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59349

Ampicillin

Synonym(s):

D-(−)-α-Aminobenzylpenicillin

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Size/SKUAvailabilityPrice
100 mg

Available to ship TODAYfromMILWAUKEE

$58.70

About This Item

Empirical Formula (Hill Notation):
C16H19N3O4S
CAS Number:
69-53-4
Molecular Weight:
349.40
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
329758626
EC Number:
200-709-7
Beilstein/REAXYS Number:
1090925
MDL number:
MFCD00005175

$58.70

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grade

analytical standard

Quality Segment

100

assay

96.0-102.0% anhydrous basis

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

mp

208 °C (dec.) (lit.)

application(s)

clinical testing

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

InChI key

AVKUERGKIZMTKX-NJBDSQKTSA-N

General description

Chemical structure: β-lactam
Ampicillin belongs to the β-lactum group of antibiotics. It is used to treat bacterial infections via penetrating gram positive and gram negative bacteria. Its mode of action basically involves the inhibition of bacterial cell wall synthesis, thus leading to cell lysis.

Application

Ampicillin has been used as a reference compound in the determination of ampicillin free drug concentration in standard solution of human serum albumin by micellar liquid chromatography method.
Ampicillin is a semi-synthetic derivative of penicillin that functions as a broad-spectrum antibiotic. It 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.
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Biochem/physiol Actions

Mode of Action: Ampicillin is a semisynthetic penicillin and a β-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 β-lactamase cleaves the β-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.

Packaging

This product is packaged in a bottomless glass bottle with the contents inside an inserted fused cone.

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.

Disclaimer

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.

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Ampicillin

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59349

Ampicillin

Ampicillin sodium salt Ready Made Solution, 100 mg/mL

Sigma-Aldrich

A5354

Ampicillin sodium salt

Ampicillin, Sodium Salt Ampicillin salt is an antibiotic that inhibits bacterial cell-wall synthesis. Active against Gram-negative bacteria. Inactivated by lactamases. Suitable for use in research that uses ampicillin-resistant plasmids.

Millipore

171254

Ampicillin, Sodium Salt

Ampicillin trihydrate 900-1050 μg/mg anhydrous basis (HPLC)

Sigma-Aldrich

A6140

Ampicillin trihydrate

description

-

description

Ready Made Solution, 100 mg/mL

description

Ampicillin salt is an antibiotic that inhibits bacterial cell-wall synthesis. Active against Gram-negative bacteria. Inactivated by lactamases. Suitable for use in research that uses ampicillin-resistant plasmids.

description

900-1050 μg/mg anhydrous basis (HPLC)

application(s)

clinical testing

application(s)

advanced drug delivery

application(s)

-

application(s)

-

technique(s)

gas chromatography (GC): suitable, HPLC: suitable

technique(s)

-

technique(s)

-

technique(s)

-

Quality Level

100

Quality Level

200

Quality Level

100

Quality Level

200

grade

analytical standard

grade

-

grade

-

grade

-

assay

96.0-102.0% anhydrous basis

assay

-

assay

≥90% (anhydrous)

assay

-

storage temp.

2-8°C

storage temp.

−20°C

storage temp.

2-8°C

storage temp.

2-8°C

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pictograms

Health hazard
GHS08

signalword

Danger

hcodes

H317,H334

Hazard Classifications

Resp. Sens. 1 - Skin Sens. 1

Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

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Questions

1–2 of 2 Questions  

  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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