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

• ChemBase编号: 443
• 分子式: C24H30N2O2
• 平均质量: 378.5072
• 单一同位素质量: 378.23072821
• SMILES: O=C1N(CC(C1(c1ccccc1)c1ccccc1)CCN1CCOCC1)CC
• Canonical SMILES: CCN1CC(C(C1=O)(c1ccccc1)c1ccccc1)CCN1CCOCC1
• 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

名称和登记号

名称

• IUPAC标准名: 1-ethyl-4-[2-(morpholin-4-yl)ethyl]-3,3-diphenylpyrrolidin-2-one
• IUPAC传统名: doxapram
• 商标名: Dopram; Doxapram HCL; Doxapram hydrochloride; Stimulexin
• 别名: Doxapram; 1-Ethyl-4-(2-morpholinoethyl)-3,3-diphenylpyrrolidin-2-one

登记号

• CAS号: 309-29-5
• PubChem SID: 46506829; 160963906
• PubChem CID: 3156

理论计算性质

JChem

• 质子受体: 3
• 质子供体: 0
• LogD (pH = 5.5): 1.4981233
• LogD (pH = 7.4): 3.0056586
• Log P: 3.2305923
• 摩尔折射率: 112.8508 cm^3
• 极化性: 44.003464 Å^3
• 极化表面积: 32.78 Å^2
• 可自由旋转的化学键: 6
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 3.65
• LOG S: -4.04
• 溶解度: 3.43e-02 g/l

分子性质

理化性质

• 溶解度: Sparingly soluble
• 疏水性(logP): 3.6

产品相关信息

• 纯度: 95+%

详细说明

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

参考文献

• 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