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Cinchophen
2-PHENYLQUINOLINE-4-CARBOXYLIC ACID · RHEUMIN · 2-PHENYL-4-QUINOLINECARBOXYLIC ACID · artam · agotan · alutyl · atigoa · atocin
Identifikatoren & physikalische Daten
| CAS No. | 132-60-5 |
|---|---|
| Summenformel | C16H11NO2 |
| Durchschnittliche Molmasse | 249,26 g/mol |
| Monoisotopische Masse | 249,07897859 g/mol |
| SMILES | O=C(O)c1cc(-c2ccccc2)nc2ccccc12 |
| InChIKey | YTRMTPPVNRALON-UHFFFAOYSA-N |
| PubChem CID | 8593 |
| ChEMBL | CHEMBL348000 |
| ChEBI | CHEBI:114195 |
| EC No. | 205-067-1 |
| DTXSID | DTXSID0040705 |
| Lokaler Name | Cinchophen |
Chemische & physikalische Eigenschaften
| XLogP | 3,4 |
|---|---|
| Polarare Oberfläche (TPSA) | 50,2 |
| H-Brücken-Donoren | 1 |
| H-Brücken-Akzeptoren | 3 |
| Frei drehbare Bindungen | 2 |
| Schwere Atome | 19 |
| Formalladung | 0 |
| Komplexität | 325 |
| Geruch | ODORLESS |
| Geschmack | SLIGHTLY BITTER TASTE |
| Color/Form | NEEDLES FROM METHANOL OR DILUTED ALCOHOLWHITE OR YELLOWISH CRYSTALS OR POWDERSMALL, WHITE, NEEDLE-LIKE CRYSTALS |
| Löslichkeit | RAPIDLY LOSES WATER OF CRYSTALLIZATION ON EXPOSURE TO AIRSOL IN WATER, ALCPRACTICALLY INSOL IN ETHER /LITHIUM SALT OCTAHYDRATE/SOLUBLE IN HOT ALCOHOL, ALKALISLIGHTLY SOL IN HOT ACETONE, HOT BENZENEINSOLUBLE IN PETROLEUM ETHER, WATER1 G DISSOLVES IN ABOUT: 400 ML CHLOROFORM, 100 ML ETHER, 120 ML ALCOHOLalcohol: soluble1g in 120ml(lit.)Insoluble in water |
| Schmelzpunkt | 218 °C214-215 °C (lit.) |
| Brechungsindex | INDEX OF REFRACTION IN ORTHORHOMBIC SYSTEM: 1.545 (ALPHA), 1.575 (BETA), EXCEEDS 1.734 (GAMMA)INDEX OF REFRACTION IN TRICLINIC SYSTEM: 1.545 (ALPHA), 1.590 (BETA), 1.630 (GAMMA)1.5300 (estimate) |
| Stability/Shelf Life | STABLE TO AIR, BUT TURNS YELLOW UNDER THE INFLUENCE OF LIGHT |
| Collision Cross Section | 156.6 Ų [M+H]+ [CCS Type: DTBuffer gas: N2Ionization: ESI+Dataset: TOXCASTSource Identifier: DTXSID0040705]161.4 Ų [M-H]- [CCS Type: DTIonization: ESI-156.2 Ų [M+H]+ [CCS Type: DTIonization: APCI+170.4 Ų [M+Na]+ [CCS Type: DT165.67 Ų [M+Na]+ [CCS Type: TWMethod: calibrated with polyalanine and drug standards]165.35 Ų [M+K]+ [CCS Type: TW153.79 Ų [M+H]+ [CCS Type: TW146.44 Ų [M+H-H2O]+ [CCS Type: TW154.3 Ų [M+H]+ [CCS Type: TW |
| Other Experimental Properties | OPTIC SIGN: +ELONGATION: +AXIAL ANGLE: 2V= 45 DEG /ORTHORHOMBIC SYSTEM/OPTIC SIGN: -AXIAL ANGLE: LARGE /TRICLINIC SYSTEM/YELLOW CRYSTALLINE POWDERSLIGHTLY BITTER, ASTRINGENT TASTEMP: 223 °CPRACTICALLY INSOL IN WATERSLIGHTLY SOL IN ALCOHOLSOL IN CHLOROFORM, ETHER /HYDROCHLORIDE/ |
| Siedepunkt | 392.37°C (rough estimate) |
| Dichte | 1.1426 (rough estimate) |
