CAS 7177-50-6

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
• Sodium nafcillin monohydrate
• Unii-49G3001Bck
• Wy 3277
• sodium (2S,5R,6R)-6-{[(2-ethoxynaphthalen-1-yl)carbonyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate hydrate
• Nafcillin monohydrate sodium salt
• NAFCILLINSODIUMSTERILE
• Sodium (2S,5R,6R)-6-[(2-ethoxynaphthalene-1-carbonyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate hydrate
• nafcillin sodium

Nafcillin Sodium

CAS: 7177-50-6

Penicillins and their derivatives with a penicillanic acid structure and salts thereof, nesoi

Formula: C₂₁H₂₁N₂NaO₅S·H₂O

Color and Shape: White Light Yellow Crystalline Powder

Molecular weight: 454.11745

Ref: 45-1450007

Nafcillin sodium monohydrate

CAS: 7177-50-6

Nafcillin sodium monohydrate (CL 8491) is a semi-synthetic naphthalene, nafcillin inhibits bacterial wall synthesis by a mechanism similar to penicillin.

Formula: C₂₁H₂₁N₂O₅SNa·H₂O

Purity: 96.62%

Color and Shape: White Powder

Molecular weight: 454.47

Ref: TM-T1312

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

CAS: 7177-50-6

Formula: C₂₁H₂₃N₂NaO₆S

Purity: 98%

Color and Shape: Solid

Molecular weight: 454.4719

Ref: IN-DA0062G3

Nafcillin sodium monohydrate

CAS: 7177-50-6

Nafcillin sodium monohydrate

Purity: ≥90%

Molecular weight: 454.47g/mol

Ref: 54-BUP15832

Nafcillin sodium salt monohydrate

CAS: 7177-50-6

Nafcillin sodium salt monohydrate

Purity: 98%(Contain 2-3% ethyl acetate)

Molecular weight: 454.47g/mol

Ref: 54-OR1028266

Nafcillin sodium monohydrate 100 µg/mL in Acetonitrile

CAS: 7177-50-6

Formula: C₂₁H₂₁N₂O₅S·Na·H₂O

Color and Shape: Single Solution

Molecular weight: 454.47

Ref: 04-A15402500AL-100

Nafcillin sodium salt monohydrate

CAS: 7177-50-6

Formula: C₂₁H₂₁N₂O₅SNa·H₂O

Purity: ≥ 98.5% (anhydrous basis)

Color and Shape: White to yellow crystalline powder or crystals

Molecular weight: 454.47

Ref: 7W-GA3972

Sodium Nafcillin Monohydrate

CAS: 7177-50-6

Applications Sodium Nafcillin Monohydrate is used as an antibiotic, used in the treatment, used in the treatment of gram-positive bacteria.
References Taboada, P. et al.: Langmuir. 16, 3175 (2000);

Formula: C₂₁H₂₁N₂O₅S·Na·H₂O

Color and Shape: Off-White

Molecular weight: 454.47

Ref: TR-S645800

Nafcilllin sodium monohydrate

CAS: 7177-50-6

Nafcillin sodium monohydrate is a beta-lactam antibiotic, which is derived from the penicillin class of antimicrobials. It is specifically a semi-synthetic penicillin and is commonly sourced through chemical synthesis to enhance its stability and spectrum of activity. Nafcillin primarily exerts its bactericidal effects by inhibiting bacterial cell wall synthesis. It achieves this through its strong affinity for penicillin-binding proteins (PBPs), which are essential for maintaining the bacterial cell wall structure. By disrupting the formation of peptidoglycan cross-links, nafcillin effectively weakens the bacterial cell wall, leading to cell lysis and death, especially in gram-positive bacteria such as Staphylococcus aureus, including methicillin-sensitive strains (MSSA).

Formula: C₂₁H₂₁N₂O₅SNa·H₂O

Purity: Min. 95%

Color and Shape: White to off-white solid.

Molecular weight: 454.47 g/mol

Ref: 3D-AN61452

Nafcillin Sodium hydrate

CAS: 7177-50-6

Formula: C₂₁H₂₂N₂O₅SNaH₂O

Molecular weight: 414.5 : 23.0 : 18.0

Ref: ST-EA-CP-N68001