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Details

Stereochemistry ACHIRAL
Molecular Formula 2C6H3Cl3O.C4H10N2
Molecular Weight 481.028
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TRICLOFENOL PIPERAZINE

SMILES

C1CNCCN1.OC2=C(Cl)C=C(Cl)C(Cl)=C2.OC3=C(Cl)C=C(Cl)C(Cl)=C3

InChI

InChIKey=BNVFYGMONODIGW-UHFFFAOYSA-N
InChI=1S/2C6H3Cl3O.C4H10N2/c2*7-3-1-5(9)6(10)2-4(3)8;1-2-6-4-3-5-1/h2*1-2,10H;5-6H,1-4H2

HIDE SMILES / InChI

Molecular Formula C6H3Cl3O
Molecular Weight 197.446
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C4H10N2
Molecular Weight 86.1356
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

2,4,5-Trichlorophenol is a grey flake or needle-shaped solid. It is used as an intermediate in the manufacture of the herbicide 2,4,5-Trichlorophenoxyacetic Acid (2,4,5-T) and as a fungicide and bactericide. 2,4,5-trichlorophenol (triclofenol piperazine, Ranestol) is an antifungal agent, which was also used against light hookworm infections. Thirty persons who were positive for hookworm eggs in their stools were treated with 50 mg/kg of triclofenol piperazine dissolved in 5 per cent polyethylene glycol Ranestol® in soft gelatin capsules. Nineteen of these showed 77 to 100 % reduction in egg count average when compared with the pre-treatment counts. Side reactions were limited to mild and transient nausea in 23, vomiting in 7, transient abdominal cramps and headache in 2 each. 2,4,5-trichlorophenol complexed with dicyclohexylamine was used for treatment of experimental mycosis. From the mycological and clinical evaluation the conclusion can be drawn that the effect of phenol in lipophilic ointment is comparable to that of clotrimazole.

