A1593

Ampicillin

meets USP testing specifications

• Synonym(s): Ampicillin trihydrate, D-(−)-α-Aminobenzylpenicillin
• Empirical Formula (Hill Notation): C₁₆H₁₉N₃O₄S · 3H₂O
• CAS Number: 7177-48-2
• Molecular Weight: 403.45
• Beilstein: 5399534
• EC Number: 200-709-7
• MDL number: MFCD00072036
• PubChem Substance ID: 24890564
• NACRES: NA.76

Properties

• Agency: USP/NF; meets USP testing specifications
• Quality Level: 200
• form: solid
• color: white
• mp: 198-200 °C (dec.) (lit.)
• solubility: H₂O: soluble 10 g/L
• antibiotic activity spectrum: Gram-negative bacteria; Gram-positive bacteria
• application(s): pharmaceutical (small molecule)
• Mode of action: cell wall synthesis | interferes
• storage temp.: 2-8°C
• SMILES string: O.O.O.CC1(C)S[C@@H]2[C@H](NC(=O)[C@H](N)c3ccccc3)C(=O)N2[C@H]1C(O)=O
• InChI: 1S/C16H19N3O4S.3H2O/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);3*1H2/t9-,10-,11+,14-;;;/m1.../s1
• InChI key: RXDALBZNGVATNY-CWLIKTDRSA-N

Description

General description

Chemical structure: ß-lactam

Packaging

25, 100 g

25g

Application

Used to select for ampicillin resistance in mutated and transformed cells.

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.

Other Notes

Keep container tightly closed in a dry and well-ventilated place.

Safety Information

• Pictograms: GHS07,GHS08
• Signal Word: Danger
• Hazard Statements: H315 - H317 - H319 - H334 - H335
• Precautionary Statements: P261 - P264 - P280 - P302 + P352 - P304 + P340 + P312 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Resp. Sens. 1 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3
• Target Organs: Respiratory system
• 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