-4028DTXSID90451863-Propyl-3,7-dihydro-purine-2,6-dioneDT7DT5E518

Weitere Namen anzeigen

nilyphENPROPHYLLINEEnprofyllilie3-Propylxanthfine

3-propyl-2,3,6,7-tetrahydro-1H-purine-2,6-dioneD 4028DTXCID7025186CHEBI:126237RefChem:590853255-201-83-propyl-7H-purine-2,6-dioneEnprofilina [INN-Spanish]

Datenbank-Bezeichner

CAS: 41078-02-8
PubChem CID: 1676
DTXSID: DTXSID9045186
ChEMBL: CHEMBL279898
ChEBI: CHEBI:126237
UNII: DT7DT5E518
EC Number: 255-201-8
Nikkaji: J16.542E

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 0,3
Polarare Oberfläche (TPSA): 78,1 Å²
H-Brücken-Donoren: 2
H-Brücken-Akzeptoren: 3
Frei drehbare Bindungen: 2
Schwere Atome: 14
Formalladung: 0
Komplexität: 268

Experimentelle und physikochemische Eigenschaften

DrugsPharmaceuticals -> Listed in ZINC15

LogP · 2 Einträge

-0.2

0.33

Solubility · 2 Einträge

5.68e+00 g/L

>29.1 [ug/mL] (The mean of the results at pH 7.4)

Melting Point · 2 Einträge

287-289 °C

287 - 289 °C

Physical DescriptionSolid

Physikochemische Eigenschaften

Schmelzpunkt: 287 · 287-289 °C
Dichte: 1.38 g/cm3 · 1.38 g/cm3
storage temp.: 2 · 2-8°C
Löslichkeit: DMSO: soluble
Aggregatzustand: solid
pka: 10.26 · 10.26±0.20(Predicted)
Farbe: white
CAS Datenbank: 41078 · 41078-02-8

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P270, P271, P280, P301+P317, P302+P352, P304+P340, P317, P321, P330, P362+P364, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 40 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Hazard Classes and CategoriesAcute Tox. 4 (100%)

Sicherheitsdaten

wgk: 3
RTECS-Nr.: UO8439700
risk_code: 20/21/22
hazard_code: Xn
safety_code: 36

Chemie und Industrie

Pharmakologische Informationen

Protein Binding49%

PharmacodynamicsEnprofylline is a synthetic dimethylxanthine derivative structurally related to theophylline and caffeine. It antagonizes erythrocyte phosphodiesterase, increasing cAMP activity.

Mechanism of Action · 1 Eintrag

Enprofylline inhibits erythrocyte phosphodiesterase, resulting in an increase in erythrocyte cAMP activity. Subsequently, the erythrocyte membrane becomes more resistant to deformity. Along with erythrocyte activity, enprofylline also decreases blood viscosity by reducing plasma fibrinogen concentrations and increasing fibrinolytic activity.

Biological Half-Life1.9 hours

MeSH Pharmacological Classification · 3 Einträge

Agents that cause an increase in the expansion of a bronchus or bronchial tubes.

Drugs that are used to treat asthma.

Compounds that selectively bind to and block the activation of ADENOSINE A2 RECEPTORS.

Absorption, Distribution and ExcretionRapidly absorbed from the digestive tract

Anwendungen · 2 Einträge

Beschreibung3-Propylxanthine is a xanthine derivative that antagonizes adenosine receptors (Kis = 44, 32, and 6.3 μM for A1, A2A, and A2B, respectively) and cAMP phosphodiesterase (Ki = 42 μM). Through these actions, 3-propylxanthine induces smooth muscle relaxation, blocks smooth muscle contraction and VEGF secretion driven by adenosine receptor agonists, and reduces bronchial hyperresponsiveness.

VerwendenEnprofylline is a xanthine lacking adenosine receptor antagonism.

Vor- und nachgelagerte Produkte

Vorgelagerte Rohstoffe

Cyanessigsäure

Anbieter27 Anbieter

北京华美互利生物化工010-56205725 · [email protected]

Hebei Chuanghai Biotechnology Co., Ltd+86-17732866630 · [email protected]

LGM Pharma1-(800)-881-8210 · [email protected]

武汉易泰科技有限公司上海分公司18930552037 · [email protected]

安耐吉化学&3A（安徽泽升科技有限公司）021-58432009 400-005-6266 · [email protected]

Ergänzende Hinweise · 1 Eintrag

DefinitionChEBI: Xanthine bearing a propyl substituent at position 3. A bronchodilator, it is used for the symptomatic treatment of asthma and chronic obstructive pulmonary disease, and in the management of cerebrovascular insufficiency, sickle cell disease, and diabetic n uropathy.