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Pazufloxacin mesilate

Product Name
Pazufloxacin mesilate
CAS No.
163680-77-1
Chemical Name
Pazufloxacin mesilate
Synonyms
PASIL;T 3762;PAZUCROSS;PAZUFLOXACIN MESYLAS;Pazufloxacin mesilat;Mesylate pazufloxacin;PAZUFLOXACIN MESYLATE;PAZUFLOXACIN MESILATE;Pasofloxacin mesylate;PazufloxacinMesylate>
CBNumber
CB6188647
Molecular Formula
C17H19FN2O7S
Formula Weight
414.4053632
MOL File
163680-77-1.mol
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Pazufloxacin mesilate Property

Melting point:
>255°C (dec.)
alpha 
D20 -64.2° (c = 1 in 1.0N NaOH)
storage temp. 
-20°C Freezer
solubility 
Aqueous Base (Slightly), DMSO (Slightly)
form 
Solid
color 
Off-White to Pale Yellow
CAS DataBase Reference
163680-77-1(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi,C,F
Risk Statements 
36/37/38-34-11
Safety Statements 
26-45-36/37/39-16
RTECS 
UU8815400
HS Code 
29349990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TCI Chemical
Product number
P1962
Product name
Pazufloxacin Mesylate
Purity
>98.0%(HPLC)(T)
Packaging
1g
Price
$35
Updated
2024/03/01
TCI Chemical
Product number
P1962
Product name
Pazufloxacin Mesylate
Purity
>98.0%(HPLC)(T)
Packaging
5g
Price
$103
Updated
2023/06/20
Cayman Chemical
Product number
29249
Product name
Pazufloxacin (mesylate)
Packaging
1g
Price
$37
Updated
2024/03/01
Cayman Chemical
Product number
29249
Product name
Pazufloxacin (mesylate)
Packaging
25g
Price
$485
Updated
2024/03/01
Cayman Chemical
Product number
29249
Product name
Pazufloxacin (mesylate)
Packaging
5g
Price
$116
Updated
2024/03/01
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Pazufloxacin mesilate Chemical Properties,Usage,Production

Description

This fluoroquinolone was co-developed by Toyama and Mitsubishi Pharm and was launched for the intravenous therapy of respiratory, urinary, surgical, gynecological and systemic infections.

Description

Pazufloxacin is a broad-spectrum synthetic fluoroquinolone antibiotic. It is active against Gram-negative and Gram-positive bacteria, including clinical isolates of E. coli, K. pneumoniae, methicillin-susceptible and -resistant S. aureus, and methicillin-susceptible and -resistant S. epidermidis (MIC90s = 0.05, 0.1, 0.39, 12.5, 0.39, and 6.25 μg/ml, respectively). It inhibits E. coli, P. aeruginosa, and S. aureus DNA gyrase (IC50s = 0.88, 1.9, and 10.2 μg/ml, respectively) and S. aureus topoisomerase IV (IC50 = 24.2 μg/ml) in cell-free assays. In vivo, pazufloxacin is active against systemic E. coli, K. pneumoniae, and methicillin-resistant S. aureus infections in mice (ED50s = 0.15, 5.5, and 4.5 mg/kg, respectively).

Chemical Properties

Crystalline Solid

Uses

A fluorinated quinolone antibiotic. Antibacterial.

Synthesis

Pazufloxacin Mesilate is elegantly synthesized from commercially available 2,3,4,5-tetrafluorobenzoic acid (168) by an 11-step process with an overall yield 48% [68]. Starting material 168 was first treated with ethyl bromide and then with t-butyl cyanoacetate in the presence of potassium carbonate in DMSO in one flask to give acylated cyanoacetate 169. Intermediate 169 thus obtained without purification was refluxed in toluene with p-TSA to yield 4- cyanomethylbenzoate 170 in 90% yield from 168. Cyclopropanation at the benzylic position of 170 was performed by |á,|á-dialkylation with two equiv. of 1,2- dibromoethane under phase-transfer conditions to give cyanocyclopropyl compound 171. Cyano compound 171 was subjected to hydration with alkaline H2O2 to afford carboxamide 172 in 81% yield from 170. Subsequently, carboxamide 172 was treated with NaOCl for Hofmann rearrangement to give primary amine 173, which was protected as its N-acetyl derivative 174 for the next reaction. Treatment of 174 with imidazole in the presence of thionyl chloride and TEA generated an imidazolide intermediate, which was converted to |?-keto ester 175 by reacting with potassium ethyl malonate and MgCl2. Enamine 176 was obtained without purification by successive treatment of 175 with DMF-dimethylacetal and (S)-(+)-2-aminopropanol. Crude 176 was heated in DMSO in the presence of potassium carbonate to efficiently give tricycle product 177 in 80% yield from 174. Finally, the ethyl ester and acetamide in 177 were hydrolyzed under basic and acidic conditions, respectively, to give the free amine. Pazufloxacin mesilate (20) was obtained in 94% yield by treatment of its corresponding free amine with methanesulfonic acid in ethanol.

Pazufloxacin mesilate Preparation Products And Raw materials

Raw materials

Preparation Products

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Pazufloxacin mesilate Suppliers

TOKYO CHEMICAL INDUSTRY CO., LTD.
Tel
03-36680489
Fax
03-3668-0520
Email
Sales-JP@TCIchemicals.com
Country
Japan
ProdList
28387
Advantage
80
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View Lastest Price from Pazufloxacin mesilate manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
Product
Pazufloxacin mesilate 163680-77-1
Price
US $0.00-0.00/Kg/Drum
Min. Order
1KG
Purity
98%min
Supply Ability
500KG
Release date
2021-09-18
WUHAN CIRCLE POWDER TECHNOLOGY CO.,LTD
Product
Pazufloxacin mesilate 163680-77-1
Price
US $0.00/KG
Min. Order
100g
Purity
98%+
Supply Ability
100kg
Release date
2020-11-09
Hebei Mojin Biotechnology Co., Ltd
Product
Pazufloxacin mesilate 163680-77-1
Price
US $100.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
5000kg/week
Release date
2021-06-11

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  • 163680-77-1
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  • C16H15FN2O4xCH3SO3H
  • C16H15FN2O4CH4SO3
  • C16H15FN2O4CH3SO3H
  • C17H19FN2O7S
  • C16H15FN2O4CH4O3S
  • C17H19FN2SO7
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