아세토바닐론
4'-히드록시-3'메톡시아세토페논 · 아세토바닐론 · APOCYNIN · 4-HYDROXY-3-METHOXYACETOPHENONE · ACETOVANILLON · Ethanone, 1-(4-hydroxy-3-methoxyphenyl)- · 1-(4-HYDROXY-3-METHOXYPHENYL)ETHAN-1-ONE · Acetovanilone
식별자 및 물리적 특성
| CAS No. | 498-02-2 |
|---|---|
| 분자식 | C9H10O3 |
| 평균 분자량 | 166.17 g/mol |
| 단동위원소 질량 | 166.06299418 g/mol |
| SMILES | COc1cc(C(C)=O)ccc1O |
| InChIKey | DFYRUELUNQRZTB-UHFFFAOYSA-N |
| PubChem CID | 2214 |
| ChEMBL | CHEMBL346919 |
| ChEBI | CHEBI:2781 |
| EC No. | 207-854-5 |
| DTXSID | DTXSID7060097 |
| 현지명 | 아세토바닐론 |
화학 및 물리적 성질
| XLogP | 0.5 |
|---|---|
| 극성 표면적 | 46.5 |
| 수소 결합 공여자 수 | 1 |
| 수소 결합 수용자 수 | 3 |
| 회전 가능 결합 수 | 2 |
| 무거운 원자 수 | 12 |
| 형식 전하 | 0 |
| 복잡도 | 167 |
| Kovats Retention Index | 1447150314611448.3149614911498.714801497153914851487149014831484.11486.514821478.6149426762667260626202664262326402651.52637262626382640.1 |
| 녹는점 | 112-115 °C (lit.) |
| 끓는 점 | 263-265 °C/17 mmHg (lit.) |
| 밀도 | 1.1708 (rough estimate) |
| 굴절률 | 1.5101 (estimate) |
| 인화점 | >230 °F |
| 저장 조건 | Sealed in dry,Room Temperature |
| 용해도 | 아세토니트릴(약간 용해됨), 클로로포름(약간 용해됨), 에틸아세테이트(약간 용해됨), 메탄 |
| pKa(산도 계수) | 8.18±0.18(Predicted) |
| 물리적 상태 | 고체 |
| 색상 | 노란색에서 갈색으로 |
| 냄새 | 100.00%에서. 희미하고 달콤한 바닐린 |
| 향취 유형 | 바닐라 |
| 생물학적 소스 | synthetic |
| 용해도 | 뜨거운 물에 용해됨 |
| Merck | 14,741 |
| BRN | 637373 |
| 헨리 상수 | 6.3×103 mol/(m3Pa) at 25℃, McFall et al. (2020) |
| 화장품 원료 기능 | 피부 컨디셔닝 - 기타 |
| InChI | 1S/C9H10O3/c1-6(10)7-3-4-8(11)9(5-7)12-2/h3-5,11H,1-2H3 |
| InChIKey | DFYRUELUNQRZTB-UHFFFAOYSA-N |
| SMILES | COc1cc(ccc1O)C(C)=O |
| LogP(분배 계수) | 1.389 (est) |
| NIST | Ethanone, 1-(4-hydroxy-3-methoxyphenyl)-(498-02-2) |
| EPA | Acetovanillone (498-02-2) |
화학적 성질
Acetovanillone is a yellowish to brown powder, soluble in alcohol, essential oils, and perfume chemicals. It is slightly soluble in water at room temperature but readily dissolves in hot water. It has a very faint, sweet odor, faintly reminiscent of vanillin, but with less spiciness and somewhat fresher notes. It occurs widely in nature, including in Orris root distillate.
안전 및 규제
| GHS 분류 | This chemical does not meet GHS hazard criteria for 65.7% (94 of 143) of all reports.WarningH315 (34.3%): Causes skin irritation [Warning Skin corrosion/irritation]H319 (34.3%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]H335 (33.6%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposureRespiratory tract irritation]P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 143 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.Reported as not meeting GHS hazard criteria per 94 of 143 reports by companies.There are 7 notifications provided by 49 of 143 reports by companies with hazard statement code(s).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. |
|---|---|
| 규제 정보 | Chemical: Ethanone, 1-(4-hydroxy-3-methoxyphenyl)-Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)Ethanone, 1-(4-hydroxy-3-methoxyphenyl)-: Does not have an individual approval but may be used under an appropriate group standard |
| Hazard Classes and Categories | Skin Irrit. 2 (34.3%)Eye Irrit. 2 (34.3%)STOT SE 3 (33.6%) |
| 수질 위해 등급(WGK) | 2 |
| TSCA 등재 상태 | TSCA listed |
| RTECS 번호 | AM8800000 |
| 관세 코드 | 29145000 |
| 위험 문구(R) | 36/37/38 |
| 위험 표시 | Xi |
| 안전 문구(S) | 26-36 |
| 기존화학 물질 | KE-20625 |
| 위험 등급 | Eye Irrit. 2Skin Irrit. 2STOT SE 3 |
| 저장 분류 | 11 - Combustible Solids |
용도
용도
Acetovanillone is an inhibitor of NADPH oxidase (an enzyme responsible for reactive oxygen species production) and is useful in the treatment of various inflammatory diseases.
일반 설명
Acetovanillone is an aromatic plant ketone, which is a selective inhibitor of NADPH oxidase. It is mainly secreted in the urine of mammals as the corresponding glucuronide conjugate.
제조 및 합성 방법
제조 방법
Synthetically by methylation of 3,4-Dihydroxyacetophenone. It can also be obtained by Fries rearrangement of guaiacol acetate in the presence of zinc chloride. It can be isolated from the extract of the roots of Indian hemp, Apocynum cannabinum L.
생산 방법
Synthetically by methylation of 3,4- Dihydroxy acetophenone. Also from Guaiacol acetate with Zinc chloride and Acetic anhydride. Can be isolated from the extract of the roots of Indian hemp, Apocynum cannabinum L.