CAS 7177-50-6|Nafcillin sodium salt monohydrate

Introduction：Basic information about CAS 7177-50-6|Nafcillin sodium salt monohydrate, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Table of Contents

1. Names
2. Nafcillin sodium salt monohydrate BiologicalActivity
3. Chemical & Physical Properties
4. Safety Information
5. Articles2
6. Synonyms

Common Name	Nafcillin sodium salt monohydrate
CAS Number	7177-50-6	Molecular Weight	454.472
Density	1.42 g/cm3	Boiling Point	714.1ºC at 760 mmHg
Molecular Formula	C₂₁H₂₃N₂NaO₆S	Melting Point	/
MSDS	ChineseUSA	Flash Point	385.7ºC
Symbol	GHS07, GHS08	Signal Word	Danger

Names

Name	nafcillin sodium monohydrate
Synonym	More Synonyms

Nafcillin sodium salt monohydrate BiologicalActivity

Description	Nafcillin sodium monohydrate is a semi-synthetic antibiotic related to penicillin.Target: AntibacterialNafcillin sodium is a narrow-spectrum, beta-lactam antibiotic of the penicillin class. As a beta-lactamase-resistant penicillin, it is used to treat infections caused by Gram-positive bacteria, in particular, species of staphylococci that are resistant to other penicillins. Nafcillin is considered therapeutically equivalent to oxacillin, although its safety profile is somewhat different. Nafcillin was shown to reversibly inhibit beta-lactamase from Staphylococcus aureus PC1 with characteristics indicative of a type A inhibitor [Citri, Samuni & Zyk (1976) Proc. Natl. Acad. Sci. U.S.A. 73, 1048-1052]. At nafcillin concentrations above 80 mM, complete inactivation occurred within 200 s. Upon removal of the excess nafcillin the inhibited enzyme was re-activated completely, with a rate constant of 2.0 x 10(-3) s-1 (25 degrees C) [1, 2].
Related Catalog	Signaling Pathways >>Anti-infection >>BacterialResearch Areas >>Infection
References	[1]. Tan, A.K. and A.L. Fink, Identification of the site of covalent attachment of nafcillin, a reversible suicide inhibitor of beta-lactamase. Biochem J, 1992. 281 ( Pt 1): p. 191-6. [2]. Palmer, D.L., S.B. Pett, and B.F. Akl, Bacterial wound colonization after broad-spectrum versus narrow-spectrum antibiotics. Ann Thorac Surg, 1995. 59(3): p. 626-31.

Description

Nafcillin sodium monohydrate is a semi-synthetic antibiotic related to penicillin.Target: AntibacterialNafcillin sodium is a narrow-spectrum, beta-lactam antibiotic of the penicillin class. As a beta-lactamase-resistant penicillin, it is used to treat infections caused by Gram-positive bacteria, in particular, species of staphylococci that are resistant to other penicillins. Nafcillin is considered therapeutically equivalent to oxacillin, although its safety profile is somewhat different. Nafcillin was shown to reversibly inhibit beta-lactamase from Staphylococcus aureus PC1 with characteristics indicative of a type A inhibitor [Citri, Samuni & Zyk (1976) Proc. Natl. Acad. Sci. U.S.A. 73, 1048-1052]. At nafcillin concentrations above 80 mM, complete inactivation occurred within 200 s. Upon removal of the excess nafcillin the inhibited enzyme was re-activated completely, with a rate constant of 2.0 x 10(-3) s-1 (25 degrees C) [1, 2].

Related Catalog

Signaling Pathways >>Anti-infection >>BacterialResearch Areas >>Infection

References

[1]. Tan, A.K. and A.L. Fink, Identification of the site of covalent attachment of nafcillin, a reversible suicide inhibitor of beta-lactamase. Biochem J, 1992. 281 ( Pt 1): p. 191-6.

[2]. Palmer, D.L., S.B. Pett, and B.F. Akl, Bacterial wound colonization after broad-spectrum versus narrow-spectrum antibiotics. Ann Thorac Surg, 1995. 59(3): p. 626-31.

Chemical & Physical Properties

Density	1.42 g/cm3
Boiling Point	714.1ºC at 760 mmHg
Molecular Formula	C₂₁H₂₃N₂NaO₆S
Molecular Weight	454.472
Flash Point	385.7ºC
Exact Mass	454.117462
PSA	133.30000
LogP	1.41360
InChIKey	OCXSDHJRMYFTMA-KMFBOIRUSA-M
SMILES	CCOc1ccc2ccccc2c1C(=O)NC1C(=O)N2C1SC(C)(C)C2C(=O)[O-].O.[Na+]
Storage condition	2-8°C

Safety Information

Symbol	GHS07, GHS08
Signal Word	Danger
Hazard Statements	H315-H317-H319-H334-H335
Precautionary Statements	P261-P280-P284-P304 + P340-P305 + P351 + P338-P342 + P311
Personal Protective Equipment	dust mask type N95 (US);Eyeshields;Faceshields;Gloves
Hazard Codes	Xi: Irritant;
Risk Phrases	R36/37/38
Safety Phrases	26-36
RIDADR	NONH for all modes of transport
WGK Germany	3

Articles2

Effect of NaCl and nafcillin on penicillin-binding protein 2a and heterogeneous expression of methicillin resistance in Staphylococcus aureus.

Antimicrob. Agents Chemother. 31 , 1982-1988, (1987)

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...

Co-trimoxazole versus nafcillin in the therapy of experimental meningitis due to Staphylococcus aureus.

J. Antimicrob. Chemother. 19 , 647-658, (1987)

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...

Synonyms

nafcillin sodium monohydrate

MFCD01941128

Nafcillin sodium salt monohydrate

NAFCILLINSODIUMSTERILE

nafcillin sodium

Unipen (tn)

Sodium (2S,5R,6R)-6-[(2-ethoxy-1-naphthoyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate hydrate (1:1:1)

Nafcillin monohydrate sodium salt

4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[[(2-ethoxy-1-naphthalenyl)carbonyl]amino]-3,3-dimethyl-7-oxo-, sodium salt, (2S,5R,6R)-, hydrate (1:1:1)

Nafcillin (sodium monohydrate)

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