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Details

Stereochemistry ACHIRAL
Molecular Formula C21H21O4P
Molecular Weight 368.3628
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TRI-O-CRESYL PHOSPHATE

SMILES

CC1=CC=CC=C1OP(=O)(OC2=CC=CC=C2C)OC3=CC=CC=C3C

InChI

InChIKey=YSMRWXYRXBRSND-UHFFFAOYSA-N
InChI=1S/C21H21O4P/c1-16-10-4-7-13-19(16)23-26(22,24-20-14-8-5-11-17(20)2)25-21-15-9-6-12-18(21)3/h4-15H,1-3H3

HIDE SMILES / InChI

Molecular Formula C21H21O4P
Molecular Weight 368.3628
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
The Jake Walk Blues. A toxicologic tragedy mirrored in American popular music.
1976 Dec
[Prevention of experimental neuritis induced by nitrofurantoin and triorthocresylphosphate].
1977 Feb
Jamaica ginger paralysis. Forty-seven-year follow-up.
1978 Aug
The time course of protection from delayed neurotoxicity induced by tri-o-cresyl phosphate and O,O-diisopropyl phosphorofluoridate by phenyl methyl sulfonyl fluoride in chickens.
1983 Sep
Assessment of the delayed neurotoxic potential of isopropyl triphenylphosphate using a nontraditional testing strategy.
1984
Dose-related beneficial and adverse effects of dietary corticosterone on organophosphorus-induced delayed neuropathy in chickens.
1986 Apr
Lymphocyte and brain neurotoxic esterase: dose and time dependence of inhibition in the hen examined with three organophosphorus esters.
1986 Mar 30
Histopathological assessment of triphenyl phosphite neurotoxicity in the hen.
1988 Summer
Comparison of the relative inhibition of acetylcholinesterase and neuropathy target esterase in rats and hens given cholinesterase inhibitors.
1995 Jan
The contribution of oxidation and deacetylation to acetaminophen nephrotoxicity in female Sprague-Dawley rats.
1997 Sep 19
Verapamil abolished the enhancement of protein phosphorylation of brainstem mitochondria and synaptosomes from the hens dosed with tri-o-cresyl phosphate.
2007 Jul
[Determination of three organophosphorous flame retardants in textiles by gas chromatography].
2007 May
Axonal degeneration and neuropathy target esterase.
2007 Sep
An Effective On-line Polymer Characterization Technique by Using SALS Image Processing Software and Wavelet Analysis.
2008
Shear small-angle light scattering studies of shear-induced concentration fluctuations and steady state viscoelastic properties.
2008 Apr 28
Determination of ortho-cresyl phosphate isomers of tricresyl phosphate used in aircraft turbine engine oils by gas chromatography and mass spectrometry.
2008 Jul 25
Effects of calcium gluconate and PMSF in the treatment of acute intoxication of chicken by TOCP.
2008 Mar
Antibodies to neural proteins in organophosphorus-induced delayed neuropathy (OPIDN) and its amelioration.
2008 May-Jun
Worms and germs, drink and dementia: US health, society, and policy in the early 20th century.
2008 Oct
The homeostasis of phosphatidylcholine and lysophosphatidylcholine was not disrupted during tri-o-cresyl phosphate-induced delayed neurotoxicity in hens.
2008 Oct 30
Growth inhibition and induction of G(1) phase cell cycle arrest in neuroblastoma SH-SY5Y cell by tri-ortho-cresyl phosphate.
2008 Sep
Radial neuropathy due to occupational lead exposure: Phenotypic and electrophysiological characteristics of five patients.
2009 Apr
Neurofilaments degradation as an early molecular event in tri-ortho-cresyl phosphate (TOCP) induced delayed neuropathy.
2009 Apr 28
Phenylmethylsulfonyl fluoride protects against the degradation of neurofilaments in tri-ortho-cresyl phosphate (TOCP) induced delayed neuropathy.
2009 Aug 21
Respiratory and dermal exposure to organophosphorus flame retardants and tetrabromobisphenol A at five work environments.
2009 Feb 1
Design of a small personal air monitor and its application in aircraft.
2009 Jan 15
The homeostasis of phosphatidylcholine and lysophosphatidylcholine in nervous tissues of mice was not disrupted after administration of tri-o-cresyl phosphate.
2009 Jun
Amplify, amplify: shotgun proteomics boosts the signal for biomarker discovery.
2009 May
Thirteen-year follow-up of patients with tri-ortho-cresyl phosphate poisoning in northern suburbs of Xi'an in China.
2009 Nov
Toxic neuropathies.
