 Home > Encyclopedia > Dobutamine

Dobutamine

Dobutamine structure

CAS No:
34368-04-2
Formula:
C18H23NO3
Chemical Name:
Dobutamine
Synonyms:
1,2-Benzenediol,4-[2-[[3-(4-hydroxyphenyl)-1-methylpropyl]amino]ethyl]-;1,2-Benzenediol,4-[2-[[3-(4-hydroxyphenyl)-1-methylpropyl]amino]ethyl]-,(±)-;4-[2-[[3-(4-Hydroxyphenyl)-1-methylpropyl]amino]ethyl]-1,2-benzenediol;Dobutamine;(±)-Dobutamine;DL-Dobutamine;Racemic dobutamine;Compound 81929;67230-43-7
Categories:
Organic Chemistry > Amides

Description

ChEBI: A catecholamine that is 4-(3-aminobutyl)phenol in which one of the hydrogens attached to the nitrogen is substituted by a 2-(3,4-dihydroxyphenyl)ethyl group. A beta1-adrenergic receptor agonist that has cardiac stimulan action without evoking vasoconstriction or tachycardia, it is used as the hydrochloride to increase the contractility of the heart in the management of acute heart failure.

Solid

Dobutamine is a catecholamine that is 4-(3-aminobutyl)phenol in which one of the hydrogens attached to the nitrogen is substituted by a 2-(3,4-dihydroxyphenyl)ethyl group. A beta1-adrenergic receptor agonist that has cardiac stimulant action without evoking vasoconstriction or tachycardia, it is used as the hydrochloride to increase the contractility of the heart in the management of acute heart failure. It has a role as a cardiotonic drug, a sympathomimetic agent and a beta-adrenergic agonist. It is a secondary amine and a catecholamine.|A beta-1 agonist catecholamine that has cardiac stimulant action without evoking vasoconstriction or tachycardia. It is proposed as a cardiotonic after myocardial infarction or open heart surgery.|A catecholamine derivative with specificity for BETA-1 ADRENERGIC RECEPTORS. It is commonly used as a cardiotonic agent after CARDIAC SURGERY and during DOBUTAMINE STRESS ECHOCARDIOGRAPHY.

Dobutamine Basic Attributes

Molecular Weight：

337.84

Exact Mass：

301.38

EC Number：

277-982-4

DSSTox ID：

DTXSID3022958

ATC Code：

C01CA07|C - Cardiovascular system

HScode：

2922509090

Characteristics

PSA：

72.72000

XLogP3：

3.34770

Appearance：

Solid

Density：

1.189g/cm3

Melting Point：

184-186

Boiling Point：

527.7ºC at 760mmHg

Flash Point：

169.8ºC

Water Solubility：

1.37e-02 g/L

Storage Conditions：

2-8°C

Collision Cross Section：

168.2 Å² [M+H]+ [CCS Type: TW, Method: Major Mix IMS/Tof Calibration Kit (Waters)]

Safety Information

wgk germany：

hazard class code：

20/21/22-63

safety instructions：

22-26-36/37/39

Marks：

Precautionary statement(s)：

P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P312, P322, P330, P363, P501

Hazard Statements：

H302

Drug Information

Drug Indication：

Indicated when parenteral therapy is necessary for inotropic support in the short-term treatment of patients with cardiac decompensation due to depressed contractility resulting either from organic heart disease or from cardiac surgical procedures.|Treatment of neonatal circulatory failure

Pharmacology：

Dobutamine is a direct-acting inotropic agent whose primary activity results from stimulation of the beta-adrenoceptors of the heart while producing comparatively mild chronotropic, hypertensive, arrhythmogenic, and vasodilative effects. Dobutamine acts primarily on beta-1 adrenergic receptors, with negligible effects on beta-2 or alpha receptors. It does not cause the release of endogenous norepinephrine, as does dopamine.

MeSH：

Compounds that bind to and activate ADRENERGIC BETA-1 RECEPTORS. (See all compounds classified as Adrenergic beta-1 Receptor Agonists.)|Agents that have a strengthening effect on the heart or that can increase cardiac output. They may be CARDIAC GLYCOSIDES; SYMPATHOMIMETICS; or other drugs. They are used after MYOCARDIAL INFARCT; CARDIAC SURGICAL PROCEDURES; in SHOCK; or in congestive heart failure (HEART FAILURE). (See all compounds classified as Cardiotonic Agents.)|Drugs that mimic the effects of stimulating postganglionic adrenergic sympathetic nerves. Included here are drugs that directly stimulate adrenergic receptors and drugs that act indirectly by provoking the release of adrenergic transmitters. (See all compounds classified as Sympathomimetics.)

Absorption：

In human urine, the major excretion products are the conjugates of dobutamine and 3-O-methyl dobutamine.

Biological Half-Life：

2 minutes

Mechanism of Action：

Dobutamine directly stimulates beta-1 receptors of the heart to increase myocardial contractility and stroke volume, resulting in increased cardiac output.

MeSH Entry Terms：

Dobucor

Dobutamine Use and Manufacturing

Uses

This product is a β-receptor stimulant, which can enhance myocardial contractility and cardiac output, and is also used for the treatment of acute circulatory insufficiency. Rat oral LD50 is 2296-2783mg/kg.

Use Classification：

Human Drugs -> EU pediatric investigation plans|Human Drugs -> FDA Approved Drug Products with Therapeutic Equivalence Evaluations (Orange Book) -> Active Ingredients|Pharmaceuticals

Computed Properties

Molecular Weight:301.4
XLogP3:3.4
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:7
Exact Mass:301.16779360
Monoisotopic Mass:301.16779360
Topological Polar Surface Area:72.7
Heavy Atom Count:22
Complexity:305
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes