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A1000000

Ampicillin

anhydrous, European Pharmacopoeia (EP) Reference Standard

Synonyme(s) :

D-(−)-α-Aminobenzylpenicillin

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About This Item

Formule empirique (notation de Hill):
C16H19N3O4S
Numéro CAS:
69-53-4
Poids moléculaire :
349.40
Numéro Beilstein :
1090925
Numéro MDL:
MFCD00005175
Code UNSPSC :
41116107
ID de substance PubChem :
329770646
Nomenclature NACRES :
NA.24

Qualité

pharmaceutical primary standard
anhydrous

Famille d'API

ampicillin

Fabricant/nom de marque

EDQM

Pf

208 °C (dec.) (lit.)

Application(s)

pharmaceutical (small molecule)

Format

neat

Température de stockage

2-8°C

Chaîne SMILES 

[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

Clé InChI

AVKUERGKIZMTKX-NJBDSQKTSA-N

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Catégories apparentées

Description générale

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.

Application

Ampicillin EP Reference standard, intended for use in laboratory tests only as specifically prescribed in the European Pharmacopoeia.

Actions biochimiques/physiologiques

Mode of Action: Ampicillin is a semisynthetic penicillin and 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: Effective against both Gram-positive (similar to benzylpenicillin) and Gram-negative bacteria (similar to tetracyclines and chloramphenicol.

Conditionnement

The product is delivered as supplied by the issuing Pharmacopoeia. For the current unit quantity, please visit the EDQM reference substance catalogue.

Autres remarques

Sales restrictions may apply.

Produit(s) apparenté(s)

Réf. du produit
Description
Tarif

1033000

Ampicillin, United States Pharmacopeia (USP) Reference Standard

A1100000

Ampicilline trihydrate, European Pharmacopoeia (EP) Reference Standard

PHR1393

Ampicilline trihydrate, Pharmaceutical Secondary Standard; Certified Reference Material

1033203

Ampicilline sodium salt, United States Pharmacopeia (USP) Reference Standard

1033407

Ampicilline trihydrate, United States Pharmacopeia (USP) Reference Standard

1033247

Ampicillin System Suitability Mixture, United States Pharmacopeia (USP) Reference Standard

BP785

Anhydrous ampicillin, British Pharmacopoeia (BP) Reference Standard

BP021

Ampicilline trihydrate, British Pharmacopoeia (BP) Reference Standard

PHR9060

D-(−)-α-Phenylglycine, certified reference material, TraceCERT®, Manufactured by: Sigma-Aldrich Production GmbH, Switzerland

PHR9105

(2R)-2-[(2,2-Dimethylpropanoyl)amino]-2-phenylacetic acid, certified reference material, TraceCERT®, Manufactured by: Sigma-Aldrich Production GmbH, Switzerland

PHR2838

Ampicillin, pharmaceutical secondary standard, certified reference material

Pictogrammes

Health hazard
GHS08

Mention d'avertissement

Danger

Mentions de danger

H317,H334

Classification des risques

Resp. Sens. 1 - Skin Sens. 1

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 2

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

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Certificats d'analyse (COA)

Lot/Batch Number

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Jens T Van Praet et al.
The EMBO journal, 34(4), 466-474 (2015-01-21)
Antinuclear antibodies are a hallmark feature of generalized autoimmune diseases, including systemic lupus erythematosus and systemic sclerosis. However, the processes underlying the loss of tolerance against nuclear self-constituents remain largely unresolved. Using mice deficient in lymphotoxin and Hox11, we report
Diana D Semler et al.
Antimicrobial agents and chemotherapy, 58(7), 4005-4013 (2014-05-07)
Phage therapy has been suggested as a potential treatment for highly antibiotic-resistant bacteria, such as the species of the Burkholderia cepacia complex (BCC). To address this hypothesis, experimental B. cenocepacia respiratory infections were established in mice using a nebulizer and
Marcel Weber et al.
PloS one, 9(6), e100000-e100000 (2014-06-21)
Several synthetic antibody phage display libraries have been created and used for the isolation of human monoclonal antibodies. The performance of antibody libraries, which is usually measured in terms of their ability to yield high-affinity binding specificities against target proteins
Eduard Ayuso et al.
Human gene therapy, 25(11), 977-987 (2014-10-03)
Abstract Gene therapy approaches using recombinant adeno-associated virus serotype 2 (rAAV2) and serotype 8 (rAAV8) have achieved significant clinical benefits. The generation of rAAV Reference Standard Materials (RSM) is key to providing points of reference for particle titer, vector genome
Arnaud Taton et al.
Nucleic acids research, 42(17), e136-e136 (2014-07-31)
Inspired by the developments of synthetic biology and the need for improved genetic tools to exploit cyanobacteria for the production of renewable bioproducts, we developed a versatile platform for the construction of broad-host-range vector systems. This platform includes the following
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