Chloroprocaine hydrochloride CAS 3858-89-7

Introduction：Basic information about Chloroprocaine hydrochloride CAS 3858-89-7, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Chloroprocaine hydrochloride Basic information

• Product Name: Chloroprocaine hydrochloride
• Synonyms: CHLOROPROCAINE HYDROCHLORIDE (200 MG);2-chloroprocainehydrochloride;4-amino-2-chlorobenzoicacid2-(diethylamino)ethylesterhydrochloride;4-Amino-2-Chlorobenzoicacid2-diethylaminoe-thylesterhydrochloride;benzoicacid,4-amino-2-chloro-,2-(diethylamino)ethylester,hydrochloride;nesacainehydrochloride;nesecaine-ce;2-diethylaminoethyl 4-amino-2-chlorobenzoate hydrochloride
• CAS: 3858-89-7
• MF: C13H20Cl2N2O2
• MW: 307.2161
• EINECS: 223-371-2
• Product Categories: Inhibitors
• Mol File: 3858-89-7.mol

Chloroprocaine hydrochloride Chemical Properties

• Melting point: 176-178° (microstage)
• storage temp.: -20°C Freezer
• solubility: DMSO (Slightly), Methanol (Slightly)
• form: Solid
• color: White to Off-White
• Stability: Stable. Incompatible with strong oxidizing agents.
• Major Application: pharmaceutical (small molecule)
• InChI: InChI=1S/C13H19ClN2O2.ClH/c1-3-16(4-2)9-10-18-13(17)11-5-7-12(15-14)8-6-11;/h5-8,15H,3-4,9-10H2,1-2H3;1H
• InChIKey: KSEXTRRPURJCDW-UHFFFAOYSA-N
• SMILES: N(Cl)C1=CC=C(C(=O)OCCN(CC)CC)C=C1.[H]Cl

Safety Information

• WGK Germany: WGK 3
• HS Code: 2922492050
• Storage Class: 11 - Combustible Solids

Chloroprocaine hydrochloride Usage And Synthesis

Chemical Properties

crystalline solid

Originator

Nesacaine,Astra,US,1956

Uses

Chloroprocaine Hydrochloride is a local anaesthetic compound showing similar effects to Lidocaine.

Uses

Anesthetic (local).

Definition

ChEBI: The monohydrochloride salt of chloroprocaine. Used as a local anaesthetic, particularly for oral surgery, it has the advantage over lidocaine of constricting blood vessels, so reducing bleeding.

Manufacturing Process

In the first step, 2-chloro-4-aminobenzoyl chloride hydrochloride is preparedby 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 thecooled solution is added 150 cc of dry ethyl ether. A brisk stream of dryhydrogen chloride is passed into the solution until the precipitation of 2-chloro-4-aminobenzoylchloride hydrochloride is complete. The acyl halide isremoved by filtration and dried in a vacuum desiccator.
In the second step, the diethylaminoethyl 2-chloro-4-aminobenzoatehydrochloride is prepared by refluxing equimolar proportions of thehydrochloride of beta-diethylaminoethanol in a suitable inert solvent such as amixture of dry toluene and tetrachloroethane and the hydrochloride of 2-chloro-4-aminobenzoyl chloride until the reaction as indicated by the cessationof hydrogen chloride evolution is complete. The supernatant solvents aredecanted from the reaction product which can be conveniently purified bycrystallization from absolute ethanol.
An alternative purification can be effected by dissolving the reaction product inwater. The ester base is liberated by rendering the clarified aqueous solutionalkaline. Removal of the base from the alkaline solution is achieved byextraction with a suitable solvent such as benzene or ether. The purehydrochloride of diethylaminoethyl 2-chloro-4-aminobenzoate is thenprecipitated from the dried extract by the addition of dry hydrogen chloride.After removal by filtration and recrystallization from ethanol it is found tohave a melting point of 173° to 174°C.

Brand name

Nesacaine (Abraxis).

Therapeutic Function

Local anesthetic