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 |
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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 |
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Target ID: CHEMBL210 Sources: http://www.ncbi.nlm.nih.gov/pubmed/4790080 |
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Target ID: CHEMBL213 Sources: http://www.ncbi.nlm.nih.gov/pubmed/4790080 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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Preventing | Unknown Approved UseUnknown |
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Sources: http://www.ncbi.nlm.nih.gov/pubmed/12181066 |
Preventing | Unknown Approved UseUnknown |
PubMed
Title | Date | PubMed |
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Midodrine. A review of its pharmacological properties and therapeutic use in orthostatic hypotension and secondary hypotensive disorders. | 1989 Nov |
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Etilefrine in the prevention of prolonged erection after diagnostic pharmacological stimulation. | 1996 |
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Management of sickle cell priapism with etilefrine. | 2001 Jul |
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[Priapism in the course of generalized atopic dermatitis]. | 2002 Aug-Sep |
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The importance of interrupting angiotensin converting enzyme inhibitor treatment before spinal anaesthesia--a controlled case report. | 2004 |
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Sequential injection spectrophotometric determination of etilefrine hydrochloride. | 2004 Dec |
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[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 |
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Apical uptake of choline and cationic drugs in epithelial cell lines derived from human placenta. | 2005 Feb-Mar |
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Intracavernosal etilefrine self-injection therapy for recurrent priapism: one decade of follow-up. | 2005 May |
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Indications, surgical technique, and long-term experience with laparoscopic closure of the nephrosplenic space in standing horses. | 2005 Nov-Dec |
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Stuttering priapism--a review of the therapeutic options. | 2008 Aug |
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
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Record UNII |
ZB6F8MY53V
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Record Status |
Validated (UNII)
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Classification Tree | Code System | Code | ||
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WHO-VATC |
QC01CA51
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WHO-VATC |
QC01CA01
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EU-Orphan Drug |
EU/3/02/122
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NCI_THESAURUS |
C29747
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WHO-ATC |
C01CA01
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WHO-ATC |
C01CA51
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2229
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CHEMBL86882
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C65576
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10128-36-6
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DB08985
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SUB07303MIG
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m5184
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Etilefrine
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D005039
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233-359-9
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211-910-4
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Related Record | Type | Details | ||
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TARGET -> AGONIST | |||
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SALT/SOLVATE -> PARENT | |||
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ENANTIOMER -> RACEMATE | |||
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TRANSPORTER -> INHIBITOR | |||
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ENANTIOMER -> RACEMATE | |||
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TRANSPORTER -> INHIBITOR |
Related Record | Type | Details | ||
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ACTIVE MOIETY |