Details
Stereochemistry | ACHIRAL |
Molecular Formula | C14H21NO2.ClH |
Molecular Weight | 271.783 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
Cl.CCCNC(C)(C)COC(=O)C1=CC=CC=C1
InChI
InChIKey=LKHWKAGQNOMUFQ-UHFFFAOYSA-N
InChI=1S/C14H21NO2.ClH/c1-4-10-15-14(2,3)11-17-13(16)12-8-6-5-7-9-12;/h5-9,15H,4,10-11H2,1-3H3;1H
Molecular Formula | ClH |
Molecular Weight | 36.461 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
Molecular Formula | C14H21NO2 |
Molecular Weight | 235.322 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
DescriptionSources: https://www.ncbi.nlm.nih.gov/pubmed/16125150Curator's Comment: Description was created based on several sources, including http://www.ncbi.nlm.nih.gov/pubmed/13709180 and http://www.ncbi.nlm.nih.gov/pubmed/14375393
Sources: https://www.ncbi.nlm.nih.gov/pubmed/16125150
Curator's Comment: Description was created based on several sources, including http://www.ncbi.nlm.nih.gov/pubmed/13709180 and http://www.ncbi.nlm.nih.gov/pubmed/14375393
Meprylcaine (also known as Epirocaine and Oracaine) is a local anesthetic with stimulant properties that is structurally related to dimethocaine. Meprylcaine has a relatively potent inhibitory action on the monoamine transporter and inhibits the reuptake of dopamine, norepinephrine and serotonin. Oracaine is commonly used as the hydrochloride salt and is compatible with the known vasoconstrictors. It has a slightly more rapid onset than procaine with a slight increase in potency. The earliest symptoms of a toxic overdose are stimulation to the central nervous system, thus following the same symptoms as procaine. Not more than 400 mg. (20 ml. of a 2 per cent solution) should be used at any one time for the ambulatory patient. Oracaine, like metycaine, may be used for patients sensitive to the para-aminobenzoic acid derivatives. Oracaine hydrochloride is used at present mainly by the dental profession and in dermatologic surgery.
CNS Activity
Originator
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL2096682 Sources: http://www.ncbi.nlm.nih.gov/pubmed/2579237 |
7.6 µM [IC50] |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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Palliative | Unknown Approved UseUnknown |
PubMed
Title | Date | PubMed |
---|---|---|
Chronic inhibition of the norepinephrine transporter in the brain participates in seizure sensitization to cocaine and local anesthetics. | 2003 Feb 21 |
|
Inhibition of serotonin transporters by cocaine and meprylcaine through 5-TH2C receptor stimulation facilitates their seizure activities. | 2005 Sep 28 |
Patents
Sample Use Guides
In Vivo Use Guide
Sources: http://www.ncbi.nlm.nih.gov/pubmed/14375393
2% solution of Oracaine for injections
Route of Administration:
Parenteral
Substance Class |
Chemical
Created
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admin
on
Edited
Fri Dec 15 16:25:14 GMT 2023
by
admin
on
Fri Dec 15 16:25:14 GMT 2023
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Record UNII |
VR843X5GXG
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Record Status |
Validated (UNII)
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C245
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Related Record | Type | Details | ||
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PARENT -> SALT/SOLVATE |
Related Record | Type | Details | ||
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ACTIVE MOIETY |