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Clopirac

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Identification
Molecular formula
C18H13ClN2O4
CAS number
39184-59-5
IUPAC name
2-[(4-chlorobenzoyl)amino]-3-(2-oxo-1H-quinolin-4-yl)propanoic acid
State
State

At room temperature, Clopirac is a solid.

Melting point (Celsius)
215.00
Melting point (Kelvin)
488.15
Boiling point (Celsius)
599.80
Boiling point (Kelvin)
872.95
General information
Molecular weight
369.76g/mol
Molar mass
369.7880g/mol
Density
1.3980g/cm3
Appearence

Clopirac is typically a white to off-white crystalline powder.

Comment on solubility

Solubility of 2-[(4-chlorobenzoyl)amino]-3-(2-oxo-1H-quinolin-4-yl)propanoic acid

The solubility of 2-[(4-chlorobenzoyl)amino]-3-(2-oxo-1H-quinolin-4-yl)propanoic acid (C18H13ClN2O4) can be influenced by several factors, including temperature, pH, and the presence of solvents. Generally, this compound exhibits moderate to low solubility in water, which is common for many organic compounds containing complex aromatic systems.

Factors Affecting Solubility:

  • Polarity of the Solvent: Polar solvents such as water may not effectively dissolve this compound due to its large hydrophobic regions.
  • pH Levels: The ionization of the carboxylic acid group can vary with pH, potentially increasing solubility in more basic environments.
  • Temperature: Typically, an increase in temperature may enhance solubility, though this can vary depending on the specific interactions at play.

It is also noteworthy that solubility may be improved when the compound is dissolved in organic solvents such as ethanol or DMSO. As noted in many literature sources, "the choice of solvent is pivotal for achieving the desired solubility profile." Overall, the solubility behavior of this compound can be viewed as a balance of its structural characteristics and the nature of the solvent employed.

Interesting facts

Exploring 2-[(4-chlorobenzoyl)amino]-3-(2-oxo-1H-quinolin-4-yl)propanoic acid

This intriguing compound is a derivative of quinoline, which is notable for its applications in medicinal chemistry. Its unique structure combines both aromatic and heterocyclic elements, making it a fascinating subject for chemical study. Here are some engaging facts about this compound:

  • Medicinal Potential: Compounds containing quinoline moieties have been extensively investigated for their therapeutic properties, including anti-cancer, anti-inflammatory, and anti-microbial activities.
  • Structure-Activity Relationship: The specific substitutions on the quinoline and benzoyl groups may significantly influence the biochemical activity of this compound, highlighting the importance of structure in drug design.
  • Chlorine Substitution: The presence of a chlorine atom on the benzoyl group often enhances lipophilicity, which can improve membrane permeability and, consequently, bioavailability in pharmaceutical applications.
  • Dual Functionality: This compound exhibits both amino acid characteristics due to its propanoic acid component and potential for forming various interactions with biological macromolecules, making it a versatile candidate for study.
  • Research Interest: Ongoing studies explore the synthesis of similar derivatives to evaluate their pharmacological profile and optimize therapeutic effects against various diseases.

In summary, 2-[(4-chlorobenzoyl)amino]-3-(2-oxo-1H-quinolin-4-yl)propanoic acid showcases the intricate relationship between structure and function in chemical compounds. As researchers continue to delve into its properties, this compound may pave the way for innovative therapeutic solutions in the future.

