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Ampicillin trihydrate

SIAL/31591 - VETRANAL®, analytical standard

Synonym: D-(−)-α-Aminobenzylpenicillin

CAS Number: 7177-48-2
Empirical Formula (Hill Notation): C16H19N3O4S · 3H2O
Molecular Weight: 403.45
EC Number: 200-709-7
MDL Number: MFCD00072036
Linear Formula: C16H19N3O4S · 3H2O
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-31591-250MG 250 mg
$55.80
1/EA
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antibiotic activity spectrum Gram-negative bacteria
  Gram-positive bacteria
application(s) clinical testing
color white to off-white
format neat
grade analytical standard
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
mode of action cell wall synthesis | interferes
mp 198-200 °C (dec.) (lit.)
product line VETRANAL®
Quality Level 100 
shelf life limited shelf life, expiry date on the label
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
storage temp. 2-8°C
technique(s) gas chromatography (GC): suitable
  HPLC: suitable
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).
Application: 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
Application: 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.
General description: Ampicillin trihydrate is a stable hydrated form of ampicillin.
General description: Chemical structure: ß-lactam
Legal Information: VETRANAL is a registered trademark of Merck KGaA, Darmstadt, Germany
Other Notes: Keep container tightly closed in a dry and well-ventilated place.
Packaging: 250 mg
mp 198-200 °C (dec.) (lit.)
Storage Temp. 2-8°C
UNSPSC 41116107

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