Approval Year

PubMed

PubMed

TitleDatePubMed
Purification and Properties of Component B of 2,4,5-Trichlorophenoxyacetate Oxygenase from Pseudomonas cepacia AC1100.
1995 Sep
2,4,5-T and 2,4,5-TCP induce oxidative damage in human erythrocytes: the role of glutathione.
2004
Chlorophenols identification in water using an electronic nose and ANNs (artificial neural networks) classification.
2004
Efficient degradation of toxic organic pollutants with Ni2O3/TiO(2-x)Bx under visible irradiation.
2004 Apr 21
Removal of water pollutants with activated carbons prepared from H3PO4 activation of lignin from kraft black liquors.
2004 Jul
Ex planta phytoremediation of trichlorophenol and phenolic allelochemicals via an engineered secretory laccase.
2004 Jul
Evidence for heterodimers of 2,4,5-trichlorophenol on planar lipid layers. A FTIR-ATR investigation.
2004 Jul 1
Determination of weakly acidic endocrine-disrupting compounds by liquid chromatography-mass spectrometry with post-column base addition.
2004 Nov 12
Automated on-line column-switching HPLC-MS/MS method with peak focusing for the determination of nine environmental phenols in urine.
2005 Aug 15
Highly efficient NaNO2-catalyzed destruction of trichlorophenol using molecular oxygen.
2005 Aug 26
Ultrasonic dehalogenation and toxicity reduction of trichlorophenol.
2005 Jan
Quantification of phenolic metabolites of environmental chemicals in human urine using gas chromatography-tandem mass spectrometry and isotope dilution quantification.
2005 Jun 25
Hydroxyl free radical reactivity toward aqueous chlorinated phenols.
2005 Mar
Functional importance of the family 1 glucosyltransferase UGT72B1 in the metabolism of xenobiotics in Arabidopsis thaliana.
2005 May
In-capillary solid-phase extraction-capillary electrophoresis for the determination of chlorophenols in water.
2006 Aug
Determination of endocrine-disrupting compounds in cereals by pressurized liquid extraction and liquid chromatography-mass spectrometry. Study of background contamination.
2006 Dec 29
Fenton degradation of organic pollutants in the presence of low-molecular-weight organic acids: cooperative effect of quinone and visible light.
2006 Jan 15
Dechlorination of chlorophenols by magnesium-silver bimetallic system.
2006 Jul 1
Using the dual-mode model to describe adsorption of organic pollutants onto an organoclay.
2006 Jul 1
Role of plant activity and contaminant speciation in aquatic plant assimilation of 2,4,5-trichlorophenol.
2006 Jun
Serum dioxin-like activity is associated with reproductive parameters in young men from the general Flemish population.
2006 Nov
Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods.
2006 Nov
Formation of trichlorinated dibenzo-p-dioxins from 2,4-dichlorophenol and 2,4,5-trichlorophenolate: a theoretical study.
2006 Nov 13
Age- and concentration-dependent elimination half-life of 2,3,7,8-tetrachlorodibenzo-p-dioxin in Seveso children.
2006 Oct
Rapid and complete dechlorination of PCP in aqueous solution using Ni-Fe nanoparticles under assistance of ultrasound.
2006 Sep
Effects of xenobiotics and steroids on renal and hepatic estrogen metabolism in lake trout.
2006 Sep 1
Catalytic effect of CuO and other transition metal oxides in formation of dioxins: theoretical investigation of reaction between 2,4,5-trichlorophenol and CuO.
2007 Aug 15
Modified Fenton reaction for trichlorophenol dechlorination by enzymatically generated H2O2 and gluconic acid chelate.
2007 Feb
Transformation of phenol, catechol, guaiacol and syringol exposed to sodium hypochlorite.
2007 Jan
FaGT2: a multifunctional enzyme from strawberry (Fragaria x ananassa) fruits involved in the metabolism of natural and xenobiotic compounds.
2007 Jul
Biodegradation of 2,4,5-trichlorophenol by aerobic microbial communities: biorecalcitrance, inhibition, and adaptation.
2007 Jun
Sequential treatment via Trametes versicolor and UV/TiO2/Ru(x)Se(y) to reduce contaminants in waste water resulting from the bleaching process during paper production.
2007 Mar
Trichlorophenol (TCP) sulfonate esters: a selective alternative to pentafluorophenol (PFP) esters and sulfonyl chlorides for the preparation of sulfonamides.
2007 Mar 14
Capillary electrophoresis with in-capillary solid-phase extraction sample cleanup.
2007 Mar 15
Novel surfactant-based adsorbent material for groundwater remediation.
2007 Oct 1
Serum concentrations of chlorinated dibenzo-p-dioxins and dibenzofurans among former Michigan trichlorophenol and pentachlorophenol workers.
2007 Sep
Concentration of chlorophenols in water to dialkyated catinonic surfactant-silica gel admicelles.
2007 Sep 14
Novel application of modified multiwalled carbon nanotubes as a solid phase extraction adsorbent for the determination of polyhalogenated organic pollutants in aqueous solution.
2008 Apr
Pentachlorophenol and cancer risk: focusing the lens on specific chlorophenols and contaminants.
2008 Aug
Automated on-line column-switching HPLC-MS/MS method with peak focusing for measuring parabens, triclosan, and other environmental phenols in human milk.
2008 Aug 1
Automated on-line column-switching HPLC-MS/MS method for measuring environmental phenols and parabens in serum.
2008 Aug 15
Evaluation of various tests for the diagnosis of soil contamination by 2,4,5-trichlorophenol (2,4,5-TCP).
2008 Dec
Factors related to dioxin and furan body levels among Michigan workers.
2008 Feb
Molecular characterization of brominated persistent pollutants using extended X-ray absorption fine structure (EXAFS) spectroscopy.
2008 Feb
Fluorescence quenching of versatile fluorescent probes based on strongly electron-donating distyrylbenzenes responsive to aromatic chlorinated and nitro compounds, boronic acid and Ca(2+).
2008 Jan
Acidogenic sequencing batch reactor start-up procedures for induction of 2,4,6-trichlorophenol dechlorination.
2008 Mar
Novel triazine JPC-2067-B inhibits Toxoplasma gondii in vitro and in vivo.
2008 Mar 5
Efficient expression of laccase gene from white-rot fungus Schizophyllum commune in a transgenic tobacco plant.
2008 Sep
Solid phase extraction of polyhalogenated pollutants from freshwater using chemically modified multi-walled carbon nanotubes and their determination by gas chromatography.
2009 Apr
Biological treatment of 2,4,6-trichlorophenol (TCP) containing wastewater in a hybrid bioreactor system with effluent recycle.
2009 Feb
Patents

