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CAS 7177-50-6

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Sodium nafcillin monohydrate

Description:
Sodium nafcillin monohydrate is a semisynthetic penicillin antibiotic, primarily used to treat infections caused by penicillinase-producing staphylococci. It is characterized by its ability to resist degradation by certain beta-lactamases, making it effective against specific bacterial strains. The compound appears as a white to off-white crystalline powder and is soluble in water, which facilitates its administration via injection. Its molecular structure includes a beta-lactam ring, a thiazolidine ring, and a sodium ion, contributing to its antibacterial properties. Sodium nafcillin monohydrate is typically administered intravenously or intramuscularly, and its pharmacokinetics involve rapid distribution in body tissues, with a relatively short half-life. Common side effects may include allergic reactions, gastrointestinal disturbances, and potential nephrotoxicity. As with other antibiotics, it is essential to use sodium nafcillin monohydrate judiciously to prevent the development of antibiotic resistance. Overall, it remains a critical option in the treatment of certain bacterial infections, particularly those caused by resistant strains.
Formula:C21H23N2NaO6S
InChI:InChI=1/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 key:InChIKey=RKBDQTFFBRQMPN-KMFBOIRUSA-N
SMILES:C(O)(=O)[C@@H]1N2[C@@]([C@H](NC(=O)C=3C4=C(C=CC3OCC)C=CC=C4)C2=O)(SC1(C)C)[H].[Na].O
Synonyms:
  • 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-(((2-ethoxy-1-naphthalenyl)carbonyl)amino)-3,3-dimethyl-7-oxo-, monosodium salt, monohydrate, (2S-(2alpha,5alpha,6beta))
  • 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-(2-ethoxy-1-naphthamido)-3,3-dimethyl-7-oxo-, monosodium salt, monohydrate
  • 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[[(2-ethoxy-1-naphthalenyl)carbonyl]amino]-3,3-dimethyl-7-oxo-, monosodium salt, monohydrate, (2S,5R,6R)-
  • 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[[(2-ethoxy-1-naphthalenyl)carbonyl]amino]-3,3-dimethyl-7-oxo-, monosodium salt, monohydrate, [2S-(2α,5α,6β)]-
  • 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, hydrate (1:1:1), (2S,5R,6R)-
  • Monosodium (2S,5R,6R)-6-(2-ethoxy-1-naphthamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylate monohydrate
  • Nafcil
  • Nafcillin natrium-1-wasser
  • Nafcillin sodium salt monohydrate
  • Sodium 6-(2-ethoxy-1-naphthamido)penicillanate monohydrate
  • See more synonyms
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