HIOC

Names

[ CAS No. ]:
314054-36-9

[ Name ]:
HIOC

[Synonym ]:
3-Piperidinecarboxamide, N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]-2-oxo-
HIOC
N-[2-(5-Hydroxy-1H-indol-3-yl)ethyl]-2-oxo-3-piperidinecarboxamide

Biological Activity

[Description]:

HIOC is a potent and selective activator of TrkB (tropomyosin related kinase B) receptor. HIOC can pass the blood-brain and blood-retinal barriers.HIOC activates TrkB/ERK pathway and decreases neuronal cell apoptosis. HIOC attenuates early brain injury after SAH (subarachnoid hemorrhage). HIOC shows protective activity in an animal model for light-induced retinal degeneration[1][2][3].

[Related Catalog]:

Signaling Pathways >> Apoptosis >> Apoptosis
Signaling Pathways >> Protein Tyrosine Kinase/RTK >> Trk Receptor
Signaling Pathways >> MAPK/ERK Pathway >> ERK
Research Areas >> Neurological Disease
Signaling Pathways >> Stem Cell/Wnt >> ERK

[Target]

TrkB

ERK


[In Vivo]

HIOC (C57BL/6 mice, 50 mg/kg, IP, three times per week, for two weeks) increased survival of RGCs (retinal ganglion cells) after ONC (optic nerve crush)[3].

[References]

[1]. Tang J, et al. Neuroprotective role of an N-acetyl serotonin derivative via activation of tropomyosin-related kinase receptor B after subarachnoid hemorrhage in a rat model. Neurobiol Dis. 2015 Jun;78:126-33.

[2]. Noah A.Setterholm, et al.Gram-scale, chemoselective synthesis of N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]-2-oxopiperidine-3-carboxamide (HIOC). Tetrahedron Letters. 3 June 2015;56(23):3413-3415.

[3]. Ying Li, et al. Effect of systemic treatment with N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]-2-oxopiperidine-3- carboxamide (HIOC) or tauroursodeoxycholic Acid (TUDCA) on retinal ganglion cell death following optic nerve crush. bioRxiv. 2019 August 14.

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
746.1±60.0 °C at 760 mmHg

[ Molecular Formula ]:
C16H19N3O3

[ Molecular Weight ]:
301.34

[ Flash Point ]:
405.0±32.9 °C

[ Exact Mass ]:
301.142639

[ LogP ]:
-1.49

[ Vapour Pressure ]:
0.0±2.6 mmHg at 25°C

[ Index of Refraction ]:
1.648