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Penicillin G sodium salt

CAS No.
69-57-8
Chemical Name:
Penicillin G sodium salt
Synonyms
PENICILLIN;BENZYLPENICILLIN SODIUM;PENICILLIN G SODIUM;3,3,3-Trifluoroprop-1-yne;crystapen;veticillin;Benzylpenicillin sodium CRS;benzylpenicillinicacidsodiumsalt;Preco;ZR2458
CBNumber:
CB9211940
Molecular Formula:
C16H17N2NaO4S
Molecular Weight:
356.37
MDL Number:
MFCD00069666
MOL File:
69-57-8.mol
MSDS File:
SDS
Last updated:2024-03-26 17:16:27

Penicillin G sodium salt Properties

Melting point 209-212°C
alpha D24.8 +301° (c = 2.0 in water)
Density 1.41
refractive index 300 ° (C=2, H2O)
storage temp. Inert atmosphere,2-8°C
solubility H2O: 100 mg/mL Solutions should be filter sterilized and stored at 2-8°C for 1 week or at -20°C for extended periods. Solutions are stable at 37°C for 3 days.
form powder
color colorless or white
PH 5.5-7.5 (3% in H2O)
Water Solubility 5-10 g/100 mL at 25 ºC
Merck 14,7094
BRN 3834217
Stability Stability Stable, but incompatible with a wide variety of materials, including acids, oxidizing agents, heavy metals, alcohols, glycerol, thiomersal, many surface-active agents, alkalies, peroxides, reducing agents, lanolin, glycol, sugars, amines, iodine, iodides, thiols. Hygroscopic.
CAS DataBase Reference 69-57-8(CAS DataBase Reference)
FDA 21 CFR 556.510
EWG's Food Scores 1
NCI Dictionary of Cancer Terms penicillin
FDA UNII YS5LY7JF4N
NCI Drug Dictionary picibanil
EPA Substance Registry System Penicillin G sodium (69-57-8)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H317
Precautionary statements  P261-P272-P280-P302+P352-P333+P313-P362+P364
Hazard Codes  Xn,Xi
Risk Statements  42/43
Safety Statements  22-36/37-45
WGK Germany  2
RTECS  XH9800000
10-23
HS Code  29411000
Toxicity LD50 oral in rat: 6916mg/kg
NFPA 704
0
3 0

Penicillin G sodium salt price More Price(38)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich PENNA Penicillin G sodium salt ~1650?U/mg 69-57-8 1000000units $22.1 2024-03-01 Buy
Sigma-Aldrich PENNA Penicillin G sodium salt ~1650?U/mg 69-57-8 10000000units $28.3 2024-03-01 Buy
Sigma-Aldrich PHR2642 Penicillin G Sodium Pharmaceutical Secondary Standard; Certified Reference Material 69-57-8 300MG $200 2024-03-01 Buy
Sigma-Aldrich PENNA Penicillin G sodium salt ~1650?U/mg 69-57-8 100000000units $144 2024-03-01 Buy
Sigma-Aldrich P3032 Penicillin G sodium salt powder, BioReagent, suitable for cell culture 69-57-8 1000000units $23.9 2024-03-01 Buy
Product number Packaging Price Buy
PENNA 1000000units $22.1 Buy
PENNA 10000000units $28.3 Buy
PHR2642 300MG $200 Buy
PENNA 100000000units $144 Buy
P3032 1000000units $23.9 Buy

Penicillin G sodium salt Chemical Properties,Uses,Production

Chemical Properties

White powder

History

Penicillin was discovered by chance in 1928 by Alexander Fleming. He observed that the growth of a bacteria culture was inhibited by a fungus Penicillum notatum. He published his results but did not pursue its industrial development actively. Ten years later, H. Florey and coworkers had produced enough purified penicillin to treat just one patient. This test, however, was sufficient to prove that it was a viable drug. From then on many people and companies participated in the development of new fermentation technologies, new microorganisms, new downstream processing, and so on to make a large-scale production possible. Penicillin did not only change the medical world, but also the fermentation technology. The naturally growing (wild type) Penicillum notatum produced penicillin with a yield of 10 mg/L. Therefore, the first task was the search for a more productive species. Eventually, Penicillium chrysogenum was identified as the most productive species. To enhance penicillin production further, the old method of growing Penicillum mold on the surface of the medium in liter-sized flasks was replaced by fermentation in large aerated tanks. This allowed the mold to grow throughout the entire tank and not just on the surface of the medium. Today, penicillin and other antibiotics are produced in large-scale fermenters holding several hundred cubic meters of medium and the yield has increased 5000 fold to 50 g/L.

