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Garenoxacin

CAS No.
194804-75-6
Chemical Name:
Garenoxacin
Synonyms
T 3811;T-3811;Aids080974;Aids-080974;Garenoxacin;Ganefloxacin;GARENOXACIN HBR;Garenoxacin USP/EP/BP;Garenoxacin (BMS-284756);223652-82-2 (Mesylate salt)
CBNumber:
CB01504008
Molecular Formula:
C23H20F2N2O4
Molecular Weight:
426.41
MDL Number:
MFCD08141853
MOL File:
194804-75-6.mol
MSDS File:
SDS
Last updated:2024-05-18 08:51:57

Garenoxacin Properties

Melting point 226-227°; mp 234-235°
alpha D27 -9.0° (c = 0.10 in N,N-dimethylformamide)
Boiling point 581.5±50.0 °C(Predicted)
Density 1.421±0.06 g/cm3(Predicted)
storage temp. Hygroscopic, -20°C Freezer, Under inert atmosphere
solubility DMF (Slightly, Heated), DMSO (Slightly, Heated), Methanol (Slightly, Heated)
form Solid
pka 6.44±0.50(Predicted)
color Off-White to Pale Yellow
Stability Hygroscopic
InChIKey NJDRXTDGYFKORP-LLVKDONJSA-N
SMILES N1(C2CC2)C2=C(C=CC(C3C=CC4=C(C=3)CN[C@@H]4C)=C2OC(F)F)C(=O)C(C(O)=O)=C1
FDA UNII V72H9867WB
ATC code J01MA19

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS06,GHS08
Signal word  Danger
Hazard statements  H301-H361
Precautionary statements  P201-P202-P264-P270-P280-P301+P310-P321-P330-P308+P313-P405-P501
NFPA 704
0
2 0

Garenoxacin price More Price(7)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TRC G245500 Garenoxacin 194804-75-6 250mg $1455 2021-12-16 Buy
Usbiological 278310 Garenoxacin 194804-75-6 1mg $396 2021-12-16 Buy
Matrix Scientific 090188 (R)-1-Cyclopropyl-8-(difluoromethoxy)-7-(1-methylisoindolin-5-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid 95+% 194804-75-6 250mg $691 2021-12-16 Buy
American Custom Chemicals Corporation API0013692 GARENOXACIN 95.00% 194804-75-6 50MG $700 2021-12-16 Buy
Matrix Scientific 090188 (R)-1-Cyclopropyl-8-(difluoromethoxy)-7-(1-methylisoindolin-5-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid 95+% 194804-75-6 1g $1623 2021-12-16 Buy
Product number Packaging Price Buy
G245500 250mg $1455 Buy
278310 1mg $396 Buy
090188 250mg $691 Buy
API0013692 50MG $700 Buy
090188 1g $1623 Buy

Garenoxacin Chemical Properties,Uses,Production

Description

Garenoxacin is a new quinolone antimicrobial agent that exhibits a broad spectrum of activity against both Gram-negative and Gram-positive organisms, including the important community-acquired respiratory pathogens S.pneumoniae, Haemophilus influenzae, and Moraxella catarrhalis. In addition, it has potent activity against several resistant strains such as multidrug-resistant S.pneumoniae, methicillin-resistant S.aureus (MRSA), and vancomycin-resistant enterococci (VRE). It was launched in Japan as an oral treatment for respiratory tract and otorhinolaryngological infections. As with other quinolone antibiotics marketed in recent years, the mechanism of action of garenoxacin involves dual inhibition of two essential bacterial enzymes, DNA gyrase and topoisomerase IV. The lack of 6-fluoro substituent does not adversely affect its potency of inhibiting DNA gyrase (Escherichia coli, IC50 0.17 mg/mL) or topoisomerase IV (S. aureus, IC50 2.19 mg/ mL).
In human pharmacokinetic studies, oral garenoxacin results in dose-proportionate increases of plasma Cmax and AUC values at doses ranging from 50 to 1,200 mg. Its oral bioavailability is about 95%, and the mean terminal half-life is 15.4 h.
The most common adverse events associated with garenoxacin were rash, dizziness, nausea, headache, and pruritus. Garenoxacin is chemically derived in a sequence of 14 steps, 12 of which entail the construction of a key quinolone intermediate, 7-bromo-1- cyclopropyl-8-(difluoromethoxy)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid ethyl ester. Subsequently, Suzuki cross-coupling reaction of this intermediate with (R)-[1-methyl-2-(trityl)isoindolin-5-yl]boronic acid, followed by deprotection of the trityl group and ester hydrolysis with hydrochloric acid gives garenoxacin. The chiral isoindoline reagent is obtained from racemic 5-bromo-2-methylisoindoline via coupling with N-CBZ-L-phenylalanine, separation of diastereomers by chromatography, cleavage of the chiral auxiliary, N-tritylation, halogen-metal exchange with butyllithium, and boronation with triisopropyl borate.

