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68077-26-9

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  • High quality Amixtureof:7-Chloro-1-Ethyl-6-Fluoro-1,4-Dihydro-4-Oxo-Quinoline-3-Carboxylicacidand5-Chloro-1-Ethyl-6-Fluoro-1,4-Dihydro-4-Oxo-Quinoline-3-Carboxylicacid supplier in China

    Cas No: 68077-26-9

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  • Simagchem Corporation
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68077-26-9 Usage

Description

1-Ethyl-7-chloro-6-fluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid, also known as Norfloxacin EP Impurity A or Norfloxacin USP Related Compound A, is a white powder chemical compound. It is a derivative of the quinoline family and serves as an intermediate in the synthesis of Norfloxacin, a widely used fluoroquinolone antibiotic.

Uses

Used in Pharmaceutical Industry:
1-Ethyl-7-chloro-6-fluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid is used as an intermediate in the synthesis of Norfloxacin, a fluoroquinolone antibiotic. It is utilized for its antimicrobial properties, which are effective against a broad range of bacterial infections, including urinary tract infections, respiratory infections, and skin infections.
Used in Quality Control:
1-Ethyl-7-chloro-6-fluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid is used as a reference compound in the quality control and standardization of Norfloxacin products. It helps ensure the purity, potency, and safety of the final drug product by serving as a benchmark for comparison during various analytical tests and assays.

Check Digit Verification of cas no

The CAS Registry Mumber 68077-26-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 6,8,0,7 and 7 respectively; the second part has 2 digits, 2 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 68077-26:
(7*6)+(6*8)+(5*0)+(4*7)+(3*7)+(2*2)+(1*6)=149
149 % 10 = 9
So 68077-26-9 is a valid CAS Registry Number.
InChI:InChI=1/C12H9ClFNO3/c1-2-15-5-7(12(17)18)11(16)6-3-9(14)8(13)4-10(6)15/h3-5H,2H2,1H3,(H,17,18)/p-1

68077-26-9 Well-known Company Product Price

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  • (Code)Product description
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  • TCI America

  • (C2897)  7-Chloro-1-ethyl-6-fluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic Acid  >98.0%(HPLC)(T)

  • 68077-26-9

  • 1g

  • 490.00CNY

  • Detail
  • TCI America

  • (C2897)  7-Chloro-1-ethyl-6-fluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic Acid  >98.0%(HPLC)(T)

  • 68077-26-9

  • 5g

  • 1,990.00CNY

  • Detail
  • Alfa Aesar

  • (B22373)  7-Chloro-1-ethyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid, 94%   

  • 68077-26-9

  • 5g

  • 704.0CNY

  • Detail
  • Alfa Aesar

  • (B22373)  7-Chloro-1-ethyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid, 94%   

  • 68077-26-9

  • 25g

  • 2611.0CNY

  • Detail
  • Alfa Aesar

  • (B22373)  7-Chloro-1-ethyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid, 94%   

  • 68077-26-9

  • 100g

  • 7876.0CNY

  • Detail
  • Sigma-Aldrich

  • (N1230010)  Norfloxacin impurity A  European Pharmacopoeia (EP) Reference Standard

  • 68077-26-9

  • N1230010

  • 1,880.19CNY

  • Detail
  • USP

  • (1471517)  Norfloxacin Related Compound A  United States Pharmacopeia (USP) Reference Standard

  • 68077-26-9

  • 1471517-15MG

  • 14,500.98CNY

  • Detail

68077-26-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 7-Chloro-1-ethyl-6-fluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid

1.2 Other means of identification

Product number -
Other names 7-chloro-1-ethyl-6-fluoro-4-oxoquinoline-3-carboxylic acid

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:68077-26-9 SDS

68077-26-9Synthetic route

1-ethyl-6-fluoro-7-chloro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid ethyl ester
70458-94-5

1-ethyl-6-fluoro-7-chloro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid ethyl ester

7-chloro-1-ethyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
68077-26-9

7-chloro-1-ethyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

Conditions
ConditionsYield
Stage #1: 1-ethyl-6-fluoro-7-chloro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid ethyl ester With water; sodium hydroxide In ethanol at 90℃; for 1.5h;
Stage #2: With hydrogenchloride In ethanol; water pH=2;
92%
With sulfuric acid In water; acetic acid for 1.5h; Heating;91%
With water; sodium hydroxide In ethanol for 2.5h; Reflux;91%

68077-26-9Relevant articles and documents

A New Short and Efficient Strategy for the Synthesis of Quinolone Antibiotics

Jackson, Andrew,Meth-Cohn, Otto

, p. 1319 - 1320 (1995)

A simple protocol for the synthesis of quinolone antibiotics is exemplified for the synthesis of norfloxacin; 3-chloro-4-fluoroaniline with triethyl orthoformate is transformed into its N-ethyl-N-formyl derivative which reacts with methyl malonyl morpholide and phosphoryl chloride at 100 deg C to give 6-fluoro-7-chloro-1-ethylquinol-4-one-3-carboxylic acid, which has previously been converted into norfloxacin by the action of piperazine.

Developing ciprofloxacin analogues against plant DNA gyrase: A novel herbicide mode of action

Wallace, Michael D.,Waraich, Nidda F.,Debowski, Aleksandra W.,Corral, Maxime G.,Maxwell, Anthony,Mylne, Joshua S.,Stubbs, Keith A.

supporting information, p. 1869 - 1872 (2018/02/23)

Ciprofloxacin has been shown to exhibit potent herbicidal activity through action against plant DNA gyrase, presenting a novel mode of action. Analogues of ciprofloxacin have been prepared with increased herbicidal activity and diminished antibacterial activity, compared to ciprofloxacin, as demonstrated using model systems.

MONOCARBOXYLATE TRANSPORT MODULATORS AND USES THEREOF

-

Paragraph 00101, (2016/06/20)

The invention generally relates to the field of monocarboxylate transport modulators, e.g., monocarboxylate transport inhibitors, and more particularly to new substituted-quinolone compounds, the synthesis and use of these compounds and their pharmaceutical compositions, e.g., in treating, modulating, forestalling and/or reducing physiological conditions associated with monocarboxylate transport activity such as in treating cancer and other neoplastic disorders, inflammatory diseases, disorders of abnormal tissue growth and fibrosis including cardiomyopathy, obesity, diabetes, cardiovascular diseases, tissue and organ transplant rejection, and malaria.

Operative conversions of 3-carboxy-4-quinolones into 3-nitro-4-quinolones via ipso-nitration: Potential antifilarial agents as inhibitors of Brugia malayi thymidylate kinase

Azad, Chandra S.,Balaramnavar, Vishal M.,Khan, Imran A.,Doharey, Pawan K.,Saxena, Jitendra K.,Saxena, Anil K.

, p. 82208 - 82214 (2015/10/12)

An efficient, cost effective and green methodology for ipso nitration in the synthesis of the 3-nitro derivative of 3-carboxy 4-quinolones has been developed by the quantitative use of copper acetate and silver nitrate in water. The observed regioselectivity of nitration is explained by the DFT calculations. Three of these compounds with IC50 values (2.9-3.4 μmol) against Brugia malayi thymidylate kinase may be good antifilarial agents as also evidenced by molecular docking studies.

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