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PHR1393

Ampicillin Trihydrate

Pharmaceutical Secondary Standard; Certified Reference Material

Synonym(s):

Ampicillin trihydrate, 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:
329823367
EC Number:
200-709-7
Beilstein/REAXYS Number:
5399534
MDL number:
MFCD00072036

Key Documents

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Product Name

Ampicillin Trihydrate, Pharmaceutical Secondary Standard; Certified Reference Material

InChI key

RXDALBZNGVATNY-CWLIKTDRSA-N

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

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

grade

certified reference material
pharmaceutical secondary standard

agency

USP 1033000/1033407
traceable to Ph. Eur. A1000000

API family

ampicillin

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

Quality Level

300

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Application

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

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

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.

Other Notes

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

Health hazardExclamation mark
GHS08,GHS07

signalword

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

Regulatory Information

涉药品监管产品
This item has

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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)
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
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
Yuraporn Sahasakul et al.
The British journal of nutrition, 112(3), 408-415 (2014-06-17)
Lactobacilli are indigenous microbes of the stomach of rodents, with much lower numbers being present in mice fed a purified diet than in those fed a non-purified diet. We postulated that gastric emptying (GE) is responsible for the different colonisation
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