PHR1393

Ampicillin Trihydrate

Pharmaceutical Secondary Standard; Certified Reference Material

• Synonym(s): D-(−)-α-Aminobenzylpenicillin, Ampicillin trihydrate
• 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: 329823367
• NACRES: NA.24

Properties

• Quality Level: 300
• grade: certified reference material; pharmaceutical secondary standard
• Agency: traceable to BP 785; traceable to Ph. Eur. A1000000; traceable to USP 1033000/1033407
• CofA: current certificate can be downloaded
• technique(s): HPLC: suitable; gas chromatography (GC): suitable
• mp: 198-200 °C (dec.) (lit.)
• application(s): pharmaceutical (small molecule)
• format: neat
• 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

Pharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards.

Application

These Secondary Standards are qualified as Certified Reference Materials. These are suitable for use in several analytical applications including but not limited to pharma release testing, pharma method development for qualitative and quantitative analyses, food and beverage quality control testing, and other calibration requirements.

Ampicillin trihydrate may be used as an analytical reference standard for the determination of ampicillin in plasma samples and pharmaceutical formulations by chromatography techniques.

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.

Footnote

To see an example of a Certificate of Analysis for this material enter LRAA1900 in the slot below. This is an example certificate only and may not be the lot that you receive.

Safety Information

• Pictograms: GHS07,GHS08
• Signal Word: Danger
• Hazard Statements: H315 - H317 - H319 - H334 - H335
• Precautionary Statements: P261 - P264 - P271 - P280 - P302 + P352 - 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