Broad-spectrum penicillin Chemical Properties Uses production method Category Toxicity grading Acute toxicity Flammability and hazard characteristics Storage Characteristics Extinguishing agent
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Ampicillin sodium

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
CAS No.
69-52-3
Chemical Name
Ampicillin sodium
Synonyms
AMPICILLIN SODIUM SALT;penialmen;omnipen-n;pena/n;Alpen-n;Anhypen;Amcill-s;Citteral;Cilleral;Alppen-N
CBNumber
CB8151850
Molecular Formula
C16H20N3NaO4S
Formula Weight
373.4
MOL File
69-52-3.mol
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Ampicillin sodium Property

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
PH
pH(100g/l, 25℃):8.0～10.0
Water Solubility 
Freely soluble in water. Sparingly soluble in acetone
BRN 
4119211
InChI
InChI=1/C16H19N3O4S.Na.H/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);;/t9-,10-,11+,14-;;/s3
InChIKey
XCZQUQSOMVIRFX-AGYZSTNLNA-N
SMILES
C([C@H]1C(S[C@]2([H])[C@H](NC(=O)[C@@H](C3C=CC=CC=3)N)C(=O)N12)(C)C)(=O)O.[NaH] |&1:1,4,6,10,r|
CAS DataBase Reference
69-52-3(CAS DataBase Reference)
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Safety

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
F 
3-10
HS Code 
29419000
Toxicity
LD50 oral in rat: > 5314mg/kg
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H317May cause an allergic skin reaction

H334May cause allergy or asthma symptoms or breathing difficulties if inhaled

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P272Contaminated work clothing should not be allowed out of the workplace.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P284Wear respiratory protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
95586
Product name
XLD Agar
Purity
suitable for microbiology, NutriSelect? Basic
Packaging
500G
Price
$179
Updated
2024/03/01
Sigma-Aldrich
Product number
1033203
Product name
Ampicillin sodium
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
125mg
Price
$358
Updated
2024/03/01
Sigma-Aldrich
Product number
171255-M
Product name
Ampicillin, Sodium Salt, Sterile, Tissue Culture Grade - CAS 69-52-3 - Calbiochem
Purity
sterile, suitable for tissue culture
Packaging
20ml
Price
$62.2
Updated
2022/05/15
Sigma-Aldrich
Product number
171254
Product name
Ampicillin, Sodium Salt - CAS 69-52-3 - Calbiochem
Purity
Ampicillinsaltisanantibioticthatinhibitsbacterialcell-wallsynthesis.Ac
Packaging
5G
Price
$82.4
Updated
2022/05/15
Sigma-Aldrich
Product number
171254
Product name
Ampicillin, Sodium Salt - CAS 69-52-3 - Calbiochem
Purity
Ampicillinsaltisanantibioticthatinhibitsbacterialcell-wallsynthesis.Ac
Packaging
25g
Price
$284
Updated
2022/05/15
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Ampicillin sodium Chemical Properties,Usage,Production

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 chemicalbook of Tian Ye.

Chemical Properties

White 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.

Uses

A 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 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.

Category

Toxic substances

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.

Chemical Properties

White or almost white powder, hygroscopic.

Uses

Penicillin antibacterial.

Uses

Ampicillin 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.

Uses

diuretic, anti-hypertensive

Definition

ChEBI: Ampicillin sodium is an organic sodium salt. It contains an ampicillin(1-).

brand name

Polycillin-N (Bristol-Myers Squibb).

General Description

Chemical structure: ?-lactam

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.

storage

+4°C

Ampicillin sodium Preparation Products And Raw materials

Raw materials

2-Ethylhexanoic acid Ethyl acetate Sodium hydroxide Isopropyl alcohol

Preparation Products

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View Lastest Price from Ampicillin sodium manufacturers

Henan Suikang Pharmaceutical Co.,Ltd.
Product
Ampicillin sodium 69-52-3
Price
US $0.00/kg
Min. Order
25kg
Purity
≥85%
Supply Ability
10tons
Release date
2024-04-29
WUHAN FORTUNA CHEMICAL CO., LTD
Product
Ampicillin sodium 69-52-3
Price
US $0.00/Kg/Bag
Min. Order
5KG
Purity
845-988μg/mg; Sterile; USP
Supply Ability
1000KGS
Release date
2021-07-13
Hebei Weibang Biotechnology Co., Ltd
Product
Ampicillin Sodium 69-52-3
Price
US $10.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 mt
Release date
2024-11-21

69-52-3, Ampicillin sodiumRelated Search:

Sodium hydroxide N,N-Dimethylformamide Sodium benzoate Ampicillin N,N-Dimethyl-1,4-phenylenediamine Carbenicillin disodium Sodium formate Dimethyl fumarate Sodium gluconate Sodium carbonate ETHANE Sodium chloride Ampicillin Penicillin G sodium salt Cephalexin Dimethyl sulfoxide Amoxicillin Sodium citrate

  • D-6-(-Amino-phenylacetamido)penicillanicacidsodiumsalt
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  • 4-Thia-1-azabicyclo3.2.0heptane-2-carboxylic acid, 6-(2R)-aminophenylacetylamino-3,3-dimethyl-7-oxo-, monosodium salt, (2S,5R,6R)-
  • 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-(2-amino-2-phenylacetamido)-3,3-dimethyl-7-oxo-, monosodium salt, D-(-)- (8CI)
  • 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[(aminophenylacetyl)amino]-3,3-dimethyl-7-oxo-, monosodium salt, [2S-[2α,5α,6β(S*)]]-
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  • Britapen injection
  • Cilleral
  • Monosodium ampicillin
  • Sodium 6-(2-amino-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
  • Sodium 6-[D-α-aminophenylacetamido]penicillanoate
  • Sodium ampicillinate
  • Sodium D-α-aminobenzylpenicillanate
  • 6-(2-amino-2-phenylacetamido)- 3,3-dimethyl-7-oxo-, sodium salt, d-(-)-4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
  • 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-(2-amino-2-phenylacetamido)- 3,3-dimethyl-7-oxo-, sodium salt, D-(-)
  • Alppen-N
  • Amicill-S
  • Sodium [2S-[2α,5α,6β(S*)]]-6-(aminophenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
  • Sodium ampicillin
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  • Ampicillin, Sodium Salt, Sterile, Tissue Culture Grade - CAS 69-52-3 - Calbiochem
  • sodium (5R,6R)-6-[[(2R)-2-amino-1-oxo-2-phenylethyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
  • (2S,5R,6R)-6-[[(2R)-2-Amino-2-phenylacetyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid sodium salt
  • AMpicilllin sodiuM salt
  • CITRIC ACID 3NA SALT 2H2O REAGENT GR
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  • 6-(2-amino-2-phenylacetamido)-3,3-dimethyl-7-oxo-,sodiumsalt,d-(-)-4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylicacid
  • XLD AGAR
  • sodium [2s-[2alpha,5alpha,6beta(s*)]]-6-(aminophenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate