UBP 282

Modify Date: 2024-01-12 10:46:08

UBP 282 Structure
UBP 282 structure
Common Name UBP 282
CAS Number 544697-47-4 Molecular Weight 333.29600
Density N/A Boiling Point N/A
Molecular Formula C15H15N3O6 Melting Point N/A
MSDS N/A Flash Point N/A

 Use of UBP 282


UBP-282 is a potent, selective and competitive AMPA and kainate receptor antagonist. UBP-282 inhibits the fast component of the dorsal root-evoked ventral root potential (fDR-VRP) with an IC50 value of 10.3 μM. UBP-282 antagonizes kainate-induced depolarisations of dorsal roots with a pA2 value of 4.96[1][2].

 Names

Name UBP 282,(αS)-α-Amino-3-[(4-carboxyphenyl)methyl]-3,4-dihydro-2,4-dioxo-1(2H)-pyrimidinepropanoicacid
Synonym More Synonyms

 UBP 282 Biological Activity

Description UBP-282 is a potent, selective and competitive AMPA and kainate receptor antagonist. UBP-282 inhibits the fast component of the dorsal root-evoked ventral root potential (fDR-VRP) with an IC50 value of 10.3 μM. UBP-282 antagonizes kainate-induced depolarisations of dorsal roots with a pA2 value of 4.96[1][2].
Related Catalog
Target

IC50: 10.3 μM (fast component of the dorsal root-evoked ventral root potential (fDR-VRP))[1] pA2: 4.96 (Kainate<-induced depolarisations of dorsal roots)[1]

In Vitro UBP-282 (3-CBW) is selective for AMPA- and GluR5-containing kainate receptors vs NMDA, mGlu and kainate receptors expressed on motor neurones[1][2]. UBP-282 (3-CBW), at a concentration of 200 μM, blocks AMPA evoked depolarizations on motoneurones while responses to equi-effective doses of NMDA and DHPG were relatively unaffected. In the presence of 200 μM UBP-282, a concentration that completely abolishes AMPA-evoked depolarizations on motoneurones and kainate-evoked responses on dorsal root, there is still a noticeable depolarization evoked by kainate on motoneurones[1].
In Vivo On neonatal rat motoneurones UBP-282 (3-CBW) (200 μM) almost completely abolished responses to AMPA while responses to NMDA, kainate and DHPG were 101.6%, 39.4% and 110.5% of control, respectively. UBP-282 can therefore be used to isolate kainate receptor responses from those mediated by AMPA receptors[1].
References

[1]. Julia C A More, et al. The novel antagonist 3-CBW discriminates between kainate receptors expressed on neonatal rat motoneurones and those on dorsal root C-fibres. Br J Pharmacol. 2002 Dec;137(7):1125-33.

[2]. Julia C A More, et al. Structural requirements for novel willardiine derivatives acting as AMPA and kainate receptor antagonists. Br J Pharmacol. 2003 Mar;138(6):1093-100.

 Chemical & Physical Properties

Molecular Formula C15H15N3O6
Molecular Weight 333.29600
Exact Mass 333.09600
PSA 144.62000

 Synthetic Route

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UBP 282 Structure

UBP 282

CAS#:544697-47-4

Literature: Dolman, Nigel P.; Troop, Helen M.; More, Julia C. A.; Alt, Andrew; Knauss, Jody L.; Nistico, Robert; Jack, Samantha; Morley, Richard M.; Bortolotto, Zuner A.; Roberts, Peter J.; Bleakman, David; Collingridge, Graham L.; Jane, David E. Journal of Medicinal Chemistry, 2005 , vol. 48, # 24 p. 7867 - 7881

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UBP 282 Structure

UBP 282

CAS#:544697-47-4

Literature: Dolman, Nigel P.; Troop, Helen M.; More, Julia C. A.; Alt, Andrew; Knauss, Jody L.; Nistico, Robert; Jack, Samantha; Morley, Richard M.; Bortolotto, Zuner A.; Roberts, Peter J.; Bleakman, David; Collingridge, Graham L.; Jane, David E. Journal of Medicinal Chemistry, 2005 , vol. 48, # 24 p. 7867 - 7881

~%

UBP 282 Structure

UBP 282

CAS#:544697-47-4

Literature: Dolman, Nigel P.; Troop, Helen M.; More, Julia C. A.; Alt, Andrew; Knauss, Jody L.; Nistico, Robert; Jack, Samantha; Morley, Richard M.; Bortolotto, Zuner A.; Roberts, Peter J.; Bleakman, David; Collingridge, Graham L.; Jane, David E. Journal of Medicinal Chemistry, 2005 , vol. 48, # 24 p. 7867 - 7881

 Precursor & DownStream

Precursor  1

DownStream  0

 Synonyms

ubp 282