BERUPIPAM

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C19H19BrClNO2
Molecular Weight	408.717
Optical Activity	UNSPECIFIED
Defined Stereocenters	1 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CN1CCC2=C(C=C(O)C(Cl)=C2)[C@H](C1)C3=C4OCCC4=CC(Br)=C3

InChI

InChIKey=DIKLCFJDIZFAOM-INIZCTEOSA-N

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

HIDE SMILES / InChI

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
Sources: https://www.ncbi.nlm.nih.gov/pubmed/9751203 | https://adisinsight.springer.com/drugs/800004006

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

PubMed

Title	Date	PubMed
Characterization of benzazepine UDP-glucuronosyl-transferases in laboratory animals and man.	1995 Jun	7483661
11C- and 76Br-labelled NNC 22-0010, selective dopamine D1 receptor radioligands for PET.	1996 Aug	8940728
Functional differentiation of multiple dopamine D1-like receptors by NNC 01-0012.	1998 Oct	9751203

Substance Class	Chemical Created by `admin` on `Fri Dec 15 16:12:49 GMT 2023` Edited by `admin` on `Fri Dec 15 16:12:49 GMT 2023`
Record UNII	420895MAOC
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

BERUPIPAM

Official Name

English

NNC 22-0010

Code

English

NNC-220010

Code

English

(+)-(5S)-5-(5-BROMO-2,3-DIHYDRO-7-BENZOFURANYL)-8-CHLORO-2,3,4,5-TETRAHYDRO-3-METHYL-1H-3-BENZAZEPIN-7-OL

Systematic Name

English

berupipam [INN]

Common Name

English

NNC220010

Code

English

Classification Tree Code System Code

NCI_THESAURUS

C66883