Substance
ID:352125
Names and Identifiers
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 trihydrate
IUPAC Traditional name
ampicillin trihydrate
Synonyms
氨苄青霉素Ampicillin trihydrate氨苄西林 三水合物D-(-)-α-Aminobenzylpenicillin
Registration numbers
MDL Number
Beilstein Number
EC Number
CAS Number
Properties
Product Information
Empirical Formula (Hill Notation)
C16H19N3O4S · 3H2O
Ignition Residue
≤0.05%
Purity
≥96.0% (NT)
Physical Property
Melting Point
198-200 °C (dec.)(lit.)
200-202 °C (dec.)
Optical Rotation
[α]20/D +250±10°, c = 0.5% in H2O
Safety Information
GHS Pictograms
Respiratory sensitization, category 1
Germ cell mutagenicity, categories 1A,1B,2
Carcinogenicity, categories 1A,1B,2
Reproductive toxicity, categories 1A,1B,2
Specific Target Organ Toxicity – Single exposure, categories 1,2
Specific Target Organ Toxicity – Repeated exposure, categories 1,2
Aspiration Hazard, category 1
Acute toxicity (oral, dermal, inhalation), category 4
Skin irritation, category 2
Eye irritation, category 2
Skin sensitisation, category 1
Specific Target Organ Toxicity – Single exposure, category 3
European Hazard Symbols
Harmful (Xn)GHS Signal Word
Danger
Safety Statements
22-26-36/37
MSDS Link
GHS Precautionary statements
P261-P280-P305+P351+P338-P342+P311
Risk Statements
36/37/38-42/43
German water hazard class
2
RTECS
XH8425000
GHS Hazard statements
H315-H317-H319-H334-H335
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Faceshields, Gloves
Storage Temperature
2-8°C
Molecule Details
Biochem/physiol Actions
A β-lactam antibiotic with an amino group side chain attached to the penicillin structure. Penicillin derivative that 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 Trihydrate is commonly used to select for ampicillin resistance in mutated and transformed cells. It is used in intracellular targeting of antibiotics on biodegradable polymeric carriers 1. Nanoparticle-bound ampicillin has been shown to be more effective than free ampicillin against Listeria monocytogenes in mouse peritoneal macrophages2. Ampicillin has been shown to cause Clostridium difficile-Associated ileocecitis in the hamster model3.
A β-lactam antibiotic with an amino group side chain attached to the penicillin structure. Penicillin derivative that 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 Trihydrate is commonly used to select for ampicillin resistance in mutated and transformed cells. It is used in intracellular targeting of antibiotics on biodegradable polymeric carriers 1. Nanoparticle-bound ampicillin has been shown to be more effective than free ampicillin against Listeria monocytogenes in mouse peritoneal macrophages2. Ampicillin has been shown to cause Clostridium difficile-Associated ileocecitis in the hamster model3.
Molecular Spectra
No Data Available
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References
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