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Key Documents

A6140

Sigma-Aldrich

Ampicillin trihydrate

900-1050 μg/mg anhydrous basis (HPLC)

Sinônimo(s):

α-Aminobenzylpenicillin trihydrate, Aminobenzyl Penicillin, Ampicillin, D-(−)-α-Aminobenzylpenicillin

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About This Item

Fórmula empírica (Notação de Hill):
C16H19N3O4S · 3H2O
Número CAS:
Peso molecular:
403.45
Beilstein:
5399534
Número CE:
Número MDL:
Código UNSPSC:
51101500
ID de substância PubChem:
NACRES:
NA.85

Nível de qualidade

forma

powder or crystals

concentração

900-1050 μg/mg (anhydrous, HPLC)

pf

198-200 °C (dec.) (lit.)

espectro de atividade do antibiótico

Gram-negative bacteria
Gram-positive bacteria

Modo de ação

cell wall synthesis | interferes

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

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

chave InChI

RXDALBZNGVATNY-CWLIKTDRSA-N

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Categorias relacionadas

Descrição geral

Chemical structure: ß-lactam

Aplicação

Ampicillin Trihydrate is commonly used to select for ampicillin resistance in mutated and transformed cells.

Ações bioquímicas/fisiológicas

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.

Outras notas

Keep container tightly closed in a dry and well-ventilated place.

Pictogramas

Exclamation markHealth hazard

Palavra indicadora

Danger

Classificações de perigo

Eye Irrit. 2 - Resp. Sens. 1 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

Órgãos-alvo

Respiratory system

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 2

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

dust mask type N95 (US), Eyeshields, Faceshields, Gloves


Certificados de análise (COA)

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H J Nelis et al.
Antimicrobial agents and chemotherapy, 36(8), 1606-1610 (1992-08-01)
The determination of ampicillin in plasma and serum by reversed-phase high-performance liquid chromatography with UV detection suffers from poor selectivity and sensitivity. Currently, the most common approach to overcoming these problems consists of improving the compound's detectability via pre- or
Ramendra K Singh et al.
European journal of medicinal chemistry, 45(3), 1078-1086 (2009-12-26)
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Sherif A F Rostom et al.
Bioorganic & medicinal chemistry, 17(2), 882-895 (2008-12-17)
The synthesis of two groups of structure hybrids comprising basically the antipyrine moiety attached to either polysubstituted thiazole or 2,5-disubstituted-1,3,4-thiadiazole counterparts through various linkages is described. Twelve out of the newly synthesized compounds were evaluated for their anti-inflammatory activity using
Sherif A F Rostom et al.
Bioorganic & medicinal chemistry, 17(6), 2410-2422 (2009-03-03)
The azole pharmacophore is still considered a viable lead structure for the synthesis of more efficacious and broad spectrum antimicrobial agents. Potential antibacterial and antifungal activities are encountered with some tetrazoles. Therefore, this study presents the synthesis and antimicrobial evaluation
Ebtehal S Al-Abdullah et al.
European journal of medicinal chemistry, 46(9), 4642-4647 (2011-08-19)
New series of 6-phenyl-2,4-disubstituted pyrimidine-5-carbonitriles namely, 2-substitued thio-6-phenyl-3,4-dihydro-4-oxopyrimidine-5-carbonitriles (5a-d, 6, 7a-d, 8), 2-(4-chlorobenzylthio)-4-chloro-6-phenylpyrimidine-5-carbonitrile (9), 2-(4-chlorobenzylthio)-4-arylthio-6-phenylpyrimidine-5-carbonitriles (10a-d) and 2-(4-chlorobenzylthio)-4-arylamino-6-phenylpyrimidine-5-carbonitriles (11a-d) was synthesized and tested for in vitro activities against a panel of Gram-positive and Gram-negative bacteria and the yeast-like pathogenic fungus

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