Skip to Content

Dear Customer:

The current international situation is complex and volatile, and uncertain tariff policies may potentially impact our product prices. Given these uncertainties, we value your understanding regarding order-related matters.

If you decide to place an order during this period, we reserve the right to adjust the price based on the evolving situation. We understand that market changes may cause inconvenience. We will negotiate with you if there’s a significant price fluctuation due to tariff policy changes before the order’s actual delivery, and in such cases we may adjust or cancel the order as necessary.

For important updates on recent policy changes, please click here for more details.

Merck
CN
All Photos(1)

Key Documents

View All Documentation

Safety Information

A9393

Sigma-Aldrich

Ampicillin

anhydrous, 96.0-102.0% (anhydrous basis)

Synonym(s):

(-)-6-(2-Amino-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, Ampicillin acid, Ampicillin anhydrous, D-(−)-α-Aminobenzylpenicillin

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C16H19N3O4S
CAS Number:
69-53-4
Molecular Weight:
349.40
Beilstein:
1090925
EC Number:
200-709-7
MDL number:
MFCD00005175
UNSPSC Code:
51281703
PubChem Substance ID:
24891442
NACRES:
NA.85
To inquire about this product A9393, please contact your local Merck office or dealer. Contact Technical Service

Quality Level

200

Assay

96.0-102.0% (anhydrous basis)

form

solid

pKa (25 °C)

2.5 (COOH)
7.3 (NH2)

mp

208 °C (dec.) (lit.)

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria

Mode of action

cell wall synthesis | interferes

storage temp.

2-8°C

SMILES string

[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](N)c3ccccc3)C(O)=O

InChI

1S/C16H19N3O4S/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-/m1/s1

Looking for similar products? Visit Product Comparison Guide

Related Categories

Compare Similar Items

View Full Comparison

Show Differences

1 of 4

This Item
A1593PHR2838A5354
Ampicillin anhydrous, 96.0-102.0% (anhydrous basis)

A9393

Ampicillin

Ampicillin meets USP testing specifications

A1593

Ampicillin

Ampicillin pharmaceutical secondary standard, certified reference material

PHR2838

Ampicillin

Ampicillin Ready Made Solution, 100 mg/mL, 0.2 μm filtered

A5354

Ampicillin

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria

antibiotic activity spectrum

-

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria

Quality Level

200

Quality Level

200

Quality Level

300

Quality Level

200

form

solid

form

solid

form

solid

form

liquid

assay

96.0-102.0% (anhydrous basis)

assay

-

assay

-

assay

-

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

−20°C

General description

Chemical structure: ß-lactam

Application

Ampicillin has been used to study antibiotic resistance and penetration limitations, the synergy between multiple antibiotics, certain bloodstream infections, and has been used to develop PCR assays to detect resistance genes in cerebrospinal fluid.[1][2][3][4]

Biochem/physiol Actions

β-lactams are inactivated by β-lactamases and for this reason ampicillin is used with a β-lactamase inhibitor.[5][6][7]
Mode of Action: Ampicillin is a semisynthetic penicillin and a ß-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 ß-lactamase cleaves the ß-lactam ring of Ampicillin and inactivates it.

Antimicrobial Spectrum: Effective against both Gram-positive (similar to benzylpenicillin) and Gram-negative bacteria (similar to tetracyclines and chloramphenicol.

Caution

This product has been reported stable as supplied at 25°C at 43% and 81% relative humidity for six weeks. Additional studies have shown that the stability of Ampicillin in solution is a function of pH, temperature and the identity of the buffer. It′s activity is quickly lost when stored above pH 7. Optimal storage conditions are suggested as 2-8°C, and pH 3.8-5 where its activity was retained at 90%+ for a week.

Preparation Note

Ampicillin is reported as slightly soluble in water, practically insoluble in alcohol, chloroform, ether and fixed oils but soluble in dilute acids or bases. The solution should not be autoclaved; a stock solution should be sterilized through filtration and stored frozen, where it will be stable for months.

