SB-357134

SB-357134
Identifiers
	IUPAC name N-(2,5-Dibromo-3-fluorophenyl)-4-methoxy-3-(1-piperazinyl)benzenesulfonamide;
CAS Number	219963-52-7 [EPA];
PubChem CID	6918553;
IUPHAR/BPS	3235;
ChemSpider	5293750 ;
ChEMBL	ChEMBL329383 ;
CompTox Dashboard (EPA)	DTXSID301026949 ;
Chemical and physical data
Formula	C17H18Br2FN3O3S
Molar mass	523.22 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES C3CNCCN3c1cc(ccc1OC)S(=O)(=O)Nc2cc(Br)cc(F)c2Br;
	InChI InChI=1S/C17H18Br2FN3O3S/c1-26-16-3-2-12(10-15(16)23-6-4-21-5-7-23)27(24,25)22-14-9-11(18)8-13(20)17(14)19/h2-3,8-10,21-22H,4-7H2,1H3 ; Key:BLWHAZZXRHTFJE-UHFFFAOYSA-N ;
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SB-357134 is a drug which is used in scientific research. It acts as a potent, selective and orally active 5-HT₆ receptor antagonist.^[1] SB-357134 and other 5-HT₆ antagonists show nootropic effects in animal studies,^[2]^[3]^[4] and have been proposed as potential novel treatments for cognitive disorders such as schizophrenia and Alzheimer's disease.

References

^ Bromidge SM, Clarke SE, Gager T, Griffith K, Jeffrey P, Jennings AJ, et al. (January 2001). "Phenyl benzenesulfonamides are novel and selective 5-HT6 antagonists: identification of N-(2,5-dibromo-3-fluorophenyl)-4-methoxy-3-piperazin-1-ylbenzenesulfonamide (SB-357134)". Bioorganic & Medicinal Chemistry Letters. 11 (1): 55–8. doi:10.1016/S0960-894X(00)00597-7. PMID 11140733.
^ Rogers DC, Hagan JJ (November 2001). "5-HT6 receptor antagonists enhance retention of a water maze task in the rat". Psychopharmacology. 158 (2): 114–9. doi:10.1007/s002130100840. PMID 11702084. S2CID 29472459.
^ Stean TO, Hirst WD, Thomas DR, Price GW, Rogers D, Riley G, et al. (April 2002). "Pharmacological profile of SB-357134: a potent, selective, brain penetrant, and orally active 5-HT(6) receptor antagonist". Pharmacology, Biochemistry, and Behavior. 71 (4): 645–54. doi:10.1016/S0091-3057(01)00742-0. PMID 11888556. S2CID 34925312.
^ Perez-García G, Meneses A (July 2005). "Oral administration of the 5-HT6 receptor antagonists SB-357134 and SB-399885 improves memory formation in an autoshaping learning task". Pharmacology, Biochemistry, and Behavior. 81 (3): 673–82. doi:10.1016/j.pbb.2005.05.005. PMID 15964617. S2CID 19789219.

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[1] Bromidge SM, Clarke SE, Gager T, Griffith K, Jeffrey P, Jennings AJ, et al. (January 2001). "Phenyl benzenesulfonamides are novel and selective 5-HT6 antagonists: identification of N-(2,5-dibromo-3-fluorophenyl)-4-methoxy-3-piperazin-1-ylbenzenesulfonamide (SB-357134)". Bioorganic & Medicinal Chemistry Letters. 11 (1): 55–8. doi:10.1016/S0960-894X(00)00597-7. PMID 11140733.

[2] Rogers DC, Hagan JJ (November 2001). "5-HT6 receptor antagonists enhance retention of a water maze task in the rat". Psychopharmacology. 158 (2): 114–9. doi:10.1007/s002130100840. PMID 11702084. S2CID 29472459.

[3] Stean TO, Hirst WD, Thomas DR, Price GW, Rogers D, Riley G, et al. (April 2002). "Pharmacological profile of SB-357134: a potent, selective, brain penetrant, and orally active 5-HT(6) receptor antagonist". Pharmacology, Biochemistry, and Behavior. 71 (4): 645–54. doi:10.1016/S0091-3057(01)00742-0. PMID 11888556. S2CID 34925312.

[4] Perez-García G, Meneses A (July 2005). "Oral administration of the 5-HT6 receptor antagonists SB-357134 and SB-399885 improves memory formation in an autoshaping learning task". Pharmacology, Biochemistry, and Behavior. 81 (3): 673–82. doi:10.1016/j.pbb.2005.05.005. PMID 15964617. S2CID 19789219.

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Identifiers

IUPAC name N-(2,5-Dibromo-3-fluorophenyl)-4-methoxy-3-(1-piperazinyl)benzenesulfonamide
CAS Number	219963-52-7^N[EPA]
PubChem CID	6918553
IUPHAR/BPS	3235
ChemSpider	5293750^N
ChEMBL	ChEMBL329383^N
CompTox Dashboard (EPA)	DTXSID301026949
Chemical and physical data
Formula	C₁₇H₁₈Br₂FN₃O₃S
Molar mass	523.22 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES C3CNCCN3c1cc(ccc1OC)S(=O)(=O)Nc2cc(Br)cc(F)c2Br
InChI InChI=1S/C17H18Br2FN3O3S/c1-26-16-3-2-12(10-15(16)23-6-4-21-5-7-23)27(24,25)22-14-9-11(18)8-13(20)17(14)19/h2-3,8-10,21-22H,4-7H2,1H3^N Key:BLWHAZZXRHTFJE-UHFFFAOYSA-N^N
^NY (what is this?) (verify)