DILOPETINE

Details

Stereochemistry	RACEMIC
Molecular Formula	C13H19N3OS
Molecular Weight	265.374
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CN(C)CCOC(C1=CC=CS1)C2=CC=NN2C

InChI

InChIKey=CIJATQMMNKXTJJ-UHFFFAOYSA-N

InChI=1S/C13H19N3OS/c1-15(2)8-9-17-13(12-5-4-10-18-12)11-6-7-14-16(11)3/h4-7,10,13H,8-9H2,1-3H3

HIDE SMILES / InChI

Molecular Formula	C13H19N3OS
Molecular Weight	265.374
Charge	0
Count

Stereochemistry	RACEMIC
Additional Stereochemistry	No
Defined Stereocenters	0 / 1
E/Z Centers	0
Optical Activity	( + / - )

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/11509213

Dilopetine is a racemic mixture of (+)-E-6006 citrate (E-6101) and (-)-E6006 citrate (E-6102) enantiomers being developed as a potential antidepressant. Initial experiments indicate that dilopetine exhibits an antidepressant profile in tests with mice and rats. Dilopetine has been observed to normalize the increased substance P levels in the periaqueductal gray of rats during stressor exposure (Hamon, personal communication), suggesting that the drug may function by inhibiting substance P release. Treatment with dilopetine reduced the vocalizing of isolated guinea pig pups in a dose-dependent fashion.

Approval Year

PubMed

Title	Date	PubMed
Effects of a novel potential antidepressant on the behavior and cortisol levels of isolated guinea pig pups.	2001 Jul-Aug	11509213
Validation of a chromatographic method to determine E-6006 and its metabolite E-6332 in rat and dog plasma by solid-phase extraction and capillary gas chromatography. Application in pharmacokinetics.	2001 Mar	11248482
Enantioseparation of basic pharmaceutical compounds by capillary electrophoresis using sulfated cyclodextrins. Application to E-6006, a novel antidepressant.	2003 Mar 21	12685587

Sample Use Guides

In Vivo Use Guide

Single dose - 30 or 100 mg/kg body weight

Route of Administration: Intraperitoneal

Substance Class	Chemical Created by `admin` on `Fri Dec 15 17:15:28 GMT 2023` Edited by `admin` on `Fri Dec 15 17:15:28 GMT 2023`
Record UNII	5PSG6X4RGG
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

DILOPETINE

Official Name

English

ETHANAMINE, N,N-DIMETHYL-2-((1-METHYL-1H-PYRAZOL-5-YL)-2-THIENYLMETHOXY)-

Systematic Name

English

dilopetine [INN]

Common Name

English

2-(THIENYL(1-METHYL-1H-PYRAZOL-5-YL)METHOXY)-N,N-DIMETHYLETHANAMINE

Systematic Name

English

E-6006

Code

English

2-((2-METHYL-1H-PYRAZOL-3-YL)(THIOPHEN-2-YL)METHOXY)-N,N-DIMETHYLETHANAMINE

Systematic Name

English

(±)-5-(.ALPHA.-(2-(DIMETHYLAMINO)ETHOXY)-2-THIENYLMETHYL)-1-METHYL-1H-PYRAZOLE

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C265