2-브로모-4'-하이드록시아세토페논
2-브로모-4'-하이드록시아세토페논 · 2-bromo-1-(4-hydroxyphenyl)ethan-1-one · BHAP · BUSAN90 · BUSAN1130 · Butrol 1130 · PTP INHIBITOR I · SHP-1 Inhibitor II
식별자 및 물리적 특성
| CAS No. | 2491-38-5 |
|---|---|
| 분자식 | C8H7BrO2 |
| 평균 분자량 | 215.04 g/mol |
| 단동위원소 질량 | 213.96294156 g/mol |
| SMILES | O=C(CBr)c1ccc(O)cc1 |
| InChIKey | LJYOFQHKEWTQRH-UHFFFAOYSA-N |
| PubChem CID | 4964 |
| ChEMBL | CHEMBL102952 |
| EC No. | 219-655-0 |
| DTXSID | DTXSID4034576 |
| 현지명 | 2-브로모-4'-하이드록시아세토페논 |
화학 및 물리적 성질
| XLogP | 2.4 |
|---|---|
| 극성 표면적 | 37.3 |
| 수소 결합 공여자 수 | 1 |
| 수소 결합 수용자 수 | 2 |
| 회전 가능 결합 수 | 2 |
| 무거운 원자 수 | 11 |
| 형식 전하 | 0 |
| 복잡도 | 139 |
| 물질 분류 | Other Uses -> Biocides/Disinfectants |
| Endocrine Disruptors | Potential endocrine disrupting compound |
| 증기압 | 0.000011 [mmHg] |
| Food Contact Substances | FCS -> FDA Inventory of Food Contact Substances Listed in 21 CFR |
| Physical Description | Reddish-brown odorless liquid[Reference #1] |
| 녹는점 | 123-126°C |
| 끓는 점 | 338.7±17.0 °C(Predicted) |
| 밀도 | 1.622±0.06 g/cm3(Predicted) |
| 저장 조건 | Inert atmosphere,2-8°C |
| 용해도 | 클로로포름(약간 용해됨), 메탄올(약간 용해됨) |
| 물리적 상태 | 백색분말 |
| pKa(산도 계수) | 7.69±0.15(Predicted) |
| 색상 | 흰색~밝은 베이지 |
| BRN | 1865388 |
| 안정성 | 흡습성 |
| InChI | InChI=1S/C8H7BrO2/c9-5-8(11)6-1-3-7(10)4-2-6/h1-4,10H,5H2 |
| InChIKey | LJYOFQHKEWTQRH-UHFFFAOYSA-N |
| SMILES | C(=O)(C1=CC=C(O)C=C1)CBr |
| EPA | 2-Bromo-4-hydroxyacetophenone (2491-38-5) |
화학적 성질
Pale Beige Solid
안전 및 규제
| GHS 분류 | WarningH302 (97.2%): Harmful if swallowed [Warning Acute toxicity, oral]P264, P264+P265, P270, P280, P301+P317, P305+P351+P338, P330, P337+P317, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 72 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 규제 정보 | Chemical: Ethanone, 2-bromo-1-(4-hydroxyphenyl)-Ethanone, 2-bromo-1-(4-hydroxyphenyl)-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right. |
| 유해성 요약 | Erythema and edema progressing to subcutaneous hemorrhage, eschar, scabbing, necrosis, and exfoliation were observed in 21 day dermal study of rabbits (no systemic toxicity observed)No evidence of developmental toxicity[Reference #1] After a spill of this slimicide at a papermill, workers developed recurrent allergic contact dermatitis. [Kanerva, p. 1761] |
| Hazard Classes and Categories | Acute Tox. 4 (97.2%) |
| 유해 작용 | Skin Sensitizer - An agent that can induce an allergic reaction in the skin. |
| Toxicity Data | LC50 (rat) = 190 mg/m3/4hr |
| 수질 위해 등급(WGK) | 1 |
| RTECS 번호 | AM5982000 |
| 운송 번호(UN) | 1760 |
| 관세 코드 | 2914500090 |
| 위험 문구(R) | 22-36 |
| 위험 표시 | C,Xn |
| 안전 문구(S) | 26 |
| 포장분류 | III |
| 위험 등급 | 8Acute Tox. 4 OralEye Irrit. 2 |
| 위험 참고 사항 | Corrosive/Lachrymatory/Keep Cold |
| 저장 분류 | 11 - Combustible Solids |
용도
개요
PTP Inhibitor I is a cell-permeable, protein tyrosine phosphatase (PTP) inhibitor that covalently blocks the catalytic domain of the Src homology region 2 domain-containing phosphatase (SHP-1(ΔSH2)) with a Ki value of 43 μM and PTP1B with a Ki value of 42 μM. SHP-1 and PTP1B both have known roles in regulating insulin signaling as well as myeloid and lymphoid cell differentiation, making inhibitors of these phosphatases of interest in diabetes, cancer, allergy, and inflammation research.
용도
A covalent inhibitor of protein tyrosine phosphatases (PTPs)
제조 및 합성 방법
제조 방법
Also obtained by reaction of pyridinium hydrobromide perbromide with 4-hydroxyacetophenone in THF at r.t. for 3 h.