68373-14-8 Usage
Description
Sulbactam is a semi-synthetic penem antibiotic derived from penicillins through partial chemical synthesis. Its potency is significantly enhanced by the oxidation of the sulfur atom to a sulfone. It is commonly used in combination with ampicillin (Unasyn) and acts as a β-lactamase inhibitor, making it a popular choice in clinical settings.
Uses
Used in Pharmaceutical Industry:
Sulbactam is used as a β-lactamase inhibitor to block the degradation of other penicillin derivatives, such as ampicillin and cephalosporins. This action helps to enhance the effectiveness of these antibiotics against Gram-positive bacteria.
Used in Antidepressant Applications:
Sulbactam is used as an antidepressant and dopamine uptake inhibitor, potentially offering therapeutic benefits for individuals with depression and related disorders.
Originator
Sulbactam-Sodium,Antibiotic Co.,Bulgaria
Manufacturing Process
Sulbactam sodium is semi-synthetic antibiotic of penicillinic group. Start
material for it's synthesis is 6-aminopenicillanic acid. First 6-aminopenicillanic
acid was isolated in 1957 year from benzylpenicilline as resalt of treating of it
by penicillinaze. Benzylpenicilline is produced by microorganism of genus
Streptomyces.Further, 6-aminopenicillanic acid reacted with bromine, hydrochloric acid and
NaNO2. As a result the 6,6-dibromopenicillanic acid was obtained.6,6-Dibromopenicillanic acid was oxidized by KMnO4, to give 6,6-dibromo-1,1-The 6,6-dibromo-1,1-dioxopenicillanic acid in presence of Fe was converted to
the 1,1-dioxopenicillanic acid (sulbactam acid). The sulbactam acid was
treated by sodium 2-ethylhexanoate and crude sulbactam sodium was
obtained.
Antimicrobial activity
Sulbactam has very weak antimicrobial activity against most
bacteria. Its only notable activity is against N. gonorrhoeae,
N. meningitidis and Acinetobacter baumannii.
Clinical Use
Sulbactam is penicillanic acid sulfone or 1,1-dioxopenicillanicacid. This synthetic penicillin derivative is a potent inhibitorof S. aureus β-lactamase as well as many β-lactamaseselaborated by Gram-negative bacilli. Sulbactam has weak intrinsicantibacterial activity but potentiates the activity ofampicillin and carbenicillin against β-lactamase–producingS. aureus and members of the Enterobacteriaceae family. Itdoes not, however, synergize with either carbenicillin or ticarcillinagainst P. aeruginosa strains resistant to these agents.Failure of sulbactam to penetrate the cell envelope is a possibleexplanation for the lack of synergy.Fixed-dose combinations of ampicillin sodium and sulbactamsodium, marketed under the trade name Unasyn assterile powders for injection, have been approved for use inthe United States. These combinations are recommended forthe treatment of skin, tissue, intra-abdominal, and gynecologicalinfections caused by β-lactamase–producing strainsof S. aureus, E. coli, Klebsiella spp., P. mirabilis, B. fragilis,and Enterobacter and Acinetobacter spp.
Check Digit Verification of cas no
The CAS Registry Mumber 68373-14-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 6,8,3,7 and 3 respectively; the second part has 2 digits, 1 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 68373-14:
(7*6)+(6*8)+(5*3)+(4*7)+(3*3)+(2*1)+(1*4)=148
148 % 10 = 8
So 68373-14-8 is a valid CAS Registry Number.
InChI:InChI=1/C8H11NO5S/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)/t5-,6+/m0/s1
68373-14-8Relevant articles and documents
Synthesis method and application of amoxicillin and sulbactam hybrid molecule
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Paragraph 0072-0074; 0085-0087; 0098-0100, (2021/05/01)
The invention discloses a synthesis method and application of an amoxicillin and sulbactam hybrid molecule, and belongs to the technical field of organic synthesis. According to the method, chlorobromomethane is used as a chloromethyl reagent of sulbactam acid, so that the yield of a key intermediate sulbactam chloromethyl ester is effectively increased, and sulbactam chloromethyl ester and (Z)-6-(2-(4-hydroxyphenyl)-2-((4-methoxy-4-oxobutyl-2-ene-2-yl) amino) acetamido)-3, 3'-dihydroxyl-7-oxo-4-sulfo-1-azabicyclo[3.2.0]heptane-2-carboxylic acid as a raw material to carry out condensation reaction, and a protecting group is removed by using strong acid, so as to prepare the amoxicillin and sulbactam hybrid molecule. The synthesis method has the advantages of mild reaction conditions, cheap and easily available raw materials, low preparation cost, good safety, simple and feasible process and high product yield.
Method for preparing sulbactam acid
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Paragraph 0028; 0030-0031; 0033-0034; 0036-0037; 0039, (2020/11/12)
The invention discloses a preparation method of sulbactam acid, hypophosphorous acid is used as a diazotization reaction reagent and a reduction reagent at the same time, a diazotization and reductionreaction one-pot method is realized, and an obtained intermediate is oxidized by potassium permanganate to obtain the sulbactam acid. The product is the sulbactam acid, the generation amount of wastesalt is greatly reduced compared with that of a traditional process, the production cost and the reaction danger coefficient are obviously reduced, and good economic benefits and social values are achieved.
New indications of troxofine ceftriaxone sodium pharmaceutical preparation for treatment of infection of patients with immunodeficiency
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, (2019/11/13)
The invention belongs to the technical field of drug preparation, and discloses new indications of a troxofine ceftriaxone sodium pharmaceutical preparation for treatment of infection of patients withimmunodeficiency. By improving a raw material synthesis process, ceftriaxone sodium with the high effective constituent content and the low impurity content is provided so as to solve the problems ofpoor stability and reducing of the antibacterial effect of a ceftriaxone sodium preparation due to impurities. The ceftriaxone sodium provided by the specific production process is very low in impurity content and significant in efficacy, the quality of a preparation product is improved advantageously, safety and effectiveness of the preparation product are ensured, and the preparation product has uses in the aspects of preparing drugs for treating infection of the patients with immunodeficiency.