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31591

Ampicillin trihydrate

VETRANAL®, analytical standard

Synonym(s):

D-(−)-α-Aminobenzylpenicillin

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About This Item

Empirical Formula (Hill Notation):
C16H19N3O4S · 3H2O
CAS Number:
7177-48-2
Molecular Weight:
403.45
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
329753836
EC Number:
200-709-7
Beilstein/REAXYS Number:
5399534
MDL number:
MFCD00072036
Technical Service
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grade

analytical standard

Quality Segment

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

General description

Chemical structure: β-lactam
Ampicillin trihydrate is a stable hydrated form of ampicillin.

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

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 Merck KGaA, Darmstadt, Germany

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Pictograms

Health hazardExclamation mark
GHS08,GHS07

Signal Word

Danger

Hazard Classifications

Eye Irrit. 2 - Resp. Sens. 1 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

Target Organs

Respiratory system

Storage Class

11 - Combustible Solids

WGK

WGK 2

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

PPE (personal protective equipment)

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Certificates of Analysis (COA)

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