MS-245

Details

Stereochemistry	ACHIRAL
Molecular Formula	C19H22N2O3S
Molecular Weight	358.455
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

COC1=CC2=C(C=C1)N(C=C2CCN(C)C)S(=O)(=O)C3=CC=CC=C3

InChI

InChIKey=AIJIQCBYMBZLJD-UHFFFAOYSA-N

InChI=1S/C19H22N2O3S/c1-20(2)12-11-15-14-21(19-10-9-16(24-3)13-18(15)19)25(22,23)17-7-5-4-6-8-17/h4-10,13-14H,11-12H2,1-3H3

HIDE SMILES / InChI

Molecular Formula	C19H22N2O3S
Molecular Weight	358.455
Charge	0
Count

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

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/11055342
Curator's Comment: description was created based on several sources, including: https://www.ncbi.nlm.nih.gov/pubmed/18201064 | https://www.ncbi.nlm.nih.gov/pubmed/15219766 | https://www.ncbi.nlm.nih.gov/pubmed/16950502

MS 245 oxalate represents the first member of a novel class of reasonably selective tryptamine-based 5-HT6 receptor antagonists. MS 245 potentiated the hypolocomotor actions, but not the antinociceptive effects, of (-)nicotine in mice. MS 245 together with the ED50 dose of (+)amphetamine resulted in dose-related stimulus generalization. In contrast, the administration of various doses of MS-245 in combination with the ED50 dose of cocaine failed to result in stimulus generalization.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Potency
Serotonin 6 (5-HT6) receptor 44 Target ID: CHEMBL3371 Sources: https://www.ncbi.nlm.nih.gov/pubmed/11055342	Antagonist 2849	2.3 nM [Ki]
Serotonin 1a (5-HT1a) receptor 177 Target ID: CHEMBL214 Sources: https://www.ncbi.nlm.nih.gov/pubmed/11055342	Antagonist 2849	702.0 nM [Ki]
Serotonin 7 (5-HT7) receptor 30 Target ID: CHEMBL3155 Sources: https://www.ncbi.nlm.nih.gov/pubmed/11055342	Antagonist 2849	600.0 nM [Ki]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2596

PubMed

Title	Date	PubMed
Effect of the 5-HT(6) serotonin antagonist MS-245 on the actions of (-)nicotine.	2006-09	16950502
1,2,3,4-tetrahydrocarbazoles as 5-HT6 serotonin receptor ligands.	2004-04-19	15050637
2-Substituted tryptamines: agents with selectivity for 5-HT(6) serotonin receptors.	2000-03-09	10715164

Patents

Sample Use Guides

In Vivo Use Guide

5.0, 10 or 15 mg/kg

Route of Administration: Other

In Vitro Use Guide

MS-245 produced inhibition of adenylate cyclase activity in a dose-dependent manner (pA2=8.88 0.2 nM).

Substance Class	Chemical Created by `admin` on `Tue Apr 01 16:41:00 GMT 2025` Edited by `admin` on `Tue Apr 01 16:41:00 GMT 2025`
Record UNII	L7TKH887Y7
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

MS-245

Common Name

English

1H-INDOLE-3-ETHANAMINE, 5-METHOXY-N,N-DIMETHYL-1-(PHENYLSULFONYL)-

Preferred Name

English

5-METHOXY-N,N-DIMETHYL-1-(PHENYLSULFONYL)-1H-INDOLE-3-ETHANAMINE

Common Name

English

N,N-DIMETHYL-2-(1-(BENZENESULFONYL)-5-METHOXY-1H-INDOL-3-YL)ETHYLAMINE

Systematic Name

English

Code System Code Type Description

WIKIPEDIA

MS-245