ST1936 | CAS# 1210-81-7 | 5-HT6-specific agonist

MedKoo Cat#: 574414 | Name: ST1936

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Description:

WARNING: This product is for research use only, not for human or veterinary use.

ST1936 is a high affinity 5-HT6-specific agonist. 5-HT6 receptor activation by ST1936 reduces the frequency of spontaneous excitatory postsynaptic currents

Chemical Structure

ST1936

CAS#1210-81-7

Theoretical Analysis

MedKoo Cat#: 574414

Name: ST1936

CAS#: 1210-81-7

Chemical Formula: C13H17ClN2

Exact Mass: 236.1080

Molecular Weight: 236.74

Elemental Analysis: C, 65.95; H, 7.24; Cl, 14.97; N, 11.83

Price and Availability

Size	Price	Availability	Quantity
5mg	USD 450.00	2 Weeks
10mg	USD 750.00	2 Weeks

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Synonym

ST1936

IUPAC/Chemical Name

2-(5-chloro-2-methyl-1H-indol-3-yl)-N,N-dimethylethanamine

InChi Key

KSYMELKKLOFABL-UHFFFAOYSA-N

InChi Code

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

SMILES Code

CC(N1)=C(CCN(C)C)C2=C1C=CC(Cl)=C2

Appearance

Solid powder

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

To be determined

Shelf Life

>3 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

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Product Data

Product Data

Instruction

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Biological target:

ST1936 selectively binds to 5-HT6 (Ki = 31 nM) over 5-HT1A, 5-HT1B, 5-HT1D, 5-HT2A, 5-HT2B, 5-HT2C, 5-HT3, 5-HT4, 5-HT5A, and the serotonin transporter (SERT; Kis = >1,000 nM for all) but also binds to the 5-HT7 receptor (Ki = 168 nM). ST1936 induces cAMP accumulation in BHK fibroblasts (EC50 = 16 nM).

In vitro activity:

This study discovered that ST1936 binds to human 5-HT6 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. Reference: Eur J Pharmacol. 2011 Jul 1;661(1-3):8-14. https://pubmed.ncbi.nlm.nih.gov/21549693/

In vivo activity:

5-HT6 receptor agonists have potential in treating cognitive dysfunction like schizophrenia and depression. ST1936 did not alter substantia nigra pars compacta (SNc) neuron activity but caused dose-related changes in ventral tegmental area (VTA) neuron activity. Local application of ST1936 into the VTA caused excitation in all of the dopamine neurons, but had no effects on non-dopamine VTA neurons. Reference: J Psychopharmacol. 2015 Jul;29(7):802-11. https://pubmed.ncbi.nlm.nih.gov/25735994/

Preparing Stock Solutions

The following data is based on the product molecular weight 236.74 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

Formulation protocol:

1. Riccioni T, Bordi F, Minetti P, Spadoni G, Yun HM, Im BH, Tarzia G, Rhim H, Borsini F. ST1936 stimulates cAMP, Ca2+, ERK1/2 and Fyn kinase through a full activation of cloned human 5-HT6 receptors. Eur J Pharmacol. 2011 Jul 1;661(1-3):8-14. doi: 10.1016/j.ejphar.2011.04.028. Epub 2011 Apr 28. PMID: 21549693. 2. Borsini F, Bordi F, Poggi A, Di Matteo V. Effects of ST1936, a selective serotonin-6 agonist, on electrical activity of putative mesencephalic dopaminergic neurons in the rat brain. J Psychopharmacol. 2015 Jul;29(7):802-11. doi: 10.1177/0269881115573804. Epub 2015 Mar 3. PMID: 25735994. 3. Valentini V, Piras G, De Luca MA, Perra V, Bordi F, Borsini F, Frau R, Di Chiara G. Evidence for a role of a dopamine/5-HT6 receptor interaction in cocaine reinforcement. Neuropharmacology. 2013 Feb;65:58-64. doi: 10.1016/j.neuropharm.2012.08.025. Epub 2012 Sep 7. Erratum in: Neuropharmacology. 2013 Oct;73:397. PMID: 22982249.

