Enprofylline (HCID 1676)

概要

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.

名称と識別子

優先名称: Enprofylline
IUPAC: 3-propyl-7H-purine-2,6-dione
現地名: エンプロフィリン
英語名: ENPROFYLLINE
分子式: C8H10N4O2
分子量: 194.19

名称と別名

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

名称をさらに表示

3-プロピル-3,7-ジヒドロ-1H-プリン-2,6-ジオン3-プロピル3,7-ジヒドロ-1H-プリン-2,6-ジオン3-プロピルキサンチン3,7-ジヒドロ-3-プロピル-1H-プリン-2,6-ジオン3-プロピル-7H-プリン-2,6(1H,3H)-ジオンエンプロフィリン3-プロピル-2,3,6,7-テトラヒドロ-1H-プリン-2,6-ジオン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]

データベース識別子

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

物性

構造計算による物性

XLogP: 0.3
極性表面積: 78.1 Å²
水素結合供与体数: 2
水素結合受容体数: 3
回転可能結合数: 2
重原子数: 14
形式電荷: 0
複雑度: 268

実験および物理化学的性質

DrugsPharmaceuticals -> Listed in ZINC15

LogP · 2 件

-0.2

0.33

Solubility · 2 件

5.68e+00 g/L

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

Melting Point · 2 件

287-289 °C

287 - 289 °C

Physical DescriptionSolid

物理化学的性質

融点: 287 · 287-289 °C
比重(密度): 1.38 g/cm3 · 1.38 g/cm3
貯蔵温度: 2 · 2-8°C
溶解性: DMSO：可溶
外見: 個体
酸解離定数(Pka): 10.26 · 10.26±0.20(Predicted)
色: 白い
CAS データベース: 41078 · 41078-02-8

安全と法規制

GHS分類

GHS Classification · 4 件

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.

危険有害性情報

Hazard Classes and CategoriesAcute Tox. 4 (100%)

安全データ

wgk: 3
rtecs: UO8439700
risk_code: 20/21/22
hazard_code: Xn
safety_code: 36

化学と産業

薬理情報

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 件

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 件

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

応用分野 · 2 件

説明3-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.

使用Enprofylline is a xanthine lacking adenosine receptor antagonism.

上流・下流製品情報

上流原料

シアノ酢酸

サプライヤー27 社

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]

補足説明 · 1 件

定義ChEBI: 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.