3,5-dichlorocatechol profile

3,5-Dichlorocatechol, also known as 3,5-dichloro-1,2-benzenediol, is a chlorinated catechol that exists as a white crystalline solid. It is an important industrial intermediate and is used in the synthesis of pharmaceuticals, agrochemicals, and other fine chemicals. The compound is often synthesized through the chlorination of catechol. It is a potent inhibitor of the enzyme tyrosinase, which is involved in the production of melanin. This inhibition makes 3,5-dichlorocatechol a potential therapeutic agent for the treatment of hyperpigmentation disorders. The compound also exhibits antimicrobial activity against a range of bacteria and fungi. Due to its potential applications in medicine, agriculture, and industry, 3,5-dichlorocatechol has been the subject of extensive research. Studies have focused on its synthesis, biological activity, and environmental fate. The compound is known to be toxic to aquatic organisms and can persist in the environment. Its potential environmental impact is a key area of ongoing research.'

3,5-dichlorocatechol : A dichlorocatechol carrying chloro groups at positions 3 and 5. [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]

ID Source	ID
PubMed CID	26173
CHEBI ID	15788
SCHEMBL ID	70194
MeSH ID	M0176232

Synonym
CHEBI:15788
1,2-dihydroxy-4,6-dichlorobenzene
3,5-dichlorobenzene-1,2-diol
3,5-dichlorocatechol
C02933
13673-92-2
3,5-dichlorocatechol, 97%
3,5-dichloropyrocatechol
3,5-dichloro-1,2-dihydroxybenzene
3,5-dichloro-1,2-benzenediol
1,2-benzenediol, 3,5-dichloro-
3,5-dichloro-benzene-1,2-diol
BMSE000336
AKOS003368034
35C ,
ccris 4063
SCHEMBL70194
3I4Y
XSXYVLIPQMXCBV-UHFFFAOYSA-N
3,5-dichloro-1,2-benzenediol #
DTXSID5074509
J-006900
3 5-dichlorocatechol 97
Q27098232
HY-133609
CS-0128393
SY299571
mfcd02683889
F87383
EN300-1599476

Class	Description
dichlorocatechol	A chlorocatechol carrying two chloro groups at unspecified positions.
[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]

Pathway	Proteins	Compounds
1,3-dichlorobenzene degradation	5	7
3,5-dichlorocatechol degradation	8	13
2,4-dichlorophenoxyacetate degradation	3	14

