Cas no 127371-54-4 (Methyl 1-cyclopropyl-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate)
Methyl 1-cyclopropyl-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate is a fluorinated quinolone derivative with a cyclopropyl substituent at the N1 position, exhibiting structural features associated with antimicrobial activity. The difluoro substitution at the 6,7 positions enhances lipophilicity and membrane permeability, while the ester group at the 3-position offers synthetic versatility for further modifications. This compound serves as a key intermediate in the synthesis of advanced quinolone-based pharmaceuticals, particularly antibiotics targeting DNA gyrase and topoisomerase IV. Its rigid cyclopropane ring contributes to metabolic stability, and the carboxylate ester functionality allows for controlled hydrolysis to the corresponding carboxylic acid, a common pharmacophore in bioactive quinolones. The compound is typically handled under controlled conditions due to its potential reactivity.
127371-54-4 structure
Product Name:Methyl 1-cyclopropyl-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate
CAS No:127371-54-4
MF:C14H11F2NO3
MW:279.238850831985
MDL:MFCD30179694
CID:2449795
PubChem ID:11492850
Update Time:2025-10-29
Methyl 1-cyclopropyl-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate Chemical and Physical Properties
Names and Identifiers
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- METHYL 1-CYCLOPROPYL-6,7-DIFLUORO-4-OXO-1,4-DIHYDROQUINOLINE-3-CARBOXYLATE
- methyl 1-cyclopropyl-6,7-difluoro-4-oxoquinoline-3-carboxylate
- methyl 1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate
- 1-Cyclopropyl-4-oxo-6,7-difluoro-1,4-dihydroquinoline-3-carboxylic acid methyl ester
- methyl 1-cyclopropyl-6,7-difluoro-1, 4-dihydro-4-oxo-3-quinolinecarboxylate
- SCHEMBL9577810
- WGZPDLDHADAWSC-UHFFFAOYSA-N
- 127371-54-4
- DB-198396
- Methyl 1-cyclopropyl-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate
-
- MDL: MFCD30179694
- Inchi: 1S/C14H11F2NO3/c1-20-14(19)9-6-17(7-2-3-7)12-5-11(16)10(15)4-8(12)13(9)18/h4-7H,2-3H2,1H3
- InChI Key: WGZPDLDHADAWSC-UHFFFAOYSA-N
- SMILES: FC1C(=CC2C(C(C(=O)OC)=CN(C=2C=1)C1CC1)=O)F
Computed Properties
- Exact Mass: 279.07069954 g/mol
- Monoisotopic Mass: 279.07069954 g/mol
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 0
- Hydrogen Bond Acceptor Count: 6
- Heavy Atom Count: 20
- Rotatable Bond Count: 3
- Complexity: 475
- Covalently-Bonded Unit Count: 1
- Defined Atom Stereocenter Count: 0
- Undefined Atom Stereocenter Count : 0
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- Molecular Weight: 279.24
- XLogP3: 1.6
- Topological Polar Surface Area: 46.6
Methyl 1-cyclopropyl-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| eNovation Chemicals LLC | D540900-25g |
METHYL 1-CYCLOPROPYL-6,7-DIFLUORO-4-OXO-1,4-DIHYDROQUINOLINE-3-CARBOXYLATE |
127371-54-4 | 97% | 25g |
$300 | 2024-06-05 | |
| eNovation Chemicals LLC | D540900-100g |
METHYL 1-CYCLOPROPYL-6,7-DIFLUORO-4-OXO-1,4-DIHYDROQUINOLINE-3-CARBOXYLATE |
127371-54-4 | 97% | 100g |
$800 | 2024-06-05 | |
| eNovation Chemicals LLC | D540900-500g |
METHYL 1-CYCLOPROPYL-6,7-DIFLUORO-4-OXO-1,4-DIHYDROQUINOLINE-3-CARBOXYLATE |
127371-54-4 | 97% | 500g |
$1500 | 2024-06-05 | |
| eNovation Chemicals LLC | D540900-1kg |
METHYL 1-CYCLOPROPYL-6,7-DIFLUORO-4-OXO-1,4-DIHYDROQUINOLINE-3-CARBOXYLATE |
127371-54-4 | 97% | 1kg |
$2000 | 2024-06-05 | |
| Ambeed | A876975-10mg |
Methyl 1-cyclopropyl-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate |
127371-54-4 | 97% | 10mg |
$68.0 | 2025-03-16 | |
| eNovation Chemicals LLC | D540900-25g |
METHYL 1-CYCLOPROPYL-6,7-DIFLUORO-4-OXO-1,4-DIHYDROQUINOLINE-3-CARBOXYLATE |
127371-54-4 | 97% | 25g |
$300 | 2025-03-01 | |
| eNovation Chemicals LLC | D540900-500g |
METHYL 1-CYCLOPROPYL-6,7-DIFLUORO-4-OXO-1,4-DIHYDROQUINOLINE-3-CARBOXYLATE |
127371-54-4 | 97% | 500g |
$1500 | 2025-03-01 | |
| eNovation Chemicals LLC | D540900-100g |
METHYL 1-CYCLOPROPYL-6,7-DIFLUORO-4-OXO-1,4-DIHYDROQUINOLINE-3-CARBOXYLATE |
127371-54-4 | 97% | 100g |
$800 | 2025-03-01 | |
| eNovation Chemicals LLC | D540900-1kg |
METHYL 1-CYCLOPROPYL-6,7-DIFLUORO-4-OXO-1,4-DIHYDROQUINOLINE-3-CARBOXYLATE |
127371-54-4 | 97% | 1kg |
$2000 | 2025-03-01 | |
| eNovation Chemicals LLC | D540900-25g |
METHYL 1-CYCLOPROPYL-6,7-DIFLUORO-4-OXO-1,4-DIHYDROQUINOLINE-3-CARBOXYLATE |
127371-54-4 | 97% | 25g |
$300 | 2025-02-19 |
Methyl 1-cyclopropyl-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate Related Literature
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Hanie Hashtroudi,Ian D. R. Mackinnon J. Mater. Chem. C, 2020,8, 13108-13126
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Vishwesh Venkatraman,Marco Foscato,Vidar R. Jensen,Bj?rn K?re Alsberg J. Mater. Chem. A, 2015,3, 9851-9860
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Abdelaziz Houmam,Emad M. Hamed Chem. Commun., 2012,48, 11328-11330
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Alexandre Vimont,Arnaud Travert,Philippe Bazin,Jean-Claude Lavalley,Marco Daturi,Christian Serre,Gérard Férey,Sandrine Bourrelly,Philip L. Llewellyn Chem. Commun., 2007, 3291-3293
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