quinoline-4-carboxylic acid profile

Quinoline-4-carboxylic acid, also known as cinchoninic acid, is a heterocyclic organic compound that serves as a versatile building block in medicinal chemistry. It is a white solid with a melting point of 238 °C. The synthesis of quinoline-4-carboxylic acid can be achieved through various methods, including the Skraup synthesis and the Friedländer synthesis. The compound is known to exhibit various pharmacological properties, including anti-inflammatory, antibacterial, and antifungal activities. Its importance lies in its potential applications as a drug lead for the development of new therapeutic agents. Research focuses on its potential to treat various diseases, such as cancer, infections, and inflammatory disorders. The study of quinoline-4-carboxylic acid is driven by its unique chemical structure and its diverse biological activities, making it a promising target for drug discovery and development.'

quinoline-4-carboxylic acid: structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

ID Source	ID
PubMed CID	10243
CHEMBL ID	4435617
CHEBI ID	18311
SCHEMBL ID	228713
MeSH ID	M0166569

Synonym
CHEBI:18311
DIVK1C_001119
SDCCGMLS-0065933.P001
4-carboxyquinoline
einecs 207-640-1
brn 0005224
nsc 13138
CDS1_000079
nsc13138
nsc-13138
usaf d-2
cinchoninic acid
wln: t66 bnj evq
OPREA1_466681
C06414
cinchonic acid
486-74-8
4-quinolinecarboxylic acid
quinoline-4-carboxylic acid
4-quinolinecarboxylic acid, 97%
MAYBRIDGE1_002367
AKOS000270283
HMS548D13
Q0065
STK802543
A7349
4-quinolinecarboxylicacid
w6v42sq9e8 ,
5-22-03-00204 (beilstein handbook reference)
unii-w6v42sq9e8
FT-0602292
AM20061247
AE-562/40181210
S6095
SCHEMBL228713
AB01122702-03
VQMSRUREDGBWKT-UHFFFAOYSA-N
quinoline4-carboxylic acid
4-quinoline carboxylic acid
TS-02368
STR06438
AC-25671
mfcd00006782
J-524193
DTXSID20197567
4-quinolinecarboxylate
cinchoninsaure
CS-0008340
SY021566
F0001-1273
NCGC00338192-01
HY-Y0057
Q27102986
CHEMBL4435617 ,
SB67877
bdbm50518656
EN300-21700
4-quinolinic acid
n-quinoline-4-carboxylic acid
Z104509698

