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Details

Stereochemistry ABSOLUTE
Molecular Formula 2C19H19BrClNO2.C4H4O4
Molecular Weight 933.505
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of BERUPIPAM HEMIFUMARATE

SMILES

OC(=O)\C=C\C(O)=O.CN1CCC2=C(C=C(O)C(Cl)=C2)[C@H](C1)C3=C4OCCC4=CC(Br)=C3.CN5CCC6=C(C=C(O)C(Cl)=C6)[C@H](C5)C7=C8OCCC8=CC(Br)=C7

InChI

InChIKey=KAAMHRZPUYCDSD-ZMGYVUCRSA-N
InChI=1S/2C19H19BrClNO2.C4H4O4/c2*1-22-4-2-11-7-17(21)18(23)9-14(11)16(10-22)15-8-13(20)6-12-3-5-24-19(12)15;5-3(6)1-2-4(7)8/h2*6-9,16,23H,2-5,10H2,1H3;1-2H,(H,5,6)(H,7,8)/b;;2-1+/t2*16-;/m00./s1

HIDE SMILES / InChI
Molecular Formula C4H4O4
Molecular Weight 116.0722
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 1
Optical Activity NONE
Molecular Formula C19H19BrClNO2
Molecular Weight 408.717
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

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

Originator

Approval Year

Unknown
139594
PubMed

PubMed

TitleDatePubMed
Characterization of benzazepine UDP-glucuronosyl-transferases in laboratory animals and man.
1995 Jun
11C- and 76Br-labelled NNC 22-0010, selective dopamine D1 receptor radioligands for PET.
1996 Aug
Functional differentiation of multiple dopamine D1-like receptors by NNC 01-0012.
1998 Oct
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:35:48 GMT 2023
Edited
by admin
on Fri Dec 15 15:35:48 GMT 2023
Record UNII
VJ2NSAWU72
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
BERUPIPAM HEMIFUMARATE
Common Name English
1H-3-BENZAZEPIN-7-OL, 5-(5-BROMO-2,3-DIHYDRO-7-BENZOFURANYL)-8-CHLORO-2,3,4,5-TETRAHYDRO-3-METHYL-, (5S)-, (2E)-2-BUTENEDIOATE (2:1) (SALT)
Systematic Name English
Code System Code Type Description
PUBCHEM
131634133
Created by admin on Fri Dec 15 15:35:48 GMT 2023 , Edited by admin on Fri Dec 15 15:35:48 GMT 2023
PRIMARY
CAS
172940-14-6
Created by admin on Fri Dec 15 15:35:48 GMT 2023 , Edited by admin on Fri Dec 15 15:35:48 GMT 2023
PRIMARY
FDA UNII
VJ2NSAWU72
Created by admin on Fri Dec 15 15:35:48 GMT 2023 , Edited by admin on Fri Dec 15 15:35:48 GMT 2023
PRIMARY
Related Record Type Details
Structure of BERUPIPAM
PARENT -> SALT/SOLVATE
Structure of Fumaric acid
PARENT -> SALT/SOLVATE
Related Record Type Details
Structure of BERUPIPAM
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