3a,4,7,7a-Tetrahydro-2-hydroxy-4,7-methano-1H-isoindole-1,3(2H)-dione
HONB · N-HYDROXY-5-NORBORNENE-2,3-DICARBOXYLIC ACID IMIDE · HONB N-HYDROXY-5-NORBORNENE-2.3-DICARBOXYLIMIDE · N-HYDROXY-5-NORBORNENE-2,3-DICARBOXYLIMIDE · N-HYDROXY-5-NORBORNENE-2,3-DICARBOXIMIDE (HONB) · 2-Hydroxy-3a,4,7,7a-tetrahydro-1H-4,7-Methanoisoindole-1,3(2H)-dione · N-Hydroxy-5-norborne · LABOTEST-BB LT00112336
식별자 및 물리적 특성
| CAS No. | 21715-90-2 |
|---|---|
| 분자식 | C9H9NO3 |
| 평균 분자량 | 179.17 g/mol |
| 단동위원소 질량 | 179.05824315 g/mol |
| SMILES | O=C1C2C3C=CC(C3)C2C(=O)N1O |
| InChIKey | ZUSSTQCWRDLYJA-UHFFFAOYSA-N |
| PubChem CID | 89529 |
| EC No. | 244-538-6 |
| DTXSID | DTXSID60885178 |
화학 및 물리적 성질
| XLogP | -0.2 |
|---|---|
| 극성 표면적 | 57.6 |
| 수소 결합 공여자 수 | 1 |
| 수소 결합 수용자 수 | 3 |
| 회전 가능 결합 수 | 0 |
| 무거운 원자 수 | 13 |
| 형식 전하 | 0 |
| 복잡도 | 306 |
| 녹는점 | 165-170 °C (lit.) |
| 끓는 점 | 311.69°C (rough estimate) |
| 밀도 | 1.2822 (rough estimate) |
| 굴절률 | 1.5600 (estimate) |
| 저장 조건 | Sealed in dry,2-8°C |
| 용해도 | 에탄올에 용해됨 |
| pKa(산도 계수) | 9.00±0.20(Predicted) |
| 물리적 상태 | 고체 |
| 색상 | 회백색 |
| BRN | 13540 |
| InChI | InChI=1S/C9H9NO3/c11-8-6-4-1-2-5(3-4)7(6)9(12)10(8)13/h1-2,4-7,13H,3H2 |
| InChIKey | ZUSSTQCWRDLYJA-UHFFFAOYSA-N |
| SMILES | C1(=O)C2C(C3CC2C=C3)C(=O)N1O |
| EPA | 4,7-Methano-1H-isoindole-1,3(2H)-dione, 3a,4,7,7a-tetrahydro-2-hydroxy- (21715-90-2) |
화학적 성질
white to off-white crystalline powder
안전 및 규제
| GHS 분류 | This chemical does not meet GHS hazard criteria for 4.2% (2 of 48) of reports.WarningH315 (95.8%): 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 48 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 규제 정보 | Status: Active Update: 17-04-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/239864,7-Methano-1H-isoindole-1,3(2H)-dione, 3a,4,7,7a-tetrahydro-2-hydroxy-: Does not have an individual approval but may be used under an appropriate group standard |
| Hazard Classes and Categories | Skin Irrit. 2 (95.8%) |
| 수질 위해 등급(WGK) | 3 |
| TSCA 등재 상태 | TSCA listed |
| 관세 코드 | 29280090 |
| 위험 문구(R) | 36/37/38 |
| 위험 표시 | Xi |
| 안전 문구(S) | 26-36 |
| 저장 분류 | 11 - Combustible Solids |
용도
개요
N-Hydroxy-5-norbornene-2,3-dicarboximide (NHD) is a compound that has antiviral activity and is used to treat HIV infections. It inhibits the reverse transcriptase enzyme in the virus, which blocks the synthesis of viral DNA. The ferroelectric properties of NHD were first observed by observing changes in its melting point when mixed with water. This property makes it useful for diagnosis purposes. In animal studies, a dose of 5 mg/kg was found to be effective against cancer cells and the drug showed no toxicity in humans at doses up to 500 mg/day. The optimal reaction conditions for NHD are pH 6 and temperature 45 degrees Celsius.
용도
N-Hydroxy-5-norbornene-2,3-dicarboximide(HONB) is used in solution-phase peptide synthesis. Used in the synthesis of enkephalin analogs.