| Lagerbedingungen | Keep in dark place,Sealed in dry,Room Temperature |
| pKa (Säurekonstante) | 0.96±0.10(Predicted) |
| Aggregatzustand | Solid |
| Farbe | White |
| Merck | 14,2288 |
| BRN | 192803 |
| InChI | 1S/C16H11NO2/c18-16(19)13-10-15(11-6-2-1-3-7-11)17-14-9-5-4-8-12(13)14/h1-10H,(H,18,19) |
| InChIKey | YTRMTPPVNRALON-UHFFFAOYSA-N |
| SMILES | OC(=O)c1cc(nc2ccccc12)-c3ccccc3 |
Sicherheit & Vorschriften
| GHS-Einstufung | WarningH302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 45 reports by companies from 2 notifications to the ECHA C&L Inventory.Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website. |
|---|---|
| Hazard Classes and Categories | Acute Tox. 4 (100%) |
| Wechselwirkungen | IN DOGS, CINCHOPHEN HAD NO EFFECT ON IOPANOIC ACID EXCRETIO BUT INCR BOTH BILIARY & URINARY EXCRETION OF IOPHENOXIC ACID. |
| Drug Induced Liver Injury | Drug Induced Liver Injury Rank (DILIrank 2.0)CinchophenvMost-DILI-concern8WithdrawnDOI:10.1016/j.drudis.2016.02.015 |
| Non-Human Toxicity Excerpts | DOSES OF 1 G/KG BY MOUTH ARE LETHAL TO RABBITS... LETHAL DOSE RANGE OF CINCHOPHEN FOR FROGS, MICE, RATS & GUINEA PIGS BY VARIETY OF ROUTES LIES BETWEEN 0.5 & 1.0 G/KG. DEATH APPEARS TO RESULT FROM RESPIRATORY PARALYSIS.INDUCTION OF UDP-GLUCURONYL TRANSFERASE ACTIVITY IN RAT EXTRAHEPATIC TISSUES HAS BEEN REPORTED FOLLOWING CINCHOPHEN...ADMIN...CINCHOPHEN, 3-HYDROXYCINCHOPHEN, 6-HYDROXYCINCHOPHEN, 7-HYDROXYCINCHOPHEN, & 8-HYDROXYCINCHOPHEN INHIBITED RAT LIVER GLUTAMATE-PYRUVATE TRANSAMINASE MORE THAN GLUTAMATE-OXALACETATE TRANSAMINASE.IV ADMIN OF CINCHOPHEN CAUSED ULCERATIVE ENTEROCOLITIS IN DOGS. ULCERS WERE CLOSELY ASSOCIATED WITH PEYER'S PATCHES. GRANULOMATA WERE OCCASIONALLY SEEN IN MUCOSA & ADJACENT MESENTERIC NODES ALSO.For more Non-Human Toxicity Excerpts (Complete) data for CINCHOPHEN (6 total), please visit the HSDB record page. |
| Wassergefährdungsklasse (WGK) | 3 |
| UN-Transportnummer | 3249 |
| Zollcode | 29334990 |
| RTECS-Nr. | GD4025000 |
| R-Sätze (R) | 22 |
| Toxizität | LD50 oral in dog: 1250mg/kg |
| Gefahrensymbole | Xn |
| Sicherheitshinweise (S) | 36/37/39-26 |
| Gefahrenklasse | 6.1(b) |
| Verpackungsgruppe | III |
| Lagerklasse | 11 - Combustible Solids |
| Gefahrstoffdaten | 132-60-5(Hazardous Substances Data) |
Anwendungen & Verwendung
Beschreibung
Die 2-Phenylchinolin-4-carbonsäure bildet farblose, wasserunlösliche Kristalle mit schwachem, charakteristischem Geruch und leicht bitterem Geschmack. Die Substanz wurde 1911 von Max Dohrn, einem Chemiker der Schering-Werke, erstmals synthetisiert. Die Ve
Verwenden
Cinchophen and its derivatives can show antipyretic, analgesic, anti-oxidative, and anti-inflammatory properties.