Synonyms
rebamipide
90098-04-7
Proamipide
Mucosta
111911-87-6
OPC-12759
Rebamipidum
Pramipide
Rebamipida
Rebator
Rebamipide [INN:JAN]
Rebamipidum [INN-Latin]
139344-42-6
OPC 12759
CCRIS 3585
2-[(4-chlorobenzoyl)amino]-3-(2-oxo-1H-quinolin-4-yl)propanoic acid
Rebamipide hydrate
Mucosta (TN)
NSC-758955
LR583V32ZR
DTXSID8045937
2-(4-Chlorobenzoylamino)-3-(1,2-dihydro-2-oxo-4-quinolyl)propionic acid
REBAMIPIDE [MI]
REBAMIPIDE [INN]
REBAMIPIDE [JAN]
MFCD00866895
REBAMIPIDE [WHO-DD]
DTXCID6025937
2-(4-chlorobenzamido)-3-(2-oxo-1,2-dihydroquinolin-4-yl)propanoic acid
2-[[(4-chlorophenyl)-oxomethyl]amino]-3-(2-oxo-1H-quinolin-4-yl)propanoic acid
NSC 758955
NCGC00095161-01
2-(4-Chlorobenzamido)-3-[2(1H)-quinolinon-4-yl]propionic Acid
2-(4-chlorobenzoylamino)-3-(2(1H)-quinolinon-4-yl)propionic acid
Rebamipidum (INN-Latin)
2-[(4-chlorophenyl)formamido]-3-(2-oxo-1,2-dihydroquinolin-4-yl)propanoic acid
2-[(4-chlorobenzoyl)amino]-3-(2-hydroxyquinolin-4-yl)propanoic acid
4-Quinolinepropanoicacid, a-[(4-chlorobenzoyl)amino]-1,2-dihydro-2-oxo-
alpha-[(4-Chlorobenzoyl)amino]-1,2-dihydro-2-oxo-4-quinolinepropanoic acid
(+/-)-.ALPHA.-(P-CHLOROBENZAMIDO)-1,2-DIHYDRO-2-OXO-4-QUINOLINEPROPIONIC ACID
4-QUINOLINEPROPANOIC ACID, .ALPHA.-((4-CHLOROBENZOYL)AMINO)-1,2-DIHYDRO-2-OXO-
CAS-90098-04-7
SR-05000001520
UNII-LR583V32ZR
Mucosta hydrate
2-(4-chlorobenzoylamino)-3-[2(1H)-quinolinon-4-yl]propionic acid
2-((4-chlorobenzoyl)amino)-3-(2-oxo-1H-quinolin-4-yl)propanoic acid
alpha-((4-Chlorobenzoyl)amino)-1,2-dihydro-2-oxo-4-quinolinepropanoic Acid
N-[(4-chlorophenyl)carbonyl]-3-(2-oxo-1,2-dihydroquinolin-4-yl)alanine
Proamipide hydrate
2-((4-chlorophenyl)formamido)-3-(2-oxo-1,2-dihydroquinolin-4-yl)propanoic acid
Proamipide; Mucosta
OPC 12759 hydrate
Spectrum2_000039
Spectrum3_001959
Rebamipide (JP17/INN)
(+-)-2-(4-Chlorobenzoylamino)-3-(2(1H)-quinolinon-4-yl)propionic acid
(+-)-1,2-Dihydro-alpha-((4-chlorobenzoyl)amino)-2-oxo-4-quinolinepropanoic acid
BSPBio_003559
GTPL871
MLS006011883
SCHEMBL221527
SPECTRUM1505310
SPBio_000137
Rebamipide - Bio-X trade mark
CHEMBL1697771
CHEBI:93814
KBio3_002880
A02BX14
OPC-759
HMS1922B20
HMS2090L13
HMS3655L11
HMS3714A15
Pharmakon1600-01505310
BCP07230
HY-B0360
Tox21_111460
BBL011328
CCG-39619
MFCD11114396
NSC758955
s2032
STK577121
STL146407
AKOS005501649
AKOS005721106
Tox21_111460_1
111911-87-6 (anhyd.)
AC-6841
AC-7588
DB11656
FC15908
4-Quinolinepropanoic acid, 1,2-dihydro-alpha-((4-chlorobenzoyl)amino)-2-oxo-, (+-)-
NCGC00095161-02
NCGC00095161-03
NCGC00095161-04
NCGC00095161-05
BC164330
SMR003309276
SY057250
VS-02924
SBI-0207054.P001
R0085
SW199113-2
D01121
AB01275518-01
AB01275518_02
AB01275518_03
A843443
EN300-19651969
Q7301602
SR-05000001520-1
SR-05000001520-2
SR-05000001520-3
BRD-A15909516-001-02-5
BRD-A15909516-001-03-3
BRD-A15909516-001-06-6
BRD-A15909516-001-07-4
Z2289798874
2-(4-chlorobenzoylamino)-3-(2-quinolon-4-yl)propionic acid
2-(4-chlorobenzoylamino)-3-[2(1h)-quinolinon-4-yl] propionic acid
N-[(4-chlorophenyl)carbonyl]-3-(2-hydroxyquinolin-4-yl)alanine
2-(4-Chlorobenzamido)-3-(2-oxo-1,2-dihydro-4-quinolyl)propanoic Acid
2-(4-chlorobenzamido)-3-(2-oxo-1,2-dihydroquinolin-4-yl)propanoicacid
2-(4-chlorobenzoylamino)-3-(2-oxo-1,2-dihydroquinolin-4-yl)propionic acid
4-Quinolinepropanoicacid,a-[(4-chlorobenzoyl)amino]-1,2-dihydro-2-oxo-
(+/-)-2-(4-CHLOROBENZOYLAMINO)-3-(2(1H)-QUINOLINON-4-YL)-PROPIONIC ACID
(+/-)-ALPHA-(P-CHLOROBENZAMIDO)-1,2-DIHYDRO-2-OXO-4-QUINOLINEPROPIONIC ACID
2-(4-Chlorobenzoylamino)-3-(1,2-dihydro-2-oxo-4-quinolyl)propionic acid;Proamipide;Mucosta
2-[(4-chlorophenyl)carbonylamino]-3-(2-oxidanylidene-1H-quinolin-4-yl)propanoic acid
4-QUINOLINEPROPANOIC ACID, ALPHA-((4-CHLOROBENZOYL)AMINO)-1,2-DIHYDRO-2-OXO-
4-Quinolinepropanoic acid,a-[(4-chlorobenzoyl)amino]-1,2-dihydro-2-oxo-, (+/-)-
4-Quinolinepropanoic acid,a-[(4-chlorobenzoyl)amino]-1,2-dihydro-2-oxo-, (A+/-)-
alpha-[(4-Chlorobenzoyl)amino]-1,2-dihydro-2-oxo-4-quinolinepropanoic acid hydrate
815-380-0