Protein	Taxonomy	Measurement	Average	Min (ref.)	Avg (ref.)	Max (ref.)	Bioassay(s)
Chain A, Catechol 1,2-dioxygenase	Rhodococcus opacus	Ki	0.0900	0.0200	0.0550	0.0900	AID977610
Chain A, Catechol 1,2-dioxygenase	Rhodococcus opacus	Ki	0.0900	0.0200	0.0550	0.0900	AID977610
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Assay ID	Title	Year	Journal	Article
AID977610	Experimentally measured binding affinity data (Ki) for protein-ligand complexes derived from PDB	2010	Journal of structural biology, Jun, Volume: 170, Issue:3	Catechol 1,2-dioxygenase from the Gram-positive Rhodococcus opacus 1CP: quantitative structure/activity relationship and the crystal structures of native enzyme and catechols adducts.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	0 (0.00)	18.7374
1990's	2 (20.00)	18.2507
2000's	6 (60.00)	29.6817
2010's	2 (20.00)	24.3611
2020's	0 (0.00)	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	10 (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
1,2,4-trichlorobenzene 1,2,4-trichlorobenzene : A trichlorobenzene with chloro substituents at positions 1, 2 and 4.	2.02	1	trichlorobenzene
protocatechuic acid protocatechuic acid: RN given refers to parent cpd; structure. 3,4-dihydroxybenzoic acid : A dihydroxybenzoic acid in which the hydroxy groups are located at positions 3 and 4.	2.02	1	catechols; dihydroxybenzoic acid	antineoplastic agent; EC 1.1.1.25 (shikimate dehydrogenase) inhibitor; EC 1.14.11.2 (procollagen-proline dioxygenase) inhibitor; human xenobiotic metabolite; plant metabolite
catechol [no description available]	2.03	1	catechols	allelochemical; genotoxin; plant metabolite
3-chlorobenzoic acid [no description available]	2.02	1	monochlorobenzoic acid	drug metabolite
malonic acid malonic acid : An alpha,omega-dicarboxylic acid in which the two carboxy groups are separated by a single methylene group.. dicarboxylic acid : Any carboxylic acid containing two carboxy groups.	2.03	1	alpha,omega-dicarboxylic acid	human metabolite
pyrogallol benzenetriol : A triol in which three hydroxy groups are substituted onto a benzene ring.	2.08	1	benzenetriol; phenolic donor	plant metabolite
2,4-dichlorophenoxyacetic acid 2,4-Dichlorophenoxyacetic Acid: An herbicide with irritant effects on the eye and the gastrointestinal system.. 2,4-D : A chlorophenoxyacetic acid that is phenoxyacetic acid in which the ring hydrogens at postions 2 and 4 are substituted by chlorines.	2.43	2	chlorophenoxyacetic acid; dichlorobenzene	agrochemical; defoliant; EC 1.1.1.25 (shikimate dehydrogenase) inhibitor; environmental contaminant; phenoxy herbicide; synthetic auxin
2,4-dinitrophenol 2,4-Dinitrophenol: A toxic dye, chemically related to trinitrophenol (picric acid), used in biochemical studies of oxidative processes where it uncouples oxidative phosphorylation. It is also used as a metabolic stimulant. (Stedman, 26th ed). dinitrophenol : Members of the class of nitrophenol carrying two nitro substituents.. 2,4-dinitrophenol : A dinitrophenol having the nitro groups at the 2- and 4-positions.	2.03	1	dinitrophenol	allergen; antiseptic drug; bacterial xenobiotic metabolite; geroprotector; oxidative phosphorylation inhibitor
4-cresol 4-cresol: RN given refers to parent cpd. p-cresol : A cresol that consists of toluene substituted by a hydroxy group at position 4. It is a metabolite of aromatic amino acid metabolism produced by intestinal microflora in humans and animals.	1.98	1	cresol	Escherichia coli metabolite; human metabolite; uremic toxin
4-chlorophenol 4-chlorophenol: used as a root canal irrigant. 4-chlorophenol : A monochlorophenol substituted at the pare position by a chlorine atom.	1.98	1	monochlorophenol
alanine Alanine: A non-essential amino acid that occurs in high levels in its free state in plasma. It is produced from pyruvate by transamination. It is involved in sugar and acid metabolism, increases IMMUNITY, and provides energy for muscle tissue, BRAIN, and the CENTRAL NERVOUS SYSTEM.. alanine : An alpha-amino acid that consists of propionic acid bearing an amino substituent at position 2.	2.02	1	alanine zwitterion; alanine; L-alpha-amino acid; proteinogenic amino acid; pyruvate family amino acid	EC 4.3.1.15 (diaminopropionate ammonia-lyase) inhibitor; fundamental metabolite
2,3,4,6-tetrachlorophenol 2,3,4,6-tetrachlorophenol: RN given refers to parent cpd; see also record for tetrachlorophenol with locants for chloro groups not specified. 2,3,4,6-tetrachlorophenol : A tetrachlorophenol in which the chlorines are located at positions 2, 3, 4, and 6.	1.98	1	tetrachlorophenol	xenobiotic metabolite
leucine Leucine: An essential branched-chain amino acid important for hemoglobin formation.. leucine : A branched-chain amino acid that consists of glycine in which one of the hydrogens attached to the alpha-carbon is substituted by an isobutyl group.	2.02	1	amino acid zwitterion; L-alpha-amino acid; leucine; proteinogenic amino acid; pyruvate family amino acid	algal metabolite; Escherichia coli metabolite; human metabolite; mouse metabolite; plant metabolite; Saccharomyces cerevisiae metabolite
isoleucine Isoleucine: An essential branched-chain aliphatic amino acid found in many proteins. It is an isomer of LEUCINE. It is important in hemoglobin synthesis and regulation of blood sugar and energy levels.. isoleucine : A 2-amino-3-methylpentanoic acid having either (2R,3R)- or (2S,3S)-configuration.. L-isoleucine : The L-enantiomer of isoleucine.	2.02	1	aspartate family amino acid; isoleucine; L-alpha-amino acid zwitterion; L-alpha-amino acid; proteinogenic amino acid	algal metabolite; Escherichia coli metabolite; human metabolite; mouse metabolite; plant metabolite; Saccharomyces cerevisiae metabolite
3-hydroxybenzoic acid 3-hydroxybenzoic acid: RN given refers to parent cpd. 3-hydroxybenzoic acid : A monohydroxybenzoic acid that is benzoic acid substituted by a hydroxy group at position 3. It has been isolated from Taxus baccata. It is used as an intermediate in the synthesis of plasticisers, resins, pharmaceuticals, etc.	1.98	1	monohydroxybenzoic acid	bacterial metabolite; plant metabolite
dichlorprop dichlorprop: RN given refers to parent cpd without isomeric designation; structure. 2-(2,4-dichlorophenoxy)propanoic acid : An aromatic ether that is 2-hydroxypropanoic acid in which the hydroxy group at position 2 has been converted to its 2,4-dichlorophenyl ether.. dichlorprop : A racemate comprising equimolar amounts of (R)- and (S)-dichlorprop. It is widely used as a herbicide for killing annual and broad leaf weeds. Only the R-enantiomer has herbicidal activity; the S-enantiomer is inactive.	2.03	1	aromatic ether; dichlorobenzene; monocarboxylic acid
2,4-dichlorophenol 2,4-dichlorophenol: RN given refers to unlabeled parent+ cpd; structure. 2,4-dichlorophenol : A dichlorophenol that is phenol carrying chloro substituents at positions 2 and 4.	1.98	1	dichlorophenol
4-chlorocatechol 4-chlorocatechol : A chlorocatechol that is catechol substituted by a chloro group at position 4.	2.4	2	chlorocatechol; monochlorobenzenes	bacterial xenobiotic metabolite
4,5-dichlorocatechol [no description available]	2.05	1
3-chlorocatechol 3-chlorocatechol: inhibits catechol-2,3-dioxygenase. chlorocatechol : Any member of the class of catechols that is catechol substituted by at least one chloro group.. 3-chlorocatechol : A chlorocatechol that is catechol in which the hydrogen adjacent to one of the hydroxy groups is replaced by a chlorine.	2.02	1	chlorocatechol; monochlorobenzenes
chlorine Chlorine: An element with atomic symbol Cl, atomic number 17, and atomic weight 35, and member of the halogen family.	1.98	1	diatomic chlorine; gas molecular entity	bleaching agent
carbon suboxide carbon suboxide: structure in first source	2.03	1	allenes; carbon oxide
nedocromil 3,4-dihydroxybenzoate: structure in first source. 3,4-dihydroxybenzoate : A dihydroxybenzoate having the two hydroxy groups located at the 3- and 4-positions.	2.08	1	dihydroxybenzoate

3,5-dichlorocatechol

Description

Cross-References

Synonyms (30)

Drug Classes (1)

Pathways (3)

Protein Targets (2)

Inhibition Measurements

Bioassays (1)

Research

Studies (10)

Market Indicators

Research Demand Index: 12.30

Study Types