Ampicillin

• Catalog No.: 10047
• CAS Number: 69-53-4
• M. F.: C16H19N3O4S
• M. W.: 349.40476
• Purity: ≥98.0% (NT)

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: D-(-)-α-Aminobenzylpenicillin; 氨苄青霉素

DATABASE IDS

• MDL Number: MFCD00005175
• Beilstein Number: 1090925
• EC Number: 200-709-7
• CAS Number: 69-53-4

PROPERTIES

• Empirical Formula (Hill Notation): C16H19N3O4S
• Impurities: ≤1% water
• Purity: ≥98.0% (NT)
• Melting Point: 208 °C (dec.)(lit.)
• Optical Rotation: [α]20/D +295±5°, c = 0.2% in H2O
• Solubility: 1 M NH4OH: soluble50 mg/mL, clear, colorless
• GHS Signal Word: Danger
• GHS Hazard statements: H315-H317-H319-H334-H335
• European Hazard Symbols: 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)

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.
Inhibits cell wall synthesis in Escherichia coli1; In the purification of penicillin acylase2; Enhances luminol chemiluminescence.3

Description (简体中文)

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.
Inhibits cell wall synthesis in Escherichia coli1; In the purification of penicillin acylase2; Enhances luminol chemiluminescence.3