Sample Use Guides

Triclofenol piperazine was administered as a salt consisting of 82 per cent 2,4,5-triclofenol and 18 percent piperazine which was enclosed in a soft gelatin capsule consisting of a 5 per cent solution of the drug in polyethylene glycol 400. The capsules contained 250 or 100 mg. (base) of the salt. It was administered with Coca Cola which was followed by hard candy. Each patient received a single dose of 50 mg./kg. of body weight.
Route of Administration: Oral
2,4,5-trichlorophenol (2,4,5-TCP) at concentrations from 25-600 ppm increased the size and granularity of the lymphocytes. 2,4,5-TCP induced the strongest and 4,5-DCC induced the weakest changes in these parameters. Moreover, 2,4,5-TCP induced the greatest loss of lymphocyte viability, which was statistically significant at concentrations of 125 and 600 ppm.
Substance Class Chemical
Created
by admin
on Fri Dec 15 18:55:10 GMT 2023
Edited
by admin
on Fri Dec 15 18:55:10 GMT 2023
Record UNII
444YK71BIV
Record Status Validated (UNII)
Record Version
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Name Type Language
TRICLOFENOL PIPERAZINE
INN   MI   USAN  
USAN   INN  
Official Name English
CN-5834-5931B
Code English
RANESTOL
Brand Name English
TRICLOFENOL PIPERAZINE [MI]
Common Name English
triclofenol piperazine [INN]
Common Name English
PHENOL, 2,4,5-TRICHLORO-, COMPD. WITH PIPERAZINE (2:1)
Systematic Name English
NSC-77747
Code English
CN-5834-5931-B
Code English
Piperazine compound (1:2) with 2,4,5-trichlorophenol
Common Name English
TRICLOFENOL PIPERAZINE [USAN]
Common Name English
CI-416
Code English
IN-29-5931B
Code English
IN 29-5931B
Code English
Classification Tree Code System Code
NCI_THESAURUS C250
Created by admin on Fri Dec 15 18:55:10 GMT 2023 , Edited by admin on Fri Dec 15 18:55:10 GMT 2023
Code System Code Type Description
NCI_THESAURUS
C152737
Created by admin on Fri Dec 15 18:55:10 GMT 2023 , Edited by admin on Fri Dec 15 18:55:10 GMT 2023
PRIMARY
CAS
5714-82-9
Created by admin on Fri Dec 15 18:55:10 GMT 2023 , Edited by admin on Fri Dec 15 18:55:10 GMT 2023
PRIMARY
FDA UNII
444YK71BIV
Created by admin on Fri Dec 15 18:55:10 GMT 2023 , Edited by admin on Fri Dec 15 18:55:10 GMT 2023
PRIMARY
NSC
77747
Created by admin on Fri Dec 15 18:55:10 GMT 2023 , Edited by admin on Fri Dec 15 18:55:10 GMT 2023
PRIMARY
MERCK INDEX
m975
Created by admin on Fri Dec 15 18:55:10 GMT 2023 , Edited by admin on Fri Dec 15 18:55:10 GMT 2023
PRIMARY Merck Index
SMS_ID
100000077519
Created by admin on Fri Dec 15 18:55:10 GMT 2023 , Edited by admin on Fri Dec 15 18:55:10 GMT 2023
PRIMARY
ChEMBL
CHEMBL2107709
Created by admin on Fri Dec 15 18:55:10 GMT 2023 , Edited by admin on Fri Dec 15 18:55:10 GMT 2023
PRIMARY
EPA CompTox
DTXSID50972607
Created by admin on Fri Dec 15 18:55:10 GMT 2023 , Edited by admin on Fri Dec 15 18:55:10 GMT 2023
PRIMARY
INN
1226
Created by admin on Fri Dec 15 18:55:10 GMT 2023 , Edited by admin on Fri Dec 15 18:55:10 GMT 2023
PRIMARY
PUBCHEM
21952
Created by admin on Fri Dec 15 18:55:10 GMT 2023 , Edited by admin on Fri Dec 15 18:55:10 GMT 2023
PRIMARY
EVMPD
SUB11273MIG
Created by admin on Fri Dec 15 18:55:10 GMT 2023 , Edited by admin on Fri Dec 15 18:55:10 GMT 2023
PRIMARY
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PARENT -> SALT/SOLVATE
PARENT -> SALT/SOLVATE
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ACTIVE MOIETY