Chemistry:ST-1936

ST-1936
Clinical data
ATC code	none;
Identifiers
	IUPAC name 2-(2-methyl-5-chloro-1H-indol-3-yl)-N,N-dimethylethanamine;
CAS Number	1210-81-7 ;
PubChem CID	9921064;
ChemSpider	8096699;
UNII	4R5ZNV2CHC;
ChEMBL	ChEMBL365751;
Chemical and physical data
Formula	C13H17ClN2
Molar mass	236.74 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CC1=C(CCN(C)C)C2=CC(Cl)=CC=C2N1;
	InChI 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; Key:KSYMELKKLOFABL-UHFFFAOYSA-N;

Short description: Chemical compound

ST-1936 (2-methyl-5-chloro-N,N-dimethyltryptamine) is a tryptamine derivative which is used in scientific research. It acts as a selective 5-HT₆ receptor agonist, with a K_i of 13 nM, and much weaker action at 5-HT_2B and 5-HT₇ subtypes. In animal studies it has been found to increase dopamine and noradrenaline mediated signalling but decreases glutamatergic transmission, and has antidepressant effects.^[1]^[2]^[3]^[4]

References

↑ "A microdialysis study of ST1936, a novel 5-HT6 receptor agonist". Neuropharmacology 60 (4): 602–8. March 2011. doi:10.1016/j.neuropharm.2010.12.006. PMID 21185318.
↑ "ST1936 stimulates cAMP, Ca2+, ERK1/2 and Fyn kinase through a full activation of cloned human 5-HT6 receptors". European Journal of Pharmacology 661 (1–3): 8–14. July 2011. doi:10.1016/j.ejphar.2011.04.028. PMID 21549693.
↑ "Activation of 5-HT6 receptors inhibits corticostriatal glutamatergic transmission". Neuropharmacology 61 (4): 632–7. September 2011. doi:10.1016/j.neuropharm.2011.05.004. PMID 21619890.
↑ "Effects of the 5-HT(6) receptor agonist ST 1936 on depression- and anhedonia-like experimental models". Behavioural Brain Research 224 (1): 35–43. October 2011. doi:10.1016/j.bbr.2011.05.019. PMID 21645553.

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Original source: https://en.wikipedia.org/wiki/ST-1936. Read more

[1] "A microdialysis study of ST1936, a novel 5-HT6 receptor agonist". Neuropharmacology 60 (4): 602–8. March 2011. doi:10.1016/j.neuropharm.2010.12.006. PMID 21185318.

[2] "ST1936 stimulates cAMP, Ca2+, ERK1/2 and Fyn kinase through a full activation of cloned human 5-HT6 receptors". European Journal of Pharmacology 661 (1–3): 8–14. July 2011. doi:10.1016/j.ejphar.2011.04.028. PMID 21549693.

[3] "Activation of 5-HT6 receptors inhibits corticostriatal glutamatergic transmission". Neuropharmacology 61 (4): 632–7. September 2011. doi:10.1016/j.neuropharm.2011.05.004. PMID 21619890.

[4] "Effects of the 5-HT(6) receptor agonist ST 1936 on depression- and anhedonia-like experimental models". Behavioural Brain Research 224 (1): 35–43. October 2011. doi:10.1016/j.bbr.2011.05.019. PMID 21645553.

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Clinical data

ATC code	none
Identifiers
IUPAC name 2-(2-methyl-5-chloro-1H-indol-3-yl)-N,N-dimethylethanamine
CAS Number	1210-81-7^Y
PubChem CID	9921064
ChemSpider	8096699
UNII	4R5ZNV2CHC
ChEMBL	ChEMBL365751
Chemical and physical data
Formula	C₁₃H₁₇ClN₂
Molar mass	236.74 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES CC1=C(CCN(C)C)C2=CC(Cl)=CC=C2N1
InChI 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 Key:KSYMELKKLOFABL-UHFFFAOYSA-N

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