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1029364-77-9

1029364-77-9

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  • 3-Quinolinecarboxylic acid, 1-cyclopropyl-8-fluoro-1,4-dihydro-6-methoxy-7-[(4aS,7aS)-octahydro-6H-pyrrolo[3,4-b]pyridin-6-yl]-4-oxo- 1029364-77-9

    Cas No: 1029364-77-9

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1029364-77-9 Usage

Description

8-Fluoro-6-methoxy Moxifloxacin Dihydrochloride, also known as Moxifloxacin EP Impurity D, is a chemical compound derived from Moxifloxacin (M745000). It is characterized by its pale yellow to pale green solid appearance and is primarily recognized as an impurity associated with Moxifloxacin.

Uses

Used in Pharmaceutical Industry:
8-Fluoro-6-methoxy Moxifloxacin Dihydrochloride is used as an impurity in the production and analysis of Moxifloxacin (M745000) for ensuring the quality and purity of the final pharmaceutical product. Its presence is crucial for maintaining the safety and efficacy of Moxifloxacin, which is a widely used fluoroquinolone antibiotic.
Additionally, understanding the properties and effects of this impurity can contribute to the development of improved formulations or alternative treatments in the field of pharmaceuticals.

Check Digit Verification of cas no

The CAS Registry Mumber 1029364-77-9 includes 10 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 7 digits, 1,0,2,9,3,6 and 4 respectively; the second part has 2 digits, 7 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 1029364-77:
(9*1)+(8*0)+(7*2)+(6*9)+(5*3)+(4*6)+(3*4)+(2*7)+(1*7)=149
149 % 10 = 9
So 1029364-77-9 is a valid CAS Registry Number.
InChI:InChI=1/C21H24FN3O4/c1-29-16-7-13-18(25(12-4-5-12)9-14(20(13)26)21(27)28)17(22)19(16)24-8-11-3-2-6-23-15(11)10-24/h7,9,11-12,15,23H,2-6,8,10H2,1H3,(H,27,28)/t11-,15+/m0/s1

1029364-77-9 Well-known Company Product Price

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  • USP

  • (1448640)  Moxifloxacin Related Compound D  United States Pharmacopeia (USP) Reference Standard

  • 1029364-77-9

  • 1448640-15MG

  • 14,309.10CNY

  • Detail

1029364-77-9SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

Product name 7-[(4aS,7aS)-1,2,3,4,4a,5,7,7a-octahydropyrrolo[3,4-b]pyridin-6-yl]-1-cyclopropyl-8-fluoro-6-methoxy-4-oxoquinoline-3-carboxylic acid

1.2 Other means of identification

Product number -
Other names UNII-8175L96X3L

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:1029364-77-9 SDS

1029364-77-9Synthetic route

C14H11F2NO4

C14H11F2NO4

(1S,6S)-2,8-diazabicyclo[4.3.0]nonane
151213-40-0

(1S,6S)-2,8-diazabicyclo[4.3.0]nonane

1-cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-7-[(4aS,7aS)-octahydro-1H-pyrrolo[3,4-b]pyridin-6-yl]-4-oxo-3-quinolinecarboxylic acid
1029364-77-9

1-cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-7-[(4aS,7aS)-octahydro-1H-pyrrolo[3,4-b]pyridin-6-yl]-4-oxo-3-quinolinecarboxylic acid

Conditions
ConditionsYield
Stage #1: C14H11F2NO4 With isobutylamine; copper dichloride In methanol; ethylene glycol at 50℃; for 4h; Inert atmosphere;
Stage #2: (1S,6S)-2,8-diazabicyclo[4.3.0]nonane In methanol; ethylene glycol for 5h; Reflux;		88.3%
C8H4ClF3O2

C8H4ClF3O2

1-cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-7-[(4aS,7aS)-octahydro-1H-pyrrolo[3,4-b]pyridin-6-yl]-4-oxo-3-quinolinecarboxylic acid
1029364-77-9