Uses

Penicillin G is a narrow spectrum natural antibiotic. It is effective against Streptococcus pneumoniae, groups A, B, C and G streptococci, nonenterococcal group D streptococci, viridans group streptococci, and non-penicillinase producing staphylococcus. It has been used to study the diagnostic and therapeutic implications of gentamicin-resistant Enterococcus faecalis sequence type 6 with reduced penicillin susceptibility and in cell culture both alone and combined with streptomycin and other antibiotics.

Uses

Penicillin G sodium salt is used as a β-lactam antibiotic. Penicillin G can be used as a selective agent in several types of isolation media. It has been used to study the diagnostic and therapeutic implications of gentamicin-resistant Enterococcus faecalis sequence type 6 with reduced penicillin susceptibility and in cell culture both alone and combined with streptomycin and other antibiotics.

Uses

Sodium salt of Penicillin G, an antibacterial, antimicrobial medication. Used in the treatment of pneumococcus and streptococcus bacterial infections.

Definition

penicillin: An antibiotic derivedfrom the mould Penicillium notatum;specifically it is known as penicillin Gand belongs to a class of similar substancescalled penicillins. They producetheir effects by disruptingsynthesis of the bacterial cell wall,and are used to treat a variety of infectionscaused by bacteria.

brand name

Bicillin all purpose;Ceilipen;Cidan-cilina;Cilipen;Coliriocilina;Crisocilin-g;Crystamycin;Crystapen g;Demosa casi penicilina;Dermosa cusipenicilina;Falaper;Gonoper;Hormocillin forte;Ilcocillin;Juvanesta;Lasacilina;Liademycin;M-cillin b;Monocillin;Natricilin;P.g.a.;Paclia g;Patosica;Penibiot;Penicilina klari;Penilevel;Penimiluy;Peniroger;Penitasa "450" simple;Sancilin;Saniciline;Servipan;Sk-penicillin g;Sodiopen;Sodipen;Tabillin;Therapen-na;Triplopen;Unicilina sodia.

World Health Organization (WHO)

WHO Comment(Benzylpenicillin sodium topical preparations): Benzylpenicillin sodium, one of the first penicillin derivatives to be used in medicine, was introduced in the early 1940s. Topical preparations intended for use on the skin have been associated with allergic rashes and are in general no longer acceptable. However, topical preparations for specialized use, in particular in the eye and on open wounds, are available in many countries. Injectable preparations of benzylpenicillin are included in the WHO Model List of Essential Drugs.

World Health Organization (WHO)

Penicillin is listed separately in the WHO Model List of Essential Drugs.

General Description

White to slightly yellow crystalline powder with a faint odor. pH (10% solution) 5.5-7.5.

Air & Water Reactions

Water soluble.

Reactivity Profile

Penicillin G sodium salt is hygroscopic. Penicillin G sodium 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 G sodium 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 G sodium salt may also be incompatible with naphthalene oils and vitamin B.

Fire Hazard

Flash point data for Penicillin G sodium salt are not available; however, Penicillin G sodium salt is probably combustible.

Biochem/physiol Actions

Mode of Action: Penicillin G acts by inhibiting cell wall synthesis through binding to penicillin binding proteins (PBPs), inhibiting peptidoglycan chain cross-linking.Antimicrobial spectrum: This product is active against gram-positive and gram-negative bacteria.

Safety Profile

Poison by intracerebral,parenteral, and intramuscular routes. Moderately toxic viaintravenous route. Mildly toxic by ingestion. Experimentalteratogenic and reproductive effects. Questionablecarcinogen with experimental tumorigenic data. Whenheated to

Synthesis

Penicillin can be made by many types of Penicillium fungi, and also by a few types of Asperigillus fungi. In industrial conditions, culture fluids are made that contain more than 30 mg/mL of penicillin. About two-thirds of the produced penicillin is used for making 6-APA. Despite the possibility of pure chemical deacylation, the most prospective way of making 6-APA is an enzymatic method of hydrolyzing benzylpenicillin molecules using immobilized penicyllinamidase, an enzyme isolated from practically all penicillin-producing fungi.

Purification Methods

Purify the salt by dissolving it in a small volume of MeOH (in which it is more soluble than EtOH) and treating gradually with ~5 volumes of EtOAc. This gives an almost colourless crystalline solid (rosettes of clear-cut needles) and recrystallising twice more if slightly yellow in colour. The salt has also been conveniently recrystallised from the minimum volume of 90% Me2CO and adding an excess of absolute Me2CO. A similar procedure can be used with wet n-BuOH. If yellow in colour, then dissolve (~3.8g) in the minimum volume of H2O (3mL), add n-BuOH and filter through a bed of charcoal. The salt forms long white needles on standing in a refrigerator overnight. More crystals can be obtained on concentrating the mother liquors in vacuo at 40o. A further recrystallisation (without charcoal) yields practically pure salt. A good preparation has ~600 Units/mg. The presence of H2O in the solvents increases the solubility considerably. The solubility in mg/100mL at 0o is 6.0 (Me2CO), 15.0 (Me2CO/0.5% H2O), 31.0 (Me2CO/1.0% H2O), 2.4 (methyl ethyl ketone), 81.0 (n-butanol) and 15.0 (dioxane at 14o). Alternatively it is dissolved in H2O (solubility is ~10%), filtered if necessary and precipitated by addition of EtOH and dried in a vacuum over P2O5. A sample can be kept for 24hours at 100o without loss of physiological activity. It also crystallises from MeOH/EtOAc. [IR: Barnes et al. Anal Chem 19 620 1947, The Chemistry of Penicillin (Clarke, Johnson and Robinson eds.) Princeton University Press, Princeton NJ, Chapter V 85 1949, Beilstein 27 III/IV 5861.]

