化工社化工社 化学情報印刷レポート · 研究参考用
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
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DDT · 2,2-ビス(4-ヒドロキシフェニル)-1,1,1-トリクロロエタン
識別子と物理属性
| CAS No. | 124042-17-7 |
|---|---|
| 分子式 | C14H11Cl3O2 |
| 平均分子量 | 317.6 g/mol |
| 単同位体質量 | 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 |
| 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 |
化学・物理的性質
| XLogP | 4.9 |
|---|---|
| 極性表面積 | 40.5 |
| 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 |
| 形式電荷 | 0 |
| 複雑度 | 255 |
| Endocrine Disruptors | Potential endocrine disrupting compound |
| 融点 | 204-208 °C(lit.) |
| 沸点 | 432.99°C (rough estimate) |
| 密度 | 1.3297 (rough estimate) |
| 屈折率 | 1.4521 (estimate) |
| 貯蔵条件 | Hygroscopic, -20°C Freezer, Under inert atmosphere |
| 溶解度 | アセトン（微量）、DMSO（微量）、エタノール（微量）、メタノール（微量）76mg/L(温度記載なし) |
| 外観・状態 | 個体 |
| pKa（酸解離定数） | 9.40±0.10(Predicted) |
| 色 | 淡いピンクから薄紫 |
| 安定性 | 吸湿性 |
| EPAの化学物質情報 | 4,4'-(2,2,2-Trichloroethylidene)bisphenol (2971-36-0) |
安全性と法規制
| GHS 分類 | 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) |
| 健康影響 | 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) |
| 暴露経路 | Internal (Blood) |
| 毒性の概要 | 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) |
| 水環境危害等級（WGK） | 2 |
| TSCA 収載状態 | TSCA listed |
用途
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.