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Berupipam

From Wikipedia, the free encyclopedia
Abandoned D1 receptor antagonist
Pharmaceutical compound
Berupipam
Clinical data
Other namesNNC 22-0010; NNC-22-0010; NNC220010; NNC2210; NNC-2210
Drug classDopamineD1 receptorantagonist
Identifiers
  • (5S)-5-(5-bromo-2,3-dihydro-1-benzofuran-7-yl)-8-chloro-3-methyl-1,2,4,5-tetrahydro-3-benzazepin-7-ol
CAS Number
PubChemCID
ChemSpider
UNII
ChEMBL
Chemical and physical data
FormulaC19H19BrClNO2
Molar mass408.72 g·mol−1
3D model (JSmol)
  • CN1CCC2=CC(=C(C=C2[C@H](C1)C3=CC(=CC4=C3OCC4)Br)O)Cl
  • InChI=1S/C19H19BrClNO2/c1-22-4-2-11-7-17(21)18(23)9-14(11)16(10-22)15-8-13(20)6-12-3-5-24-19(12)15/h6-9,16,23H,2-5,10H2,1H3/t16-/m0/s1
  • Key:DIKLCFJDIZFAOM-INIZCTEOSA-N

Berupipam (INNTooltip International Nonproprietary Name; developmental code nameNNC 22-0010) is aselectivedopamineD1 receptorantagonist of thebenzazepine group which was under development for the treatment ofpsychotic disorders but was never marketed.[1][2] It reachedphase 1clinical trials prior to the discontinuation of its development.[1]

Berupipam and closely related dopamine D1 receptor antagonists were reported to have been generallywell-tolerated in clinical trials, butside effects includedrestlessness,drowsiness, othercentral nervous system-relatedsymptoms, andorthostatic hypotension.[3]

Berupipam, inradiolabeled form, has been studied for use inpositron emission tomography (PET)imaging.[4][5][6] The drug was first described in thescientific literature by 1994.[3]

See also

[edit]

References

[edit]
  1. ^ab"BERUPIPAM".Inxight Drugs. Retrieved21 October 2024.Berupipam (also known as NNC 22-0010), a dopamine antagonist with a high affinity and selectivity for D1 receptor has been studied for patients with psychotic disorders. Berupipam participated in phase I clinical trials; however, further development of this drug was discontinued
  2. ^Zhang J, Xiong B, Zhen X, Zhang A (March 2009). "Dopamine D1 receptor ligands: where are we now and where are we going".Med Res Rev.29 (2):272–294.doi:10.1002/med.20130.PMID 18642350.
  3. ^abHall, Rodger (1994). "Defining new ground for the treatment of schizophrenia".Inpharma Weekly.953 (953). Springer Science and Business Media LLC:8–9.doi:10.2165/00128413-199409530-00015.ISSN 1173-8324.D1-antagonists are an area of active research. Although no results of widespread clinical testing have yet been published. phase I clinical trials presented by Dr M Sloth-Nielson from Novo Nordisk suggest that further investigation of the 3 novel drugs NNC 01-0687, NNC 01-0756 [odapipam] and NNC 22-0010 is warranted. The drugs were generally well tolerated, with restlessness, drowsiness and other CNS-related symptoms being the main effects observed. NNC 22-0010 50mg produced a moderate orthostatic hypotension in 2 volunteers.
  4. ^Prante O, Maschauer S, Banerjee A (2013). "Radioligands for the dopamine receptor subtypes".J Labelled Comp Radiopharm.56 (3–4):130–148.doi:10.1002/jlcr.3000.PMID 24285319.
  5. ^Banerjee A, Prante O (2012). "Subtype-selective dopamine receptor radioligands for PET imaging: current status and recent developments".Curr Med Chem.19 (23):3957–3966.doi:10.2174/092986712802002518.PMID 22780960.
  6. ^Foged C, Halldin C, Loc'h C, Mazière B, Karlsson P, Mazière M, Swahn CG, Farde L (August 1996). "11C- and 76Br-labelled NNC 22-0010, selective dopamine D1 receptor radioligands for PET".Nucl Med Biol.23 (6):837–844.doi:10.1016/0969-8051(96)00083-2.PMID 8940728.
D1-like
Agonists
PAMs
Antagonists
D2-like
Agonists
Antagonists


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