4-Aminophenylacetic acid
2-(4-AMINOPHENYL)ACETIC ACID · H-4-APH-OH · 4-Aminophenylacetic · P-AMINOPHENYLACETIC ACID · NSC 7929 · H-APH(4)-OH · 4-AMino acid · p-Amino-alph
식별자 및 물리적 특성
| CAS No. | 1197-55-3 |
|---|---|
| 분자식 | C8H9NO2 |
| 평균 분자량 | 151.16 g/mol |
| 단동위원소 질량 | 151.06332853 g/mol |
| SMILES | Nc1ccc(CC(=O)O)cc1 |
| InChIKey | CSEWAUGPAQPMDC-UHFFFAOYSA-N |
| PubChem CID | 14533 |
| ChEMBL | CHEMBL3278327 |
| EC No. | 214-828-7 |
| DTXSID | DTXSID1061609 |
화학 및 물리적 성질
| XLogP | 0.9 |
|---|---|
| 극성 표면적 | 63.3 |
| 수소 결합 공여자 수 | 2 |
| 수소 결합 수용자 수 | 3 |
| 회전 가능 결합 수 | 2 |
| 무거운 원자 수 | 11 |
| 형식 전하 | 0 |
| 복잡도 | 139 |
| 물질 분류 | Nitrogen Compounds -> Other Aromatics (Nitrogen) |
| Physical Description | Solid[Merck Index] Tan powder[Alfa Aesar MSDS] |
| 녹는점 | 201 °C (dec.) (lit.) |
| 끓는 점 | 273.17°C (rough estimate) |
| 밀도 | 1.2023 (rough estimate) |
| 굴절률 | 1.5635 (rough estimate) |
| 인화점 | 201°C |
| 저장 조건 | Store below +30°C. |
| pKa(산도 계수) | pK1: 3.60pK2: 5.26 (20°C) |
| 물리적 상태 | 가루 |
| 색상 | 밝은 노란색에서 베이지색까지 |
| 용해도 | 물에 매우 잘 녹습니다. |
| Merck | 14,463 |
| BRN | 2208094 |
| InChI | 1S/C8H9NO2/c9-7-3-1-6(2-4-7)5-8(10)11/h1-4H,5,9H2,(H,10,11) |
| InChIKey | CSEWAUGPAQPMDC-UHFFFAOYSA-N |
| SMILES | Nc1ccc(CC(O)=O)cc1 |
| LogP(분배 계수) | 0.220 (est) |
| NIST | Benzeneacetic acid, 4-amino-(1197-55-3) |
| EPA | Benzeneacetic acid, 4-amino- (1197-55-3) |
화학적 성질
light yellow to beige powder. Soluble in alcohols and alkalis, slightly soluble in hot water.
안전 및 규제
| GHS 분류 | WarningH315 (100%): Causes skin irritation [Warning Skin corrosion/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 9 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 규제 정보 | Chemical: Benzeneacetic acid, 4-amino-Benzeneacetic acid, 4-amino-: Does not have an individual approval but may be used under an appropriate group standard |
| 유해성 요약 | A skin and strong eye irritantMay induce methemoglobinemia[Alfa Aesar MSDS] |
| Hazard Classes and Categories | Skin Irrit. 2 (100%) |
| 유해 작용 | Methemoglobinemia - The presence of increased methemoglobin in the bloodthe compound is classified as secondary toxic effect |
| 수질 위해 등급(WGK) | 3 |
| TSCA 등재 상태 | TSCA listed |
| RTECS 번호 | AF3550000 |
| 독성 | mouse,LD50,intraperitoneal,3500mg/kg (3500mg/kg),Farmaco, Edizione Scientifica. Vol. 13, Pg. 286, 1958. |
| 관세 코드 | 29224995 |
| 위험 문구(R) | 36/37/38-20/21/22 |
| 위험 표시 | Xi,Xn |
| 안전 문구(S) | 22-24/25-36-26 |
| 위험 등급 | IRRITANT |
| F 고인화성물질 | 13 |
| 저장 분류 | 13 - Non Combustible Solids |
용도
용도
4-Aminophenylacetic acid is used as a non-translocated competitive inhibitor of the epithelial peptide transporter PepT1. It can be detected using HPLC, NMR techniques.
제조 및 합성 방법
제조 방법
p-aminophenylacetic acid is obtained by the reduction of 4-nitrophenylacetic acid. In a reactor, water, 4-nitrophenylacetic acid, and acetic acid are added. The mixture is stirred and heated to 90-95℃. Iron powder is added in portions and refluxed for 2 hours. The mixture is cooled to 40-50℃ and neutralized with sodium carbonate to pH=9, then filtered. The filtrate is further neutralized with acetic acid until pH=4, resulting in the precipitation of 4-aminophenylacetic acid. The yield is 95%.