CAS 309-29-5|Doxapram|Doxapram HCL|doxapram|Doxapram hydrochloride|1-ethyl-4-[2-(morpholin-4-yl)ethyl]-3,3-diphenylpyrrolidin-2-one|Dopram|Stimulexin|1-Ethyl-4-(2-morpholinoethyl)-3,3-diphenylpyrrol...

基本信息

化学结构

分子式

C₂₄H₃₀N₂O₂

分子量

378.5072

精确质量

378.23072821

电荷

InChI

InChI=1S/C24H30N2O2/c1-2-26-19-22(13-14-25-15-17-28-18-16-25)24(23(26)27,20-9-5-3-6-10-20)21-11-7-4-8-12-21/h3-12,22H,2,13-19H2,1H3

InChIKey

XFDJYSQDBULQSI-UHFFFAOYSA-N

Canonic Smiles

CCN1CC(C(C1=O)(c1ccccc1)c1ccccc1)CCN1CCOCC1

Isomeric Smiles

O=C1N(CC(C1(c1ccccc1)c1ccccc1)CCN1CCOCC1)CC

计算属性

JChem

LogD (pH = 7.4)

3.01

LogD (pH = 5.5)

1.50

Log P

3.23

可自由旋转的化学键

质子供体

质子受体

里宾斯基五规则

true

Acid pKa

7.23

极化表面积

32.78

极化性

42.91

摩尔折射率

112.85

LOG S

-3.16

数据来源

学术数据

产品目录

数据来源

名称和标识

别名

Doxapram1-Ethyl-4-(2-morpholinoethyl)-3,3-diphenylpyrrolidin-2-one1-ethyl-4-(2-morpholinoethyl)-3,3-diphenyl-2-pyrrolidinoneDoxapram(+-)-doxapramdoxapram

商标名

Doxapram HCLDoxapram hydrochlorideDopramStimulexin

IUPAC传统名

doxapram

IUPAC标准名

1-ethyl-4-[2-(morpholin-4-yl)ethyl]-3,3-diphenylpyrrolidin-2-one

国际非专利药品(INN)

doxapram

名称和标识

数据登录号

PubChem SID

4650682916096390693608329

PubChem CID

3156

CAS号

309-29-5

PubMed文献链接

4122029412609652763826896538258191702014070019663568

VSDB Database

1,819

MetaboLights数据库

MTBLS1918MTBLS2349MTBLS591MTBLS867MTBLS2145MTBLS3750

LINCS数据库

CHEBI ID

CompTox数据库

维基百科标题

专利号

KEGG DRUG Database

CHEMBL

ACToR数据库

SureChEMBL数据库

Reaxys Registry

Beilstein号

DrugBank ID

BindingDB数据库

Drug Central Database

953

数据登录号

化合物性质

理化性质

溶解度

Sparingly soluble

疏水性(logP)

3.6

产品相关信息

纯度

95+%

化合物性质

分子相关蛋白质

暂无数据

点击上传数据

分子图谱

暂无数据

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描述信息

DrugBank

DB00561

Drug Groups

approved

Description

A central respiratory stimulant with a brief duration of action. (From Martindale, The Extra Pharmocopoeia, 30th ed, p1225)

Indication

For use as a temporary measure in hospitalized patients with acute respiratory insufficiency superimposed on chronic obstructive pulmonary disease.

Pharmacology

Doxapram is an analeptic agent (a stimulant of the central nervous system). The respiratory stimulant action is manifested by an increase in tidal volume associated with a slight increase in respiratory rate. A pressor response may result following doxapram administration. Provided there is no impairment of cardiac function, the pressor effect is more marked in hypovolemic than in normovolemic states. The pressor response is due to the improved cardiac output rather than peripheral vasoconstriction. Following doxapram administration, an increased release of catecholamines has been noted.

Toxicity

Intravenous LD₅₀ values in the mouse and rat were approximately 75 mg/kg and in the cat and dog were 40 to 80 mg/kg. Symptoms of overdosage are extensions of the pharmacologic effects of the drug. Excessive pressor effect, tachycardia, skeletal muscle hyperactivity, and enhanced deep tendon reflexes may be early signs of overdosage.

Affected Organisms

Humans and other mammals

References

• Singh P, Dimitriou V, Mahajan RP, Crossley AW: Double-blind comparison between doxapram and pethidine in the treatment of postanaesthetic shivering. Br J Anaesth. 1993 Nov;71(5):685-8. [Pubmed]

• Yost CS: A new look at the respiratory stimulant doxapram. CNS Drug Rev. 2006 Fall-Winter;12(3-4):236-49. [Pubmed]

External Links

• [Wikipedia]

• [RxList]

• [Drugs.com]

ChEBI

CHEBI:681848

A member of the class of pyrrolidin-2-ones that is N-ethylpyrrolidin-2-one in which both of the hydrogens at the 3 position (adjacent to the carbonyl group) are substituted by phenyl groups, and one of the hydrogens at the 4 position is substituted by a 2-(morpholin-4-yl)ethyl group. A central and respiratory stimulant with a brief duration of action, it is used (generally as the hydrochloride or the hydrochloride hydrate) as a temporary treatment of acute respiratory failure, particularly when superimposed on chronic obstructive pulmonary disease, and of postoperative respiratory depression. It has also been used for treatment of postoperative shivering.

描述信息

参考文献

PubChem文献

数据源提供

• Yost CS: A new look at the respiratory stimulant doxapram. CNS Drug Rev. 2006 Fall-Winter;12(3-4):236-49. Pubmed

• Singh P, Dimitriou V, Mahajan RP, Crossley AW: Double-blind comparison between doxapram and pethidine in the treatment of postanaesthetic shivering. Br J Anaesth. 1993 Nov;71(5):685-8. Pubmed

参考文献

生物活性

PubChem BioAssay

生物活性

导航

基本信息

计算属性

• RDKit

• JChem

数据来源

• 学术数据

• 产品目录