Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
N-하이드록시-2-아미노플루오렌
N-하이드록시-2-아미노플루오렌 · 2-HYDROXYLAMINOFLUORENE · N-Hydroxy-2-aminofluorene · N-Hydroxy-9H-fluoren-2-amine · 9H-Fluorene-2-ylhydroxyamine · 9H-Fluoren-2-amine, N-hydroxy-
식별자 및 물리적 특성
| CAS No. | 53-94-1 |
|---|---|
| 분자식 | C13H11NO |
| 평균 분자량 | 197.23 g/mol |
| 단동위원소 질량 | 197.08406397 g/mol |
| SMILES | ONc1ccc2c(c1)Cc1ccccc1-2 |
| InChIKey | JJCLXJPUTJMRTM-UHFFFAOYSA-N |
| PubChem CID | 5895 |
| ChEMBL | CHEMBL314422 |
| DTXSID | DTXSID50201045 |
| 현지명 | N-하이드록시-2-아미노플루오렌 |
화학 및 물리적 성질
| XLogP | 3.3 |
|---|---|
| 극성 표면적 | 32.3 |
| 수소 결합 공여자 수 | 2 |
| 수소 결합 수용자 수 | 2 |
| 회전 가능 결합 수 | 1 |
| 무거운 원자 수 | 15 |
| 형식 전하 | 0 |
| 복잡도 | 231 |
| Polymers | Other Classes -> Polycyclic Aromatic Hydrocarbons |
| 녹는점 | 180°C (rough estimate) |
| 끓는 점 | 334.34°C (rough estimate) |
| 밀도 | 1.0957 (rough estimate) |
| 굴절률 | 1.6050 (estimate) |
| 저장 조건 | -20°C Freezer |
| 용해도 | DMSO(약간 용해됨), 에틸아세테이트(약간 용해됨) |
| 물리적 상태 | 고체 |
| pKa(산도 계수) | 8.82±0.20(Predicted) |
| 색상 | 밝은 노란색에서 노란색까지 |
| 안정성 | 솔루션이 불안정함 |
안전 및 규제
| 유해성 요약 | Evidence of carcinogenicity and mutagenicity in experimental animals[HSDB] See POLYCYCLIC AROMATIC HYDROCARBONS. |
|---|---|
| 처리 방법 | SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices. |
| Non-Human Toxicity Excerpts | EVIDENCE OF 2-FLUORENYLHYDROXYLAMINE PRODUCING EAR DUCT, BREAST & LOCAL TUMORS FROM SC INJECTION INTO RATS. /FROM TABLE/CALF THYMUS DNA WAS MODIFIED IN VITRO WITH G-(3)H-LABELED N-HYDROXY-2-AMINOFLUORENE & N-ACETOXY-N-ACETYL-2-AMINOFLUORENE & THE NUCLEASE S1 DIGESTION WAS STUDIED UNDER IDENTICAL CONDITIONS. THE RATIOS OF THE MAXIMUM REACTION RATE & THE MICHAELIS CONSTANT, V/KM, INDICATED THAT 2-AMINOFLUORENE MODIFIED DNA WAS HYDROLYZED 3 TIMES MORE SLOWLY THAN N-ACETYL-2-AMINOFLUORENE MODIFIED DNA UNDER SIMILAR REACTION CONDITIONS. THE 2-AMINOFLUORENE MODIFIED DNA WAS SLIGHTLY MORE SUSCEPTIBLE TO PARTIAL DIGESTION BY NUCLEASE S1 THAN UNMODIFIED CONTROL DNA. APPARENTLY, THE LOCAL REGIONS OF DENATURATION INDUCED BY 2-AMINOFLUORENE SUBSTITUTION WERE SMALLER THAN THOSE ASSOCIATED WITH N-ACETYL-2-AMINEFLUORENE MODIFICATION.THE MAJOR AMINOFLUORENE-DNA DERIVATIVE FORMED FROM THE CARCINOGEN N-ACETYL-2-AMINOFLUORENE IN VIVO IN RAT LIVER IS N-(DEOXYGUANOSIN-8-YL)-2-AMINOFLUORENE. SIMILAR PRODUCTS WERE ISOLATED FROM ENZYMIC HYDROLYZATES OF DNA REACTED WITH N-HYDROXY-2-AMINOFLUORENE.N-hydroxy-2-aminofluorene was evaluated in the mammalian cell CHO/HGPRT gene mutation assay at a dose range of 80-525 umol. The test protocol used met criteria established for this assay by the Gene-Tox Program. The chemical was positive at the 80 umol dose level without metabolic activation.Activation of 2-AAF /2-acetylaminofluorene/ to N-hydroxy-2-aminofluorene, a potent mutagen to Salmonella strains, by guinea-pig liver (S-9) mix afforded 2-aminofluorene as well as N-OH-AAF /N-hydroxy-acetylaminofluorene/. Mutagenicities of 2-aminofluorene & N-hydroxy-acetylaminofluorene were inhibited by antisera against NADPH-cytochrome C reductase & by paroxon. While the mutagenic activity of 2-acetylaminofluorene to N-hydroxy-2-aminofluorene can be produced by N-hydroxylation of 2-aminofluorene or deacetylation of N-hydroxy-2-aminofluorene, the data suggested that deacetylation of 2-acetylaminofluorene (to 2-aminofluorene), followed by N-hydroxylation to produce N-hydroxy-2-aminofluorene, was the main pathway for the mutagenic activation of 2-acetylaminofluorene by guinea pig liver (S-9) mix. |
용도
용도
N-Hydroxy-2-aminofluorene is known to inactivate N-Acetyltransferase 1 (NAT-1) whose action results in the formation of reactive, electrophilic N-acetoxyarylamines which are considered to be the ultimate carcinogenic metabolite of certain arylamines.