2,2,2-Trichlorethanol-dihydrogenphosphat

triclofos · 2,2,2-TRICHLOROETHYLPHOSPHATE · Phosphoric acid 2,2,2-trichloroethyl · 2,2,2-trichloroethyl dihydrogen phosphate · 2,2,2-TRICHLOROETHANOLDIHYDROGENPHOSPHATE · Triclofos (base and/or unspecified salts) · Phosphoric acid 2,2,2-trichloroethyl ester · Ethanol, 2,2,2-trichloro-, dihydrogen phosphate

https://huagongshe.com/de/chemical/5563

Molekülstruktur von 2,2,2-Trichlorethanol-dihydrogenphosphat

Identifikatoren & physikalische Daten

CAS No.	306-52-5
Summenformel	C2H4Cl3O4P
Durchschnittliche Molmasse	229,38 g/mol
Monoisotopische Masse	227,89127828 g/mol
SMILES	O=P(O)(O)OCC(Cl)(Cl)Cl
InChIKey	YYQRGCZGSFRBAM-UHFFFAOYSA-N
PubChem CID	5563
ChEMBL	CHEMBL1201317
ChEBI	CHEBI:9695
EC No.	206-185-6
DTXSID	DTXSID9023700
Lokaler Name	2,2,2-Trichlorethanol-dihydrogenphosphat

Chemische & physikalische Eigenschaften

XLogP	0,3
Polarare Oberfläche (TPSA)	66,8
H-Brücken-Donoren	2
H-Brücken-Akzeptoren	4
Frei drehbare Bindungen	2
Schwere Atome	10
Formalladung	0
Komplexität	147
Geschmack	SALINE
Color/Form	WHITE OR ALMOST WHITE POWDER
Löslichkeit	SOL IN WATER /MONOSODIUM/1 g in 250 ml alcoholalmost insol in ether
Food Contact Substances	FCS -> FDA Inventory of Food Contact Substances Listed in 21 CFR
Other Experimental Properties	STABLE IN LIGHT, UNSTABLE IN HEAT ABOVE ROOM TEMP /MONOSODIUM/
Siedepunkt	321.2±52.0 °C(Predicted)
Dichte	1.891±0.06 g/cm3(Predicted)
pKa (Säurekonstante)	1.65±0.10(Predicted)
Henry-Konstante	7.0×107 mol/(m3Pa) at 25℃, HSDB (2015)
EPA chemische Informationen	Ethanol, 2,2,2-trichloro-, dihydrogen phosphate (306-52-5)