Class	Description
quinolinemonocarboxylic acid	Any aromatic carboxylic acid that contains a quinoline moiety that is substituted by one carboxy substituent.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Protein	Taxonomy	Measurement	Average	Min (ref.)	Avg (ref.)	Max (ref.)	Bioassay(s)
Reverse transcriptase/RNaseH	Human immunodeficiency virus 1	IC50 (µMol)	9,600.0000	0.0001	1.0768	10.0000	AID1575185
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Assay ID	Title	Year	Journal	Article
AID1575185	Inhibition of HIV1 reverse transcriptase assessed as reduction in [3H]dTTP incorporation using poly(rA)/oligo(dT) as template/primer after 30 mins by scintillation counting method	2019	Bioorganic & medicinal chemistry letters, 02-01, Volume: 29, Issue:3	Multiple weak intercalation as a strategy for the inhibition of polymerases.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	24 (47.06)	18.7374
1990's	5 (9.80)	18.2507
2000's	8 (15.69)	29.6817
2010's	9 (17.65)	24.3611
2020's	5 (9.80)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Publication Type	This drug (%)	All Drugs (%)
Trials	0 (0.00%)	5.53%
Reviews	0 (0.00%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	53 (100.00%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
hydrochloric acid Hydrochloric Acid: A strong corrosive acid that is commonly used as a laboratory reagent. It is formed by dissolving hydrogen chloride in water. GASTRIC ACID is the hydrochloric acid component of GASTRIC JUICE.. hydrogen chloride : A mononuclear parent hydride consisting of covalently bonded hydrogen and chlorine atoms.	2.11	1	chlorine molecular entity; gas molecular entity; hydrogen halide; mononuclear parent hydride	mouse metabolite
glycine [no description available]	2.13	1	alpha-amino acid; amino acid zwitterion; proteinogenic amino acid; serine family amino acid	EC 2.1.2.1 (glycine hydroxymethyltransferase) inhibitor; fundamental metabolite; hepatoprotective agent; micronutrient; neurotransmitter; NMDA receptor agonist; nutraceutical
iodine Iodine: A nonmetallic element of the halogen group that is represented by the atomic symbol I, atomic number 53, and atomic weight of 126.90. It is a nutritionally essential element, especially important in thyroid hormone synthesis. In solution, it has anti-infective properties and is used topically.. diiodine : Molecule comprising two covalently bonded iodine atoms with overall zero charge..	1.93	1	diatomic iodine	nutrient
phenol [no description available]	1.93	1	phenols	antiseptic drug; disinfectant; human xenobiotic metabolite; mouse metabolite
vanillin Vanilla: A plant genus of the family ORCHIDACEAE that is the source of the familiar flavoring used in foods and medicines (FLAVORING AGENTS).	7.31	1	benzaldehydes; monomethoxybenzene; phenols	anti-inflammatory agent; anticonvulsant; antioxidant; flavouring agent; plant metabolite
lamotrigine [no description available]	7.6	1	1,2,4-triazines; dichlorobenzene; primary arylamine	anticonvulsant; antidepressant; antimanic drug; calcium channel blocker; EC 3.4.21.26 (prolyl oligopeptidase) inhibitor; environmental contaminant; excitatory amino acid antagonist; geroprotector; non-narcotic analgesic; xenobiotic
leflunomide Leflunomide: An isoxazole derivative that inhibits dihydroorotate dehydrogenase, the fourth enzyme in the pyrimidine biosynthetic pathway. It is used an immunosuppressive agent in the treatment of RHEUMATOID ARTHRITIS and PSORIATIC ARTHRITIS.. leflunomide : A monocarboxylic acid amide obtained by formal condensation of the carboxy group of 5-methyl-1,2-oxazole-4-carboxylic acid with the anilino group of 4-(trifluoromethyl)aniline. The prodrug of teriflunomide.	1.99	1	(trifluoromethyl)benzenes; isoxazoles; monocarboxylic acid amide	antineoplastic agent; antiparasitic agent; EC 1.3.98.1 [dihydroorotate oxidase (fumarate)] inhibitor; EC 3.1.3.16 (phosphoprotein phosphatase) inhibitor; hepatotoxic agent; immunosuppressive agent; non-steroidal anti-inflammatory drug; prodrug; pyrimidine synthesis inhibitor; tyrosine kinase inhibitor
phenolsulfonphthalein Phenolsulfonphthalein: Red dye, pH indicator, and diagnostic aid for determination of renal function. It is used also for studies of the gastrointestinal and other systems.. phenol red : 3H-2,1-Benzoxathiole 1,1-dioxide in which both of the hydrogens at position 3 have been substituted by 4-hydroxyphenyl groups. A pH indicator changing colour from yellow below pH 6.8 to bright pink above pH 8.2, it is commonly used as an indicator in cell cultures and in home swimming pool test kits. It is also used in the (now infrequently performed) phenolsulfonphthalein (PSP) test for estimation of overall blood flow through the kidney.	1.92	1	2,1-benzoxathiole; arenesulfonate ester; phenols; sultone	acid-base indicator; diagnostic agent; two-colour indicator
primaquine phosphate [no description available]	2.21	1
quinoline [no description available]	6.94	1	azaarene; mancude organic heterobicyclic parent; ortho-fused heteroarene; quinolines
quinaldic acid [no description available]	2.05	1	quinolinemonocarboxylic acid	human metabolite; Saccharomyces cerevisiae metabolite
