BINOSPIRONE MESYLATE

Details

Stereochemistry	RACEMIC
Molecular Formula	C20H26N2O4.CH4O3S
Molecular Weight	454.537
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CS(O)(=O)=O.O=C1CC2(CCCC2)CC(=O)N1CCNCC3COC4=CC=CC=C4O3

InChI

InChIKey=JXBLEDCYKVWLJI-UHFFFAOYSA-N

InChI=1S/C20H26N2O4.CH4O3S/c23-18-11-20(7-3-4-8-20)12-19(24)22(18)10-9-21-13-15-14-25-16-5-1-2-6-17(16)26-15;1-5(2,3)4/h1-2,5-6,15,21H,3-4,7-14H2;1H3,(H,2,3,4)

HIDE SMILES / InChI

Molecular Formula	CH4O3S
Molecular Weight	96.106
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Molecular Formula	C20H26N2O4
Molecular Weight	358.4314
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/11526961 | https://www.ncbi.nlm.nih.gov/pubmed/1970269

Binospirone (MDL-73,005-EF) acts as a potent, highly selective 5-HT1A ligand: as an antagonist at postsynaptic 5-HT1A receptors and also acts as a highly efficacious partial agonist at somatodendritic autoreceptors. Experiments on rodents have shown, that it also possesses anxiolytic properties.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
5-hydroxytryptamine receptor 1A 54 Target ID: P08908 Gene ID: 3350.0 Gene Symbol: HTR1A Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/11526961	Modulator 828

Conditions

Condition	Modality	Targets	Highest Phase	Product
Anxiety 267 Sources: https://www.ncbi.nlm.nih.gov/pubmed/8992611	Primary		Preclinical	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
Effects of MDL 73005 on water-maze performances and locomotor activity in scopolamine-treated rats.	2001 Apr	11526961
Serotonergic serotonin (1A) mixed agonists/antagonists elicit large-magnitude phase shifts in hamster circadian wheel-running rhythms.	2003	12770569
Evidence that alpha(1B)-adrenoceptors are involved in noradrenaline-induced contractions of rat tail artery.	2004 Mar 19	15044047

Patents

Sample Use Guides

In Vivo Use Guide

oral toxicity study in Sprague-Dawley rats: 5, 15, or 50 mg/kg/day by gavage to Sprague-Dawley rats for 6 or 12 month.

Route of Administration: Oral

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Fri Dec 15 16:20:04 GMT 2023` Edited by `admin` on `Fri Dec 15 16:20:04 GMT 2023`
Record UNII	155R3B9K8H
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

BINOSPIRONE MESYLATE

Official Name

English

MDL-73005EF

Code

English

BINOSPIRONE MESYLATE [USAN]

Common Name

English

MDL 73,005EF

Code

English

(±)-N-(2-((1,4-BENZODIOXAN-2-YLMETHYL)AMINO)ETHYL)-1,1-CYCLOPENTANEDIACETIMIDE MONOMETHANESULFONATE

Common Name

English

BINOSPIRONE MESILATE

Common Name

English

8-AZASPIRO(4.5)DECANE-7,9-DIONE, 8-(2-(((2,3-DIHYDRO-1,4-BENZODIOXIN-2-YL)METHYL)AMINO)ETHYL)-, (±)-, MONOMETHANESULFONATE

Systematic Name

English

8-(2-(((2,3-DIHYDRO-1,4-BENZODIOXIN-2-YL)METHYL)AMINO)ETHYL)-8-AZASPIRO(4.5)DECANE-7,9-DIONE DL- METHANESULFONATE

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C28197