1-cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-7-[(4aS,7aS)-octahydro-1H-pyrrolo[3,4-b]pyridin-6-yl]-4-oxo-3-quinolinecarboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1.1: tetrachloromethane; magnesium / ethanol; toluene / 55 - 60 °C
1.2: 2 h / 30 - 35 °C
2.1: toluene-4-sulfonic acid / N,N-dimethyl-formamide; water / 10 h / 100 - 110 °C
3.1: 110 - 120 °C
4.1: dichloromethane / 0 - 40 °C
5.1: potassium carbonate / N,N-dimethyl-formamide / 3 h / 75 - 80 °C
6.1: zinc(II) chloride / 2 h / 110 - 115 °C
6.2: 85 - 115 °C
7.1: triethylamine / acetonitrile / 3 h / 20 - 95 °C
8.1: sodium hydroxide / 80 - 85 °C
View Scheme
C25H29BFN3O8

C25H29BFN3O8

1-cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-7-[(4aS,7aS)-octahydro-1H-pyrrolo[3,4-b]pyridin-6-yl]-4-oxo-3-quinolinecarboxylic acid
1029364-77-9

1-cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-7-[(4aS,7aS)-octahydro-1H-pyrrolo[3,4-b]pyridin-6-yl]-4-oxo-3-quinolinecarboxylic acid

Conditions
ConditionsYield
With sodium hydroxide at 80 - 85℃;58 g
C15H15F3O6

C15H15F3O6

1-cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-7-[(4aS,7aS)-octahydro-1H-pyrrolo[3,4-b]pyridin-6-yl]-4-oxo-3-quinolinecarboxylic acid
1029364-77-9

1-cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-7-[(4aS,7aS)-octahydro-1H-pyrrolo[3,4-b]pyridin-6-yl]-4-oxo-3-quinolinecarboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1.1: toluene-4-sulfonic acid / N,N-dimethyl-formamide; water / 10 h / 100 - 110 °C
2.1: 110 - 120 °C
3.1: dichloromethane / 0 - 40 °C
4.1: potassium carbonate / N,N-dimethyl-formamide / 3 h / 75 - 80 °C
5.1: zinc(II) chloride / 2 h / 110 - 115 °C
5.2: 85 - 115 °C
6.1: triethylamine / acetonitrile / 3 h / 20 - 95 °C
7.1: sodium hydroxide / 80 - 85 °C
View Scheme
C12H11F3O4

C12H11F3O4

1-cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-7-[(4aS,7aS)-octahydro-1H-pyrrolo[3,4-b]pyridin-6-yl]-4-oxo-3-quinolinecarboxylic acid
1029364-77-9

1-cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-7-[(4aS,7aS)-octahydro-1H-pyrrolo[3,4-b]pyridin-6-yl]-4-oxo-3-quinolinecarboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: 110 - 120 °C
2.1: dichloromethane / 0 - 40 °C
3.1: potassium carbonate / N,N-dimethyl-formamide / 3 h / 75 - 80 °C
4.1: zinc(II) chloride / 2 h / 110 - 115 °C
4.2: 85 - 115 °C
5.1: triethylamine / acetonitrile / 3 h / 20 - 95 °C
6.1: sodium hydroxide / 80 - 85 °C
View Scheme
C15H15F3O5

C15H15F3O5

1-cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-7-[(4aS,7aS)-octahydro-1H-pyrrolo[3,4-b]pyridin-6-yl]-4-oxo-3-quinolinecarboxylic acid
1029364-77-9

1-cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-7-[(4aS,7aS)-octahydro-1H-pyrrolo[3,4-b]pyridin-6-yl]-4-oxo-3-quinolinecarboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: dichloromethane / 0 - 40 °C
2.1: potassium carbonate / N,N-dimethyl-formamide / 3 h / 75 - 80 °C
3.1: zinc(II) chloride / 2 h / 110 - 115 °C
3.2: 85 - 115 °C
4.1: triethylamine / acetonitrile / 3 h / 20 - 95 °C
5.1: sodium hydroxide / 80 - 85 °C
View Scheme
C16H16F3NO4

C16H16F3NO4

1-cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-7-[(4aS,7aS)-octahydro-1H-pyrrolo[3,4-b]pyridin-6-yl]-4-oxo-3-quinolinecarboxylic acid
1029364-77-9

