1,1,1-Trichloro-2,2-bis(4-hydroxyphenyl)ethane

HPTE · hydroxychlor · p,p'-Hydroxy-DDT · BisdeMethylMethoxychlor · dihydroxy-diphenyltrichlorethane · -(2,2,2-trichloroethylidene)bis- · 4,4’-dihydroxydiphenyl-trichloroethane · p,p’-(2,2,2-trichloroethylidene)diphenol

https://huagongshe.com/de/chemical/76302

Molekülstruktur von 1,1,1-Trichloro-2,2-bis(4-hydroxyphenyl)ethane

Identifikatoren & physikalische Daten

CAS No.	124042-17-7
Summenformel	C14H11Cl3O2
Durchschnittliche Molmasse	317,6 g/mol
Monoisotopische Masse	315,98246263 g/mol
SMILES	Oc1ccc(C(c2ccc(O)cc2)C(Cl)(Cl)Cl)cc1
InChIKey	IUGDILGOLSSKNE-UHFFFAOYSA-N
PubChem CID	76302
ChEMBL	CHEMBL196585
ChEBI	CHEBI:34025
EC No.	623-854-1
DTXSID	DTXSID8022325

Chemische & physikalische Eigenschaften

XLogP	4,9
Polarare Oberfläche (TPSA)	40,5
H-Brücken-Donoren	2
H-Brücken-Akzeptoren	2
Frei drehbare Bindungen	2
Schwere Atome	19
Formalladung	0
Komplexität	255
Endocrine Disruptors	Potential endocrine disrupting compound
Schmelzpunkt	204-208 °C(lit.)
Siedepunkt	432.99°C (rough estimate)
Dichte	1.3297 (rough estimate)
Brechungsindex	1.4521 (estimate)
Lagerbedingungen	Hygroscopic, -20°C Freezer, Under inert atmosphere
Löslichkeit	Acetone (Slightly), DMSO (Slightly), Ethanol (Slightly), Methanol (Slightly)76mg/L(temperature not stated)
Aggregatzustand	Solid
pKa (Säurekonstante)	9.40±0.10(Predicted)
Farbe	Pale Pink to Light Purple
Stabilität	Hygroscopic
EPA chemische Informationen	4,4'-(2,2,2-Trichloroethylidene)bisphenol (2971-36-0)

Sicherheit & Vorschriften

GHS-Einstufung	WarningH315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 39 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard Classes and Categories	Skin Irrit. 2 (100%)
Minimum Risk Level	Intermediate Oral: 0.005 mg/kg/day (L134)
Gesundheitliche Auswirkungen	Animal studies show that HPTE may affect the reproductive system, causing harm to the ovaries, uterus, and mating cycle in females, and the testes and prostate in males, as well as decreased fertility in both sexes. Low dose HPTE exposure may also cause EEG pattern changes. (T10, L167)
Expositionspfade	Internal (Blood)
Toxizitätsübersicht	2,2-bis(p-hydroxyphenyl)-1,1, 1-trichloroethane (HPTE), acts as an estrogen analogue. HPTE is an estrogen receptor alpha agonist, and also acts as an antagonist at the estrogen receptor beta and androgen receptor. HPTE specifically inhibits the P450 cholesterol side-chain cleavage enzyme (P450scc, CYP11A1) resulting in decreased androgen production testicular Leydig cells along with decreased progesterone production by ovarian cells (A7861). HPTE directly inhibit human CYP17A1 activity (17α-hydroxylase/17,20-lyase). The IC50 value of HPTE is 1.13±0.10 uM. The observed changed in EEG patterns as well as tremors, convulsion and seizures with acute methoxychlor/HPTE exposure may be due to the inhibition of key sodium/potassium and calcium channels by HPTE.
Signs and Symptoms	High levels of methoxychlor/HPTE may cause fatigue, lethargy, tremors, convulsions and seizures. (T10, L167)
Carcinogen Classification	No indication of carcinogenicity (not listed by IARC). (L135)
Toxicity Data	LD50: 3460 mg/kg (Oral, Rat) (L167)
Wassergefährdungsklasse (WGK)	2
TSCA-Inventar-Status	TSCA listed
RTECS-Nr.	SN2500000
R-Sätze (R)	36/37/38
Gefahrensymbole	Xi
Sicherheitshinweise (S)	26-36

Anwendungen & Verwendung

Verwenden

2,2-Bis(4-hydroxyphenyl)-1,1,1-trichloroethane is an active metabolite of Methoxychlor that acts via the estrogen receptor (ER) to stimulate estrogen response element (ERE)-mediated gene transcription in estrogen-sensitive tissues. 2,2-Bis(4-hydroxyphenyl)-1,1,1-trichloroethane is used in epoxy resins and other epoxide compositions as industrial materials and electric insulators.