boric acid [no description available]	2.15	1	boric acids	astringent
cinchophen cinchophen: was heading 1963-94; ACIPHENOCHINOLIUM was see CHINOPHEN 1978-94; use QUINOLINES to search CINCHOPHEN 1966-94	8.02	5	quinolines
isoxazoles Isoxazoles: Azoles with an OXYGEN and a NITROGEN next to each other at the 1,2 positions, in contrast to OXAZOLES that have nitrogens at the 1,3 positions.. isoxazole : A monocyclic heteroarene with a structure consisting of a 5-membered ring containing three carbon atoms and an oxygen and nitrogen atom adjacent to each other. It is the parent of the class of isoxazoles.. isoxazoles : Oxazoles in which the N and O atoms are adjacent.	1.99	1	isoxazoles; mancude organic heteromonocyclic parent; monocyclic heteroarene
thiazoles [no description available]	2.04	1	1,3-thiazoles; mancude organic heteromonocyclic parent; monocyclic heteroarene
pyrimidine pyrimidine : The parent compound of the pyrimidines; a diazine having the two nitrogens at the 1- and 3-positions.	2.17	1	diazine; pyrimidines	Daphnia magna metabolite
hydrazine diamine : Any polyamine that contains two amino groups.	1.94	1	azane; hydrazines	EC 4.3.1.10 (serine-sulfate ammonia-lyase) inhibitor
niobium Niobium: A metal element atomic number 41, atomic weight 92.906, symbol Nb.	2.05	1	vanadium group element atom
europium Europium: An element of the rare earth family of metals. It has the atomic symbol Eu, atomic number 63, and atomic weight 152. Europium is used in the form of its salts as coatings for cathode ray tubes and in the form of its organic derivatives as shift reagents in NMR spectroscopy.	2.11	1	f-block element atom; lanthanoid atom
potassium persulfate [no description available]	2.13	1
iodine [no description available]	1.93	1	halide anion; monoatomic iodine	human metabolite
alkenes [no description available]	2.13	1
brequinar brequinar : A quinolinemonocarboxylic acid that is quinoline substituted by 2'-fluoro[1,1'-biphenyl]-4-yl, methyl, carboxy and fluoro groups at positions 2, 3, 4, and 6, respectively. It is an inhibitor of dihydroorotate dehydrogenase, an enzyme that is required for de novo pyrimidine biosynthesis. The compound exhibits antineoplastic and antiviral properties.	2.17	1	biphenyls; monocarboxylic acid; monofluorobenzenes; quinolinemonocarboxylic acid	anticoronaviral agent; antimetabolite; antineoplastic agent; antiviral agent; EC 1.3.5.2 [dihydroorotate dehydrogenase (quinone)] inhibitor; immunosuppressive agent; pyrimidine synthesis inhibitor
5-methylcytosine 5-Methylcytosine: A methylated nucleotide base found in eukaryotic DNA. In ANIMALS, the DNA METHYLATION of CYTOSINE to form 5-methylcytosine is found primarily in the palindromic sequence CpG. In PLANTS, the methylated sequence is CpNpGp, where N can be any base.. 5-methylcytosine : A pyrimidine that is a derivative of cytosine, having a methyl group at the 5-position.	2.15	1	methylcytosine; pyrimidines	human metabolite
5-hydroxymethylcytosine 5-(hydroxymethyl)cytosine : A nucleobase analogue that is cytosine in which the hydrogen at position 5 is replaced by a hydroxymethyl group.	2.15	1	aminopyrimidine; aromatic primary alcohol; nucleobase analogue; pyrimidone	human metabolite; mouse metabolite
quinoxaline-2-carboxylic acid [no description available]	2.21	1
indium trichloride indium trichloride: RN given refers to parent cpd	2.02	1
cortisone [no description available]	2.33	2	11-oxo steroid; 17alpha-hydroxy steroid; 20-oxo steroid; 21-hydroxy steroid; 3-oxo-Delta(4) steroid; C21-steroid; glucocorticoid; primary alpha-hydroxy ketone; tertiary alpha-hydroxy ketone	human metabolite; mouse metabolite
tryptophanamide tryptophanamide: used as inhibitor of chymotrypsin; RN given refers to cpd with unspecified isomeric designation. L-tryptophanamide : An amino acid amide that is the carboxamide of L-tryptophan.	2.21	1	amino acid amide; tryptophan derivative	human metabolite
indium Indium: A metallic element, atomic number 49, atomic weight 114.818, symbol In. It is named from its blue line in the spectrum.. indium atom : A metallic element first identified and named from the brilliant indigo (Latin indicum) blue line in its flame spectrum.	7.02	1	boron group element atom
azastene azastene: inhibitor of ovarian & adrenal steroidogenesis in rats; progesterone antagonist	1.99	1
naproxen sodium naproxen sodium : An organic sodium salt consisting of equimolar amounts of naproxen(1-) anions and sodium anions.	2.21	1	organic sodium salt	antipyretic; cyclooxygenase 1 inhibitor; cyclooxygenase 2 inhibitor; non-narcotic analgesic; non-steroidal anti-inflammatory drug
2-cyano-3-cyclopropyl-3-hydroxy-n-(3'-methyl-4'-(trifluoromethyl)phenyl)propenamide 2-cyano-3-cyclopropyl-3-hydroxy-N-(3'-methyl-4'-(trifluoromethyl)phenyl)propenamide: a dihydroorotate dehydrogenase inhibitor; amino acid sequence in first source	1.99	1
hyaluronoglucosaminidase Hyaluronoglucosaminidase: An enzyme that catalyzes the random hydrolysis of 1,4-linkages between N-acetyl-beta-D-glucosamine and D-glucuronate residues in hyaluronate. (From Enzyme Nomenclature, 1992) There has been use as ANTINEOPLASTIC AGENTS to limit NEOPLASM METASTASIS.	2.33	2

