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Zabofloxacin

CAS No.
219680-11-2
Chemical Name:
Zabofloxacin
Synonyms
Zabofloxacin;DW-224a Free base;1,8-Naphthyridine-3-carboxylic acid, 1-cyclopropyl-6-fluoro-1,4-dihydro-7-[8-(methoxyimino)-2,6-diazaspiro[3.4]oct-6-yl]-4-oxo-
CBNumber:
CB91508625
Molecular Formula:
C19H20FN5O4
Molecular Weight:
401.39
MDL Number:
MFCD18633297
MOL File:
219680-11-2.mol
MSDS File:
SDS
Last updated:2024-10-23 13:36:13

Zabofloxacin Properties

storage temp. Store at -20°C
solubility Soluble in DMSO
form Solid
color White to off-white
FDA UNII LV66BA6V2G

Zabofloxacin Chemical Properties,Uses,Production

Description

Zabofloxacin is a quinolone antibiotic originally developed by Dong Wha Pharmaceuticals and licensed to Pacific Beach Biosciences in 2007. In March 2015, Korea’s Ministry of Food and Drug Safety (MFDS) approved zabofloxacin for the treatment of acute bacterial exacerbation of chronic obstructive pulmonary disease (ABE-COPD). In 2016, zabofloxacin gained approval from the USFDA for the treatment of community-acquired pneumonia. ABE-COPD is caused by respiratory tract and pulmonary parenchyma that cause chronic pulmonary inflammation and obstruction in the respiratory tract, which leads to irreversible damage. In the nonclinical evaluation process, zabofloxacin showed strong antibiotic activity on respiratory germs (e.g., Streptococcus pneumonia, S. Haemophilus, S. moraxella) and was the most potent antibacterial agent against penicillin-resistant S. pneumoniae (PRSP) in the murine systemic infection model.

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.

Synthesis_219680-11-2

Zabofloxacin Preparation Products And Raw materials

Raw materials

Preparation Products

Zabofloxacin Suppliers

Global( 11)Suppliers
Supplier Tel Email Country ProdList Advantage
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21634 55
TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 32165 58
AFINE CHEMICALS LIMITED
+86-0571-85134551 sales@afinechem.com China 15354 58
TargetMol Chemicals Inc.
support@targetmol.com United States 38632 58
TargetMol Chemicals Inc.
+8613564774135 zijue.cai@tsbiochem.com United States 19885 58
Jinan Yaoyan Pharmaceutical Co., Ltd. jnyaoyan@163.com China 3069 58
Fan De(Beijing) Biotechnology Co., Ltd. 15911056312 liming@bio-fount.com China 9729 58
Nanjing Meihao Pharmaceutical Technology Co., Ltd. meitaochem@126.com meitaochem@126.com China 19103 58
RD International Technology Co., Limited 18024082417 market@ubiochem.com China 9272 58
TargetMol Chemicals Inc. 15002134094 marketing@targetmol.cn China 19710 58

View Lastest Price from Zabofloxacin manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Zabofloxacin pictures 2024-10-24 Zabofloxacin
219680-11-2
US $1970.00-3400.00 / mg 10g TargetMol Chemicals Inc.
  • Zabofloxacin pictures
  • Zabofloxacin
    219680-11-2
  • US $1970.00-3400.00 / mg
  • TargetMol Chemicals Inc.
Zabofloxacin DW-224a Free base 1,8-Naphthyridine-3-carboxylic acid, 1-cyclopropyl-6-fluoro-1,4-dihydro-7-[8-(methoxyimino)-2,6-diazaspiro[3.4]oct-6-yl]-4-oxo- 219680-11-2