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Details

Stereochemistry ACHIRAL
Molecular Formula C17H22N4O2
Molecular Weight 314.3822
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of MOXIRAPRINE

SMILES

CC1=CC(=NN=C1NCCN2CCOCC2)C3=CC=C(O)C=C3

InChI

InChIKey=ADRHYFBXMFKHDO-UHFFFAOYSA-N
InChI=1S/C17H22N4O2/c1-13-12-16(14-2-4-15(22)5-3-14)19-20-17(13)18-6-7-21-8-10-23-11-9-21/h2-5,12,22H,6-11H2,1H3,(H,18,20)

HIDE SMILES / InChI

Molecular Formula C17H22N4O2
Molecular Weight 314.3822
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Moxiraprine (also known as CM-30366) is aminopyridazine derivative with antidepressant activity. In preclinical studies Moxiraprine induced stereotyped behaviour and antagonized haloperidol-induced catalepsy in rats, after parenteral and oral administration. In 6-hydroxy dopamine (6-OHDA)-lesioned mice, Moxiraprine induced contralateral rotations and, when injected before 6-OHDA, protected mice against its neurotoxicity. Moxiraprine also provoked contralateral rotations when injected directly into the mouse right striatum. After parenteral injection, Moxiraprine slightly increased motility in mice, at least at low doses. The stereotypies and rotations (after intrastriatal injection) induced by Moxiraprine were antagonized by haloperidol, alpha-methyl-p-tyrosine and reserpine. The effects of Moxiraprine were compared to those of direct and indirect dopamine-like drugs. Bromocriptine induced a behavioural profile, which in most aspects, was qualitatively and quantitatively similar to that of Moxiraprine. Apomorphine was found slightly more potent than Moxiraprine, but in contrast to the latter, apomorphine-induced stereotypies were insensitive to alpha-methyl-p-tyrosine or reserpine. (+)-Amphetamine and nomifensine were less potent than Moxiraprine, and unlike Moxiraprine, induced ipsilateral rotations in 6-OHDA-lesioned mice.

Approval Year

PubMed

PubMed

TitleDatePubMed
Dopamine-like activities of an aminopyridazine derivative, CM 30366: a behavioural study.
1986 Nov
Alterations of serotonin neurotransmission and inhibition of mouse-killing behavior: III. Effects of minaprine, CM 30366 and SR 95191.
1989 Jul
Patents

Patents

Substance Class Chemical
Created
by admin
on Fri Dec 15 16:32:31 GMT 2023
Edited
by admin
on Fri Dec 15 16:32:31 GMT 2023
Record UNII
7ET381H9UA
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
MOXIRAPRINE
INN  
INN  
Official Name English
moxiraprine [INN]
Common Name English
P-(5-METHYL-6-((2-MORPHOLINOETHYL)AMINO)-3-PYRIDAZINYL)PHENOL
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C28197
Created by admin on Fri Dec 15 16:32:31 GMT 2023 , Edited by admin on Fri Dec 15 16:32:31 GMT 2023
Code System Code Type Description
EPA CompTox
DTXSID801002576
Created by admin on Fri Dec 15 16:32:31 GMT 2023 , Edited by admin on Fri Dec 15 16:32:31 GMT 2023
PRIMARY
NCI_THESAURUS
C66211
Created by admin on Fri Dec 15 16:32:31 GMT 2023 , Edited by admin on Fri Dec 15 16:32:31 GMT 2023
PRIMARY
SMS_ID
100000080600
Created by admin on Fri Dec 15 16:32:31 GMT 2023 , Edited by admin on Fri Dec 15 16:32:31 GMT 2023
PRIMARY
CAS
82239-52-9
Created by admin on Fri Dec 15 16:32:31 GMT 2023 , Edited by admin on Fri Dec 15 16:32:31 GMT 2023
PRIMARY
EVMPD
SUB09089MIG
Created by admin on Fri Dec 15 16:32:31 GMT 2023 , Edited by admin on Fri Dec 15 16:32:31 GMT 2023
PRIMARY
FDA UNII
7ET381H9UA
Created by admin on Fri Dec 15 16:32:31 GMT 2023 , Edited by admin on Fri Dec 15 16:32:31 GMT 2023
PRIMARY
PUBCHEM
71258
Created by admin on Fri Dec 15 16:32:31 GMT 2023 , Edited by admin on Fri Dec 15 16:32:31 GMT 2023
PRIMARY
ChEMBL
CHEMBL150980
Created by admin on Fri Dec 15 16:32:31 GMT 2023 , Edited by admin on Fri Dec 15 16:32:31 GMT 2023
PRIMARY
INN
6133
Created by admin on Fri Dec 15 16:32:31 GMT 2023 , Edited by admin on Fri Dec 15 16:32:31 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY