3858-89-7 Usage
Description
Chloroprocaine hydrochloride, also known as the monohydrochloride salt of chloroprocaine, is a local anesthetic compound that exhibits similar effects to Lidocaine. It is a crystalline solid that is commonly used for its numbing properties in various medical applications.
Uses
Used in Medical Applications:
Chloroprocaine hydrochloride is used as a local anesthetic for various medical procedures, particularly for oral surgery. It offers the advantage of constricting blood vessels, which helps in reducing bleeding during surgery.
Used in Anesthesia:
Chloroprocaine hydrochloride is used as an anesthetic, specifically for local anesthesia. Its numbing effect is beneficial in providing pain relief during minor to moderately painful medical procedures.
Originator
Nesacaine,Astra,US,1956
Manufacturing Process
In the first step, 2-chloro-4-aminobenzoyl chloride hydrochloride is prepared
by refluxing a mixture of 25 cc of purified thionyl chloride and 10 g of 2-
chloro-4-aminobenzoic acid until all of the solid has gone into solution. To the
cooled solution is added 150 cc of dry ethyl ether. A brisk stream of dry
hydrogen chloride is passed into the solution until the precipitation of 2-
chloro-4-aminobenzoylchloride hydrochloride is complete. The acyl halide is
removed by filtration and dried in a vacuum desiccator.
In the second step, the diethylaminoethyl 2-chloro-4-aminobenzoate
hydrochloride is prepared by refluxing equimolar proportions of the
hydrochloride of beta-diethylaminoethanol in a suitable inert solvent such as a
mixture of dry toluene and tetrachloroethane and the hydrochloride of 2-
chloro-4-aminobenzoyl chloride until the reaction as indicated by the cessation
of hydrogen chloride evolution is complete. The supernatant solvents are
decanted from the reaction product which can be conveniently purified by
crystallization from absolute ethanol.An alternative purification can be effected by dissolving the reaction product in
water. The ester base is liberated by rendering the clarified aqueous solution
alkaline. Removal of the base from the alkaline solution is achieved by
extraction with a suitable solvent such as benzene or ether. The pure
hydrochloride of diethylaminoethyl 2-chloro-4-aminobenzoate is then
precipitated from the dried extract by the addition of dry hydrogen chloride.
After removal by filtration and recrystallization from ethanol it is found to
have a melting point of 173° to 174°C.
Therapeutic Function
Local anesthetic
Check Digit Verification of cas no
The CAS Registry Mumber 3858-89-7 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,8,5 and 8 respectively; the second part has 2 digits, 8 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 3858-89:
(6*3)+(5*8)+(4*5)+(3*8)+(2*8)+(1*9)=127
127 % 10 = 7
So 3858-89-7 is a valid CAS Registry Number.
InChI:InChI=1/C13H19ClN2O2.ClH/c1-3-16(4-2)7-8-18-13(17)11-6-5-10(15)9-12(11)14;/h5-6,9H,3-4,7-8,15H2,1-2H3;1H
3858-89-7Relevant articles and documents
Preparation method of chloroprocaine hydrochloride
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Paragraph 0035; 0045; 0055; 0065, (2018/02/04)
The invention belongs to the technical field of organic drug synthesis and particularly relates to a preparation method of chloroprocaine. The preparation method includes the steps that 1, 2-chloro-4-nitrobenzoic acid and 2-diethylaminoethanol reaction raw materials are added into a xylene reaction solvent, para-toluenesulfonic acid or immobilized liquid acid or faintly acid metal salt is added to serve as a catalyst, heating is conducted till reflux is achieved, a reaction is carried out for a certain period of time, aftertreatment is carried out, and a water solution of nitrochlor cain is obtained; 2, ammonium chloride and iron powder are added into the water solution of nitrochlor cain, a heating reaction is carried out, aftertreatment is carried out, and crude chloroprocaine hydrochloride is obtained; refining is carried out, and chloroprocaine hydrochloride is obtained. The direct esterification reaction time is short, the production period is shortened by 30% or above, the total yield of the finished product is larger than 30%, and energy consumption is reduced by 25% or above. The content of chloroprocaine hydrochloride is not smaller than 99.0%, the content of related substances is not larger than 1.0%, and the content of a residual solvent (dimethylbenzene) does not exceed 0.1%. The preparation method is suitable for industrial production.