Merck
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PHR1393

Supelco

Ampicillin Trihydrate

Pharmaceutical Secondary Standard; Certified Reference Material

Synonym(s):
D-(−)-α-Aminobenzylpenicillin, Ampicillin trihydrate
Empirical Formula (Hill Notation):
C16H19N3O4S · 3H2O
CAS Number:
Molecular Weight:
403.45
Beilstein:
5399534
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.24

Quality Level

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

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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.

Pictograms

Exclamation markHealth hazard

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 Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

Enter Lot Number to search for Certificate of Analysis (COA).

Certificate of Origin

Enter Lot Number to search for Certificate of Origin (COO).

More documents

Quotes and Ordering

Determination of ampicillin in human plasma by high-performance liquid chromatography using ultraviolet detection.
Akhtar MJ, et al.
Journal of Pharmaceutical and Biomedical Analysis, 11(4-5), 375-378 (1993)
Determination of amoxicillin, ampicillin, and penicillin G using a flow injection analysis method with chemiluminescence detection.
Chivulescu AI, et al.
Rev. Roum. Chim., 56(3), 247-254 (2011)
Hazem E Ghoneim et al.
The Journal of infectious diseases, 209(9), 1459-1468 (2013-11-26)
Secondary bacterial pneumonia is a significant cause of morbidity and mortality during influenza, despite routine use of standard antibiotics. Antibiotic-induced immunopathology associated with bacterial cell wall lysis has been suggested to contribute to these poor outcomes. Using Streptococcus pneumoniae in
Felipe H Coutinho et al.
Microbial ecology, 68(3), 441-452 (2014-05-14)
Bacterial resistance to antibiotics has become a public health issue. Over the years, pathogenic organisms with resistance traits have been studied due to the threat they pose to human well-being. However, several studies raised awareness to the often disregarded importance
Bacterial endocarditis following lithotripsy: an unusual complication caused by a non-invasive procedure.
Alessandra Soriano et al.
The Israel Medical Association journal : IMAJ, 16(12), 803-804 (2015-01-30)

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