| Identification | Back Directory | [Name]
endo BCN-O-PNB | [CAS]
1263166-91-1 | [Synonyms]
endo BCN-O-PNP
BCN-PNP (ENDO)
endo BCN-O-PNB
endo-BCN-PNB ester
endo-BCN-PNP-carbonate
endo BCN - active ester (p-NPE)
endo BCN - active ester (p-NPC)
[(1R,8S)-9-bicyclo[6.1.0]non-4-ynyl]methyl (4-nitrophenyl) carbonate
((1R,8S,9S)-Bicyclo[6.1.0]non-4-yn-9-yl)methyl 4-nitrophenyl carbonate
rel-((1R,8S,9s)-Bicyclo[6.1.0]non-4-yn-9-yl)methyl (4-nitrophenyl) carbonate | [Molecular Formula]
C17H17NO5 | [MDL Number]
MFCD19705415 | [MOL File]
1263166-91-1.mol | [Molecular Weight]
315.33 |
| Chemical Properties | Back Directory | [Boiling point ]
475.7±37.0 °C(Predicted) | [density ]
1.32±0.1 g/cm3(Predicted) | [solubility ]
DMSO : 100 mg/mL (317.14 mM; Need ultrasonic) | [form ]
Solid | [color ]
White to off-white | [InChI]
InChI=1/C17H17NO5/c19-17(23-13-9-7-12(8-10-13)18(20)21)22-11-16-14-5-3-1-2-4-6-15(14)16/h7-10,14-16H,3-6,11H2/t14-,15+,16- | [InChIKey]
QXNXOXMDBLHIDB-MUJYYYPQNA-N | [SMILES]
C([C@H]1[C@@]2([H])CCC#CCC[C@@]12[H])OC(=O)OC1C=CC(N(=O)=O)=CC=1 |&1:1,2,10,r| |
| Hazard Information | Back Directory | [Description]
endo-BCN-PNP-carbonate is a very reactive compound which can easily react with amine-containing molecules in organic solvents. PNP is a good leaving group. The BCN is used for copper-free Click Chemistry reactions. | [Uses]
endo-BCN-O-PNB is an alkyl/ether-based PROTAC linker that can be used in the synthesis of PROTACs[1]. endo-BCN-O-PNB is a click chemistry reagent, it contains a BCN group that can undergo strain-promoted alkyne-azide cycloaddition (SPAAC) with molecules containing Azide groups. | [IC 50]
Alkyl/ether | [References]
[1] An S, et al. Small-molecule PROTACs: An emerging and promising approach for the development of targeted therapy drugs. EBioMedicine. 2018 Oct;36:553-562 DOI:10.1016/j.ebiom.2018.09.005 |
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