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54-35-3

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54-35-3 Usage

Description

Procaine penicillin G, also known as penicillin G procaine, is the amine salt of penicillin G that was the first to be widely used. It is prepared from penicillin G sodium by treatment with procaine hydrochloride, resulting in a compound that is less soluble in water than the alkali metal salts. As the compound dissolves and dissociates, free penicillin is released. Procaine penicillin G is characterized by its white, fine crystalline or powdery appearance, odorlessness, and relative stability to air and light. It exhibits dextrorotatory properties in solution and has varying solubility in different solvents, being sparingly soluble in water, slightly soluble in alcohol, and fairly soluble in chloroform. Common brand names for procaine penicillin G include Duracillin (Lilly) and Pfizerpen (Pfizer).

Uses

Used in Pharmaceutical Industry:
Procaine penicillin G is used as an antibiotic for the treatment of various bacterial infections. Its application is based on its ability to inhibit bacterial cell wall synthesis, leading to the destruction of bacteria. The slow release of free penicillin as the procaine salt dissolves allows for a prolonged duration of effect, making it suitable for injections.
Used in Veterinary Medicine:
In the veterinary field, procaine penicillin G is used as an antibiotic to treat bacterial infections in animals. Its application is similar to that in human medicine, providing a sustained release of the antibiotic to combat bacterial infections effectively.
Used in Drug Formulation:
Procaine penicillin G is used in the formulation of various injectable preparations, which can be either suspensions in water with added dispersing or suspending agents, buffers, and preservatives, or suspensions in peanut oil or sesame oil that have been gelled by the addition of 2% aluminum monostearate. Some commercial products are mixtures of penicillin G potassium or sodium with penicillin G procaine, combining the rapid development of high plasma concentration with the prolonged duration of effect provided by the procaine salt.

Originator

Duracillin,Lilly,US,1948

Manufacturing Process

There was added to 250 ml of a concentrated butyl acetate extract containing 74,000 units of the acid form of penicillin per ml, 50 ml of a butyl acetate solution containing 0.238 g per ml of procaine base. The solution was agitated for one hour. The precipitate which formed was very gummy and not in the form of discrete crystals. This precipitate was crystallized by scratching the side of the vessel and agitating further. After this treatment 18.25 g of crystalline procaine penicillin was obtained which assayed 1010 units per mg representing a yield of 99.6% of the activity contained in the concentrated extract.

Therapeutic Function

Antibacterial

Safety Profile

Moderately toxic by intraperitoneal and intramuscular routes. Slightly toxic by ingestion and subcutaneous routes. When heated to decomposition it emits toxic vapors of NOx, and SOx.

Check Digit Verification of cas no

The CAS Registry Mumber 54-35-3 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 5 and 4 respectively; the second part has 2 digits, 3 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 54-35:
(4*5)+(3*4)+(2*3)+(1*5)=43
43 % 10 = 3
So 54-35-3 is a valid CAS Registry Number.
InChI:InChI=1/C16H18N2O4S.C13H20N2O2/c1-16(2)12(15(21)22)18-13(20)11(14(18)23-16)17-10(19)8-9-6-4-3-5-7-9;1-3-15(4-2)9-10-17-13(16)11-5-7-12(14)8-6-11/h3-7,11-12,14H,8H2,1-2H3,(H,17,19)(H,21,22);5-8H,3-4,9-10,14H2,1-2H3

54-35-3SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name benzylpenicillin procaine

1.2 Other means of identification

Product number -
Other names penicillin procaine salt

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:54-35-3 SDS

54-35-3Synthetic route

Penicillin G potassium
113-98-4

Penicillin G potassium

Procaine
59-46-1

Procaine

penicillin G procaine
54-35-3

penicillin G procaine

Conditions
ConditionsYield
With nipasol; Plasdone C-30; rongalite; sodium citrate; methyl 4-hydroxylbenzoate; lecithin; carboxymethylcellulose In water for 1h;
penicillin G procaine
54-35-3

penicillin G procaine

A

3,3-dimethyl-D-cysteine
52-67-5

3,3-dimethyl-D-cysteine

B

phenylacetylaminoacetaldehyde
5663-61-6

phenylacetylaminoacetaldehyde

C

benzylpenaldic acid

benzylpenaldic acid

Conditions
ConditionsYield
Product distribution; Rate constant; Irradiation; multistep reaction, radiolytic degradation;

54-35-3Relevant articles and documents

A METHOD FOR PREPARING PENICILLIN G PROCAINE

-

Page/Page column 4-6, (2008/06/13)

A process for preparing penicillin G procaine comprises the steps of introducing inactive ingredients into a first mixing tank and sterilising the mixture of inactive ingredients in the first mixing tank. A procaine hydrochloride is dissolved in a second mixing tank, and the contents of the second mixing tank are added to the first mixing tank through a sterile filter. A solution of penicillin G potassium is introduced to the first mixing tank through a sterile filter, and the contents of the first mixing tank are mixed so that the procaine hydrochloride reacts with the penicillin G potassium forming penicillin G procaine. The resulting suspension is transferred through a homogeniser to a holding tank and penicillin G procaine is filled into a container.

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