Details
Stereochemistry | RACEMIC |
Molecular Formula | C10H15NO2 |
Molecular Weight | 181.2316 |
Optical Activity | ( + / - ) |
Defined Stereocenters | 0 / 1 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CCNCC(O)C1=CC=CC(O)=C1
InChI
InChIKey=SQVIAVUSQAWMKL-UHFFFAOYSA-N
InChI=1S/C10H15NO2/c1-2-11-7-10(13)8-4-3-5-9(12)6-8/h3-6,10-13H,2,7H2,1H3
Molecular Formula | C10H15NO2 |
Molecular Weight | 181.2316 |
Charge | 0 |
Count |
|
Stereochemistry | RACEMIC |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 1 |
E/Z Centers | 0 |
Optical Activity | ( + / - ) |
DescriptionSources: https://www.sopharma.com/etilefrine.phpCurator's Comment: description was created based on several sources, including
http://www.ncbi.nlm.nih.gov/pubmed/26240886
https://en.wikipedia.org/wiki/Etilefrin
Sources: https://www.sopharma.com/etilefrine.php
Curator's Comment: description was created based on several sources, including
http://www.ncbi.nlm.nih.gov/pubmed/26240886
https://en.wikipedia.org/wiki/Etilefrin
Etilefrine is a cardiac stimulant used as an antihypotensive. Intravenous infusion of this compound increases cardiac output, stroke volume, venous return and blood pressure in man and experimental animals, suggesting stimulation of both α and β adrenergic receptors. However, in vitro studies indicate that etilefrine has a much higher affinity for β1 (cardiac) than for β2 adrenoreceptors. Intravenous etilefrine increases the pulse rate, cardiac output, stroke volume, central venous pressure and mean arterial pressure of healthy individuals. Marked falls in pulse rate, cardiac output, stroke volume and peripheral bloodflow, accompanied by rises in mean arterial pressure, occur when etilefrine is infused after administration of intravenous propranolol 2,5 mg. These findings indicate that etilefrine has both β1 and α1 adrenergic effects in man. The French Health Products Agency concluded that etilefrine and heptaminol have an unfavourable harm-benefit balance, and also placed restrictions on the use of midodrine.
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL210 Sources: http://www.ncbi.nlm.nih.gov/pubmed/4790080 |
|||
Target ID: CHEMBL213 Sources: http://www.ncbi.nlm.nih.gov/pubmed/4790080 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Preventing | Unknown Approved UseUnknown |
|||
Sources: http://www.ncbi.nlm.nih.gov/pubmed/12181066 |
Preventing | Unknown Approved UseUnknown |
PubMed
Title | Date | PubMed |
---|---|---|
Effect of selected drugs on arterial pressure response to upright posture. | 1976 |
|
Hydroxyethyl starches, dextran and balanced salt solution in correction of hypotension during epidural anaesthesia. | 1984 Dec |
|
Etilefrine in the prevention of prolonged erection after diagnostic pharmacological stimulation. | 1996 |
|
[Ambulatory treatment and prevention of priapism using alpha-agonists. Apropos of 172 cases]. | 1997 Jan |
|
Effect of midodrine on chlorpromazine-induced orthostatic hypotension in rabbits: comparison with amezinium, etilefrine and droxidopa. | 2000 Dec |
|
[Management of priapism in sickle-cell diseases with alpha-adrenergic agonists]. | 2002 Jul-Sep |
|
Long-term outcome of patients with asystole induced by head-up tilt test. | 2002 Mar |
|
Etilefrine use in the management of post-operative chyle leaks in thoracic surgery. | 2004 Mar |
|
[Efficacy and safety of a herbal drug containing hawthorn berries and D-camphor in hypotension and orthostatic circulatory disorders/results of a retrospective epidemiologic cohort study]. | 2005 |
|
Chylothorax. | 2006 Aug |
|
[Ephedrine and etilefrine as vasopressor to correct maternal arterial hypotension during elective cesarean section under spinal anesthesia. Comparative study]. | 2006 Jun |
|
Anaesthesia with remifentanil infusion in diabetic versus non-diabetic patients undergoing vitrectomy. A Holter-controlled study. | 2007 |
|
Chylous ascites following radical nephrectomy: a case report. | 2008 Jan 11 |
|
alpha-Adrenoceptor agonists for the treatment of vasovagal syncope: a meta-analysis of worldwide published data. | 2009 Jul |
|
Epidemiological analysis of doping offences in the professional tennis circuit. | 2010 Dec 15 |
|
Bilateral anterior ischemic optic neuropathy in patients on dialysis: A report of two cases. | 2010 Jan |
|
