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2-フェニル-4-キノリンカルボン酸
2-フェニル-4-キノリンカルボン酸 · リューミン · アトシン · ビオファン · シンコフェン · シンコナール · アルタム · ロイミン
識別子と物理属性
| CAS No. | 132-60-5 |
|---|---|
| 分子式 | C16H11NO2 |
| 平均分子量 | 249.26 g/mol |
| 単同位体質量 | 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 |
| 現地名 | 2-フェニル-4-キノリンカルボン酸 |
化学・物理的性質
| XLogP | 3.4 |
|---|---|
| 極性表面積 | 50.2 |
| 水素結合供与体数 | 1 |
| 水素結合受容体数 | 3 |
| 回転可能結合数 | 2 |
| 重原子数 | 19 |
| 形式電荷 | 0 |
| 複雑度 | 325 |
| 臭い | ODORLESS |
| 味 | SLIGHTLY BITTER TASTE |
| Color/Form | NEEDLES FROM METHANOL OR DILUTED ALCOHOLWHITE OR YELLOWISH CRYSTALS OR POWDERSMALL, WHITE, NEEDLE-LIKE CRYSTALS |
| 溶解度 | 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 ALCOHOLアルコール：120ml（リットル）に1g水に不溶 |
| 融点 | 218 °C214-215 °C (lit.) |
| 屈折率 | 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/ |
| 沸点 | 392.37°C (rough estimate) |
| 密度 | 1.1426 (rough estimate) |
| 貯蔵条件 | Keep in dark place,Sealed in dry,Room Temperature |
| pKa（酸解離定数） | 0.96±0.10(Predicted) |
| 外観・状態 | 個体 |
| 色 | 白い |
| 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 |
化学的特性
BEIGE POWDER
安全性と法規制
| GHS 分類 | 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%) |
| 相互作用 | 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. |
| 水環境危害等級（WGK） | 3 |
| RTECS 番号 | GD4025000 |
| 輸送番号（UN） | 3249 |
| 毒性 | LD50 oral in dog: 1250mg/kg |
| 税関コード | 29334990 |
| 危険文句（R） | 22 |
| 危険表示 | Xn |
| 安全措置（S） | 36/37/39-26 |
| 危険等級 | 6.1(b) |
| 包装等級 | III |
| 貯蔵分類 | 11 - Combustible Solids |
| 有害物質データ | 132-60-5(Hazardous Substances Data) |
用途
使用
Cinchophen and its derivatives can show antipyretic, analgesic, anti-oxidative, and anti-inflammatory properties.
製法・合成法
純化方法
It crystallises from EtOH (ca 20mL/g), in several modifications with m 196o and 216o(subliming at 65o). [Beilstein 22 H 103, 22 II 518, 22 II 70, 22 III/IV 1358.]