54-35-3 Usage
Chemical Properties
White, fine crystals or powder; odorless;
relatively stable to air and light; solutions dextroro-
tatory. Sparingly soluble in water; slightly soluble
in alcohol; fairly soluble in chloroform.
Originator
Duracillin,Lilly,US,1948
Uses
Antibacterial.
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.
Brand name
Duracillin(Lilly); Pfizerpen (Pfizer).
Therapeutic Function
Antibacterial
General Description
The first widely used amine salt of penicillin G wasmade with procaine. Penicillin G procaine (Crysticillin,Duracillin, Wycillin) can be made readily from penicillin Gsodium by treatment with procaine hydrochloride. This saltis considerably less soluble in water than the alkali metalsalts, requiring about 250 mL to dissolve 1 g. Free penicillinis released only as the compound dissolves and dissociates.It has an activity of 1,009 units/mg. A large number ofpreparations for injection of penicillin G procaine are commerciallyavailable. Most of these are either suspensions inwater to which a suitable dispersing or suspending agent, a buffer, and a preservative have been added or suspensions inpeanut oil or sesame oil that have been gelled by theaddition of 2% aluminum monostearate. Some commercialproducts are mixtures of penicillin G potassium or sodiumwith penicillin G procaine; the water-soluble salt providesrapid development of a high plasma concentration of penicillin,and the insoluble salt prolongs the duration of effect.
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
54-35-3Relevant articles and documents
A METHOD FOR PREPARING PENICILLIN G PROCAINE
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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.