Comparison of two protective lung ventilatory regimes on oxygenation during one-lung ventilation: a randomized controlled trial. | 2010 Nov 2 |
Patents
Sample Use Guides
In Vivo Use Guide
Sources: http://www.ncbi.nlm.nih.gov/pubmed/10758467
15 mg (30 drops)
Route of Administration:
Oral
Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 18:25:27 GMT 2025
by
admin
on
Mon Mar 31 18:25:27 GMT 2025
|
Record UNII |
ZB6F8MY53V
|
Record Status |
Validated (UNII)
|
Record Version |
|
-
Download
Name | Type | Language | ||
---|---|---|---|---|
|
Preferred Name | English | ||
|
Official Name | English | ||
|
Systematic Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Common Name | English | ||
|
Code | English | ||
|
Code | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English |
Classification Tree | Code System | Code | ||
---|---|---|---|---|
|
WHO-VATC |
QC01CA51
Created by
admin on Mon Mar 31 18:25:27 GMT 2025 , Edited by admin on Mon Mar 31 18:25:27 GMT 2025
|
||
|
WHO-VATC |
QC01CA01
Created by
admin on Mon Mar 31 18:25:27 GMT 2025 , Edited by admin on Mon Mar 31 18:25:27 GMT 2025
|
||
|
EU-Orphan Drug |
EU/3/02/122
Created by
admin on Mon Mar 31 18:25:27 GMT 2025 , Edited by admin on Mon Mar 31 18:25:27 GMT 2025
|
||
|
NCI_THESAURUS |
C29747
Created by
admin on Mon Mar 31 18:25:27 GMT 2025 , Edited by admin on Mon Mar 31 18:25:27 GMT 2025
|
||
|
WHO-ATC |
C01CA01
Created by
admin on Mon Mar 31 18:25:27 GMT 2025 , Edited by admin on Mon Mar 31 18:25:27 GMT 2025
|
||
|
WHO-ATC |
C01CA51
Created by
admin on Mon Mar 31 18:25:27 GMT 2025 , Edited by admin on Mon Mar 31 18:25:27 GMT 2025
|
Code System | Code | Type | Description | ||
---|---|---|---|---|---|
|
1101
Created by
admin on Mon Mar 31 18:25:27 GMT 2025 , Edited by admin on Mon Mar 31 18:25:27 GMT 2025
|
PRIMARY | |||
|
2229
Created by
admin on Mon Mar 31 18:25:27 GMT 2025 , Edited by admin on Mon Mar 31 18:25:27 GMT 2025
|
PRIMARY | |||
|
CHEMBL86882
Created by
admin on Mon Mar 31 18:25:27 GMT 2025 , Edited by admin on Mon Mar 31 18:25:27 GMT 2025
|
PRIMARY | |||
|
C65576
Created by
admin on Mon Mar 31 18:25:27 GMT 2025 , Edited by admin on Mon Mar 31 18:25:27 GMT 2025
|
PRIMARY | |||
|
10128-36-6
Created by
admin on Mon Mar 31 18:25:27 GMT 2025 , Edited by admin on Mon Mar 31 18:25:27 GMT 2025
|
SUPERSEDED | |||
|
DB08985
Created by
admin on Mon Mar 31 18:25:27 GMT 2025 , Edited by admin on Mon Mar 31 18:25:27 GMT 2025
|
PRIMARY | |||
|
SUB07303MIG
Created by
admin on Mon Mar 31 18:25:27 GMT 2025 , Edited by admin on Mon Mar 31 18:25:27 GMT 2025
|
PRIMARY | |||
|
m5184
Created by
admin on Mon Mar 31 18:25:27 GMT 2025 , Edited by admin on Mon Mar 31 18:25:27 GMT 2025
|
PRIMARY | Merck Index | ||
|
2409-85-0
Created by
admin on Mon Mar 31 18:25:27 GMT 2025 , Edited by admin on Mon Mar 31 18:25:27 GMT 2025
|
SUPERSEDED | |||
|
4169
Created by
admin on Mon Mar 31 18:25:27 GMT 2025 , Edited by admin on Mon Mar 31 18:25:27 GMT 2025
|
PRIMARY | RxNorm | ||
|
Etilefrine
Created by
admin on Mon Mar 31 18:25:27 GMT 2025 , Edited by admin on Mon Mar 31 18:25:27 GMT 2025
|
PRIMARY | |||
|
D005039
Created by
admin on Mon Mar 31 18:25:27 GMT 2025 , Edited by admin on Mon Mar 31 18:25:27 GMT 2025
|
PRIMARY | |||
|
ZB6F8MY53V
Created by
admin on Mon Mar 31 18:25:27 GMT 2025 , Edited by admin on Mon Mar 31 18:25:27 GMT 2025
|
PRIMARY | |||
|
DTXSID1023029
Created by
admin on Mon Mar 31 18:25:27 GMT 2025 , Edited by admin on Mon Mar 31 18:25:27 GMT 2025
|
PRIMARY | |||
|
100000082095
Created by
admin on Mon Mar 31 18:25:27 GMT 2025 , Edited by admin on Mon Mar 31 18:25:27 GMT 2025
|
PRIMARY | |||
|
233-359-9
Created by
admin on Mon Mar 31 18:25:27 GMT 2025 , Edited by admin on Mon Mar 31 18:25:27 GMT 2025
|
ALTERNATIVE | |||
|
211-910-4
Created by
admin on Mon Mar 31 18:25:27 GMT 2025 , Edited by admin on Mon Mar 31 18:25:27 GMT 2025
|
PRIMARY | |||
|
709-55-7
Created by
admin on Mon Mar 31 18:25:27 GMT 2025 , Edited by admin on Mon Mar 31 18:25:27 GMT 2025
|
PRIMARY | |||
|
3306
Created by
admin on Mon Mar 31 18:25:27 GMT 2025 , Edited by admin on Mon Mar 31 18:25:27 GMT 2025
|
PRIMARY |
Related Record | Type | Details | ||
---|---|---|---|---|
|
TRANSPORTER -> INHIBITOR | |||
|
TRANSPORTER -> INHIBITOR | |||
|
SALT/SOLVATE -> PARENT | |||
|
ENANTIOMER -> RACEMATE | |||
|
ENANTIOMER -> RACEMATE | |||
|
TARGET -> AGONIST |
Related Record | Type | Details | ||
---|---|---|---|---|
|
ACTIVE MOIETY |