7-Chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid

CAS Number 100361-18-0

Chemistry Building Blocks, Fluorinated Building Blocks, Heterocyclic Building Blocks, Monomers

7-Chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid MSDS

7-Chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid CAS 100361-18-0

A fluorinated heterocyclic building block

Used as a synthesis intermediate for APIs in application of drug discovery

Overview
Related Products

7-Chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid (CAS number 100361-18-0) is derived from naphthyridine, a bicyclic heterocyclic, bearing a chlorine (7-position), a fluorine (6-position), a cyclopropyl (1-position), a carbonyl (4-position) and a carboxylic acid (3-position). 7-Chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid is an important intermediate for synthesizing Gemifloxacin, a quinolone antibiotic. It is also a molecular scaffold for many other active pharmaceutical ingredients (APIs) of anticancer and anti-inflammatory activities.

Chemical structure of Gemifloxacin, an antibiotic

7-Chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid has multiple metal-binding sides. The ketone and carboxylic acid form a 1,3-diketone moiety which binds transition metals to produce metal complexes. The drug-metal complexes show enhanced biological activity. The amines (1,8-position) in 7-chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid can also chelate to metal centres yielding complexes for APIs.

Multiple functional groups

For facile synthesis

Fluorinated naphthyridine building block

For drug discovery, medicinal chemistry, and biochemistry research

Worldwide shipping

Quick and reliable shipping

High purity

>98% High purity

General Information

CAS Number	100361-18-0
Chemical Formula	C₁₂H₁₈ClFN₂O₃
Full Name	7-Chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid
Molecular Weight	282.65 g/mol
Synonyms	1-Cyclopropyl-6-fluoro-7-chloride-4-oxo-1,4-dihydro-1,8-napthyridine-3-carboxylic acid
Classification / Family	Fluorinated building block, Heterocyclic building block, APIs, Antibiotics

Chemical Structure

Product Details

Purity	>98%
Melting Point	T_m = 224 °C
Appearance	Off-white powder

MSDS Documentation

7-Chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid MSDS Sheet

Literature and Reviews

1,8-Naphthyridine derivatives: a review of multiple biological activities, A. Madaan et al., Arch. Pharm. Chem. Life Sci., 348, 837–860(2015); DOI: DOI 10.1002/ardp.201500237.
1,8-Naphthyridine revisited: applications dimetal chemistry, J. Bera et al., Eur. J. Inorg. Chem. 2009(27), 4023–4038(2009); DOI: 10.1002/ejic.200900312.
1,8-Naphthyridine-3-carboxamide derivatives with anticancer and anti-inflammatory activity, V. Kumar et al., Eur. J. Med. Chem., 44(8), 3356–3362(2009); DOI: 10.1016/j.ejmech.2009.03.015.
Photophysics and photochemistry of nalidixic acid, P. Pavez et al., J. Photochem. Photobiol., 82, 254–261(2006); DOI: 10.1562/2005-04-11-RA-488.
Quinolones: a comprehensive review, C. Oliphant et al., Am. Fam. Physician, 65(3), 455–464(2002); PMID: 11858629.
Synthesis, characterization, antibacterial and anti-inflammatory activities of enoxacin metal complexes, S. Arayne et al., Bioinorg. Chem. Appl., 2009, 914105(2009); DOI: 10.1155/2009/914105.

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