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View Lastest Price from Penicillin G sodium salt manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Benzylpenicillin Sodium pictures 2024-04-16 Benzylpenicillin Sodium
69-57-8
US $15.00 / KG 25KG 99% 1000KG/day Hebei Yime New Material Technology Co., Ltd.
Penicillin sodium pictures 2024-04-10 Penicillin sodium
69-57-8
US $0.00-0.00 / KG 1KG 99% 20tons Sinoway Industrial co., ltd.
Penicillin G sodium salt pictures 2024-03-16 Penicillin G sodium salt
69-57-8
US $0.00 / KG 100g 98%+ 100kg WUHAN CIRCLE POWDER TECHNOLOGY CO.,LTD

Penicillin G sodium salt Spectrum

novocillin sodiumpenicillinii BENZYLPENICILLIN SODIUM SALT 3,3-dimethyl-7-oxo-6-(2-phenyl-acetamido)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid monosodium salt (2S,6R)-3,3-DIMETHYL-7-OXO-6-(2-PHENYLACETAMIDO)-4-THIA-1-AZA-BICYCLO[3.2.0]HEPTANE-2-CARBOXYLIC ACID sodium [2s-(2alpha,5alpha,6beta)]-3,3-dimethyl-7-oxo-6-(phenylacetamido)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate PENICILLIN G SODIUM SALT PENICILLIN GAMMA-IRRADIATED*CELL CULTURE TESTED PENICILLIN G SODIUM PLANT CELL CULTURE*T ESTED PENICILLIN-G SODIUM CELL CULTURE TESTED PENICILLIN G SODIUM SALT "GAMMA" IRRADIATED TISSUE CULTURE GRADE PENICILLIN G SODIUM SALT 99% USP PENICILLIN G SODIUM SALT CELL CULTURE REAGENT (NOT LESS THAN 1,500 UNITS PER MG) USP BENZYLPENICILLIN SODIUM EPB(CRM STANDARD) BENZYLPENICILLIN SODIUM WHO(CRM STANDARD) nalpen g Picibanil sodium penicillin 4-Thia-1-azabicyclo3.2.0heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6-(phenylacetyl)amino- (2S,5R,6R)-, monosodium salt BENEZYLPENICILLINSODIUM PenicinllinG,Na 3,3-dimethyl-7-oxo-6-(2-phenyl-acetamido)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, monosodium salt 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6-(2-phenyl acetamido)-, monosodium salt PENICILLIN G SODIUM SALT (BENZYLPENICILLIN SODIUM SALT) Benzylpenicillin Na+ salt CSL BenPen (Benzylpenicillin Sodium) Penicillin,sodium salt Sodium (2S,5R,6R)-3,3-dimethyl-7-oxo-6-[(2-phenylacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate benzyl penicillic acid penicillin G,Na Penicillin G Na salt SudiuM aMoxicillin for Injection Penicillin G Sodium (150 mg) Synonym Benzylpenici Penicillin G sodiuM salt, 99%, pH=5.0-6.5 (3% in H2O) Penicillin G,gaMMa irradiated Penicillin G SodiuM Salt, 98.0%(LC&N 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6-[(2-phenylacetyl)amino]- (2S,5R,6R)-, sodium salt (1:1) Injection of penicillin G sodium pen-a-brasive penicillin-g,monosodiumsalt penilaryn Sodium6-(phenylacetamido)-penicillanicacid sodiumbenzylpenicillin sodiumbenzylpenicillinate sodiumbenzylpenicilling sodiumpenicilling 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylicacid,3,3-dimethyl-7-oxo-6-(2-phenylacetamido)-,monosodiumsalt 5alpha,6beta)]-nylacetyl)amino]-[2s-(2alphmonosodiumsalt americanpenicillin mycofarm Benzylpenicillin、Penicillin Benzylpenicillin Sodium(sterile) Penicillin G,Na, 1650 U/mg Pharmaceutical Intermediate Powder Penicillin G Sodium Salt CAS: 69-57-8 Penicillin G Sodium Benzylpenicillin Sodium PenicillinGSodiumSalt> Penicillin G Sodium salt,≥98%