Page last updated: 2024-11-05

2-chloro-4-aminobenzoic acid

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

2-Chloro-4-aminobenzoic acid, also known as 4-amino-2-chlorobenzoic acid, is a white solid that is a key intermediate in the synthesis of various pharmaceuticals and dyes. It is typically synthesized through the chlorination of 4-aminobenzoic acid. The compound exhibits antimicrobial properties, particularly against Gram-positive bacteria, and has been studied for its potential as a fungicide and herbicide. Its importance lies in its role as a building block for various organic compounds with biological activity. Researchers investigate its potential therapeutic applications, particularly in the development of anti-cancer drugs and antibiotics. The compound is also a valuable reagent in the synthesis of polymers, pigments, and other fine chemicals. It is studied due to its versatility as a synthetic intermediate and its potential for biological applications.'

2-chloro-4-aminobenzoic acid: urinary metabolite of chloroprocaine [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

4-amino-2-chlorobenzoic acid : 4-Aminobenzoic acid in which one of the hydrogens ortho- to the carboxylic acid group is substituted by chlorine. [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]

Cross-References

ID SourceID
PubMed CID17154
CHEMBL ID3278354
CHEBI ID59472
SCHEMBL ID99697
MeSH IDM0093308

Synonyms (52)

Synonym
AC-2455
BB 0245791
nsc53160
nsc-53160
nsc-33944
o-chloro-p-aminobenzoic acid
2457-76-3
2-chloro-p-aminobenzoic acid
nsc33944
4-amino-2-chlorobenzoic acid
usaf nb-1
wln: zr cg dvq
benzoic acid, 4-amino-2-chloro-
2-chloro-4-aminobenzoic acid
nsc64328
nsc-64328
nsc 33944
ai3-52324
einecs 219-540-5
brn 2803668
nsc 64328
nsc 53160
4-amino-2-chloro-benzoic acid
inchi=1/c7h6clno2/c8-6-3-4(9)1-2-5(6)7(10)11/h1-3h,9h2,(h,10,11
4-amino-2-chlorobenzoic acid, 97%
STK345338
AN-584/43417486
A0951
AKOS000109240
CHEBI:59472 ,
A801622
4-azanyl-2-chloranyl-benzoic acid
A5047
EN300-54806
y3s6924ia6 ,
unii-y3s6924ia6
4-14-00-01272 (beilstein handbook reference)
FT-0632090
FT-0617461
AM20060444
CL8100
CHEMBL3278354
4-amino-chloro-benzoic acid
SCHEMBL99697
mfcd00007772
SY001299
DTXSID9062431
W-107301
GS-3085
CS-W017641
Q27126727
BCP01197

Research Excerpts

Dosage Studied

ExcerptRelevanceReference
" The optimized methods show good linearity, precision (RSD < 2%) and accuracy (bias < 2% for dosage forms)."( Validation of high-performance liquid chromatographic methods on two silica base-deactivated reversed phases for the determination of chloroprocaine and bupivacaine.
Brun, F; Veuthey, JL, 1996
)
0.29
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (2)

ClassDescription
aminobenzoic acid
monochlorobenzenesAny member of the class of chlorobenzenes containing a mono- or poly-substituted benzene ring in which only one substituent is chlorine.
[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]

Bioassays (7)

Assay IDTitleYearJournalArticle
AID1146780Hydrolytic dissociation constant, pKa of the compound in aqueous solution at 50 degC1977Journal of medicinal chemistry, Mar, Volume: 20, Issue:3
P-Aminobenzoic acid derivatives. Mode of action and structure-activity relationships in a cell-free system (Escherichia coli).
AID1146777Lipophilic-hydrophilic balance, Rm of the compound by TLC analysis1977Journal of medicinal chemistry, Mar, Volume: 20, Issue:3
P-Aminobenzoic acid derivatives. Mode of action and structure-activity relationships in a cell-free system (Escherichia coli).
AID1146784Inhibition of Escherichia coli dihydropteroic acid synthesizing system-mediated folate production at 50 to 250 umol/l1977Journal of medicinal chemistry, Mar, Volume: 20, Issue:3
P-Aminobenzoic acid derivatives. Mode of action and structure-activity relationships in a cell-free system (Escherichia coli).
AID1146787Activity of dihydropteroate synthase (unknown origin) assessed as rate of compound incorporation on dihydropteroic acid analogues incubated for 5 hrs under argon atmosphere by fluorescence assay1977Journal of medicinal chemistry, Mar, Volume: 20, Issue:3
P-Aminobenzoic acid derivatives. Mode of action and structure-activity relationships in a cell-free system (Escherichia coli).
AID1146778Antimicrobial activity against Escherichia coli assessed as growth inhibition after 24 hrs by turbidimetric analysis1977Journal of medicinal chemistry, Mar, Volume: 20, Issue:3
P-Aminobenzoic acid derivatives. Mode of action and structure-activity relationships in a cell-free system (Escherichia coli).
AID1146775Binding affinity to human serum albumin at 100 umol/l by equilibrium dialysis technique1977Journal of medicinal chemistry, Mar, Volume: 20, Issue:3
P-Aminobenzoic acid derivatives. Mode of action and structure-activity relationships in a cell-free system (Escherichia coli).
AID1146779Dissociation constant, pKa of the compound by spectrophotometric analysis1977Journal of medicinal chemistry, Mar, Volume: 20, Issue:3
P-Aminobenzoic acid derivatives. Mode of action and structure-activity relationships in a cell-free system (Escherichia coli).
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (13)

TimeframeStudies, This Drug (%)All Drugs %
pre-199010 (76.92)18.7374
1990's2 (15.38)18.2507
2000's0 (0.00)29.6817
2010's1 (7.69)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 11.44

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index11.44 (24.57)
Research Supply Index2.71 (2.92)
Research Growth Index4.14 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (11.44)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials1 (7.69%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other12 (92.31%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]