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Details

Stereochemistry ABSOLUTE
Molecular Formula C17H17NO2
Molecular Weight 267.3224
Optical Activity ( - )
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DIHYDREXIDINE, (-)-

SMILES

[H][C@]12CCC3=C(C=C(O)C(O)=C3)[C@]1([H])C4=C(CN2)C=CC=C4

InChI

InChIKey=BGOQGUHWXBGXJW-YOEHRIQHSA-N
InChI=1S/C17H17NO2/c19-15-7-10-5-6-14-17(13(10)8-16(15)20)12-4-2-1-3-11(12)9-18-14/h1-4,7-8,14,17-20H,5-6,9H2/t14-,17-/m0/s1

HIDE SMILES / InChI

Molecular Formula C17H17NO2
Molecular Weight 267.3224
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Dihydrexidine, a novel full efficacy D1 dopamine receptor agonist. Dihydrexidine was shown to stimulate cyclic AMP synthesis just as well or better than dopamine. It was the first dopamine D1 receptor agonist that had potent antiparkinsonian activity in a primate model of Parkinson's disease. Dihydrexidine produces hypothermia. Dihydrexidine has been shown to alleviate cognitive deficits or enhance cognitive performance in a number of animal models of cognition. It is under investigation for the improving the cognitive and working memory deficits in schizophrenia and schizotypal disorder.

Approval Year

PubMed

PubMed

TitleDatePubMed
Molecular mechanisms controlling the rate and specificity of catechol O-methylation by human soluble catechol O-methyltransferase.
2001 Feb
Impaired D2 dopamine receptor function in mice lacking type 5 adenylyl cyclase.
2002 Sep 15
A 68930 and dihydrexidine inhibit locomotor activity and d-amphetamine-induced hyperactivity in rats: a role of inhibitory dopamine D(1/5) receptors in the prefrontal cortex?
2004
Effects of dopamine D1 receptor full agonists in rats trained to discriminate SKF 38393.
2004 Feb
Differential activation of adenylate cyclase and receptor internalization by novel dopamine D1 receptor agonists.
2005 Oct
Probing the steric space at the floor of the D1 dopamine receptor orthosteric binding domain: 7α-, 7β-, 8α-, and 8β-methyl substituted dihydrexidine analogues.
2011 Aug 11
Patents

Patents

Sample Use Guides

20 mg over 15 min
Route of Administration: Other
Substance Class Chemical
Created
by admin
on Sat Dec 16 14:22:57 GMT 2023
Edited
by admin
on Sat Dec 16 14:22:57 GMT 2023
Record UNII
U4MPC92UC2
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
DIHYDREXIDINE, (-)-
Common Name English
BENZO(A)PHENANTHRIDINE-10,11-DIOL, 5,6,6A,7,8,12B-HEXAHYDRO-, (6AS,12BR)-
Systematic Name English
DAR-0100A
Code English
DAR0100A
Code English
BENZO(A)PHENANTHRIDINE-10,11-DIOL, 5,6,6A,7,8,12B-HEXAHYDRO-, (6AS-TRANS)-
Systematic Name English
(6AS,12BR)-5,6,6A,7,8,12B-HEXAHYDROBENZO(A)PHENANTHRIDINE-10,11-DIOL
Systematic Name English
(-)-DIHYDREXIDINE
Common Name English
Code System Code Type Description
CAS
757161-85-6
Created by admin on Sat Dec 16 14:22:57 GMT 2023 , Edited by admin on Sat Dec 16 14:22:57 GMT 2023
PRIMARY
FDA UNII
U4MPC92UC2
Created by admin on Sat Dec 16 14:22:57 GMT 2023 , Edited by admin on Sat Dec 16 14:22:57 GMT 2023
PRIMARY
PUBCHEM
5311070
Created by admin on Sat Dec 16 14:22:57 GMT 2023 , Edited by admin on Sat Dec 16 14:22:57 GMT 2023
PRIMARY
Related Record Type Details
TARGET -> AGONIST
INNOVATOR->PARENT
ENANTIOMER -> ENANTIOMER
RACEMATE -> ENANTIOMER
Related Record Type Details
ACTIVE MOIETY