Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
1,1,1-트리클로로-2,2-비스(4-하이드록시페닐)에탄
1,1,1-트리클로로-2,2-비스(4-하이드록시페닐)에탄 · HPTE · hydroxychlor · p,p'-Hydroxy-DDT · BisdeMethylMethoxychlor · dihydroxy-diphenyltrichlorethane · -(2,2,2-trichloroethylidene)bis- · 4,4’-dihydroxydiphenyl-trichloroethane
식별자 및 물리적 특성
| CAS No. | 124042-17-7 |
|---|---|
| 분자식 | C14H11Cl3O2 |
| 평균 분자량 | 317.6 g/mol |
| 단동위원소 질량 | 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 |
| 현지명 | 1,1,1-트리클로로-2,2-비스(4-하이드록시페닐)에탄 |
화학 및 물리적 성질
| XLogP | 4.9 |
|---|---|
| 극성 표면적 | 40.5 |
| 수소 결합 공여자 수 | 2 |
| 수소 결합 수용자 수 | 2 |
| 회전 가능 결합 수 | 2 |
| 무거운 원자 수 | 19 |
| 형식 전하 | 0 |
| 복잡도 | 255 |
| Endocrine Disruptors | Potential endocrine disrupting compound |
| 녹는점 | 204-208 °C(lit.) |
| 끓는 점 | 432.99°C (rough estimate) |
| 밀도 | 1.3297 (rough estimate) |
| 굴절률 | 1.4521 (estimate) |
| 저장 조건 | Hygroscopic, -20°C Freezer, Under inert atmosphere |
| 용해도 | 아세톤(약간 용해됨), DMSO(약간 용해됨), 에탄올(약간 용해됨), 메탄올(약간 용해됨) |
| 물리적 상태 | 고체 |
| pKa(산도 계수) | 9.40±0.10(Predicted) |
| 색상 | 옅은 분홍색에서 밝은 보라색까지 |
| 용해도 | 76mg/L(온도는 명시되지 않음) |
| 안정성 | 흡습성 |
| EPA | 4,4'-(2,2,2-Trichloroethylidene)bisphenol (2971-36-0) |
안전 및 규제
| GHS 분류 | 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) |
| 건강 영향 | 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) |
| 노출 경로 | Internal (Blood) |
| 독성 요약 | 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) |
| 수질 위해 등급(WGK) | 2 |
| TSCA 등재 상태 | TSCA listed |
| RTECS 번호 | SN2500000 |
| 위험 문구(R) | 36/37/38 |
| 위험 표시 | Xi |
| 안전 문구(S) | 26-36 |
용도
용도
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.