2009 Nov-Dec
Allergic contact dermatitis from tricresyl phosphate.
2009 Sep-Oct
Effect of inhibition of neuropathy target esterase in mouse nervous tissues in vitro on phosphatidylcholine and lysophosphatidylcholine homeostasis.
2009 Sep-Oct
Identification and characterization of biomarkers of organophosphorus exposures in humans.
2010
[Effect of phenylmethylsulfonyl fluoride pretreated on neurofilament subunits in spinal cords of hens administrated with tri-o-cresyl phosphate].
2010 Apr
Exposure to airborne organophosphates originating from hydraulic and turbine oils among aviation technicians and loaders.
2010 Dec
Organophosphorus-induced delayed neuropathy: a simple and efficient therapeutic strategy.
2010 Feb 1
Neuropathological studies of chickens following exposure to chlorpyrifos.
2010 Jul
Vacuolation of sensory ganglion neuron cytoplasm in rats with long-term exposure to organophosphates.
2010 Jun
Adulterated cocaine and lessons learned from the Jake walk blues.
2010 Mar
House dust concentrations of organophosphate flame retardants in relation to hormone levels and semen quality parameters.
2010 Mar
Vacuoles in dorsal root Ganglia neurons: some questions.
2010 Oct
Development of diagnostics in the search for an explanation of aerotoxic syndrome.
2010 Sep 1
Induction of plasma acetylcholinesterase activity in mice challenged with organophosphorus poisons.
2011 Sep 1
Biochemical, histopathological and clinical evaluation of delayed effects caused by methamidophos isoforms and TOCP in hens: ameliorative effects using control of calcium homeostasis.
2012 Dec 8
Acute airway irritation of methyl formate in mice.
2012 Feb
Involvement of neuropathy target esterase in tri-ortho-cresyl phosphate-induced testicular spermatogenesis failure and growth inhibition of spermatogonial stem cells in mice.
2012 May 20
Changes in beclin-1 and micro-calpain expression in tri-ortho-cresyl phosphate-induced delayed neuropathy.
2012 May 5
Induction of autophagy by TOCP in differentiated human neuroblastoma cells lead to degradation of cytoskeletal components and inhibition of neurite outgrowth.
2013 Aug 9
Identifying safer anti-wear triaryl phosphate additives for jet engine lubricants.
2013 Mar 25
Impairment of glutamate signaling in mouse central nervous system neurons in vitro by tri-ortho-cresyl phosphate at noncytotoxic concentrations.
2014 Nov
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 19:53:18 GMT 2025
Edited
by admin
on Mon Mar 31 19:53:18 GMT 2025
Record UNII
X8II18JD0A
Record Status Validated (UNII)
Record Version
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Name Type Language
TRI-O-TOLYL PHOSPHATE
MI  
Preferred Name English
TRI-O-CRESYL PHOSPHATE
HSDB  
Systematic Name English
NSC-438
Code English
TRI-O-TOLYL PHOSPHATE [MI]
Common Name English
TRIS(2-METHYLPHENYL) PHOSPHATE
Systematic Name English
TRI-O-CRESYL PHOSPHATE [HSDB]
Common Name English
Code System Code Type Description
ECHA (EC/EINECS)
201-103-5
Created by admin on Mon Mar 31 19:53:18 GMT 2025 , Edited by admin on Mon Mar 31 19:53:18 GMT 2025
PRIMARY
EPA CompTox
DTXSID6032192
Created by admin on Mon Mar 31 19:53:18 GMT 2025 , Edited by admin on Mon Mar 31 19:53:18 GMT 2025
PRIMARY
WIKIPEDIA
Tri-o-cresyl phosphate
Created by admin on Mon Mar 31 19:53:18 GMT 2025 , Edited by admin on Mon Mar 31 19:53:18 GMT 2025
PRIMARY
MERCK INDEX
m11211
Created by admin on Mon Mar 31 19:53:18 GMT 2025 , Edited by admin on Mon Mar 31 19:53:18 GMT 2025
PRIMARY Merck Index
PUBCHEM
6527
Created by admin on Mon Mar 31 19:53:18 GMT 2025 , Edited by admin on Mon Mar 31 19:53:18 GMT 2025
PRIMARY
HSDB
4084
Created by admin on Mon Mar 31 19:53:18 GMT 2025 , Edited by admin on Mon Mar 31 19:53:18 GMT 2025
PRIMARY
FDA UNII
X8II18JD0A
Created by admin on Mon Mar 31 19:53:18 GMT 2025 , Edited by admin on Mon Mar 31 19:53:18 GMT 2025
PRIMARY
CAS
78-30-8
Created by admin on Mon Mar 31 19:53:18 GMT 2025 , Edited by admin on Mon Mar 31 19:53:18 GMT 2025
PRIMARY
NSC
438
Created by admin on Mon Mar 31 19:53:18 GMT 2025 , Edited by admin on Mon Mar 31 19:53:18 GMT 2025
PRIMARY
SMS_ID
300000053630
Created by admin on Mon Mar 31 19:53:18 GMT 2025 , Edited by admin on Mon Mar 31 19:53:18 GMT 2025
PRIMARY