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1033203 USP

Ampicillin sodium

United States Pharmacopeia (USP) Reference Standard

Synonym: D-(−)-α-Aminobenzylpenicillin sodium salt, Ampicillin sodium salt

  • CAS Number 69-52-3

  • Empirical Formula (Hill Notation) C16H18N3NaO4S

  • Molecular Weight 371.39

  •  Beilstein/REAXYS Number 4119211

  •  MDL number MFCD00064313

  •  PubChem Substance ID 329749023

  •  NACRES NA.24

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Properties

Related Categories Analytical Standards, Analytical/Chromatography, Pharmacopeia & Metrological Institutes Standards, USP Standards, USP Standards A - B More...
grade   pharmaceutical primary standard
mfr. no.   USP
mp   215 °C (dec.) (lit.)
Featured Industry   Pharmaceutical (small molecule)
SMILES string   [Na+].CC1(C)SC2[C@H](NC(=O)[C@H](N)c3ccccc3)C(=O)N2[C@H]1C([O-])=O
InChI   1S/C16H19N3O4S.Na/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);/q;+1/p-1/t9-,10-,11+,14-;/m1./s1
InChI key   KLOHDWPABZXLGI-YWUHCJSESA-M

Description

General description

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the issuing Pharmacopoeia.For further information and support please go to the website of the issuing Pharmacopoeia.

Biochem/physiol Actions

Mode of Action: This is a ß-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 ß-lactamase cleaves the ß-lactam ring of Ampicillin and inactivates it.

Antimicrobial Spectrum: Includes both gram-positive (similar to benzylpenicillin) and gram-negative bacteria (similar to tetracyclines and chloramphenicol.

Analysis Note

These products are for test and assay use only. They are not meant for administration to humans or animals and cannot be used to diagnose, treat, or cure diseases of any kind.  ​

Other Notes

USP issued SDS can be found here.

Sales restrictions may apply.

Safety & Documentation

Safety Information

Symbol 
GHS08  GHS08
Signal word 
Danger
Hazard statements 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 2
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles

Articles

USP HPLC Analysis of Ampicillin Sodium on Ascentis® Express C18

From our library of Articles, Sigma-Aldrich presents USP HPLC Analysis of Ampicillin Sodium on Ascentis® Express C18
Keywords: Antibiotics, Chromatography, High performance liquid chromatography, Pharmaceutical

Peer-Reviewed Papers
15

References

Related Products

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PHR1424 Ampicillin Sodium, Pharmaceutical Secondary Standard; Certified Reference Material
08168 Timestrip Plus 8 °C

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