N-Hydroxy-5-norbornene-2,3-dicarboximide
N-Hydroxy-5-norbornene-2,3-dicarboximide Basic information
- Product Name:
- N-Hydroxy-5-norbornene-2,3-dicarboximide
- Synonyms:
-
- N-HYDROXY-5-NORBORNENE-2,3-DICARBOXYLIC ACID IMIDE
- N-HYDROXY-5-NORBORNENE-2,3-DICARBOXYLIMIDE
- N-HYDROXY-5-NORBORNENE-2,3-DICARBOXIMIDE
- N-HYDROXYBICYCLO[2.2.1]HEPT-5-ENE-2,3-DICARBOXYLIC ACID IMIDE
- N-HYDROXYBICYCLO[2.2.1]HEPT-5-ENE-2,3-DICARBOXIMIDE
- HONB
- LABOTEST-BB LT00112336
- 3(2h)-dione,3a,4,7,7a-tetrahydro-2-hydroxy-7-methano-1h-isoindole-1
- CAS:
- 21715-90-2
- MF:
- C9H9NO3
- MW:
- 179.17
- EINECS:
- 244-538-6
- Product Categories:
-
- Coupling Reagent
- Medical Intermediates
- Biochemistry
- Condensation & Active Esterification
- Coupling Reactions (Peptide Synthesis)
- Peptide Synthesis
- Synthetic Organic Chemistry
- Mol File:
- 21715-90-2.mol
N-Hydroxy-5-norbornene-2,3-dicarboximide Chemical Properties
- Melting point:
- 165-170 °C (lit.)
- Boiling point:
- 311.69°C (rough estimate)
- Density
- 1.2822 (rough estimate)
- refractive index
- 1.5600 (estimate)
- storage temp.
- Sealed in dry,2-8°C
- solubility
- Soluble in ethanol
- form
- Solid
- pka
- 9.00±0.20(Predicted)
- color
- Off-White
- BRN
- 13540
- CAS DataBase Reference
- 21715-90-2(CAS DataBase Reference)
- EPA Substance Registry System
- 4,7-Methano-1H-isoindole-1,3(2H)-dione, 3a,4,7,7a-tetrahydro-2-hydroxy- (21715-90-2)
MSDS
- Language:English Provider:N-Hydroxy-5-norbornene-2,3-dicarboximide
- Language:English Provider:ACROS
N-Hydroxy-5-norbornene-2,3-dicarboximide Usage And Synthesis
Description
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.
Chemical Properties
white to off-white crystalline powder
Uses
Inhibits racemization in peptide synthesis using DCC as condensing agent.
Uses
N-Hydroxy-5-norbornene-2,3-dicarboximide(HONB) is used in solution-phase peptide synthesis. Used in the synthesis of enkephalin analogs.
Uses
It decreases racemization in peptide synthesis and inhibits formation of N-acylureas.
Purification Methods
Dissolve the imide in CHCl3, filter, evaporate and recrystallise from EtOAc. IR (nujol): max 1695, 1710 and 1770 (C=O), and 3100 (OH) cm-1. The O-acetyl derivative has m 113-114o (from EtOH) with IR bands at max 1730, 1770 and 1815 cm-1 only, and the O-benzoyl derivative has m 143-144o (from propan-2-ol or *C6H6). [Bauer & Miarka J Org Chem 24 1293 1959, Fujino et al. Chem Pharm Bull Jpn 22 1857 1974]. [Beilstein 21/10 V 188.]
N-Hydroxy-5-norbornene-2,3-dicarboximideSupplier
- Tel
- 0512-68311833 13962195826
- wuhao@highfine.com
- Tel
- 13349903920; 13349903920
- 1540154086@qq.com
- Tel
- 021-50182298 021-50180596
- sales@boylechem.com
- Tel
- 010-82848833 400-666-7788
- jkinfo@jkchemical.com
- Tel
- 4006608290; 18621169109
- market03@meryer.com
N-Hydroxy-5-norbornene-2,3-dicarboximide(21715-90-2)Related Product Information
- Bismaleimide
- O-Phthalimide
- N-Chlorosuccinimide
- CHLOROPHOSPHONAZO III
- Dispersing agent 155
- Succinimide
- HNTU
- 2-(5-Norborene-2,3-dicarboximido)-1,1,3,3-tetramethyluronium tetrafluoroborate
- Polyamideimide
- DIALIFOS
- 5-Norbornene-2,3-dicarboxylic acid
- 5-Norbornene-2-endo,3-exo-dicarboxylic acid
- EXO-NORBORNEOL
- Norbornene
- 5-NORBORNENE-2,3-DICARBOXIMIDE
- ENDO-N-HYDROXY-5-NORBORNENE-2,3-DICARBOXIMIDE, 97
- N-BENZYLOXYCARBONYLOXY-5-NORBORNENE-2,3-DICARBOXIMIDE, 99
- N-Hydroxy-5-norbornene-2,3-dicarboximide