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O1002

Sigma-Aldrich

Oxacillin sodium salt monohydrate

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About This Item

Linear Formula:
C19H18N3O5SNa · H2O
CAS Number:
Molecular Weight:
441.43
Beilstein:
4287093
EC Number:
MDL number:
UNSPSC Code:
12171500
PubChem Substance ID:
NACRES:
NA.47

form

powder

Quality Level

solubility

water: 50-52 mg/mL, clear to very slightly hazy, colorless to very faintly yellow

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

2-8°C

SMILES string

[Na+].[H]O[H].[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)c3c(C)onc3-c4ccccc4)C([O-])=O

InChI

1S/C19H19N3O5S.Na.H2O/c1-9-11(12(21-27-9)10-7-5-4-6-8-10)15(23)20-13-16(24)22-14(18(25)26)19(2,3)28-17(13)22;;/h4-8,13-14,17H,1-3H3,(H,20,23)(H,25,26);;1H2/q;+1;/p-1/t13-,14+,17-;;/m1../s1

InChI key

ZVIYWUUZWWBNMB-VICXVTCVSA-M

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Application

Oxacillin sodium salt monohydrate has been used in penicillin (PEN) standards. In turbidimetric method, oxacillin sodium salt monohydrate has been used in the medium with antibiotic.

Biochem/physiol Actions

Oxacillin and its derivatives are released through urine with the help of glomerular filtration and tubular secretion. It can be used in nursing mothers. Oxacillin is used in the treatment of methicillin-susceptible S. aureus (MSSA) infections. It shows resistance to penicillinase.

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Drugs and Lactation Database (LactMed) (2006)
An easy-to-use, rapid and inexpensive method to determine methicillin resistance in Staphylococcus aureus.
Gocmen JS, et al.
Journal of Clinical and Experimental Investigations, 7(3), 225-251 (2016)
The Washington Manual Infectious Diseases Subspecialty Consult, 352-352 (2005)
Galoz Kaneti et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 27(12), 4834-4843 (2013-08-24)
In previous studies, the oligo-acyl-lysyl (OAK) C12(ω7)K-β12 added to cultures of gram-positive bacteria exerted a bacteriostatic activity that was associated with membrane depolarization, even at high concentrations. Here, we report that multidrug-resistant Staphylococcus aureus strains, unlike other gram-positive species, have
Xin-Ming Liu et al.
Pharmaceutical research, 29(11), 3169-3179 (2012-06-27)
To develop novel biomineral-binding liposomes (BBL) for the prevention of orthopedic implant associated osteomyelitis. A biomineral-binding lipid, alendronate-tri(ethyleneglycol)-cholesterol conjugate (ALN-TEG-Chol), was synthesized through Cu(I)-catalyzed Huisgen 1,3-dipolar cycloaddition (a versatile click reaction). Mixing with other excipients, the new lipid was used

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