Ampicillin sodium

Ampicillin sodium Basic information
Broad-spectrum penicillin Chemical Properties Uses production method Category Toxicity grading Acute toxicity Flammability and hazard characteristics Storage Characteristics Extinguishing agent
Product Name:Ampicillin sodium
Synonyms:D-6-(-Amino-phenylacetamido)penicillanicacidsodiumsalt;Domicillin;omnipen-n;pena/n;penbritin-s;penialmen;polycillin-n;principen/n
CAS:69-52-3
MF:C16H20N3NaO4S
MW:373.4
EINECS:200-708-1
Product Categories:Antibiotic Explorer;veterinary medicine,soluble powder;Pharma;API;OMNIPEN;antibiotic;semisynthetic broad-spectrum penicillin;Pharmaceutical raw chemicals;Inhibitors;69-52-3
Mol File:69-52-3.mol
Ampicillin sodium Structure
Ampicillin sodium Chemical Properties
Melting point 215 °C (dec.)(lit.)
alpha +246~+272°
storage temp. 2-8°C
solubility H2O: 50 mg/mL, clear, very faintly yellow
form powder
color white with slight yellow cast
PHpH(100g/l, 25℃):8.0~10.0
Water Solubility Freely soluble in water. Sparingly soluble in acetone
BRN 4119211
CAS DataBase Reference69-52-3(CAS DataBase Reference)
Safety Information
Hazard Codes Xi,Xn
Risk Statements 42/43-36/37/38-22
Safety Statements 22-36/37-45-36-26
WGK Germany 2
RTECS XH8400000
3-10
HS Code 29419000
ToxicityLD50 oral in rat: > 5314mg/kg
MSDS Information
ProviderLanguage
Ampicillin sodium English
SigmaAldrich English
Ampicillin sodium Usage And Synthesis
Broad-spectrum penicillinAmpicillin sodium is a broad-spectrum penicillin, its antibacterial spectrum is broader than penicillin , it has antibacterial activity on some gram-negative bacteria (such as Haemophilus influenzae, Escherichia coli, Proteus mirabilis) . Its effects on gram-positive cocci are similar to penicillin. Enzymatic hydrolysis of penicillin produced by bacteria may also make it inactive. It is clinically applicable in the treatment of respiratory infections, urinary tract infections, gastrointestinal tract infections, skin and soft tissue infections, meningitis, septicemia, endocarditis caused by sensitive bacteria. This product is a drug of choice for enterococcal infections.
The above information is edited by the chemicalbook of Tian Ye.
Chemical PropertiesWhite or almost white powder or crystal. Soluble in water, slightly soluble in ethanol, insoluble in ether. Hygroscopic, when it is set at room temperature in an aqueous solution ,it gradually turns yellow,produces turbidity, decreases potency. Odorless, slightly bitter taste.
UsesA semi-synthetic broad-spectrum penicillin,it is mainly used for treatment of penicillin-sensitive gram-positive bacteria, Escherichia coli, Proteus, Salmonella, Shigella and other.
production methodIt is derived from the ampicillin salifying : Ampicillin is suspended in water, adjust to pH 9 with sodium hydroxide solution, dissolve and filter . The filtrate is added active carbon, and is filtered and the filtrate is dried at a low temperature, to obtain the product.
CategoryToxic substances
Toxicity gradingLow toxic
Acute toxicityOral-rat LD50:> 5314 mg/kg; Oral-Mouse LD50:> 5314 mg/kg.
Flammability and hazard characteristicsCombustion produces toxic sodium oxide, nitrogen oxide and sulfur oxide gases.
Storage CharacteristicsVentilated, low-temperature ,dry storeroom.
Extinguishing agentWater, dry powder, foam, sand.
Chemical PropertiesWhite or almost white powder, hygroscopic.
UsesPenicillin antibacterial.
Usesdiuretic, anti-hypertensive
UsesAmpicillin sodium salt is a reagent for transformed cells expressing beta-lactamase. It acts as a structural analogue of acyl-D-alanyl-D-alanine, acylates the transpeptidase enzyme and prevents the cross-linking of the peptidoglycan of the cell wall necessary for the growth of the bacterium.
DefinitionChEBI: Ampicillin sodium is an organic sodium salt. It contains an ampicillin(1-).
Brand namePolycillin-N (Bristol-Myers Squibb).
General DescriptionChemical structure: ?-lactam
Biological Activityampicillin sodium is a competitive inhibitor of the enzyme transpeptidase with ic50 value of 1.8 μg/ml [1].ampicillin is a β-lactam antibiotic that kills bacteria by inhibiting transpeptidase reactions. transpeptidase is involved in the final stages of cell wall biosynthesis and inhibition of it ultimately leads to cell lysis [1].in e. coli 146 cells treated with ether, ampicillin showed no significant inhibition on the transpeptidase reaction at concentrations below 0.5 μg/ml, but exhibited 50% inhibition at the concentration of 1.8 μg/ml. in e. coli 146 cells, the minimal inhibitory concentration (mic) of ampicillin was 3.1 μg/ml [1]. in e. coli and s. typhi, ampicillin and epicillin at concentrations close to mic values killed bacteria at slower rates than amoxycillin [2].in experimental mouse infections, oral or subcutaneous treatment of ampicillin at the dose of 0.2 ml/20 g was significantly more effective than epicillin and amoxycillin against the majority of infections [2].[1]. moore b a, jevons s, brammer k w. inhibition of transpeptidase activity in escherichia coli by thienamycin. antimicrobial agents and chemotherapy, 1979, 15(6): 831-833.[2]. basker m j, gwynn m n, white a r. comparative activities of ampicillin, epicillin and amoxycillin in vitro and in vivo. chemotherapy, 1979, 25(3): 170-180.
Biochem/physiol ActionsMode of Action: This is a ?-lactam antibiotic that inhibits bacterial cell-wall synthesis by inactivating transpeptidases on the inner surface of the bacterial cell membrane. Mode of Resistance: Administration with ?-lactamase cleaves the ?-lactam ring of Ampicillin and inactivates it. Antimicrobial Spectrum: Includes both gram-positive (similar to benzylpenicillin) and gram-negative bacteria (similar to tetracyclines and chloramphenicol.
Contact allergensAmpicillin caused contact dermatitis in a nurse also sensitized to amoxicillin (with tolerance to oral phenoxymethylpenicillin) and in a pharmaceutical factory worker. Systemic drug reactions are common. Crossreactivity is regular with ampicillin and can occur with other penicillins.
Safety ProfileModerately toxic by intraperitoneal route. Human systemic effects by ingestion: hypermotility, diarrhea, and other gastrointestinal changes. Questionable carcinogen. When heated to decomposition it emits very toxic fumes of NOx, Na2O, and SOx.
storage+4°C
Ampicillin sodium Preparation Products And Raw materials
Raw materialsSodium hydroxide-->Ethyl acetate-->Isopropyl alcohol-->2-Ethylhexanoic acid
Sodium benzoate Cephalexin ACETAMINOPHENOL BP/USP Ampicillin N,N-Dimethylformamide sodium Sodium chloride ETHANE Ampicillin Dimethyl fumarate Sodium formate Dimethyl sulfoxide Sodium hydroxide Penicillin G sodium salt Sodium gluconate N,N-Dimethyl-1,4-phenylenediamine 8-CHLOROADENOSINE-3',5'-CYCLIC MONOPHOSPHOROTHIOATE, RP-ISOMER SODIUM SALT Sodium carbonate

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