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Chloroprocaine hydrochloride

Basic information Safety Supplier Related

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
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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.
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
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Safety Information

HS Code 
2922492050

MSDS

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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 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.

brand name

Nesacaine (Abraxis).

Therapeutic Function

Local anesthetic

Chloroprocaine hydrochlorideSupplier

Jincheng Haisi Pharmaceutical Co., Ltd. Gold
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0356-3620462
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jchszyzhb@163.com
J & K SCIENTIFIC LTD.
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010-82848833 400-666-7788
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XiaoGan ShenYuan ChemPharm co,ltd
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0712-0712-2580635 15527768850
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Sinopharm Chemical Reagent Co,Ltd.
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86-21-63210123
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Hunan Hui Bai Shi Biotechnology Co., Ltd.
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0731-85526065 13308475853
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ivy@hnhbsj.com