Larocaine Hydrochloride CAS 553-63-9

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Last update: 2023-08-29 10:48
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Larocaine hydrochloride is a kind of white crystal powder, which is mainly used for scientific research in the laboratory. The scientific researchers have determined his relevant chemical information, and the results are as follows. Its aliases are 1-Propanol,3-(diethylamino)-2,2-dimethyl-, 4-aminobenzoate (ester), monohydrochloride, 1-Propanol, 3-(diethylamino)-2,2-dimethyl-, p-aminobenzoate (ester),monohydrochloride, 1-Aminobenzoyl-2,2-dimethyl-3-diethylaminopropanolhydrochloride, 3-Diethylamino-2,2-dimethylpropyl p-aminobenzoate hydrochloride, Diethylaminoneopentyl alcohol hydrochloride p-aminobenzoate, Dimethocaine hydrochloride, 1-Propanol,3-(diethylamino)-2,2-dimethyl-, 1-(4-aminobenzoate), hydrochloride, Dimethocaine hcl.

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Addition information of chemical compound:

Chemical Formula

C16H26N2O2CL

Exact Mass

314

Molecular Weight

314

m/z

278 (100.0%), 279 (17.3%), 280 (1.4%)

Elemental Analysis

C, 69.03; H, 9.41; N, 10.06; O, 11.49

Melting point

196-197°

Boiling point

403.5 °C

Density

1.035g/cm3

Flash point

197.8 °C

The specific experimental steps of the laboratory synthesis method are as follows:

(1) Synthesis of 4-(4-chlorobenzoyl) morpholine:

First, add 1 mL of 1-morpholine to a brown beaker, then slowly add 2 mg of 4-chlorobenzoyl chloride. This produces 4-(4-chlorobenzoyl)morpholine in 1-morpholine. The mixture needs to be stirred for 30 minutes in an ice bath.


(2) Synthesis of Larocaine Hydrochloride:

Step 1: Synthesis of the acidified form of 4-(4-chlorobenzoyl) morpholine:

In the first step, the acidified form of 4-(4-chlorobenzoyl)morpholine needs to be synthesized. Dissolve the prepared 4-(4-chlorobenzoyl) morpholine in anhydrous ether or isopropanol, add a small amount of phosphorus pentachloride and pentachloroform, and stir for 1 hour to react. Obtaining a white substance represents the end of the reaction.

Step 2: Synthesis of Larocaine:

In this step, the acidification of 4-(4-chlorobenzoyl) morpholine needs to be reduced with sodium hydroxide. Obtain about 0.5 g of 4-(4-chlorobenzoyl) morpholine tetrahydrochloride acid, and dissolve it in 50 mL of ethanol. Concentrate to about 50% in a rotary evaporator, and slowly add sodium hydroxide solution (50 mL 1mol/L) dropwise to the solution. Bubbles will appear at this point.


After the reaction, the product was filtered, and the obtained precipitate of 4-(4-chlorobenzoyl)morpholine was treated with hydrochloric acid and refluxed at 70-80°C for 2 hours. At this time, reactions such as precipitation and filtration, dissolution in water and removal of matrix will occur, and finally neutralized with sodium carbonate. Finally, the product will be dried in a vacuum desiccator at 45-50°C.


It can be seen that the synthesis of Larocaine Hydrochloride is divided into two steps, in which the first step converts 4-(4-chlorobenzoyl) morpholine into its salt form. In the second step, the acid salt is reduced to Larocaine through a reduction reaction. The purpose of the whole experimental synthesis method is to obtain the chemical substance product, so as to provide the necessary synthetic basis for further research and application.

Larocaine hydrochloride is an organic synthetic intermediate and pharmaceutical intermediate, which is mainly used in laboratory research and development process and chemical and pharmaceutical production process.

It has a deep and long-lasting anesthetic effect, but requires a higher dosage. Its narcotic effect is similar to that of cocaine, but the duration of action is shorter. Larocaine Hydrochloride is a crystalline, usually white or yellowish solid. It has high water solubility and is easy to dissolve in organic solvents such as ethanol.


Chemically, it is a lipophilic substance that can interact with lipids, thereby affecting the function of cell membranes. It can block the transmission of nerve impulses by antagonizing sodium ion channels, thereby achieving the effect of local anesthesia. In addition, it also has certain vasoactive and fibrinolytic effects, and also has certain effects on the cardiovascular system and blood circulation.


In terms of drug metabolism, it is mainly metabolized by the liver in the human body, and the relationship between the role of its metabolites and pharmacodynamics has not yet been fully clarified. In addition, the toxicological properties of it also need more in-depth research.


In conclusion, it is a drug with strong local anesthetic effect, and its chemical properties are mainly manifested in lipophilicity, blocking sodium ion channels, vasoactivity and fibrinolysis.

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