N-Hydroxynorborn-5-en-2,3-dicarboximid
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
Identifikatoren & physikalische Daten
| CAS No. | 21715-90-2 |
|---|---|
| Summenformel | C9H9NO3 |
| Durchschnittliche Molmasse | 179,17 g/mol |
| Monoisotopische Masse | 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 |
| Lokaler Name | N-Hydroxynorborn-5-en-2,3-dicarboximid |
Chemische & physikalische Eigenschaften
| XLogP | -0,2 |
|---|---|
| Polarare Oberfläche (TPSA) | 57,6 |
| H-Brücken-Donoren | 1 |
| H-Brücken-Akzeptoren | 3 |
| Frei drehbare Bindungen | 0 |
| Schwere Atome | 13 |
| Formalladung | 0 |
| Komplexität | 306 |
| Schmelzpunkt | 165-170 °C (lit.) |
| Siedepunkt | 311.69°C (rough estimate) |
| Dichte | 1.2822 (rough estimate) |
| Brechungsindex | 1.5600 (estimate) |
| Lagerbedingungen | Sealed in dry,2-8°C |
| Löslichkeit | Soluble in ethanol |
| pKa (Säurekonstante) | 9.00±0.20(Predicted) |
| Aggregatzustand | Solid |
| Farbe | Off-White |
| 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 |
| CAS Datenbank | 21715-90-2(CAS DataBase Reference) |
| EPA chemische Informationen | 4,7-Methano-1H-isoindole-1,3(2H)-dione, 3a,4,7,7a-tetrahydro-2-hydroxy- (21715-90-2) |
Sicherheit & Vorschriften
| GHS-Einstufung | 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. |
|---|---|
| Regulatorische Informationen | 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%) |
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | TSCA listed |
| Zollcode | 29280090 |
| R-Sätze (R) | 36/37/38 |
| Gefahrensymbole | Xi |
| Sicherheitshinweise (S) | 26-36 |
| Lagerklasse | 11 - Combustible Solids |
Anwendungen & Verwendung
Beschreibung
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.
Verwenden
N-Hydroxy-5-norbornene-2,3-dicarboximide(HONB) is used in solution-phase peptide synthesis. Used in the synthesis of enkephalin analogs.