 Home > Encyclopedia > (±)-Etilefrine

(±)-Etilefrine

(±)-Etilefrine structure

CAS No:
709-55-7
Formula:
C10H15NO2
Chemical Name:
(±)-Etilefrine
Synonyms:
Benzenemethanol,α-[(ethylamino)methyl]-3-hydroxy-;Benzyl alcohol,α-[(ethylamino)methyl]-m-hydroxy-;α-[(Ethylamino)methyl]-3-hydroxybenzenemethanol;α-[(Ethylamino)methyl]-m-hydroxybenzyl alcohol;N-Ethylnorphenylephrine;Etilefrine;S 40032-7;Etilefrin;m-Hydroxy-α-(ethylaminomethyl)benzyl alcohol;α-(m-Hydroxyphenyl)-β-(ethylamino)ethanol;S 40032;1-(3-Hydroxyphenyl)-2-(ethylamino)ethanol;(±)-Etilefrin;Ethylphenylephrine;Racemic etilefrine;(±)-Etilefrine;Etiladrianol;dl-Etilefrin;(±)-α-[(Ethylamino)methyl]-m-hydroxybenzyl alcohol;2409-85-0;10128-36-6
Categories:
Organic Chemistry > Amides

Description

3-[2-(ethylamino)-1-hydroxyethyl]phenol is a member of phenols.|Etilefrine is an adrenergic agonist that appears to interact with beta-2 and some alpha adrenergic receptors. It has been used as a vasoconstrictor agent.|A phenylephrine-related beta-1 adrenergic and alpha adrenergic agonist used as a cardiotonic and antihypotensive agent.

(±)-Etilefrine Basic Attributes

Molecular Weight：

186.26

Exact Mass：

181.23

EC Number：

211-910-4

DSSTox ID：

DTXSID1023029

ATC Code：

C01CA01|C - Cardiovascular system

HScode：

2922509090

Characteristics

PSA：

52.49000

XLogP3：

1.42600

Density：

1.127 g/cm3

Melting Point：

147.5 °C

Boiling Point：

314.35°C (rough estimate)

Flash Point：

155.5ºC

Refractive Index：

1.561

Water Solubility：

18.9 [ug/mL]

Safety Information

Precautionary statement(s)：

P264, P270, P273, P301+P310, P321, P330, P405, P501

Hazard Statements：

H301

GHS Classification：

|Danger|H301 (50%): Toxic if swallowed [Danger Acute toxicity, oral]|P261, P264, P270, P271, P273, P280, P301+P310, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P312, P321, P322, P330, P332+P313, P337+P313, P362, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 2 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

MeSH：

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.)|Drugs that selectively bind to and activate alpha adrenergic receptors. (See all compounds classified as Adrenergic alpha-Agonists.)|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 used to cause constriction of the blood vessels. (See all compounds classified as Vasoconstrictor Agents.)

MeSH Entry Terms：

Adrenam

(±)-Etilefrine Use and Manufacturing

Uses

Etilefrin is a sympathomimetic drug that increases the pulse rate, cardiac output, stroke volume, central venous pressure and mean arterial pressure of healthy individuals. Etilefrin has both beta 1 and alpha adrenergic effects on humans and is mainly used for the treatment of patients with orthostatic hypotension.

Use Classification：

Human drugs -> Rare disease (orphan)|Pharmaceuticals

Computed Properties

Molecular Weight:181.23
XLogP3:0.1
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:4
Exact Mass:181.110278721
Monoisotopic Mass:181.110278721
Topological Polar Surface Area:52.5
Heavy Atom Count:13
Complexity:141
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes