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Ampicillin

Catalog No. A9393 Name Sigma Aldrich
CAS Number 69-53-4 Website http://www.sigmaaldrich.com
M. F. C16H19N3O4S Telephone 1-800-521-8956
M. W. 349.40476 Fax
Purity 96.0-100.5% (anhydrous basis) Email
Storage Chembase ID: 298

SYNONYMS

Title
氨苄西林
IUPAC name
(2S,5R,6R)-6-[(2R)-2-amino-2-phenylacetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
IUPAC Traditional name
ampicillin
Synonyms
氨苄青霉素

DATABASE IDS

MDL Number MFCD00005175
Beilstein Number 1090925
PubChem SID 24891442
EC Number 200-709-7
CAS Number 69-53-4

PROPERTIES

Purity 96.0-100.5% (anhydrous basis)
Suitability suitable for 1694 per US EPA
Melting Point 208 °C (dec.)(lit.)
Solubility 1 M NH4OH: soluble50 mg/mL
GHS Pictograms GHS07
GHS Pictograms GHS08
GHS Signal Word Danger
GHS Hazard statements H315-H317-H319-H334-H335
European Hazard Symbols Harmful Harmful (Xn)
Personal Protective Equipment dust mask type N95 (US), Eyeshields, Faceshields, Gloves
GHS Precautionary statements P261-P280-P305 + P351 + P338-P342 + P311
Risk Statements 36/37/38-42/43
RTECS XH8350000
Safety Statements 22-26-36/37
Storage Temperature 2-8°C
German water hazard class 2

DETAILS

Description (English)
Frequently Asked Questions
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Biochem/physiol Actions
A β-lactam antibiotic with an amino group attached to the penicillin structure. Inhibits bacterial cell-wall synthesis (peptidoglycan cross-linking) by inactivating transpeptidases on the inner surface of the bacterial cell membrane. Bactericidal only to growing Escherichia coli. Mode of resistance: Cleavage of β-lactam ring of ampicillin by β-lactamase. Antimicrobial spectrum: Gram-negative and Gram-positive bacteria.
Application
Ampicillin is used to select bacteria cells with specific resistance during general microbiology studies. It is 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.

REFERENCES