DIHYDREXIDINE

Investigational

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 Search

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

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/9703756 | https://www.ncbi.nlm.nih.gov/pubmed/17596915 | https://www.ncbi.nlm.nih.gov/pubmed/15492773 | https://www.ncbi.nlm.nih.gov/pubmed/1352553

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.

CNS Activity

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Dopamine D1 receptor 101 Target ID: CHEMBL2056 Sources: https://www.ncbi.nlm.nih.gov/pubmed/8100195\|https://www.ncbi.nlm.nih.gov/pubmed/2572425\|https://www.ncbi.nlm.nih.gov/pubmed/1680717	Agonist 2678		7.2 nM [EC50]

PubMed

Title	Date	PubMed
Molecular mechanisms controlling the rate and specificity of catechol O-methylation by human soluble catechol O-methyltransferase.	2001 Feb	11160877

Patents

Sample Use Guides

In Vivo Use Guide

20 mg over 15 min

Route of Administration: Other

Substance Class	Chemical Created by `admin` on `Sat Dec 16 05:49:17 UTC 2023` Edited by `admin` on `Sat Dec 16 05:49:17 UTC 2023`
Record UNII	32D64VH037
Record Status	`Validated (UNII)`
Record Version

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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