크산티드롤
크산티드롤 · 잔티드롤 · 9-히드록시크산텐 · XANTHANOL · 9H-XANTHEN-9-OL · XANTHYDROL · NSC 4038 · 9-XANTHENOL
식별자 및 물리적 특성
| CAS No. | 90-46-0 |
|---|---|
| 분자식 | C13H10O2 |
| 평균 분자량 | 198.22 g/mol |
| 단동위원소 질량 | 198.06807956 g/mol |
| SMILES | OC1c2ccccc2Oc2ccccc21 |
| InChIKey | JFRMYMMIJXLMBB-UHFFFAOYSA-N |
| PubChem CID | 72861 |
| ChEMBL | CHEMBL5204890 |
| EC No. | 201-996-1 |
| DTXSID | DTXSID8059009 |
| 현지명 | 크산티드롤 |
화학 및 물리적 성질
| XLogP | 1.9 |
|---|---|
| 극성 표면적 | 29.5 |
| 수소 결합 공여자 수 | 1 |
| 수소 결합 수용자 수 | 2 |
| 회전 가능 결합 수 | 0 |
| 무거운 원자 수 | 15 |
| 형식 전하 | 0 |
| 복잡도 | 207 |
| 물질 분류 | Other Classes -> Other Aromatic Compounds |
| SpringerMaterials Properties | Chemical shift |
| Physical Description | Beige powder[Sigma-Aldrich MSDS] |
| 녹는점 | 122-124 °C |
| 끓는 점 | 275.53°C (rough estimate) |
| 밀도 | 0.83 g/mL at 20 °C |
| 굴절률 | 1.6620 (estimate) |
| 인화점 | 11 °C |
| 저장 조건 | 2-8°C |
| 용해도 | 메탄올: 0.1 g/mL, 투명 |
| pKa(산도 계수) | 13.57±0.20(Predicted) |
| 물리적 상태 | 결정성 분말 |
| 색상 | 흰색에서 황백색까지 |
| BRN | 10395 |
| 안정성 | 안정적인. 타기 쉬운. 강한 산화제와 호환되지 않습니다. |
| InChI | 1S/C13H10O2/c14-13-9-5-1-3-7-11(9)15-12-8-4-2-6-10(12)13/h1-8,13-14H |
| InChIKey | JFRMYMMIJXLMBB-UHFFFAOYSA-N |
| SMILES | OC1c2ccccc2Oc3ccccc13 |
| LogP(분배 계수) | 2.270 (est) |
| EPA | 9H-Xanthen-9-ol (90-46-0) |
화학적 성질
White needle crystals. Melting point 123℃, easily soluble in cold acetone, soluble in alcohol, chloroform, very slightly soluble in water. Dissolved in concentrated sulfuric acid, it is yellow and has green fluorescence.
안전 및 규제
| GHS 분류 | WarningH302 (50%): Harmful if swallowed [Warning Acute toxicity, oral]P261, P264, P264+P265, P270, P271, P273, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 2 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 규제 정보 | Chemical: 9H-Xanthen-9-ol |
| 기타 안전 정보 | Evaluation - Chemicals not considered for in depth evaluation - Not commercially active in Australia |
| 유해성 요약 | May cause irritation[Sigma-Aldrich MSDS] |
| Hazard Classes and Categories | Acute Tox. 4 (50%) |
| 수질 위해 등급(WGK) | 3 |
| TSCA 등재 상태 | TSCA listed |
| RTECS 번호 | ZD5710000 |
| 운송 번호(UN) | UN 1230 3/PG 2 |
| 관세 코드 | 29329990 |
| 위험 문구(R) | 11-23/24/25-39/23/24/25-40 |
| 위험 표시 | F,T,Xi,Xn |
| 안전 문구(S) | 7-16-24-45-24/25-36-22-36/37 |
| F 고인화성물질 | 8-10-23 |
| 위험 참고 사항 | Irritant |
| 저장 분류 | 11 - Combustible Solids |
용도
용도
9-Hydroxyxanthene is an Intermediate in the preparation of Propantheline Bromide. It is useful in tests for urea also used in the protection of thiols as their S-xanthenyl (Xan) thioethers, by reaction in the presence of TFA.
일반 설명
Xanthydrol is also known as 9H-xanthen-9-ol. Xanthydrol is a natural drug that has been used in traditional Chinese medicine for treating a variety of diseases. It is extracted from Rhizoma Gastrodiae and Angelicae Dahuricae. It has shown to be effective against various metabolic disorders, including insulin resistance, hyperlipidemia, and diabetes. The mechanism of action of Xanthydrol is not known but it is thought to be due to its ability to activate the immune system by transferring reactions and promoting the production of antibodies. It also shows anti-inflammatory effects by inhibiting the production of prostaglandins and leukotrienes. It can also inhibit angiotensin II, which may reduce high blood pressure and congestive heart failure.
제조 및 합성 방법
제조 방법
synthesis of xanthydrol: The amalgam sodium in dry toluene was warmed to 50°C, the xanthone-ethanol suspension was added, and the temperature was rapidly raised to 60-70°C with vigorous stirring. After the reaction is completed, the mercury is separated. The reaction solution was filtered, the filtrate was poured into the stirred blue distilled water, the 9-hydroxyxanthene was filtered out, washed with water, and dried to obtain the finished product with a yield of 91-95%.