In vitro protocol:

In vivo protocol:

1. Borsini F, Bordi F, Poggi A, Di Matteo V. Effects of ST1936, a selective serotonin-6 agonist, on electrical activity of putative mesencephalic dopaminergic neurons in the rat brain. J Psychopharmacol. 2015 Jul;29(7):802-11. doi: 10.1177/0269881115573804. Epub 2015 Mar 3. PMID: 25735994. 2. Valentini V, Piras G, De Luca MA, Perra V, Bordi F, Borsini F, Frau R, Di Chiara G. Evidence for a role of a dopamine/5-HT6 receptor interaction in cocaine reinforcement. Neuropharmacology. 2013 Feb;65:58-64. doi: 10.1016/j.neuropharm.2012.08.025. Epub 2012 Sep 7. Erratum in: Neuropharmacology. 2013 Oct;73:397. PMID: 22982249.

1: Hannan AJ. European Neuroscience--Seventh Biennial FENS Forum. IDrugs. 2010 Sep;13(9):607-9. PMID: 20799140. 2: Valentini V, Frau R, Bordi F, Borsini F, Di Chiara G. A microdialysis study of ST1936, a novel 5-HT6 receptor agonist. Neuropharmacology. 2011 Mar;60(4):602-8. doi: 10.1016/j.neuropharm.2010.12.006. Epub 2010 Dec 23. PMID: 21185318. 3: Riccioni T, Bordi F, Minetti P, Spadoni G, Yun HM, Im BH, Tarzia G, Rhim H, Borsini F. ST1936 stimulates cAMP, Ca2+, ERK1/2 and Fyn kinase through a full activation of cloned human 5-HT6 receptors. Eur J Pharmacol. 2011 Jul 1;661(1-3):8-14. doi: 10.1016/j.ejphar.2011.04.028. Epub 2011 Apr 28. PMID: 21549693. 4: Tassone A, Madeo G, Schirinzi T, Vita D, Puglisi F, Ponterio G, Borsini F, Pisani A, Bonsi P. Activation of 5-HT6 receptors inhibits corticostriatal glutamatergic transmission. Neuropharmacology. 2011 Sep;61(4):632-7. doi: 10.1016/j.neuropharm.2011.05.004. Epub 2011 May 19. PMID: 21619890. 5: Yun HM, Rhim H. The serotonin-6 receptor as a novel therapeutic target. Exp Neurobiol. 2011 Dec;20(4):159-68. doi: 10.5607/en.2011.20.4.159. Epub 2011 Dec 29. PMID: 22355260; PMCID: PMC3268149. 6: Valentini V, Piras G, De Luca MA, Perra V, Bordi F, Borsini F, Frau R, Di Chiara G. Evidence for a role of a dopamine/5-HT6 receptor interaction in cocaine reinforcement. Neuropharmacology. 2013 Feb;65:58-64. doi: 10.1016/j.neuropharm.2012.08.025. Epub 2012 Sep 7. Erratum in: Neuropharmacology. 2013 Oct;73:397. PMID: 22982249. 7: Borsini F, Bordi F, Poggi A, Di Matteo V. Effects of ST1936, a selective serotonin-6 agonist, on electrical activity of putative mesencephalic dopaminergic neurons in the rat brain. J Psychopharmacol. 2015 Jul;29(7):802-11. doi: 10.1177/0269881115573804. Epub 2015 Mar 3. PMID: 25735994. 8: Yun HM, Park KR, Hong JT, Kim EC. Peripheral serotonin-mediated system suppresses bone development and regeneration via serotonin 6 G-protein-coupled receptor. Sci Rep. 2016 Sep 1;6:30985. doi: 10.1038/srep30985. PMID: 27581523; PMCID: PMC5007490. 9: Rahman MA, Kim H, Lee KH, Yun HM, Hong JH, Kim Y, Choo H, Park M, Rhim H. 5-Hydroxytryptamine 6 Receptor (5-HT6R)-Mediated Morphological Changes via RhoA-Dependent Pathways. Mol Cells. 2017 Jul 31;40(7):495-502. doi: 10.14348/molcells.2017.0080. Epub 2017 Jun 30. PMID: 28681593; PMCID: PMC5547219. 10: Pei Y, Wen X, Guo SC, Yang ZS, Zhang R, Xiao P, Sun JP. Structural insight into the selective agonist ST1936 binding of serotonin receptor 5-HT6. Biochem Biophys Res Commun. 2023 Sep 3;671:327-334. doi: 10.1016/j.bbrc.2023.05.126. Epub 2023 Jun 5. PMID: 37327704.

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Description:

Chemical Structure

Theoretical Analysis

Price and Availability

Preparing Stock Solutions

View History

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