31591

Ampicillin trihydrate

VETRANAL^®, analytical standard

• Synonym(s): 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: 329753836
• NACRES: NA.24

Properties

• Quality Level: 100
• grade: analytical standard
• product line: VETRANAL^®
• shelf life: limited shelf life, expiry date on the label
• technique(s): HPLC: suitable; gas chromatography (GC): suitable
• color: white to off-white
• mp: 198-200 °C (dec.) (lit.)
• antibiotic activity spectrum: Gram-negative bacteria; Gram-positive bacteria
• application(s): clinical testing
• format: neat
• 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

Ampicillin trihydrate is a stable hydrated form of ampicillin.

Chemical structure: ß-lactam

Application

Ampicillin trihydrate has been used as reference standard for determining the residual solvents and its effect on ampicillin trihydrate crystal structure using GC, X-ray powder diffraction (XRPD) and Fourier transform infrared spectroscopy (FT-IR).

Commission Regulation (EU) No 37/2010 of 22 December 2009 on pharmacologically active substances and their classification regarding maximum residue limits in foodstuffs of animal origin

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

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.

Packaging

250 mg

Other Notes

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

Legal Information

VETRANAL is a registered trademark of Sigma-Aldrich Chemie GmbH

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