Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C18H27NO5 |
| Molecular Weight | 337.4107 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CCCOC(=O)CC1=CC=C(OCC(=O)N(CC)CC)C(OC)=C1
InChI
InChIKey=KEJXLQUPYHWCNM-UHFFFAOYSA-N
InChI=1S/C18H27NO5/c1-5-10-23-18(21)12-14-8-9-15(16(11-14)22-4)24-13-17(20)19(6-2)7-3/h8-9,11H,5-7,10,12-13H2,1-4H3
| Molecular Formula | C18H27NO5 |
| Molecular Weight | 337.4107 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
DescriptionCurator's Comment: Description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/1524155
https://www.google.ch/patents/WO2004037750A2?cl=en
Curator's Comment: Description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/1524155
https://www.google.ch/patents/WO2004037750A2?cl=en
Propanidid (Epontol) is an analgetically potent and shortterm anesthetic, widely used in the 1960s. It was originally introduced by Bayer in 1963. Epontol, an injectable emulsion formulation of propanidid, provided by Bayer, was withdrawn from the market in Great Britain in 1983 because of concern over anaphylactoid reactions. Thus, in spite of the fact that propanidid provides shorter and more predictable recovery times than propofol, it has not been accepted widely as an injectable anesthetic. Even though Cremophor EL has been shown to cause anaphylactic reactions in humans in several cases (both when given intravenously and orally), it is still debated whether or not propanidid itself may have contributed to the reactions. It has been argued that the toxic effects or reactions to propanidid (and Althesin) were due to the drugs themselves. Several cases of negative reactions have been recorded for different drugs using Cremophor EL as solubilizer. This suggest that the negative reactions were mainly caused by Cremophor and not by the drug substances themselves. Propanidid is presumed to work as a GABA receptor agonist.
CNS Activity
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: CHEMBL2109244 Sources: https://www.ncbi.nlm.nih.gov/pubmed/25462263 |
26.0 µM [EC50] |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Palliative | Epontol Approved UsePropanidid is used as an IV anaesthesia for rapid induction and maintainence of general anaesthesia of short duration. |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Research on electroconvulsive therapy in India: An overview. | 2010-01 |
|
| The future of anaesthetic pharmacology. | 2009-10 |
|
| Is Peri-Operative Isolated Systolic Hypertension (ISH) a Cardiac Risk Factor? | 2008-02 |
|
| Intravenous Induction Agents--propanidid. | 2002-06 |
|
| [Resuscitation in acute allergic reactions to drugs]. | 1980-11 |
|
| Clinical studies on induction agents. 28. A further comparison of venous complications following thiopentone, methohexitone and propanidid. | 1969-08 |
|
| A comparison of propaniid and thiopentone as induction agents for electro-convulsive therapy. | 1969-06 |
|
| Methohexitone and propanidid. A comparative investigation of the side effects. | 1969-02 |
|
| Cyclizine anaphylaxis, when administered with propanidid. | 1969-01 |
Patents
Sample Use Guides
The dose required to inhibit the reflex in 95% of patients was 7.22 mg kg-1 and prevented adrenergic responses to nociceptive stimulation. The dose of propanidid required to induce loss of nystagmus was greater than that necessary to abolish response to verbal command. The reflex inhibition rate increased proportionally to the dose up to 8 mg kg-1; larger doses exerted a facilitatory effect and reduced the reflex inhibition rate.
Route of Administration:
Intravenous
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/22531340
Propanidid potentiated the GABA (5 uM; EC20
concentration)-mediated current (EC50 values of 26 uM). Propanidid (50 uM) produced >50% inhibition of specific binding at GABAA chloride channels (65%).
| Substance Class |
Chemical
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AO82L471NS
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N01AX04
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ACTIVE MOIETY |