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3-Benzoyl-alpha-methylbenzolessig-säure
2-(3-BENZOYLPHENYL)PROPANOIC ACID · ketoprofene · ORUVAIL · ORUDIS · Profenid · KETOPROFEN USP · 2-(3-benzoylphenyl)-propionicaci · 2-(3-BENZOYLPHENYL)PROPIONIC ACID
Identifikatoren & physikalische Daten
| CAS No. | 22071-15-4 |
|---|---|
| Summenformel | C16H14O3 |
| Durchschnittliche Molmasse | 254,28 g/mol |
| Monoisotopische Masse | 254,09429431 g/mol |
| SMILES | CC(C(=O)O)c1cccc(C(=O)c2ccccc2)c1 |
| InChIKey | DKYWVDODHFEZIM-UHFFFAOYSA-N |
| PubChem CID | 3825 |
| ChEMBL | CHEMBL571 |
| ChEBI | CHEBI:6128 |
| EC No. | 244-759-8 |
| DTXSID | DTXSID6020771 |
| Lokaler Name | 3-Benzoyl-alpha-methylbenzolessig-säure |
Chemische & physikalische Eigenschaften
| XLogP | 3,1 |
|---|---|
| Polarare Oberfläche (TPSA) | 54,4 |
| H-Brücken-Donoren | 1 |
| H-Brücken-Akzeptoren | 3 |
| Frei drehbare Bindungen | 4 |
| Schwere Atome | 19 |
| Formalladung | 0 |
| Komplexität | 331 |
| Arzneimittel | DEA NFLIS-Drug Category -> AnalgesicsPharmaceuticals -> NSAIDs |
| LogP (Verteilungskoeffizient) | 3.23.12 |
| Löslichkeit | 2.13e-02 g/LSlightly soluble in chloroform and methanol.209mg/L(room temperature) |
| Human Drugs | Breast FeedingLactationMilk, HumanAnalgesic AgentsAnti-inflammatory Agents, NonsteroidalFDA approved drugs -> Active ingredient |
| Animal Drugs | Active Ingredients (Ketoprofen) -> FDA GreenbookPharmaceuticals -> Animal Drugs -> Approved in TaiwanPharmaceuticals -> UK Veterinary Medicines Directorate List |
| Schmelzpunkt | 94 °C93-96°C |
| Physical Description | Solid |
| Dissociation Constants | 3.9843.84.45 |
| Collision Cross Section | 155.4 Ų [M+H]+ [CCS Type: TW]157.5 Ų [M+H]+ [CCS Type: TWMethod: calibrated with polyalanine and drug standards]148.63 Ų [M+H-H2O]+ [CCS Type: TW165.87 Ų [M+Na]+ |
| Siedepunkt | 357.5°C (rough estimate) |
| Dichte | 1.1565 (rough estimate) |
| Brechungsindex | 1.5600 (estimate) |
| Lagerbedingungen | 2-8°C |
| pKa (Säurekonstante) | pKa 5.94(MeOH/H2O) (Uncertain) |
| Aggregatzustand | solid |
| Farbe | White to Off-White |
| Biologische Quelle | synthetic |
| Merck | 14,5305 |
| Hauptanwendungen | forensics and toxicologypharmaceutical (small molecule) |
| InChI | 1S/C16H14O3/c1-11(16(18)19)13-8-5-9-14(10-13)15(17)12-6-3-2-4-7-12/h2-11H,1H3,(H,18,19) |
| InChIKey | DKYWVDODHFEZIM-UHFFFAOYSA-N |
| SMILES | CC(C(O)=O)c1cccc(c1)C(=O)c2ccccc2 |
| CAS Datenbank | 22071-15-4(CAS DataBase Reference) |
| NIST chemische Informationen | Ketoprofen(22071-15-4) |
| EPA chemische Informationen | Benzeneacetic acid, 3-benzoyl-.alpha.-methyl- (22071-15-4) |
Sicherheit & Vorschriften
| GHS-Einstufung | This chemical does not meet GHS hazard criteria for 0.1% (1 of 672) of reports.DangerH301 (99.7%): Toxic if swallowed [Danger Acute toxicity, oral]P261, P264, P264+P265, P270, P271, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 672 reports by companies from 29 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatorische Informationen | Status: Active Update: 30-06-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/24605Ketoprofen: Does not have an individual approval but may be used under an appropriate group standard |
| Weitere Sicherheitsinformationen | IMAP assessments - Benzeneacetic acid, 3-benzoyl-.alpha.-methyl-: Environment tier I assessment |
| Hazard Classes and Categories | Acute Tox. 3 (99.7%) |
| Hepatotoxicity | Prospective studies show that 1% to 2% of patients taking ketoprofen experience at least transient serum aminotransferase elevations. These may resolve even with drug continuation. Marked aminotransferase elevations (>3 fold elevated) occur in |
| Drug Induced Liver Injury | Drug Induced Liver Injury Rank (DILIrank 2.0)KetoprofenvLess-DILI-concern3Warnings & precautionsDOI:10.1016/j.drudis.2016.02.015 |
| Effects During Pregnancy and Lactation | ◉ Summary of Use during Lactation |
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | TSCA listed |
| UN-Transportnummer | 2811 |
| Zollcode | 29183000 |
| RTECS-Nr. |
Anwendungen & Verwendung
Verwenden
Ketoprofen, a propionic acid derivative, is a nonsteroidal anti-inflammatory agent (NSAIA) with analgesic and antipyretic properties.