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Details

Stereochemistry RACEMIC
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
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
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 05:49:17 GMT 2023
Edited
by admin
on Sat Dec 16 05:49:17 GMT 2023
Record UNII
32D64VH037
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-, HYDROCHLORIDE (1:1), (6AR,12BS)-REL-
Systematic Name English
BENZO(A)PHENANTHRIDINE-10,11-DIOL, 5,6,6A,7,8,12B-HEXAHYDRO-, TRANS-
Common Name English
BENZO(A)PHENANTHRIDINE-10,11-DIOL, 5,6,6A,7,8,12B-HEXAHYDRO-, HYDROCHLORIDE (1:1), (6ARS,12BSR)-, (±)-
Common Name English
REL-(6AR,12BS)-5,6,6A,7,8,12B-HEXAHYDROBENZO(A)PHENANTHRIDINE-10,11-DIOL
Common Name English
Code System Code Type Description
CAS
123039-93-0
Created by admin on Sat Dec 16 05:49:17 GMT 2023 , Edited by admin on Sat Dec 16 05:49:17 GMT 2023
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FDA UNII
32D64VH037
Created by admin on Sat Dec 16 05:49:17 GMT 2023 , Edited by admin on Sat Dec 16 05:49:17 GMT 2023
PRIMARY
EPA CompTox
DTXSID00894188
Created by admin on Sat Dec 16 05:49:17 GMT 2023 , Edited by admin on Sat Dec 16 05:49:17 GMT 2023
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PUBCHEM
5311070
Created by admin on Sat Dec 16 05:49:17 GMT 2023 , Edited by admin on Sat Dec 16 05:49:17 GMT 2023
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DRUG BANK
DB12890
Created by admin on Sat Dec 16 05:49:17 GMT 2023 , Edited by admin on Sat Dec 16 05:49:17 GMT 2023
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MESH
C061532
Created by admin on Sat Dec 16 05:49:17 GMT 2023 , Edited by admin on Sat Dec 16 05:49:17 GMT 2023
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WIKIPEDIA
DIHYDREXIDINE
Created by admin on Sat Dec 16 05:49:17 GMT 2023 , Edited by admin on Sat Dec 16 05:49:17 GMT 2023
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Related Record Type Details
ACTIVE ISOMER -> PARENT
In vitro, this isomer has 125-fold higher affinity for D1 receptors than the (−) enantiomer
ENANTIOMER -> RACEMATE
ENANTIOMER -> RACEMATE