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Merck
CN

SML1023

Flucloxacillin sodium

≥95% (HPLC), β-lactam antibiotic, powder

Synonym(s):

(2S,5R,6R)-6-[[[3-(2-Chloro-6-fluorophenyl)-5-methyl-4-isoxazolyl]carbonyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid sodium, BRL 2039 sodium, FK 900 sodium, Floxacillin sodium

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About This Item

Empirical Formula (Hill Notation):
C19H16ClFN3O5S · Na
CAS Number:
1847-24-1
Molecular Weight:
475.85
UNSPSC Code:
12352200
NACRES:
NA.77
EC Number:
217-428-0

Key Documents

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Product Name

Flucloxacillin sodium, ≥95% (HPLC)

SMILES string

[Na+].Fc1c(c(ccc1)Cl)c2n[o]c(c2\C(=N\[C@H]3[C@H]4SC([C@@H](N4C3=O)C(=O)O)(C)C)\[O-])C

InChI key

OTEANHMVDHZOPB-SLINCCQESA-M

InChI

1S/C19H17ClFN3O5S.Na/c1-7-10(12(23-29-7)11-8(20)5-4-6-9(11)21)15(25)22-13-16(26)24-14(18(27)28)19(2,3)30-17(13)24;/h4-6,13-14,17H,1-3H3,(H,22,25)(H,27,28);/q;+1/p-1/t13-,14+,17-;/m1./s1

assay

≥95% (HPLC)

form

powder

storage condition

protect from light

color

white to beige

storage temp.

−20°C

Quality Level

100

Related Categories

General description

Flucloxacillin sodium, a sodium salt of flucloxacillin, is a member of the penicillin class.

Application

Flucloxacillin sodium has been used as a β-lactam antibiotic to study its effects on methicillin-resistant Staphylococcus aureus (MRSA) ΔfloA mutant.

Biochem/physiol Actions

Flucloxacillin is a narrow-spectrum β-lactam antibiotic used to treat Gram-positive bacterial infections. Flucloxacillin induces cholestatic liver damage.
Flucloxacillin is a narrow-spectrum β-lactam antibiotic.
Flucloxacillin exhibits antimicrobial property.

Other Notes

Light sensitive

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000457080
0000457081
0000457080
0000457081
0000431607

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Handbook of Pharmaceutical Excipients (2014)
Apparent Molar Volume, Adiabatic Compressibility, and Critical Micelle Concentration of Flucloxacillin Sodium in Aqueous NaCl Solutions at Different Temperatures
Khatun MR, et al.
Journal of Chemical and Engineering Data, 61(1), 102-113 (2016)
Membrane microdomain disassembly inhibits MRSA antibiotic resistance
Garcaa-Fernandez E, et al.
Cell, 171(6), 1354-1367 (2017)
Esther García-Fernández et al.
Cell, 171(6), 1354-1367 (2017-11-07)
A number of bacterial cell processes are confined functional membrane microdomains (FMMs), structurally and functionally similar to lipid rafts of eukaryotic cells. How bacteria organize these intricate platforms and what their biological significance is remain important questions. Using the pathogen
Ryan Nattrass et al.
Toxicological sciences : an official journal of the Society of Toxicology, 146(1), 146-156 (2015-04-17)
There are currently no animal models of drug-induced liver injury (DILI) where the adaptive immune system has been shown to damage the liver. Thus, it is difficult to explore the mechanistic basis of the tissue injury. The aim of this

Articles

Bioactive Molecules for Immunology Research

Bioactive small molecules for immune system signaling target identification/validation and antibiotics, antivirals, and antifungals offered.

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