4-Hydroxyquinoline-3-carboxylic acid (13721-01-2)
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Description
4-Hydroxyquinoline-3-carboxylic acid (13721-01-2) Specifications
CAS | 13721-01-2 |
CAS Min % | 98% |
CAS Max % | 100% |
MDL Number | MFCD00498984 |
InChI Key | ILNJBIQQAIIMEY-UHFFFAOYSA-N |
Chemical Name or Material | 4-Hydroxyquinoline-3-carboxylic acid |
Infrared Spectrum | Authentic |
Physical Form | Crystal-Powder at 20°C |
Packaging | Glass bottle |
Molecular Formula | C10H7NO3 |
Molecular Weight (g/mol) | 189.17 |
SMILES | C1=CC=C2C(=C1)C(=O)C(=CN2)C(=O)O |
Color | White-Yellow |
Melting Point | 267-273°C |
Assay | ≥98.0% |
At Apicmo.com, we develop, synthesize and manufacture a vast amount of 4-Dihydro-4-Oxo-Quinoline-3-Carboxylic Acid using guidelines of CGMP under our high quality control system. So whether you’re looking for small or large quantities of this compound for research or development, count on Apicmo.com. Just contact our friendly and professional customer care team today for more information. Below is the detailed information about the product.
Synonyms of the 4-Hydroxyquinoline-3-carboxylic acid (13721-01-2)
4-oxo-1,4-dihydroquinoline-3-carboxylic acid is also known as 4-Quinolone-3-carboxylic acid or 4-oxo-1,4-dihydro-3-quinolinecarboxylic acid or 4-Oxo-1,4-dihydroquinoline Carboxylic Acid or 4-OXO-1,4-DIHYDROQUINOLINE-3-CARBOXYLIC ACID or 1,4-Dihydro-4-oxo-3-quinolinecarboxylic acid or 1,2-Dihydro-4-oxo-quinoline-3-carboxylic acid or 1,4-DIHYDRO-4-OXO-QUINOLINE-3-CARBOXYLIC ACID or 3-Quinolinecarboxylic acid or 1,4-dihydro-4-oxo-.
Physical and chemical properties of the 4-Hydroxyquinoline-3-carboxylic acid (13721-01-2)
Chemical Name: 3-Ethoxycarbonyl-4(1H)-quinolone
Molecular Form: C₁₂H₁₁NO₃
Appearance: Beige Solid
Melting Point: 277-279°C
Mol. Weight: 217.22
Storage: Room Temp
Solubility: DMSO (Heated)
Stability: No Data Available
Category: Aromatics, Pharmaceuticals, Intermediates and Fine Chemicals.
Applications of 4-oxo-1,4-dihydro-3-quinolinecarboxylic acid
There are a lot of research done on Ethyl 4-oxo-1,4-dihydroquinoline-3-carboxylate as a novel of influenza endonuclease inhibitor. They also work as high-affinity ligands at the benzodiazepine site of the brain GABAA receptors.
Chemical structure of 4-oxo-1,4-dihydro-3-quinolinecarboxylic acid;

4-Hydroxyquinoline-3-carboxylic acid (13721-01-2)
Pharmacomodulations around the 4-Oxo-1,4-dihydroquinoline-3-carboxamides
CB 2 receptor selective ligands are some of the most popular medications since they play a vital role during physiopathological processes of this receptor. Therefore, the development of 4-oxo-1,4-dihydroquinoline-3-carboxamides was done with the aim of characterizing further the structure−functionality and structure−affinity relationships of these derivatives. The side chain’s influence was investigated by producing compounds bearing several keto and carboxamido substituents. The role of the quinoline central scaffold, on the other hand, was studied by producing several 6-, 7-, or 8-chloro-4-oxo-1,4-dihydroquinolines, 4-oxo-1,4-dihydrocinnoline, and 4-oxo-1,4-dihydronaphthyridine derivatives. The effect brought by these modifications on the functionality and affinity at the CB2 receptor was recorded and allowed for characterization of the new selective CB2 receptor ligands.
Computed properties of 4-oxo-1,4-dihydro-3-quinolinecarboxylic acid
Property Name | Property Value |
Covalently-Bonded Unit Count | 1 |
Defined Atom Stereocenter Count | 0 |
Isotope Atom Count | 0 |
Undefined Atom Stereocenter Count | 0 |
Undefined Bond Stereocenter Count | 0 |
Defined Bond Stereocenter Count | 0 |
Heavy Atom Count | 14 |
Formal Charge | 0 |
Compound Is Canonicalized | True |
Monoisotopic Mass | 189.043 g/mol |
XLogP3-AA | 1.8 |
Exact Mass | 189.043 g/mol |
Topological Polar Surface Area | 66.4 A^2 |
CACTVS Substructure Key Fingerprint | AAADcYByMAAAAAAAAAAAAAAAAAAAAAA AAAAwQAAAAAAAAACBAAAAHgAQCAAAD AzBmAQwyILAAgCIAqTWSACCAAAlAgAIiIE IZMgIJD7IlZGEYYhksABI2ceY2aOeAAAAAA ACAAAAAAAAAAQAAAAAAAAAAA== |
Molecular Weight | 189.17 g/mol |
Complexity | 309 |
Hydrogen Bond Donor Count | 2 |
Rotatable Bond Count | 1 |
Hydrogen Bond Acceptor Count | 4 |
4-Hydroxyquinoline-3-carboxylic acid (13721-01-2) Synthesis
To synthesise a series of 1-cyclopropyl-7-[4-(2,6 dimethoxy-pyrimidin-2-yl-diazenyl)-piperzin-1-yl]-6-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid and 1-cyclopropyl-7-[4-(2,6-dimethyl-pyrimidin-2-yl-diazenyl)-piperzin-1-yl]-6-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid and their dione derivatives and evaluated for their antibacterial activities.
