2-Brom-1-(4-hydroxyphenyl)ethan-1-on
2-bromo-1-(4-hydroxyphenyl)ethan-1-one · BHAP · BUSAN90 · BUSAN1130 · Butrol 1130 · PTP INHIBITOR I · SHP-1 Inhibitor II · 4-HYDROXYPHENACYL BR
Identifikatoren & physikalische Daten
| CAS No. | 2491-38-5 |
|---|---|
| Summenformel | C8H7BrO2 |
| Durchschnittliche Molmasse | 215,04 g/mol |
| Monoisotopische Masse | 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 |
| Lokaler Name | 2-Brom-1-(4-hydroxyphenyl)ethan-1-on |
Chemische & physikalische Eigenschaften
| XLogP | 2,4 |
|---|---|
| Polarare Oberfläche (TPSA) | 37,3 |
| H-Brücken-Donoren | 1 |
| H-Brücken-Akzeptoren | 2 |
| Frei drehbare Bindungen | 2 |
| Schwere Atome | 11 |
| Formalladung | 0 |
| Komplexität | 139 |
| Stoffklassen | Other Uses -> Biocides/Disinfectants |
| Endocrine Disruptors | Potential endocrine disrupting compound |
| Dampfdruck | 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] |
| Schmelzpunkt | 123-126°C |
| Siedepunkt | 338.7±17.0 °C(Predicted) |
| Dichte | 1.622±0.06 g/cm3(Predicted) |
| Lagerbedingungen | Inert atmosphere,2-8°C |
| Löslichkeit | Chloroform (Slightly), Methanol (Slightly) |
| Aggregatzustand | White powder |
| pKa (Säurekonstante) | 7.69±0.15(Predicted) |
| Farbe | White to Light Beige |
| BRN | 1865388 |
| Stabilität | Hygroscopic |
| 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 |
| CAS Datenbank | 2491-38-5(CAS DataBase Reference) |
| EPA chemische Informationen | 2-Bromo-4-hydroxyacetophenone (2491-38-5) |
Sicherheit & Vorschriften
| GHS-Einstufung | 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. |
|---|---|
| Regulatorische Informationen | 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. |
| Gefahrenübersicht | 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%) |
| Unerwünschte Wirkungen | Skin Sensitizer - An agent that can induce an allergic reaction in the skin. |
| Toxicity Data | LC50 (rat) = 190 mg/m3/4hr |
| Wassergefährdungsklasse (WGK) | 1 |
| UN-Transportnummer | 1760 |
| Zollcode | 2914500090 |
| RTECS-Nr. | AM5982000 |
| R-Sätze (R) | 22-36 |
| Gefahrensymbole | C,Xn |
| hazard_note | Corrosive/Lachrymatory/Keep Cold |
| Sicherheitshinweise (S) | 26 |
| Gefahrenklasse | 8Acute Tox. 4 OralEye Irrit. 2 |
| Verpackungsgruppe | III |
| Lagerklasse | 11 - Combustible Solids |
Anwendungen & Verwendung
Beschreibung
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.
Verwenden
A covalent inhibitor of protein tyrosine phosphatases (PTPs)
Herstellung & Synthese
synthetische
Also obtained by reaction of pyridinium hydrobromide perbromide with 4-hydroxyacetophenone in THF at r.t. for 3 h.