132-98-9 Usage
Description
Penicillin V potassium salt, also known as Phenoxymethylpenicillin potassium, is a semi-synthetic antibiotic derived from the Penicillium mold. It is an odorless white crystalline powder with a slightly bitter taste and has a pH range of 5 to 7.5 in a 0.5% aqueous solution. As a crystalline solid, it is known for its bactericidal properties against penicillin-susceptible microorganisms during the stage of active multiplication, inhibiting the biosynthesis of cell-wall mucopeptide.
Uses
Used in Pharmaceutical Industry:
Penicillin V potassium salt is used as an antibacterial agent for treating or preventing infections that are proven or strongly suspected to be caused by bacteria. It is particularly effective against penicillin-susceptible microorganisms, making it a valuable component in the development of antibiotics and other related medications.
Used in Medical Treatments:
Penicillin V potassium salt is used as a therapeutic agent in medical treatments to combat bacterial infections. Its ability to inhibit the biosynthesis of cell-wall mucopeptide makes it a crucial element in the management and treatment of various bacterial infections.
Brand Name:
One of the brand names for Penicillin V potassium salt is V-Cillin (Lilly), which is a commercially available form of the antibiotic.
Originator
Oracilline ,Theraplix ,France ,1954
Manufacturing Process
The following description is taken from US Patent 2,941,995. A solution of phenoxyacetyl chloride (360 mg) in dry acetone (5 ml) was added dropwise during 10 minutes to a stirred solution of 6-aminopenicillanic acid (450 mg, approximately 75% pure) in 3% aqueous bicarbonate (18 ml), and acetone (12 ml). When addition was complete the mixture was stirred at room temperature for 30 minutes and then extracted with ether (30 ml in 3 portions), only the aqueous phase being retained. This aqueous solution was covered with butanol (5 ml) and adjusted to pH 2 by the addition of N hydrochloric acid. After separating the layers, the aqueous phase was extracted with two 2.5 ml portions of butanol, adjusting to pH 2 each time. The combined butanol solutions (which at this stage contained the free penicillanic acid) were washed with water (3 x 2 ml) and then shaken with water (10 ml) to which sufficient 3% sodium bicarbonate solution was added to bring the aqueous phase to pH 7. The butanol solution was further extracted with two 5 ml portions of water to each of which was added enough bicarbonate solution to produce an aqueous phase of pH 7. The combined aqueous solutions were washed with ether (20 ml) and then evaporated at low temperature and pressure to leave the crude sodium salt of phenoxymethyl penicillin which, after drying in a vacuum desiccator, was obtained as a slightly hygroscopic powder (591 mg).
Therapeutic Function
Antibacterial
Air & Water Reactions
Water soluble.
Reactivity Profile
Penicillin V potassium salt is the potassium salt of penicillin v. Penicillin V potassium salt is incompatible with acids, oxidizing agents (especially in the presence of trace metals), heavy metal ions such as copper, lead, zinc and mercury; glycerol, sympathomimetic amines, thiomersal, wood alcohols, cetostearyl alcohol, hard paraffins, macrogols, cocoa butter and many ionic an nonionic surface-active agents. Penicillin V potassium salt is also incompatible with alkalis, compounds leached from vulcanized rubber, hydrochlorides of tetracyclines and organic peroxides. Other incompatibilities include reducing agents, alcohols, other hydroxy compounds, self-emulsifying stearyl alcohol, emulsifying wax, lanolin, crude cholinesterated bases, glycol, sugars, amines, aminacrine hydrochloride, ephedrine, procaine, rubber tubing, thiamine hydrochloride, zinc oxide, oxidized cellulose, iodine, iodides, thiols, chlorocresol and resorcinol. Penicillin V potassium salt may also be incompatible with naphthalene oils and vitamin B.
Fire Hazard
Flash point data for Penicillin V potassium salt are not available; however, Penicillin V potassium salt is probably combustible.
Safety Profile
Moderately toxic by ingestion, intramuscular, intraperitoneal, and intravenous routes. Human mutation data reported. Questionable carcinogen with no experimental evidence. When heated to decomposition it emits very toxic fumes of NOx, K2O, and SOx. Used
Check Digit Verification of cas no
The CAS Registry Mumber 132-98-9 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,3 and 2 respectively; the second part has 2 digits, 9 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 132-98:
(5*1)+(4*3)+(3*2)+(2*9)+(1*8)=49
49 % 10 = 9
So 132-98-9 is a valid CAS Registry Number.
InChI:InChI=1/C16H18N2O5S/c1-16(2)12(15(21)22)18-13(20)11(14(18)24-16)17-10(19)8-23-9-6-4-3-5-7-9/h3-7,11-12,14H,8H2,1-2H3,(H,17,19)(H,21,22)/p-1/t11-,12+,14-/m1/s1
132-98-9Relevant articles and documents
Synthesis of new penicillin derivatives as drug-like molecules for biological screening
Liu, Chun-Jing,Dutta, Dinah,Mitscher, Lester
, p. 113 - 117 (2015/01/30)
Chemical modification of penicillin β-lactam ring was made. Six thiazolidine amides were produced through N4-C7 β-lactam ring opening of penicillin V methyl ester with various aliphatic, aromatic, and heterocyclic primary amines. Five 8-hydroxypenillic ac