Method
A series of 1-cyclopropyl-7-[4-(2,6 dimethoxy-pyrimidin-2-yl-diazenyl)-piperzin-1-yl]-6-fluoro-4-oxo-1,4-dihydro-quinoline-3- carboxylic acid and 1-cyclopropyl-7-[4-(2,6-dimethyl-pyrimidin-2-yl-diazenyl)-piperzin-1-yl]-6-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid and their dione derivatives were synthesized in moderate yield and characterized by IR, 1H NMR spectra and elemental analysis. The chemical compounds were evaluated for their in-vitro antibacterial activities against some Gram-negative and Gram-positive bacteria using conventional agar-dilution method.
Synthesis Route for 4-oxo-1,4-dihydro-3-quinolinecarboxylic acid
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4-Hydroxyquinoline-3-carboxylic acid Safety Information
1. Item Identification
Name: 4-Dihydro-4-oxo-3-quinolinecarboxylic acid
2. Identification Of Perils
Ingredients of Perils: 4-Oxo-1, 4-dihydroquinoline-3-carboxylic acid
Hazard statement(s)
- May cause an allergic skin reaction
- Causes serious eye irritation
Precautionary statement(s)
- Put on Protective Items like gloves
- In case of eye contact: Wash them gently with clean water in order to get rid of the chemical substances.
3. Regulatory Information
Stick to all Federal, State and local regulations
4. Composition, Information or Ingredients
Name: 1, 4-DIHYDRO-4-OXO-QUINOLINE-3-CARBOXYLIC ACID
5. Transport Information
Shipping Name: Classed non-hazardous for shipment
6. Disposal Considerations
Observe other rules as stated by the federal: Dissolve the compounds with a combustible solvent and use a regulated chemical incinerator that has both burner and scrubber. Follow the rules of the federal, states and local authority.
7. Toxicological Details
Acute effects: Irritants that affect the upper respiratory tract and ingestion.
8. First Aid Measures
Eye Contact: Ensure the elements do not get into contact with the contact lenses. In case it happens, rinse your eyes with clean water thoroughly. Keep the eyes open and seek immediate medical attention.
Skin Contact: In case these hazardous elements get into contact with the skin, wash with more water gently using nonabrasive soap. Cover the area with emollient and consult your dermatologists.
Inhalation: Get the affected person out of the area and administer oxygen in case he or she is having breathing problem. Consult your doctor for medication.
Ingestion: Avoid inducing vomiting to the victim instead get him or her water to drink and seek medical help.
9. Stability and Reactivity
Incompatibilities
Strong oxidizing agents
Strong acids and bases
Hazard Decomposition Products
Carbon: Carbon monoxide
Carbon dioxide
Nitrogen: Oxides of nitrogen
10. Handling and Storage
- Be cautious while handling the product
- Avoid excessive exposure to the hazardous ingredients
- Limit the level of chemical exposure
- Never breathe in the vapors or dusts
- Take safety measures into consideration after exposure
- Avoid the ingredients from getting into the eyes, skin and cloths.
- Close the container tightly
- Use only in a chemical fume hood.
- Store the product into dry and cool place
- Ensure adequate ventilation during use.
11. Exposure Controls and Personal Protection
- Put on Protective safety goggles on the eyes.
- Use protective gloves on hands while handling the chemicals
- Put on clothing and Boots that are chemical resistant
- Use the chemical in a well ventilated area
12. Physical and Chemical Properties
Appearance: Solid
13. Stability and Reactivity
Incompatibilities: Strong oxidizing agents
Strong acids and bases
Hazard Decomposition Products
Carbon: Carbon monoxide
Carbon dioxide
Nitrogen: Oxides of nitrogen
Technical Service
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1, 2-Dihydro-4-oxo-quinoline-3-carboxylic acid (13721-01-2) Bulk Ordering and Pricing:
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Bibliography
- Baughman, B. et al.: ACS. Chem. Biol., 7, 526 (2012); Gaurav, A. et al.: Medicin. Chem. Res., 20, 192 (2011);
- Seongil Kang, Subin Park, Kyung-su Kim, Changsik Song, and Yunmi Lee: The Journal of Organic Chemistry 2018 83 (5), 2694-2705
- Banerji, Biswadip; Chemical Communications (Cambridge, United Kingdom) 2005, (43), P5438-5440