Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C9H13NO3 |
| Molecular Weight | 183.2044 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 2 / 2 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
C[C@H](N)[C@H](O)C1=CC=C(O)C(O)=C1
InChI
InChIKey=GEFQWZLICWMTKF-CDUCUWFYSA-N
InChI=1S/C9H13NO3/c1-5(10)9(13)6-2-3-7(11)8(12)4-6/h2-5,9,11-13H,10H2,1H3/t5-,9-/m0/s1
| Molecular Formula | C9H13NO3 |
| Molecular Weight | 183.2044 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 2 / 2 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: CHEMBL2095158 Sources: https://www.ncbi.nlm.nih.gov/pubmed/8709134 |
205.0 nM [Ki] |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Secondary | CARBOCAINE W/ NEO-COBEFRIN Approved UseLevonordefrin is a sympathomimetic amine used as a vasoconstrictor in local anesthetic solutions. It has pharmacologic activity similar to that of Epinephrine but it is more stable than Epinephrine. Launch Date1960 |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Beta-adrenergic blocking agents and dental vasoconstrictors. | 2010-10 |
|
| Parkinson disease: systemic and orofacial manifestations, medical and dental management. | 2009-06 |
|
| Serum mepivacaine concentrations after intraoral injection in young children. | 2003-10 |
|
| Selectivity of agonists for cloned alpha 1-adrenergic receptor subtypes. | 1994-11 |
Patents
Sample Use Guides
Mepivacaine and levonordefrin are injected locally. The dose varies and depends upon the area to be anesthetized, the vascularity of the tissues, individual tolerance and the technique of anesthesia. For infiltration and block injections in the upper or lower jaw, the average dose of 1 cartridge, containing 1.7 mL of mepivacaine HCl 2% with levonordefrin 1:20,000 will usually suffice. 5.3 cartridges (180 mg of the 2% solution) are usually adequate to effect anesthesia of the entire oral cavity.
Route of Administration:
Intramuscular
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/8709134
Alpha-2-adrenergic receptors were labeled using 2.0 nM [3H]rauwolscine (80.5 Ci/mL) in 50 nM Tris buffer, pH 7.4, containing 10 mM EDTA. The final protein concentrations was approximately 500 ug/mL for the a2-assay. Phentolamine (10 uM) was used to determine the fraction of nonspecific binding. Samples were incubated at 30 °C for 30 min and then rapidly filtered (Whatman GF/C glass fiber filters presoaked in 10 uM phentolamine) and washed with 20 mL of ice-cold assay buffer on a Brandel cell harvester. Individual filters were inserted into scintillation vials, shaken, and allowed to equilibrate for 5 h with 5 mL of aqueous scintillation fluid before radioactivity counting on a Beckman LS 6800 liquid scintillation counter. The IC50 was determined by plotting the percentage specific binding at each sigmoidal Emax model. The equilibrium dissociation constant of each compound (Ki) was then calculated using the standard equation. Levonordefrin inhibits binding of radioligand with alpha-2 adrenergic receptors with Ki of 205 nM.
| Substance Class |
Chemical
Created
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V008L6478D
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C29747
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LEVONORDEFRIN
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ACTIVE MOIETY |