Originator

Toyama (Japan)

Uses

Des-F(6)-quinolone antibacterial; topoisomerase II inhibitor. Antibacterial.

Definition

ChEBI: A quinolinemonocarboxylic acid that is 1,4-dihydroquinoline-3-carboxylic acid that is substituted by a cyclopropyl group at position 1, an oxo group at position 4, a (1R)-1-methyl-2,3-dihydro-1H-isoindol-5-yl group at po ition 7, and a difluoromethoxy group at position 8.

brand name

Geninax

Garenoxacin Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 113)Suppliers
Supplier Tel Email Country ProdList Advantage
Hefei TianRui Pharmaceutical Chemical Co., Ltd.
+86-0551-68665055 +86-+86-18616906106 sales@trywchem.com China 148 58
Capot Chemical Co.,Ltd.
+86-(0)57185586718 +86-13336195806 sales@capot.com China 29791 60
Beijing Cooperate Pharmaceutical Co.,Ltd
010-60279497 sales01@cooperate-pharm.com CHINA 1803 55
career henan chemical co
+86-0371-86658258 +8613203830695 sales@coreychem.com China 29880 58
Biochempartner
0086-13720134139 candy@biochempartner.com CHINA 965 58
Chongqing Chemdad Co., Ltd
+86-023-6139-8061 +86-86-13650506873 sales@chemdad.com China 39894 58
Alchem Pharmtech,Inc.
8485655694 sales@alchempharmtech.com United States 63687 58
CONIER CHEM AND PHARMA LIMITED
+8618523575427 sales@conier.com China 49374 58
HANGZHOU CLAP TECHNOLOGY CO.,LTD
86-571-88216897,88216896 13588875226 sales@hzclap.com CHINA 6312 58
Dideu Industries Group Limited
+86-29-89586680 +86-15129568250 1026@dideu.com China 22785 58

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  • Mar 18,2022

View Lastest Price from Garenoxacin manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Garenoxacin pictures 2024-11-14 Garenoxacin
194804-75-6
US $0.00-0.00 / G 1G 99.99% 1KGS Hefei TianRui Pharmaceutical Chemical Co., Ltd.
Garenoxacin pictures 2024-09-09 Garenoxacin
194804-75-6
US $0.00 / kg 1kg 98% HPLC 500 kgs PUSHAN INDUSTRIAL (SHAANXI) CO.,LTD
Garenoxacin pictures 2022-09-23 Garenoxacin
194804-75-6
US $0.00-0.00 / kg 1kg 98% 1Ton Henan Aochuang Chemical Co.,Ltd.
  • Garenoxacin pictures
  • Garenoxacin
    194804-75-6
  • US $0.00-0.00 / G
  • 99.99%
  • Hefei TianRui Pharmaceutical Chemical Co., Ltd.
  • Garenoxacin pictures
  • Garenoxacin
    194804-75-6
  • US $0.00 / kg
  • 98% HPLC
  • PUSHAN INDUSTRIAL (SHAANXI) CO.,LTD
  • Garenoxacin pictures
  • Garenoxacin
    194804-75-6
  • US $0.00-0.00 / kg
  • 98%
  • Henan Aochuang Chemical Co.,Ltd.
1-Cyclopropyl-8-(difluoroMethoxy)-7-[(1R)-2,3-dihydro-1-Methyl-1H-isoindol-5-yl]-1,4-dihydro-4-oxo-3-quinolinecarboxylic Acid Ganefloxacin (R)-1-Cyclopropyl-8-(difluoroMethoxy)-7-(1-Methylisoindolin-5-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid (R)-1-Cyclopropyl-8-(difluoromethoxy)-7-(1-methylisoindolin-5-yl)-4-oxo-1,4-dihydroquinoline-3-ca GARENOXACIN HBR Garenoxacin 1-Cyclopropyl-8-(difluoromethoxy)-7-[(1R)-1-methyl-2,3-dihydro-1H-isoindol-5-yl]-4-oxoquinoline-3-carboxylic acid 1-Cyclopropyl-8-(difluoromethoxy)-7-[(1R)-(1-methyl-2,3-dihydro-1H-5-isoindolyl)-4-oxo-1,4-dihydro-3-quinolinecarboxylic acid 223652-82-2 (Mesylate salt) Aids080974 Aids-080974 Bms 284756 (*mesylate salt*) Bms-284756 (*mesylate salt*) T 3811 T-3811 (R)-1-Cyclopropyl-8-(difluoromethoxy)-7-(1-methylisoindolin-5-yl)-4-oxo-1,4-dihydroquinoline-3 3-Quinolinecarboxylic acid, 1-cyclopropyl-8-(difluoromethoxy)-7-[(1R)-2,3-dihydro-1-methyl-1H-isoindol-5-yl]-1,4-dihydro-4-oxo- Garenoxacin USP/EP/BP Garenoxacin (BMS-284756) 194804-75-6 API Amines Chiral Reagents Heterocycles Intermediates & Fine Chemicals Pharmaceuticals