4,4'-(2,2,2-トリクロロエタン-1,1-ジイル)ビスフェノール

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

HCID 76302CAS 124042-17-7
部分構造検索類似構造を探す

基本情報

標準SMILES
Oc1ccc(C(c2ccc(O)cc2)C(Cl)(Cl)Cl)cc1
InChIKey
IUGDILGOLSSKNE-UHFFFAOYSA-N
分子式
C14H11Cl3O2
平均分子量
317.6 g/mol
単同位体質量
315.98246263

概要

1,1,1-trichloro-2,2-bis(4-hydroxyphenyl)ethane is a bisphenol. It is functionally related to a 1,1,1-trichloro-2,2-diphenylethane.

名称と識別子

優先名称
1,1,1-Trichloro-2,2-bis(4-hydroxyphenyl)ethane
IUPAC
4-[2,2,2-trichloro-1-(4-hydroxyphenyl)ethyl]phenol
現地名
4,4'-(2,2,2-トリクロロエタン-1,1-ジイル)ビスフェノール
英語名
2,2-Bis(4-hydroxyphenyl)-1,1,1-trichloroethane
分子式
C14H11Cl3O2
分子量
317.59

名称と別名

Hydroxychlor2,2-Bis(4-hydroxyphenyl)-1,1,1-trichloroethanep,p'-Hydroxy-DDT1,1,1-Trichloro-2,2-bis(4-hydroxyphenyl)ethane4,4'-(2,2,2-trichloroethane-1,1-diyl)diphenol2,2-Bis(p-hydroxyphenyl)-1,1,1-trichloroethane4,4'-(2,2,2-Trichloroethylidene)diphenolDTXSID8022325NSC 7045Bisdemethylmethoxychlorp,p'-(2,2,2-Trichloroethylidene)diphenol4,4'-Dihydroxydiphenyltrichloroethane
名称をさらに表示
4,4'-(2,2,2-トリクロロエチリデン)ビスフェノールヒドロキシクロルビスフェノールメトキシクロール4-[α-(トリクロロメチル)-4-ヒドロキシベンジル]フェノール1,1,1-トリクロロ-2,2-ビス(4-ヒドロキシフェニル)エタン4-[2,2,2-トリクロロ-1-(4-ヒドロキシフェニル)エチル]フェノールp,p'-ヒドロキシDDT2,2-ビス(4-ヒドロキシフェニル)-1,1,1-トリクロロエタン4,4'-(2,2,2-トリクロロエタン-1,1-ジイル)ビスフェノール2,2-ビス(p-ヒドロキシフェニル)-1,1,1-トリクロロエタン1,1,1-トリクロロ-2,2-ビス(p-ヒドロキシフェニル)エタン1,1,1-トリクロロ-2,2-ビス (4-ヒドロキシフェニル) エタンp,p′-ヒドロキシDDT4,4′-(2,2,2-トリクロロエチリデン)ビスフェノール4,4′-(2,2,2-トリクロロエタン-1,1-ジイル)ビスフェノールHPTEdihydroxy-diphenyltrichlorethane-(2,2,2-trichloroethylidene)bis-4,4’-dihydroxydiphenyl-trichloroethanep,p’-(2,2,2-trichloroethylidene)diphenol1 1 1-TRICHLORO-2 2-BIS(4-HYDROXYPHENYL&4,4’-(2,2,2-trichloroethylidene)di-pheno
4,4'-Dihydroxydiphenyl-trichloroethaneBRN 2054671Phenol, 4,4'-(2,2,2-trichloroethylidene)bis-Dihydroxy-diphenyl trichlorethaneDihydroxy-diphenyl trichlorethane [French]AI3-023354,4'-(2,2,2-Trichloroethylidene)bisphenolNSC-7045

データベース識別子

CAS
124042-17-7、2971-36-0
PubChem CID
76302
DTXSID
DTXSID8022325
ChEMBL
CHEMBL196585
ChEBI
CHEBI:34025
UNII
H58165YO91
EC Number
623-854-1
Nikkaji
J42.984H

物性

構造計算による物性

XLogP
4.9
極性表面積
40.5 Ų
水素結合供与体数
2
水素結合受容体数
2
回転可能結合数
2
重原子数
19

実験および物理化学的性質

Endocrine DisruptorsPotential endocrine disrupting compound

物理化学的性質

融点
204 · 204-208 °C(lit.)
沸点
432.99 °C · 432.99°C (rough estimate)
比重(密度)
1.3297 · 1.3297 (rough estimate)
屈折率
1.4521 · 1.4521 (estimate)
貯蔵温度
-20 °C · Hygroscopic, -20°C Freezer, Under inert atmosphere
溶解性
アセトン（微量）、DMSO（微量）、エタノール（微量）、メタノール（微量）

安全と法規制

GHS分類

GHS Classification · 4 件

Warning

H315 (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.

危険有害性情報

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

安全と保護具

Minimum Risk LevelIntermediate Oral: 0.005 mg/kg/day (L134)

毒性情報

Health Effects · 1 件

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)

Exposure RoutesInternal (Blood)
Toxicity Summary · 1 件

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 SymptomsHigh levels of methoxychlor/HPTE may cause fatigue, lethargy, tremors, convulsions and seizures. (T10, L167)
Carcinogen ClassificationNo indication of carcinogenicity (not listed by IARC). (L135)
Toxicity DataLD50: 3460 mg/kg (Oral, Rat) (L167)

安全データ

wgk
2
tsca
TSCA listed
rtecs
SN2500000
risk_code
36/37/38
hazard_code
Xi
safety_code
26-36

化学と産業

薬理情報

Metabolism/Metabolites · 2 件

Bis-hydroxy-methoxychlor has known human metabolites that include Tris-hydroxy-methoxychlor.

HPTE or 2,2-bis(p-hydroxyphenyl)-1,1, 1-trichloroethane is a biologically active liver metabolite of methoxychlor. Dechlorination and dehydrochlorination reactions occur to a lesser extent. HPTE is excreted mainly in the feces. (L167)

用途と製造

Uses · 1 件

Methoxychlor (the parent compound of HPTE) is used as an insecticide against flies, mosquitoes, cockroaches, chiggers, and a wide variety of other insects. It is used on agricultural crops and livestock, and in animal feed, barns, grain storage bins, home garden, and on pets. (L167)

General Manufacturing InformationPhenol, 4,4'-(2,2,2-trichloroethylidene)bis-: INACTIVE
応用分野 · 1 件

使用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.

上流・下流製品情報

サプライヤー10 社

艾吉析科技（上海）有限公司17717235263 · [email protected]
安耐吉化学&3A（安徽泽升科技有限公司）021-58432009 400-005-6266 · [email protected]
凯试(上海)科技有限公司021-50135380 · [email protected]
上海皓鸿生物医药科技有限公司400-8210725 4008210725 · [email protected]
上海珈得尔化学技术有限公司021-4007787-550 400-7787-550 · [email protected]

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