Sulbactam Sodium

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Sulbactam Sodium
Category Enzyme inhibitors
Catalog number BBF-04624
CAS 69388-84-7
Molecular Weight 255.22
Molecular Formula C8H10NNaO5S
Purity Assay: 88.6%

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BBF-04624 5 g $199 In stock

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Description

Sulbactam is an irreversible inhibitor of β-lactamase. It binds to the enzyme and does not allow it to degrade the antibiotic.

Specification

Related CAS 68373-14-8 (free acid)
Synonyms (2S,5R)-3,3-Dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid 4,4-Dioxide Sodium Salt; CP 45899-2; Penicillanic Acid 1,1-Dioxide Sodium Salt; Sodium 1,1-Dioxypenicillanate; Sodium Penicillanate 1,1-Dioxide; Sodium Sulbactam; Sulbactam Sodium Salt; Unasyn IM
Storage Store at 2-8°C
IUPAC Name sodium (2S,5R)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate 4,4-dioxide
Canonical SMILES CC1(C(N2C(S1(=O)=O)CC2=O)C(=O)[O-])C.[Na+]
InChI InChI=1S/C8H11NO5S.Na/c1-8(2)6(7(11)12)9-4(10)3-5(9)15(8,13)14;/h5-6H,3H2,1-2H3,(H,11,12);/q;+1/p-1/t5-,6+;/m1./s1
InChI Key NKZMPZCWBSWAOX-IBTYICNHSA-M
Source Semi-synthetic

Properties

Appearance White Crystalline Powder
Boiling Point 567.7°C at 760 mmHg
Melting Point >230°C
Solubility Freely soluble in Water; Sparingly soluble in Ethyl Acetate; Very slightly soluble in Ethanol

Reference Reading

1.Ultraviolet spectrophotometry (dual wavelength and chemometric) and high performance liquid chromatography for simultaneous estimation of meropenem and sulbactam sodium in pharmaceutical dosage form.
Marwada KR;Patel JB;Patel NS;Patel BD;Borkhatariya DV;Patel AJ Spectrochim Acta A Mol Biomol Spectrosc. 2014 Apr 24;124:292-9. doi: 10.1016/j.saa.2014.01.008. Epub 2014 Jan 17.
UV spectrophotometric and high performance liquid chromatography (HPLC) methods were developed for simultaneous determination of meropenem (MERM) and sulbactam sodium (SB) in injection. UV spectrophotometric methods were developed using 0.1N sodium hydroxide as solvent. The Beer's plot for dual wavelength method was linear in the range of 4-24 μg mL(-1) and 2-12 μg mL(-1) for MERM and SB, respectively. The percent recoveries were found to be 98.52±1.23% for MERM and 101.45±1.1% for SB. Chemometrics assisted UV spectrophotometry was performed using Partial Least Square (PLS) analysis model and Principal Component Regression (PCR) analysis model. The % recoveries of the MERM were found to be 100.61±0.06% and 101.31±0.12% using PLS and PCR, respectively. The % recoveries of the SB were found to be 98.29±0.09% and 97.61±0.13% using PLS and PCR, respectively. Chromatography was performed on Hypersil BDS C18 column using methanol:acetonitrile:water (10:20:70 v/v/v) as mobile phase. The retention times of MERM and SB were found to be 2.9 min and 2.25 min, respectively. Developed HPLC method was found to be linear in the range of 50-250 μg mL(-1) and 25-125 μg mL(-1) for MERM and SB, respectively.
2.Treatment of infections due to multiresistant Neisseria gonorrhoeae with sulbactam/ampicillin.
Kim JH;Choi KH;Kim YT;Yang IS Rev Infect Dis. 1986 Nov-Dec;8 Suppl 5:S599-603.
Between January and April 1984, 229 of 448 male patients with urethritis at the Choong-Ku Venereal Disease Clinic in Seoul had positive urethral cultures: 66 for penicillinase-producing Neisseria gonorrhoeae (PPNG) and 163 for non-penicillinase-producing N. gonorrhoeae (non-PPNG). Forty-five men with PPNG urethritis were enrolled in a study of the efficacy of treatment with sulbactam/ampicillin plus probenecid. Diagnosis and evaluation of cure were based on culture results. The agar-plate dilution method was used for susceptibility testing, and the chromogenic cephalosporin test was used for detection of beta-lactamases. MICs of various antibiotics for the isolates were high. MICs of sulbactam/ampicillin were 0.25-4 micrograms/ml, with an MIC90 of 4 micrograms/ml, a value 16-fold lower than that for ampicillin alone (MIC90 greater than 32 micrograms/ml). Patients were treated with 1 g of probenecid orally and either one vial of sodium sulbactam/ampicillin or two vials intramuscularly. Each vial contained 0.5 g of sodium sulbactam and 1 g of sodium ampicillin. Patients were followed up for three to five days. All patients but one were cured, and no remarkable adverse reactions were noted.
3.Acute localized exanthematous pustulosis caused by cefoperazone and sodium sulbactam.
Qu YJ;Jin SB;Han XC;Zheng LQ An Bras Dermatol. 2016 Nov-Dec;91(6):808-810. doi: 10.1590/abd1806-4841.20165182.
Acute localized exanthematous pustulosis is a localized variant of acute generalized exanthematous pustulosis, which is characterized by the eruption of multiple scattered pustules following drug administration. A 72-year-old woman presented with multiple erythematous pustules on her face, which had appeared two days after using cefoperazone and sodium sulbactam. Histopathological findings showed subcorneal pustules and mixed inflammatory cell infiltration in the dermis. The pustules resolved within about two weeks after the patient discontinued the antibiotics. This report discusses the case of a woman with a cutaneous drug reaction consistent with acute localized exanthematous pustulosis that occurred after cefoperazone and sodium sulbactam were administered.

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