| Identification | More | [Name]
N-Hydroxy-5-norbornene-2,3-dicarboximide | [CAS]
21715-90-2 | [Synonyms]
HONB
LABOTEST-BB LT00112336
N-HYDROXY-5-NORBORNENE-2,3-DICARBOXIMIDE
N-HYDROXY-5-NORBORNENE-2,3-DICARBOXYLIC ACID IMIDE
N-HYDROXY-5-NORBORNENE-2,3-DICARBOXYLIMIDE
N-HYDROXYBICYCLO[2.2.1]HEPT-5-ENE-2,3-DICARBOXIMIDE
N-HYDROXYBICYCLO[2.2.1]HEPT-5-ENE-2,3-DICARBOXYLIC ACID IMIDE
3(2h)-dione,3a,4,7,7a-tetrahydro-2-hydroxy-7-methano-1h-isoindole-1
N-Hydroxy-5-norbornene-2.3-dicarboxylic imide
N-hydroxynorborn-5-ene-2,3-dicarboximide
endo-N-Hydroxybicyclo[2.2.1]hept-5-ene-2,3-dicarbo
Honb(N-Hydrozy-5-Norbornene-2.3-DicarboxylicImide)
N-Hydroxy-5-Norborene-2,3-Dicarboximide
N-Hydroxy-5-norbornene-2,3-dicarboximide, 99+%
Endo-N-Hydroxy-5-Norbornene-2,
HONB N-Hydroxy-5-norbornene-endo-2,3-dicarboximide N-Hydroxybicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid imide
HONB, endo-N-Hydroxy-5-norbornene-2,3-dicarboximide
ENDO-N-HYDROXY-5-NORBORNENE-2,3-DICARBOXIMIDE HONB
HONB N-HYDROXY-5-NORBORNENE-2.3-DICARBOXYLIMIDE
N-HYDROXY-5-NORBORNENE-2,3-DICARBOXYLIC ACID IMIDE (HONB) | [EINECS(EC#)]
244-538-6 | [Molecular Formula]
C9H9NO3 | [MDL Number]
MFCD00167583 | [Molecular Weight]
179.17 | [MOL File]
21715-90-2.mol |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [TSCA ]
Yes | [HS Code ]
29280000 |
| Hazard Information | Back Directory | [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.
| [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.] |
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