Skip to Content
Merck
CN

Key Documents

View All Documentation

PHR2838

Ampicillin

pharmaceutical secondary standard, certified reference material

Synonym(s):

Ampicillin, D-(−)-α-Aminobenzylpenicillin

Sign In to View Organizational & Contract Pricing.

Select a Size

Change View

About This Item

Empirical Formula (Hill Notation):
C16H19N3O4S
CAS Number:
69-53-4
Molecular Weight:
349.40
NACRES:
NA.24
UNSPSC Code:
41116107
Beilstein/REAXYS Number:
1090925
MDL number:
MFCD00005175
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Quality Level

300

grade

certified reference material, pharmaceutical secondary standard

agency

traceable to Ph. Eur. A1000000, traceable to USP 1033000

description

Pharmaceutical Secondary Standard; Certified Reference Material

API family

ampicillin

form

solid

packaging

pkg of 500 mg

mp

208 °C (dec.) (lit.)

application(s)

pharmaceutical small molecule

storage temp.

2-8°C

SMILES string

[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](N)c3ccccc3)C(O)=O

InChI

1S/C16H19N3O4S/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)/t9-,10-,11+,14-/m1/s1

InChI key

AVKUERGKIZMTKX-NJBDSQKTSA-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

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 may be used as a pharmaceutical reference standard in the determination of the analyte in human plasma, urine, pharmaceutical formulations and bovine milk by spectrophotometric and chromatographic techniques.

Biochem/physiol Actions

Mode of Action: Ampicillin is a semisynthetic penicillin and a β-lactam antibiotic that inhibits bacterial cell-wall synthesis by inactivating transpeptidases on the inner surface of the bacterial cell membrane.

Mode of Resistance: Administration with β-lactamase cleaves the β-lactam ring of Ampicillin and inactivates it.

Antimicrobial Spectrum: Effective against both Gram-positive (similar to benzylpenicillin) and Gram-negative bacteria (similar to tetracyclines and chloramphenicol.

Analysis Note

These secondary standards offer multi-traceability to the USP and EP primary standards, where they are available.

Other Notes

This Certified Reference Material (CRM) is produced and certified in accordance with ISO 17034 and ISO/IEC 17025. All information regarding the use of this CRM can be found on the certificate of analysis.

Still not finding the right product?

Explore all of our products under Ampicillin

pictograms

Health hazard
GHS08

signalword

Danger

hcodes

H317,H334

Hazard Classifications

Resp. Sens. 1 - Skin Sens. 1

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Global Trade Item Number

SKUGTIN
PHR2838-500MG04065266466140