69-52-3 Usage
Description
Ampicillin sodium is a semi-synthetic broad-spectrum penicillin antibiotic, characterized by its chemical structure of a β-lactam. It is a white or almost white powder or crystal, soluble in water, slightly soluble in ethanol, and insoluble in ether. Ampicillin sodium is hygroscopic, odorless, and has a slightly bitter taste. It gradually turns yellow, produces turbidity, and decreases potency when left at room temperature in an aqueous solution. Classified as a toxic substance, it is available under the brand name Polycillin-N by Bristol-Myers Squibb.
Uses
Used in Pharmaceutical Industry:
Ampicillin sodium is used as an antibiotic for the treatment of infections caused by penicillin-sensitive gram-positive bacteria, Escherichia coli, Proteus, Salmonella, and Shigella. It is effective against a wide range of bacterial infections due to its ability to inhibit bacterial cell wall synthesis.
Used in Medical Applications:
Ampicillin sodium is used as a penicillin antibacterial agent, helping to combat various bacterial infections and promoting overall health and well-being.
Used in Cardiovascular Health:
Ampicillin sodium is used as a diuretic and anti-hypertensive, assisting in the management of high blood pressure and fluid retention in the body.
Used in Biotechnology Research:
Ampicillin sodium salt is used as a reagent for transformed cells expressing beta-lactamase. It acts as a structural analogue of acyl-D-alanyl-D-alanine, acylating the transpeptidase enzyme and preventing the cross-linking of the peptidoglycan of the cell wall necessary for bacterial growth. This makes it a valuable tool in genetic research and the development of antibiotic-resistant strains.
Broad-spectrum penicillin
Ampicillin 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 lookchem of Tian Ye.
production method
It 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.
Toxicity grading
Low toxic
Acute toxicity
Oral-rat LD50:> 5314 mg/kg; Oral-Mouse LD50:> 5314 mg/kg.
Flammability and hazard characteristics
Combustion produces toxic sodium oxide, nitrogen oxide and sulfur oxide gases.
Storage Characteristics
Ventilated, low-temperature ,dry storeroom.
Extinguishing agent
Water, dry powder, foam, sand.
Biological Activity
ampicillin 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 Actions
Mode 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 allergens
Ampicillin 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 Profile
Moderately 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.
Check Digit Verification of cas no
The CAS Registry Mumber 69-52-3 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 6 and 9 respectively; the second part has 2 digits, 5 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 69-52:
(4*6)+(3*9)+(2*5)+(1*2)=63
63 % 10 = 3
So 69-52-3 is a valid CAS Registry Number.
InChI:InChI=1/C16H19N3O4S.Na/c1-16(2)11(15(22)23)19-13(21)10(14(19)24-16)18-12(20)9(17)8-6-4-3-5-7-8;/h3-7,9-11,14H,17H2,1-2H3,(H,18,20)(H,22,23);/q;+1/t9-,10-,11+,14-;/m1./s1
69-52-3Relevant articles and documents
Ampicillin sodium and sulbactam sodium pharmaceutical composition
-
Paragraph 0049; 0050, (2016/11/17)
The present invention discloses an ampicillin sodium and sulbactam sodium pharmaceutical composition comprising sulbactam sodium and ampicillin sodium with the specific optical rotation of + 264 degrees to + 269 degrees, and the mass ratio of ampicillin sodium to sulbactam sodium is 2: 1. The ampicillin sodium and sulbactam sodium pharmaceutical composition is prepared from the sulbactam sodium and the ampicillin sodium with the particular specific optical rotation, the drug stability is improved, and drug safety is improved.
Biopharmaceutical study on the oral and rectal administrations of enamine prodrugs of amino acid-like β-lactam antibiotics in rabbits
Murakami,Tamauchi,Yamazaki,Kubo,Kamada,Yata
, p. 1986 - 1997 (2007/10/02)
-