219680-11-2 Usage
Uses
Used in Pharmaceutical Industry:
Zabofloxacin is used as an antibiotic for the treatment of acute bacterial exacerbation of chronic obstructive pulmonary disease (ABE-COPD). It is effective in combating respiratory tract and pulmonary parenchyma infections that cause chronic pulmonary inflammation and obstruction, leading to irreversible damage.
Additionally, Zabofloxacin is used as an antibiotic for the treatment of community-acquired pneumonia. Its strong antibiotic activity against respiratory germs, including penicillin-resistant S. pneumoniae (PRSP), makes it a valuable agent in the fight against bacterial infections in the community setting.
Synthesis
The synthesis of zabofloxacin leverages the wide commercial
availability of chloronaphthyridinone acid 106 to essentially
reduce the task to the construction of functionalized
diazaspirocyclic pyrrolidine 105. As described
in a series of patents from researchers at Dong Wha who have exemplified the synthesis on multikilogram scale, the route
began with first converting the commercially available ketone
100 to the corresponding oxime followed by formylation to
give oximyl alcohol 101. Next, mesylation of the alcohol was
followed by conversion of the nitrile to the corresponding
amine 103. An intramolecular ring closing step then occurred
to secure the azetidine using aqueous sodium hydroxide. Salt
formation with phthalic acid furnished 104 in good yield. Next,
Boc-protection of the azetidine followed by hydrogenative Cbz
removal and treatment with succinic acid resulted in the
formation of amine salt 105, and this was followed by a
substitution reaction with 106 to deliver the Boc-protected
zabofloxacin structure 107. Lastly, removal of Boc via TFA
followed by basification and subjection to D-aspartate in warm
ethanol furnished zabofloxacin D-aspartate (VIII) in 56% yield
for the three-step sequence.
Check Digit Verification of cas no
The CAS Registry Mumber 219680-11-2 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 2,1,9,6,8 and 0 respectively; the second part has 2 digits, 1 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 219680-11:
(8*2)+(7*1)+(6*9)+(5*6)+(4*8)+(3*0)+(2*1)+(1*1)=142
142 % 10 = 2
So 219680-11-2 is a valid CAS Registry Number.
219680-11-2Relevant academic research and scientific papers
AN IMPROVED MANUFACTURING METHOD OF ZABOFLOXACIN
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, (2015/12/08)
The present invention provides an improved method of manufacturing Zabofloxacin D-aspartate. The present invention provides a novel method of manufacturing 8-methoxyimino-2,6-diaza-spiro[3,4]octane-2-carboxylic acid t-butyl ester succinate (TBDCS) or 2-(2
