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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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Garenoxacin Suppliers

J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
94657
Advantage
76
Chemsky (shanghai) International Co.,Ltd
Tel
021-50135380
Email
shchemsky@sina.com
Country
China
ProdList
15402
Advantage
60
NCE Biomedical Co.,Ltd.
Tel
4000-027-021 |24 +86-13986109188 | +86-15623472865 | +81-08033611988
Fax
+86-27-87599188
Country
China
ProdList
1493
Advantage
55
MedChemexpress LLC
Tel
021-58955995
Fax
609-228-5909
Email
sales@medchemexpress.cn
Country
United States
ProdList
4861
Advantage
58
Jinan Mingya Medical Technology Co., Ltd.
Tel
0531-85828981
Fax
+86-531-85806006
Email
864598798@qq.com
Country
China
ProdList
588
Advantage
58
Hefei TianRui Pharmaceutical Chemistry Co., Ltd.
Tel
0551-68933033 13956024211
Fax
0551-68935833
Email
trchem@163.com
Country
China
ProdList
87
Advantage
58
LETOPHARM LIMITED
Tel
+86-21-5821 5861
Fax
+86-21-5106 2861
Email
sales@letopharm.com
Country
China
ProdList
2384
Advantage
58
Shanghai Lollane Biological Technology Co.,Ltd.
Tel
021-52996696,15000506266 15000506266
Fax
+86-21-52996696
Country
China
ProdList
4566
Advantage
55
Twochem Co.Ltd
Tel
021-021-58111628 15800915896
Fax
QQ 3285589261
Email
sales@twochem.com
Country
China
ProdList
304
Advantage
55
Wuhan Bo-Sen Biological Technology Co., Ltd
Tel
027-51335350 15107175693
Fax
027-51335350
Email
bosenyuan@foxmail.com
Country
China
ProdList
192
Advantage
55
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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:


  • 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