1-cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-7-[(4aS,7aS)-octahydro-1H-pyrrolo[3,4-b]pyridin-6-yl]-4-oxo-3-quinolinecarboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: potassium carbonate / N,N-dimethyl-formamide / 3 h / 75 - 80 °C
2.1: zinc(II) chloride / 2 h / 110 - 115 °C
2.2: 85 - 115 °C
3.1: triethylamine / acetonitrile / 3 h / 20 - 95 °C
4.1: sodium hydroxide / 80 - 85 °C
View Scheme
C14H11F2NO4

C14H11F2NO4

1-cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-7-[(4aS,7aS)-octahydro-1H-pyrrolo[3,4-b]pyridin-6-yl]-4-oxo-3-quinolinecarboxylic acid
1029364-77-9

1-cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-7-[(4aS,7aS)-octahydro-1H-pyrrolo[3,4-b]pyridin-6-yl]-4-oxo-3-quinolinecarboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: zinc(II) chloride / 2 h / 110 - 115 °C
1.2: 85 - 115 °C
2.1: triethylamine / acetonitrile / 3 h / 20 - 95 °C
3.1: sodium hydroxide / 80 - 85 °C
View Scheme
C18H16BF2NO8

C18H16BF2NO8

1-cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-7-[(4aS,7aS)-octahydro-1H-pyrrolo[3,4-b]pyridin-6-yl]-4-oxo-3-quinolinecarboxylic acid
1029364-77-9

1-cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-7-[(4aS,7aS)-octahydro-1H-pyrrolo[3,4-b]pyridin-6-yl]-4-oxo-3-quinolinecarboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: triethylamine / acetonitrile / 3 h / 20 - 95 °C
2: sodium hydroxide / 80 - 85 °C
View Scheme
2,3,4-trifluoro-5-methoxybenzoic acid
38233-47-5

2,3,4-trifluoro-5-methoxybenzoic acid

1-cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-7-[(4aS,7aS)-octahydro-1H-pyrrolo[3,4-b]pyridin-6-yl]-4-oxo-3-quinolinecarboxylic acid
1029364-77-9

1-cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-7-[(4aS,7aS)-octahydro-1H-pyrrolo[3,4-b]pyridin-6-yl]-4-oxo-3-quinolinecarboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1.1: N,N-dimethyl-formamide; thionyl chloride / 2.5 h / 90 - 95 °C
2.1: tetrachloromethane; magnesium / ethanol; toluene / 55 - 60 °C
2.2: 2 h / 30 - 35 °C
3.1: toluene-4-sulfonic acid / N,N-dimethyl-formamide; water / 10 h / 100 - 110 °C
4.1: 110 - 120 °C
5.1: dichloromethane / 0 - 40 °C
6.1: potassium carbonate / N,N-dimethyl-formamide / 3 h / 75 - 80 °C
7.1: zinc(II) chloride / 2 h / 110 - 115 °C
7.2: 85 - 115 °C
8.1: triethylamine / acetonitrile / 3 h / 20 - 95 °C
9.1: sodium hydroxide / 80 - 85 °C
View Scheme
1-cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-7-[(4aS,7aS)-octahydro-1H-pyrrolo[3,4-b]pyridin-6-yl]-4-oxo-3-quinolinecarboxylic acid
1029364-77-9

1-cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-7-[(4aS,7aS)-octahydro-1H-pyrrolo[3,4-b]pyridin-6-yl]-4-oxo-3-quinolinecarboxylic acid

sodium methylate
124-41-4

sodium methylate

C22H27N3O5
1029364-73-5

C22H27N3O5

Conditions
ConditionsYield
With dimethyl sulfoxide at 110 - 145℃; Temperature;81%

1029364-77-9Downstream Products

1029364-77-9Relevant articles and documents

Method for synthesizing moxifloxacin and derivatives thereof

-

Paragraph 0063-0066, (2019/10/01)

The invention provides a method for synthesizing moxifloxacin and derivatives thereof. Aminopyrrolidone derivatives are constructed to further obtain (S,S)-2,8-diazo-bicyclo[4.3.0]nonane so as to synthesize the moxifloxacin and the derivatives thereof. The method has the beneficial effects that raw materials are wide in source and low in price; chiral resolution is not needed in a preparation process; the yield and purity are relatively high; the process cost is further reduced; obvious economic value is achieved.

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