Sicherheit & Vorschriften

Weitere Sicherheitsinformationen	IMAP assessments - Ethanol, 2,2,2-trichloro-, dihydrogen phosphate: Environment tier I assessment
Special Reports	BLALOCK CCDRUG EVALUATION DATA: TRICLOFOS SODIUMDRUG INTEL CLIN PHARM 7 (MAR): 126-8 (1973). MONOGRAPH ON TRICLOFOS SODIUM INCLUDING CHEMISTRY, MECHANISM OF ACTION, TOXICOLOGY, BIOPHARMACEUTICS, MFR CLAIMS, SIDE EFFECTS & ADVERSE REACTIONS, DRUG INTERACTIONS, DOSAGE & ADMIN & COST IS PRESENTED.
Entsorgungsverfahren	SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.
Wechselwirkungen	...TRICLOFOS.../IS/ SLOWLY HYDROLYZED IN STOMACH TO YIELD CHLORAL HYDRATE AND .../IT HAS/ BEEN SHOWN TO DECR WARFARIN HALF-LIFE BY INCR AMT OF UNBOUND WARFARIN AVAILABLE FOR METABOLISM....TRICLOFOS /IS/...METABOLIZED TO YIELD TRICHLOROETHANOL /WHICH/ WILL INTERACT WITH ALCOHOL.It is proposed that a metabolite of triclofos (trichloroacetic acid) displaces warfarin from plasma protein binding.
Umweltverhalten	TERRESTRIAL FATE: An estimated Koc of 352(1,2,SRC) indicates that triclofos will have moderate mobility in soil(3). Under alkaline soil conditions, hydrolysis of triclofos may be rapid and will be expected to be a major fate process for this compoundthe rate of hydrolysis in neutral or slightly acid soil environments should be slower(4). Triclofos is not expected to volatilize from soil surfaces based on an estimated Henry's Law constant of 1.41X10-13 atm-cu m/mole(5).AQUATIC FATE: Hydrolysis of triclofos, particularly in alkaline waters, will be a major fate process for this compoundin neutral or slightly acidic water, triclofos will hydrolyze less rapidly(1). Triclofos is not expected to volatilize from water surfaces based on an estimated Henry's Law constant of 1.41X10-13 atm-cu/mole(2). If released to an aquatic environment, triclofos is not expected to bioconcentrate with an estimated BCF value of 25(3,4,SRC).ATMOSPHERIC FATE: Based on an estimated vapor pressure of 2.13X10-6 mm Hg at 25 °C(1,SRC), triclofos can exist in both the vapor phase and particulate phase in the ambient atmosphere(2,SRC). It will degrade fairly rapidly in the vapor phase by reaction with photochemically produced hydroxyl radicals with an estimated half-life of 10 days(3,SRC). Particulate phase triclofos may be removed physically from air by wet and dry deposition(SRC).
Soil Adsorption/Mobility	Using a regression-derived equation(1) and an estimated log Kow of 1.13(2), the Koc for triclofos was estimated as 98(SRC). According to a suggested classification scheme, this Koc value suggests that triclofos will have moderate mobility in soil(3). As triclofos should be fairly water soluble, leaching of this compound may occur under certain environmental conditions(SRC).
Human Toxicity Excerpts	PRETERM INFANT WITH ACCIDENTAL TRICLOFOS SODIUM POISONING DEVELOPED DEEP COMA, SEVERE HYPOTHERMIA, HYPOTENSION & LACK OF PRIMITIVE & DEEP TENDON REFLEXES.THIRTY PT COMPLAINING OF INSOMNIA WERE STUDIED IN DOUBLE-BLIND TRIAL WITH CROSSOVER OF FINORGAL, NITRAZEPAM & TRICLOFOS SODIUM. FINORGAL PRODUCED SIMILAR RESULTS TO TRICLOFOS SODIUM. SIDE-EFFECTS WERE NOT SERIOUS. NO DRUG TOXICITY DEVELOPED OVER THREE WK PERIOD OF TREATMENT.
Artificial Pollution Sources	Triclofos's production and use as a medicinal drug may result in its release to the environment through various waste streams(1).
Environmental Bioconcentration	Based on an estimated log Kow of 1.13(1), the BCF of triclofos is estimated as 4.2 from a regression-derived equation(2,SRC). This BCF value indicates that bioconcentration is not an important fate process for triclofos(SRC).
Volatilization from Water/Soil	The Henry's Law constant for triclofos is estimated as 1.41X10-13 atm-cu m/mole(1,SRC). This value indicates that triclofos is essentially non-volatile from water surfaces(2).
Environmental Abiotic Degradation	The rate constant for the vapor phase reaction of triclofos with photochemically produced hydroxyl radicals has been estimated as 1.58X10-12 cu-cm/molecule-sec at 25 °C(1). This corresponds to an atmospheric half-life of about 10 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1,SRC). Hydrolysis of triclofos is expected to be rapid. Hydrolysis of phosphate esters is generally promoted by alkaline conditions as the phosphate ester undergoes second order nucleophilic reactions involving cleavage of the O-P bond due to hydroxide ions(2). A half-life of 852 years has been reported for methyl phosphate in water at 25 °C and at a pH 4.17(3)the reaction rate was 2.57X10-11 1/sec(3). The three chlorines on the ethyl will act as electron withdrawing groups and will promote hydrolysis by OH-(2). In addition, monoalkyl phosphates, which exist as mono and dianions at common environmental pH's, are generally more susceptible to hydrolysis than the di- or triesters. Thus under alkaline conditions triclofos may hydrolyze fairly rapidly(2,SRC).
Environmental Fate/Exposure Summary	Triclofos's production and use as a medicinal drug may result in its release to the environment. If released to the atmosphere, triclofos will exist in both the vapor phase and particulate phase based on an estimated vapor pressure of 2.13X10-6 mm Hg at 25 °C. It will degrade in the vapor phase by reaction with hydroxyl radicals with a half-life of 10 days. Particulate phase triclofos may be removed physically from air by wet and dry deposition. In soil, triclofos is expected to have moderate mobilitysome leaching may be possible as triclofos should be fairly water soluble. Hydrolysis of triclofos in soil may be an important fate process, particularly under alkaline soil conditions. In water, hydrolysis may be a major fate process for triclofos, particularly if the water is alkaline. An estimated Henry's Law constant of 5.64X10-7 atm-cu/mole indicates that this compound will not volatilize from water surfaces. Triclofos is not expected to bioconcentrate in aquatic organisms. (SRC)
TSCA-Inventar-Status	TSCA listed
Toxizität	LD50 orl-rat: 850 mg/kg GISAAA 33(11),101,68
Gefahrstoffdaten	306-52-5(Hazardous Substances Data)

Anwendungen & Verwendung

Verwenden

Triclofos is a hypnotic and sedative recommended for insomnia, nocturnal awakening, and early morning awakening.