Other Notes

Store under argon. Keep container tightly closed in a dry and well-ventilated place, hygroscopic.

Pictograms

Health hazard
GHS08

Signal Word

Danger

Hazard Statements

H317,H334

Hazard Classifications

Resp. Sens. 1 - Skin Sens. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

监管及禁止进口产品
  • Specification Sheet

    • Choose from one of the most recent versions:

    Certificates of Analysis (COA)

    Lot/Batch Number
    0000377945
    0000365017
    0000348054
    0000307889
    0000365017

    Don't see the Right Version?

    If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

    Search for a COA

    Already Own This Product?

    Find documentation for the products that you have recently purchased in the Document Library.

    Visit the Document Library

    1. Which document(s) contains shelf-life or expiration date information for a given product?

      If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

    2. Is Ampicillin product stable in solution?

      We recommend using freshly prepared solutions. A concentrated solution of sodium ampicillin in water (approximately 330 mg/mL) may be expected to lose about 10% potency in 20 hours at -20°C.

    3. How do I use Ampicllin in agar plates?

      For plates, add ampicillin to autoclaved media cooled to 48°C, to a final concentration of 35-50 μg/mL. Pour the plates, and allow them to cool completely. Plates may be stored at 2-8°C for up to only 1-2 weeks before use.

    4. How do I get lot-specific information or a Certificate of Analysis?

      The lot specific COA document can be found by entering the lot number above under the "Documents" section.

    5. What is the solubility of Product A9393, Ampicillin?

      The solubility of ampicillin is tested at 50 mg/mL in 1M ammonium hydroxide. Additional solubility information can be found on the product information sheet (under Documents, above).

    6. Which Ampicillin product has higher water solubility, Product A9393 or Product A9518?

      Product No. A9518 (Ampicillin, sodium salt) is soluble at 50 mg/mL in water.

    7. How do I find price and availability?

      There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

    8. What is the Department of Transportation shipping information for this product?

      Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

    9. My question is not addressed here, how can I contact Technical Service for assistance?

      Ask a Scientist here.

    Comparative evaluation of a new beta-lactamase inhibitor, YTR 830, combined with different beta-lactam antibiotics against bacteria harboring known beta-lactamases.
    Antimicrobial Agents and Chemotherapy, 29, 955-957 (1986)
    M R Jacobs et al.
    Antimicrobial agents and chemotherapy, 29(6), 980-985 (1986-06-01)
    The in vitro synergistic activities of the beta-lactamase inhibitors YTR 830, clavulanate, and sulbactam, combined with ampicillin, ticarcillin, mezlocillin, azlocillin, piperacillin, and apalcillin, were determined against 34 strains of members of the Enterobacteriaceae family, Pseudomonas aeruginosa, Aeromonas hydrophila, and Haemophilus
    Kenneth H Rand et al.
    The Journal of antimicrobial chemotherapy, 53(3), 530-532 (2004-02-14)
    We used a novel screening method to look for synergy between daptomycin and 18 other antibiotics against 19 strains of high-level vancomycin-resistant enterococci (VRE) (vancomycin MIC > or = 256 mg/L). In this approach, daptomycin was incorporated into Ca(2+)-supplemented Mueller-Hinton
    Paul G Higgins et al.
    Antimicrobial agents and chemotherapy, 53(12), 5035-5038 (2009-09-23)
    A carbapenem-resistant Acinetobacter baumannii strain was isolated in Brazil in 2004 in which no known carbapenemase gene was detected by PCR. Cloning experiments, followed by expression in Escherichia coli, gave an E. coli recombinant strain expressing a novel carbapenem-hydrolyzing class
    Delphine Girlich et al.
    Antimicrobial agents and chemotherapy, 54(1), 328-332 (2009-11-11)
    A Pseudomonas fluorescens isolate (PF-1) resistant to carbapenems was recovered during an environmental survey performed with water from the Seine River (Paris). It expressed a novel Ambler class A carbapenemase, BIC-1, sharing 68 and 59% amino acid identities with beta-lactamases
    View All Related Papers

    Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

    Contact Technical Service