Garenoxacin

ChemicalBook > CAS DataBase List > Garenoxacin

Product Name: 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
Formula Weight: 426.41
MOL File: 194804-75-6.mol

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Garenoxacin Property

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
InChI: InChI=1S/C23H20F2N2O4/c1-11-15-5-2-12(8-13(15)9-26-11)16-6-7-17-19(21(16)31-23(24)25)27(14-3-4-14)10-18(20(17)28)22(29)30/h2,5-8,10-11,14,23,26H,3-4,9H2,1H3,(H,29,30)/t11-/m1/s1
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

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H301Toxic if swalloed

H361Suspected of damaging fertility or the unborn child

Precautionary statements

P201Obtain special instructions before use.

P202Do not handle until all safety precautions have been read and understood.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

P308+P313IF exposed or concerned: Get medical advice/attention.

P321Specific treatment (see … on this label).

P330Rinse mouth.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

TRC

Product number: G245500
Product name: Garenoxacin
Packaging: 250mg
Price: $1455
Updated: 2021/12/16

Usbiological

Product number: 278310
Product name: Garenoxacin
Packaging: 1mg
Price: $396
Updated: 2021/12/16

Matrix Scientific

Product number: 090188
Product name: (R)-1-Cyclopropyl-8-(difluoromethoxy)-7-(1-methylisoindolin-5-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
Purity: 95+%
Packaging: 250mg
Price: $691
Updated: 2021/12/16

American Custom Chemicals Corporation

Product number: API0013692
Product name: GARENOXACIN
Purity: 95.00%
Packaging: 50MG
Price: $700
Updated: 2021/12/16

Matrix Scientific

Product number: 090188
Product name: (R)-1-Cyclopropyl-8-(difluoromethoxy)-7-(1-methylisoindolin-5-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
Purity: 95+%
Packaging: 1g
Price: $1623
Updated: 2021/12/16

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Garenoxacin Chemical Properties,Usage,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

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View Lastest Price from Garenoxacin manufacturers

PUSHAN INDUSTRIAL (SHAANXI) CO.,LTD

Product: Garenoxacin 194804-75-6
Price: US $0.00/kg
Min. Order: 1kg
Purity: 98% HPLC
Supply Ability: 500 kgs
Release date: 2024-05-17

Henan Aochuang Chemical Co.,Ltd.

Product: Garenoxacin 194804-75-6
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: 98%
Supply Ability: 1Ton
Release date: 2022-09-22

Dideu Industries Group Limited

Product: Garenoxacin 194804-75-6
Price: US $1.10/g
Min. Order: 1g
Purity: 99.9%
Supply Ability: 100 Tons min
Release date: 2021-07-20

194804-75-6, GarenoxacinRelated Search:

p-Anisaldehyde Anisole Methylparaben Bensulfuron methyl Thiophanate-methyl Ofloxacin Norfloxacin (Trifluoromethoxy)benzene Ciprofloxacin METSULFURON METHYL Levofloxacin POLY(ETHYLENE GLYCOL) METHYL ETHER ACRYLATE Methyl acetate m-Anisyl alcohol Kresoxim-methyl Methyl acrylate Methoxyacetic acid Gatifloxacin

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

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