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Details

Stereochemistry ACHIRAL
Molecular Formula C13H17ClN2
Molecular Weight 236.74
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ST-1936

SMILES

CN(C)CCC1=C(C)NC2=CC=C(Cl)C=C12

InChI

InChIKey=KSYMELKKLOFABL-UHFFFAOYSA-N
InChI=1S/C13H17ClN2/c1-9-11(6-7-16(2)3)12-8-10(14)4-5-13(12)15-9/h4-5,8,15H,6-7H2,1-3H3

HIDE SMILES / InChI

Molecular Formula C13H17ClN2
Molecular Weight 236.74
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

ST1936 is a potent serotonin 6 (5-HT6) receptor agonist with activity in animal pharmacological models for central nervous system disorders: effect of ST 1936 was investigated on depression-like experimental models. In addition, ST 1936 displays moderate affinity for human α2 adrenergic receptors, shown to increase Ca2+ concentration and phosphorylation of Fyn kinase, and regulate the activation of ERK1/2 in cloned cells.

CNS Activity

Curator's Comment: Known to be CNS penetrant in rats. Human data not available

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
28.8 nM [Ki]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
2-Alkyl-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indoles as novel 5-HT6 receptor agonists.
2005 Oct 1
ST1936 stimulates cAMP, Ca2+, ERK1/2 and Fyn kinase through a full activation of cloned human 5-HT6 receptors.
2011 Jul 1
A microdialysis study of ST1936, a novel 5-HT6 receptor agonist.
2011 Mar
Patents

Patents

Sample Use Guides

in rats: It was investigated the effect of ST1936 (5-10-20 mg/kg/ip) on dialysate DA, NA and 5-HT in the medial prefrontal cortex (PFCX) and in the shell and core of the nucleus accumbens (NAc). Systemic administration of ST1936 dose-dependently increased dialysate DA and NA in the NAc shell and PFCX and to a lesser extent in the NAc core.
Route of Administration: Intraperitoneal
In Vitro Use Guide
Curator's Comment: ST1936 binds to human 5-HT(6) receptors with good affinity (K(i)=28.8 nM). ST1936 also exhibited some moderate binding affinity for 5HT(2B), 5HT(1A), 5HT(7) receptors and adrenergic α receptors. ST1936 behaved as a full 5-HT(6) agonist on cloned cells and was able to increase Ca(2+) concentration, phosphorylation of Fyn kinase, and regulate the activation of ERK1/2 that is a downstream target of Fyn kinase.
Unknown
Substance Class Chemical
Created
by admin
on Sat Dec 16 18:00:38 UTC 2023
Edited
by admin
on Sat Dec 16 18:00:38 UTC 2023
Record UNII
4R5ZNV2CHC
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ST-1936
Code English
5-CHLORO-N,N,2-TRIMETHYL-1H-INDOLE-3-ETHANAMINE
Systematic Name English
1H-INDOLE-3-ETHANAMINE, 5-CHLORO-N,N,2-TRIMETHYL-
Systematic Name English
Code System Code Type Description
EPA CompTox
DTXSID001045649
Created by admin on Sat Dec 16 18:00:38 UTC 2023 , Edited by admin on Sat Dec 16 18:00:38 UTC 2023
PRIMARY
WIKIPEDIA
ST-1936
Created by admin on Sat Dec 16 18:00:38 UTC 2023 , Edited by admin on Sat Dec 16 18:00:38 UTC 2023
PRIMARY
PUBCHEM
9921064
Created by admin on Sat Dec 16 18:00:38 UTC 2023 , Edited by admin on Sat Dec 16 18:00:38 UTC 2023
PRIMARY
FDA UNII
4R5ZNV2CHC
Created by admin on Sat Dec 16 18:00:38 UTC 2023 , Edited by admin on Sat Dec 16 18:00:38 UTC 2023
PRIMARY
CAS
1210-81-7
Created by admin on Sat Dec 16 18:00:38 UTC 2023 , Edited by admin on Sat Dec 16 18:00:38 UTC 2023
PRIMARY
Related Record Type Details
TARGET -> AGONIST
TARGET -> AGONIST
TARGET -> AGONIST