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Merck

N3269

Sigma-Aldrich

萘夫西林钠盐 钠盐 一水合物

别名:

6-(2-Ethoxy-1-naphthamido)penicillin

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About This Item

线性分子式:
C21H21N2O5SNa · H2O
CAS号:
分子量:
454.47
MDL號碼:
分類程式碼代碼:
51283515
PubChem物質ID:
NACRES:
NA.85

形狀

solid

抗生素活性譜

Gram-positive bacteria

作用方式

cell wall synthesis | interferes

儲存溫度

2-8°C

SMILES 字串

O.[Na+].CCOc1ccc2ccccc2c1C(=O)N[C@H]3C4SC(C)(C)[C@@H](N4C3=O)C([O-])=O

InChI

1S/C21H22N2O5S.Na.H2O/c1-4-28-13-10-9-11-7-5-6-8-12(11)14(13)17(24)22-15-18(25)23-16(20(26)27)21(2,3)29-19(15)23;;/h5-10,15-16,19H,4H2,1-3H3,(H,22,24)(H,26,27);;1H2/q;+1;/p-1/t15-,16+,19-;;/m1../s1

InChI 密鑰

OCXSDHJRMYFTMA-KMFBOIRUSA-M

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一般說明

Chemical structure: ß-lactam

應用

Nafcillin sodium is a narrow-spectrum β-lactam antibiotic. It is used to treat infections caused by Gram-positive bacteria, in particular, species of Staphylococci that are resistant to other penicillins. It has been used to study penicillin-binding proteins (PBPs), such as 2a, and heterogeneous expression of methicillin resistance in Staphylococcus aureus. It is a potential therapy of meningitis due to Staphylococcus aureus.

生化/生理作用

Nafcillin inhibits bacterial cell wall formation by inhibiting PBPs. The irreversible inhibition of the PBPs prevents the final crosslinking (transpeptidation) of the nascent peptidoglycan layer, which disrupts cell wall synthesis.

其他說明

5g
Keep container tightly closed in a dry and well-ventilated place.

象形圖

Health hazardExclamation mark

訊號詞

Danger

危險分類

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

標靶器官

Respiratory system

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

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


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H F Chambers et al.
Antimicrobial agents and chemotherapy, 31(12), 1982-1988 (1987-12-01)
Expression of methicillin resistance in heterogeneous strains of Staphylococcus aureus is enhanced by 2 to 5% NaCl in the medium and by selection with beta-lactam antibiotics. Resistance is associated with production of a penicillin-binding protein (PBP), PBP 2a, with low
Xin He et al.
Analytical biochemistry, 517, 9-17 (2016-10-27)
In this study, an anti-amoxicillin single chain variable fragment (ScFv) antibody was evolved by directional mutagenesis of a contact amino acid residue based on the analysis of virtual mutation. Comparison with its parental ScFv, the mutant showed highly improved affinity
W M Scheld et al.
The Journal of antimicrobial chemotherapy, 19(5), 647-658 (1987-05-01)
Co-trimoxazole was compared with nafcillin against Staphylococcus aureus in vitro and in the therapy of experimental Staph. aureus meningitis in rabbits. Co-trimoxazole (trimethoprim:sulphamethoxazole in a 1:20 ratio) was synergistic against 22/24 strains of Staph. aureus in vitro. The MBC90 of

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