CasNo： 1786-81-8
Molecular Formula： C13H20N2O.HCl
Appearance： White or off white crystalline powder
|
Chemical Properties |
White Solid |
|
Uses |
antibacterial |
|
Definition |
ChEBI: The monohydrochloride salt of prilocaine. |
|
Brand name |
Citanest (AstraZeneca). |
|
Biological Functions |
Prilocaine hydrochloride (Citanest) is an amide anesthetic whose onset of action is slightly longer than that of lidocaine; its duration of action is comparable. Prilocaine is 40% less toxic acutely than lidocaine, making it especially suitable for regional anesthetic techniques. It is metabolized by the liver to orthotoluidine, which when it accumulates, can cause conversion of hemoglobin (HB+++ to methemoglobin (HB+++. Oxygen transport is impaired in the presence of methemoglobinemia. Treatment involves the use of reducing agents, such as methylene blue, given intravenously, to reconvert methemoglobin to hemoglobin. |
|
Contact allergens |
Prilocaine in a local anesthetic of the amide group. It can induce allergic contact dermatitis, particularly from EMLA? cream. |
InChI:InChI=1/C13H20N2O.ClH/c1-4-9-14-11(3)13(16)15-12-8-6-5-7-10(12)2;/h5-8,11,14H,4,9H2,1-3H3,(H,15,16);1H
The invention relates to a synthetic pro...
propylamine
2-chloropropionyl chloride
o-toluidine
prilocaine hydrochloride
| Conditions | Yield |
|---|---|
|
2-chloropropionyl chloride; o-toluidine;
In
dichloromethane;
at 20 - 22 ℃;
for 2.5h;
propylamine;
With
hydrogenchloride;
In
water;
for 7h;
pH=1 - 2;
Concentration;
Temperature;
Reflux;
|
95.05% |
prilocaine
prilocaine hydrochloride
| Conditions | Yield |
|---|---|
|
With
hydrogenchloride;
In
water; ethyl acetate;
pH=1;
|
96% |
propylamine
2-chloropropionyl chloride
o-toluidine
prilocaine
o-toluidine