Berupipam

Abandoned D1 receptor antagonist From Wikipedia, the free encyclopedia

Berupipam (INNTooltip International Nonproprietary Name; developmental code name NNC 22-0010) is a selective dopamine D1 receptor antagonist of the benzazepine group which was under development for the treatment of psychotic disorders but was never marketed.[1][2] It reached phase 1 clinical trials prior to the discontinuation of its development.[1]

Other namesNNC 22-0010; NNC-22-0010; NNC220010; NNC2210; NNC-2210
CAS Number
Quick facts Clinical data, Other names ...
Berupipam
Clinical data
Other namesNNC 22-0010; NNC-22-0010; NNC220010; NNC2210; NNC-2210
Drug classDopamine D1 receptor antagonist
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
PubChem CID
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
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Berupipam and closely related dopamine D1 receptor antagonists were reported to have been generally well-tolerated in clinical trials, but side effects included restlessness, drowsiness, other central nervous system-related symptoms, and orthostatic hypotension.[3]

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

See also

References

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