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7177-50-6

7177-50-6 structure
7177-50-6 structure
  • Name: Nafcillin sodium salt monohydrate
  • Chemical Name: nafcillin sodium monohydrate
  • CAS Number: 7177-50-6
  • Molecular Formula: C21H23N2NaO6S
  • Molecular Weight: 454.472
  • Catalog: API Antibiotics Penicillin
  • Create Date: 2018-05-16 08:00:00
  • Modify Date: 2024-01-13 17:57:39
  • 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].

Name nafcillin sodium monohydrate
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)
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
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.

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
Storage condition 2-8°C
Symbol GHS07 GHS08
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