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Documentos

A1100000

Ampicillin trihydrate

European Pharmacopoeia (EP) Reference Standard

Sinónimos:

D-(−)-α-Aminobenzylpenicillin

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About This Item

Fórmula empírica (notación de Hill):
C16H19N3O4S · 3H2O
Número de CAS:
7177-48-2
Peso molecular:
403.45
Beilstein/REAXYS Number:
5399534
MDL number:
MFCD00072036
UNSPSC Code:
41116107
PubChem Substance ID:
329770656
NACRES:
NA.24

grade

pharmaceutical primary standard

API family

ampicillin

manufacturer/tradename

EDQM

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

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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.

Application

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

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.

Packaging

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

Other Notes

Sales restrictions may apply.

related product

Referencia del producto
Descripción
Precios

1033000

Ampicillin, United States Pharmacopeia (USP) Reference Standard

A1000000

Ampicillin, anhydrous, European Pharmacopoeia (EP) Reference Standard

PHR1424

Ampicilina sodium salt, Pharmaceutical Secondary Standard; Certified Reference Material

1033203

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

1033407

Ampicillin 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

Ampicillin 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

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_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificados de análisis (COA)

Lot/Batch Number

Sorry, we don't have COAs for this product available online at this time.

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USP

1031503

Amoxicillin T trihydrate

Amoxicillin T trihydrate Pharmaceutical Secondary Standard; Certified Reference Material

Supelco

PHR1127

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Sigma-Aldrich

A0166

Ampicilina sodium salt

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
Ryota Inokuchi et al.
The American journal of emergency medicine, 32(7), 812-812 (2014-01-21)
Anaerobiospirillum succiniciproducens is rarely associated with bacteremia but results in significant mortality. Almost all reported bacteremia cases have occurred in immunocompromised hosts, such as those with alcoholic liver disease, atherosclerosis, recent surgery, malignancies, or acquired immunodeficiency syndrome. We describe here
Esther H M N Westen et al.
Acta obstetricia et gynecologica Scandinavica, 94(1), 43-49 (2014-09-30)
To investigate the efficacy of a single prophylactic dose of ampicillin combined with metronidazole to prevent postcesarean section infections compared with a multiple day regimen in low-resource settings. An evaluator-blinded randomized, controlled, noninferiority trial. Two rural hospitals in Tanzania. Of
Evelina Chapman et al.
The Cochrane database of systematic reviews, 12(12), CD010976-CD010976 (2014-12-20)
Chorioamnionitis is a common infection that affects both mother and infant. Infant complications associated with chorioamnionitis include early neonatal sepsis, pneumonia, and meningitis. Chorioamnionitis can also result in maternal morbidity such as pelvic infection and septic shock.Clinical chorioamnionitis is estimated
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