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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
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Quality Level

300

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

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

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

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.

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.

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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

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)
Ebtehal S Al-Abdullah et al.
International journal of molecular sciences, 15(12), 22995-23010 (2014-12-17)
The reaction of 5-(1-adamantyl)-4-ethyl or allyl-1,2,4-triazoline-3-thione with formaldehyde solution and various 1-substituted piperazines yielded the corresponding N-Mannich bases. The newly synthesized N-Mannich bases were tested for in vitro inhibitory activities against a panel of Gram-positive and Gram-negative bacteria and the
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Global Trade Item Number

SKUGTIN
PHR1393-1G04061834416258