Condition	Relationship Strength	Studies
Dermatitis, Contact, Phototoxic [description not available]	2.04	1
Polyarthritis [description not available]	2.33	2
Rheumatoid Arthritis [description not available]	2.33	2
Acute Rheumatic Fever [description not available]	2.62	3
Arthritis Acute or chronic inflammation of JOINTS.	2.33	2
Arthritis, Rheumatoid A chronic systemic disease, primarily of the joints, marked by inflammatory changes in the synovial membranes and articular structures, widespread fibrinoid degeneration of the collagen fibers in mesenchymal tissues, and by atrophy and rarefaction of bony structures. Etiology is unknown, but autoimmune mechanisms have been implicated.	2.33	2
Erythema Redness of the skin produced by congestion of the capillaries. This condition may result from a variety of disease processes.	1.93	1
Collagen Diseases Historically, a heterogeneous group of acute and chronic diseases, including rheumatoid arthritis, systemic lupus erythematosus, progressive systemic sclerosis, dermatomyositis, etc. This classification was based on the notion that collagen was equivalent to connective tissue, but with the present recognition of the different types of collagen and the aggregates derived from them as distinct entities, the term collagen diseases now pertains exclusively to those inherited conditions in which the primary defect is at the gene level and affects collagen biosynthesis, post-translational modification, or extracellular processing directly. (From Cecil Textbook of Medicine, 19th ed, p1494)	1.92	1
Central Diabetes Insipidus [description not available]	1.92	1
Diabetes Insipidus A disease that is characterized by frequent urination, excretion of large amounts of dilute URINE, and excessive THIRST. Etiologies of diabetes insipidus include deficiency of antidiuretic hormone (also known as ADH or VASOPRESSIN) secreted by the NEUROHYPOPHYSIS, impaired KIDNEY response to ADH, and impaired hypothalamic regulation of thirst.	1.92	1
Diabetes Insipidus, Neurogenic A genetic or acquired polyuric disorder caused by a deficiency of VASOPRESSINS secreted by the NEUROHYPOPHYSIS. Clinical signs include the excretion of large volumes of dilute URINE; HYPERNATREMIA; THIRST; and polydipsia. Etiologies include HEAD TRAUMA; surgeries and diseases involving the HYPOTHALAMUS and the PITUITARY GLAND. This disorder may also be caused by mutations of genes such as ARVP encoding vasopressin and its corresponding neurophysin (NEUROPHYSINS).	1.92	1
Acid beta-Glucosidase Deficiency [description not available]	1.92	1
Anemia, Splenic [description not available]	1.92	1
Anemia A reduction in the number of circulating ERYTHROCYTES or in the quantity of HEMOGLOBIN.	1.92	1
Gaucher Disease An autosomal recessive disorder caused by a deficiency of acid beta-glucosidase (GLUCOSYLCERAMIDASE) leading to intralysosomal accumulation of glycosylceramide mainly in cells of the MONONUCLEAR PHAGOCYTE SYSTEM. The characteristic Gaucher cells, glycosphingolipid-filled HISTIOCYTES, displace normal cells in BONE MARROW and visceral organs causing skeletal deterioration, hepatosplenomegaly, and organ dysfunction. There are several subtypes based on the presence and severity of neurological involvement.	1.92	1
Adenohypophyseal Diseases [description not available]	1.93	1
Pituitary Diseases Disorders involving either the ADENOHYPOPHYSIS or the NEUROHYPOPHYSIS. These diseases usually manifest as hypersecretion or hyposecretion of PITUITARY HORMONES. Neoplastic pituitary masses can also cause compression of the OPTIC CHIASM and other adjacent structures.	1.93	1

quinoline-4-carboxylic acid

Description

Cross-References

Synonyms (60)

Drug Classes (1)

Protein Targets (1)

Inhibition Measurements

Bioassays (1)

Research

Studies (51)

Market Indicators

Research Demand Index: 24.00

Study Types