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Ampicillin

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Ampicillin Basic information
Ampicillin Chemical Properties
  • Melting point:198-200 °C (dec.)(lit.)
  • alpha D23 +287.9° (c = 1 in water)
  • Boiling point:201.8°C (rough estimate)
  • Density 1.2794 (rough estimate)
  • refractive index 1.6320 (estimate)
  • storage temp. 2-8°C
  • solubility NH4OH 1 M: 50 mg/mL, clear, colorless
  • form solid
  • pka2.5 (COOH)(at 25℃)
  • Water Solubility 13.9g/L(25 ºC)
  • JECFA Number85
  • Merck 13,591
  • BRN 1090925
  • Stability:Stable, but may be moisture sensitive. Incopmpatible with strong oxidizing agents.
  • InChIKeyAVKUERGKIZMTKX-NJBDSQKTSA-N
  • CAS DataBase Reference69-53-4(CAS DataBase Reference)
  • EPA Substance Registry SystemAmpicillin (69-53-4)
Safety Information
MSDS
Ampicillin Usage And Synthesis
  • Brand Name(s)Human forms include Omnipen, Principen, Totacillin, Polycillin. Injectable forms include Omnipen-N, Polycillin-N, TotacillinN.
    Veterinary forms include Amp-Equine, and Ampicillin trihydrate (Polyflex).
  • DescriptionAmpicillin is an antibacterial antibiotic from the α-aminobenzyl penicillin group, which differs from penicillin by the presence of an amino group that facilitates penetration through the outer membrane of some gram-negative bacteria.
    Ampicillin is Semi-synthetic derivative of penicillin that functions as an orally active broad-spectrum antibiotic. Ampicillin acts by interfering directly with the biosynthesis of peptidoglycan, which constitutes the major component of the bacterial cell wall, leading to structural instability and death of bacteria.
    Ampicillin is a β-lactam antibiotic within the penicillin family. As a member of this family, Ampicillin is susceptible to β-lactamase, which hydrolyzes the β-lactam ring. This broad spectrum antibiotic is effective against gram-positive, gram-negative bacteria and anaerobic bacteria. Ampicillin is widely used in cell culture as a selective agent. As an antibiotic, Ampicillin binds to penicillin binding proteins (PBPs) on a susceptible organism and Inhibits bacterial cell-wall synthesis by inactivating transpeptidases on the inner surface of the bacterial cell membrane. After binding to the PBPs, Ampicilin acts as a structural analogue of acyl-D-alanyl-D-alanine, acylates the transpeptidase enzyme and thereby prevents the cross-linking of the peptidoglycan of the cell wall necessary for the growth of the bacterium.
    Ampicillin sodium can be used as a selective agent in several types of isolation media. Ampicillin sodium is routinely used to select for cells containing the pcDNA3.1 and pEAK10 resistance plasmids in cell line A904L at an effective concentration of 50 μg/ml.
  • Chemical PropertiesCrystalline Solid
  • Chemical PropertiesAmpicillin in anhydrous form occurs as crystals.
  • Usesβ-lactam antibiotics
  • UsesLabelled Ampicillin. Orally active, semi-synthetic antibiotic; structurally related to penicillin. Antibacterial.
  • UsesAmpicillin caused contact dermatitis in a nurse also sensitized to amoxicillin (with tolerance to oral phenoxymethylpenicillin), and in a pharmaceutical factory worker.
  • DefinitionChEBI: A penicillin in which the substituent at position 6 of the penam ring is a 2-amino-2-phenylacetamido group.
  • brand nameAmcill (Parke-Davis); Omnipen (Wyeth-Ayerst); Polycillin (Apothecon); Principen (Apothecon).
  • 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 ProfilePoison by intracerebral route. Moderately toxic by intraperitoneal route. Human systemic effects by ingestion: fever, agranulocytosis, and other blood effects. An experimental teratogen. Mutation data reported. Questionable carcinogen. When heated to decomposition it emits very toxic fumes of NO, and SOx,.
  • Potential ExposureUsed as an antibiotic.
  • Veterinary Drugs and TreatmentsIn dogs and cats, ampicillin is not as well absorbed after oral administration as amoxicillin and its oral use has largely been supplanted by amoxicillin. It is used commonly in parenteral dosage forms when an aminopenicillin is indicated in all species.
    The aminopenicillins, also called the “broad-spectrum” or ampicillin penicillins, have increased activity against many strains of gram-negative aerobes not covered by either the natural penicillins or penicillinase-resistant penicillins, including some strains of E. coli, Klebsiella, and Haemophilus.
  • ShippingUN3077 Environmentally hazardous substances, solid, n.o.s., Hazard class: 9; Labels: 9-Miscellaneous hazardous material, Technical Name Required.
  • IncompatibilitiesMay be incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides.
  • Waste DisposalIt is inappropriate and possibly dangerous to the environment to dispose of expired or waste pharmaceuticals by flushing them down the toilet or discarding them to the trash. Household quantities of expired or waste pharmaceuticals may be mixed with wet cat litter or coffee grounds, double-bagged in plastic, discard in trash. Larger quantities shall carefully take into consideration applicable DEA, EPA, and FDA regulations. If possible return the pharmaceutical to the manufacturer for proper disposal being careful to properly label and securely package the material. Alternatively, the waste pharmaceutical shall be labeled, securely packaged and transported by a state licensed medical waste contractor to dispose by burial in a licensed hazardous or toxic waste landfill or incinerator.
Ampicillin Preparation Products And Raw materials
Ampicillin(69-53-4)Related Product Information
AmpicillinSupplierMore
  • Company Name:Yueyang Tianqing Biological Technology Co., Ltd. Gold
  • Tel:15173087635
  • Email:tq201818@163.com
  • Products Intro:Product Name:Ampicillin
    CAS:69-53-4
    Purity:96% Package:25KG/
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  • Company Name:Wuhan Zeuschem. Co. Ltd. Gold
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  • Products Intro:Product Name:Ampicillin
    CAS:69-53-4
    Purity:100.4% Package:25kg/235
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  • Company Name:J & K SCIENTIFIC LTD.
  • Tel:400-666-7788 010-82848833-
  • Email:jkinfo@jkchemical.com;market6@jkchemical.com
  • Products Intro:Product Name:Ampicillin, 98%
    CAS:69-53-4
    Purity:98% Package:1G;5G
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  • Company Name:3B Pharmachem (Wuhan) International Co.,Ltd.
  • Tel:18930552037 821-50328103-801
  • Email:3bsc@sina.com
  • Products Intro:Product Name:(2S,5R,6R)-6-[(R)-2-AMino-2-phenylacetaMido]-3,3-diMethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
    CAS:69-53-4
    Purity:99% HPLC Package:1Mg ; 5Mg;10Mg ;100Mg;250Mg ;500Mg ;1g;2.5g ;5g ;10g
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  • Company Name:BeiJing Hwrk Chemicals Limted
  • Tel:010-57411838 010-57411839-
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  • Products Intro:Product Name:Ampicillin
    CAS:69-53-4
    Purity:0.95 Package:5g
  •