Chemistry:MS-245

MS-245
Clinical data
ATC code	none;
Identifiers
	IUPAC name 2-[5-methoxy-1-(phenylsulfonyl)-1H-indol-3-yl]-N,N-dimethylethanamine;
CAS Number	263384-65-2 ;
PubChem CID	6918542;
ChemSpider	5293739;
UNII	L7TKH887Y7;
Chemical and physical data
Formula	C19H22N2O3S
Molar mass	358.46 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES COc2cc1c(CCN(C)C)cn(c1cc2)S(=O)(=O)c3ccccc3;
	InChI 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; Key:AIJIQCBYMBZLJD-UHFFFAOYSA-N;
	(verify)

Short description: Chemical compound

MS-245 is a tryptamine derivative used in scientific research. It acts as a selective 5-HT₆ receptor antagonist with a K_i of 2.3 nM, and was derived through structure-activity relationship development of the selective 5-HT₆ agonist EMDT.^[1] It has been used as a lead compound for further development of tryptamine-derived 5-HT₆ antagonists.^[2]^[3] In animal studies it has been shown to boost the activity of, but not substitute for, both amphetamine and nicotine.^[4]^[5]

References

↑ "N1-(Benzenesulfonyl)tryptamines as novel 5-HT6 antagonists". Bioorganic & Medicinal Chemistry Letters 10 (20): 2295–9. October 2000. doi:10.1016/S0960-894X(00)00453-4. PMID 11055342.
↑ "Interaction of chiral MS-245 analogs at h5-HT6 receptors". Bioorganic & Medicinal Chemistry Letters 15 (15): 3510–3. August 2005. doi:10.1016/j.bmcl.2005.05.092. PMID 15990303.
↑ "Binding of serotonin and N1-benzenesulfonyltryptamine-related analogs at human 5-HT6 serotonin receptors: receptor modeling studies". Journal of Medicinal Chemistry 51 (3): 603–11. February 2008. doi:10.1021/jm070910s. PMID 18201064.
↑ "Modulation of the stimulus effects of (+)amphetamine by the 5-HT6 antagonist MS-245". Pharmacology, Biochemistry, and Behavior 78 (2): 263–8. June 2004. doi:10.1016/j.pbb.2004.03.017. PMID 15219766.
↑ "Effect of the 5-HT(6) serotonin antagonist MS-245 on the actions of (-)nicotine". Pharmacology, Biochemistry, and Behavior 85 (1): 170–7. September 2006. doi:10.1016/j.pbb.2006.07.029. PMID 16950502.

0.00

(0 votes)

Original source: https://en.wikipedia.org/wiki/MS-245. Read more

[1] "N1-(Benzenesulfonyl)tryptamines as novel 5-HT6 antagonists". Bioorganic & Medicinal Chemistry Letters 10 (20): 2295–9. October 2000. doi:10.1016/S0960-894X(00)00453-4. PMID 11055342.

[2] "Interaction of chiral MS-245 analogs at h5-HT6 receptors". Bioorganic & Medicinal Chemistry Letters 15 (15): 3510–3. August 2005. doi:10.1016/j.bmcl.2005.05.092. PMID 15990303.

[3] "Binding of serotonin and N1-benzenesulfonyltryptamine-related analogs at human 5-HT6 serotonin receptors: receptor modeling studies". Journal of Medicinal Chemistry 51 (3): 603–11. February 2008. doi:10.1021/jm070910s. PMID 18201064.

[4] "Modulation of the stimulus effects of (+)amphetamine by the 5-HT6 antagonist MS-245". Pharmacology, Biochemistry, and Behavior 78 (2): 263–8. June 2004. doi:10.1016/j.pbb.2004.03.017. PMID 15219766.

[5] "Effect of the 5-HT(6) serotonin antagonist MS-245 on the actions of (-)nicotine". Pharmacology, Biochemistry, and Behavior 85 (1): 170–7. September 2006. doi:10.1016/j.pbb.2006.07.029. PMID 16950502.

[1]

[2]

[3]

[4]

[5]

Anonymous

Search

Chemistry:MS-245

Namespaces

More

Page actions

See also

References

Navigation

Navigation

Help

Translate

Wiki tools

Wiki tools

Clinical data

ATC code	none
Identifiers
IUPAC name 2-[5-methoxy-1-(phenylsulfonyl)-1H-indol-3-yl]-N,N-dimethylethanamine
CAS Number	263384-65-2^Y
PubChem CID	6918542
ChemSpider	5293739
UNII	L7TKH887Y7
Chemical and physical data
Formula	C₁₉H₂₂N₂O₃S
Molar mass	358.46 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES COc2cc1c(CCN(C)C)cn(c1cc2)S(=O)(=O)c3ccccc3
InChI 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 Key:AIJIQCBYMBZLJD-UHFFFAOYSA-N
(verify)

Anonymous

Search

Chemistry:MS-245

See also

References

Navigation

Wiki tools

Page tools

Other projects

Categories