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MedKoo Cat#: 532658 | Name: SB-258585 HCl
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Description:

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

SB-258585 HCl is a potent, selective antagonist of the serotonin 5-HT6 receptor (pKi = 8.53). It displays over 100-fold selectivity for 5-HT6 over other 5-HT, dopamine, and α-adrenergic receptors.

Chemical Structure

SB-258585 HCl
SB-258585 HCl
CAS#1216468-02-8 (HCl)

Theoretical Analysis

MedKoo Cat#: 532658

Name: SB-258585 HCl

CAS#: 1216468-02-8 (HCl)

Chemical Formula: C18H23ClIN3O3S

Exact Mass: 0.0000

Molecular Weight: 523.81

Elemental Analysis: C, 41.27; H, 4.43; Cl, 6.77; I, 24.23; N, 8.02; O, 9.16; S, 6.12

Price and Availability

Size Price Availability Quantity
50mg USD 250.00 2 Weeks
100mg USD 450.00 2 Weeks
200mg USD 750.00 2 Weeks
500mg USD 1,650.00 2 Weeks
1g USD 2,950.00 2 Weeks
2g USD 5,250.00 2 Weeks
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Related CAS #
209480-63-7 (free base) 1216468-02-8 (HCl)
Synonym
SB258585; SB 258585; SB-258585; SB258585 HCl; SB258585 Hydrochloride.
IUPAC/Chemical Name
4-​iodo-​N-​[4-​methoxy-​3-​(4-​methyl-1-​piperazinyl)​phenyl]​-benzenesulfonamide, monohydrochloride
InChi Key
BFGOZFXMAJBFGI-UHFFFAOYSA-N
InChi Code
InChI=1S/C18H22IN3O3S.ClH/c1-21-9-11-22(12-10-21)17-13-15(5-8-18(17)25-2)20-26(23,24)16-6-3-14(19)4-7-16;/h3-8,13,20H,9-12H2,1-2H3;1H
SMILES Code
O=S(C1=CC=C(I)C=C1)(NC2=CC=C(OC)C(N3CCN(C)CC3)=C2)=O.[H]Cl
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
Soluble in DMSO
Shelf Life
>2 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
More Info
Product Data
Product Data
Instruction
View handling instruction
Biological target:
SB-258585 binds highly to a single receptor population in a human cell line that recombines 5-HT6 receptors. SB-258585 can be used to label recombinant and natural 5-HT6 receptors.
In vitro activity:
In cultured neuronal and mammalian cell lines, SB258585 potentiated cell death and induced an increase in [Ca2+]i, demonstrating an effect independent of 5-HT6 receptors. Reference: Toxicol In Vitro. 2011 Dec;25(8):2035-40. https://pubmed.ncbi.nlm.nih.gov/21864673/
In vivo activity:
SB-258585 significantly reduced defecation in non-stressed rats for up to 7 hours after administration. In rats experiencing context-conditioned fear, SB-258585 also notably decreased the number of faecal boli produced. These results imply exploring SB-258585's effects on irritable bowel syndrome with diarrhea. Reference: Eur J Pharmacol. 2019 Dec 1;864:172718. https://pubmed.ncbi.nlm.nih.gov/31586629/
Solvent mg/mL mM
Solubility
DMF 15.0 28.64
DMSO 20.0 38.18
Ethanol 0.3 0.48
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 523.81 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.

Recalculate based on batch purity %
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. Duhr F, Déléris P, Raynaud F, Séveno M, Morisset-Lopez S, Mannoury la Cour C, Millan MJ, Bockaert J, Marin P, Chaumont-Dubel S. Cdk5 induces constitutive activation of 5-HT6 receptors to promote neurite growth. Nat Chem Biol. 2014 Jul;10(7):590-7. doi: 10.1038/nchembio.1547. Epub 2014 Jun 1. PMID: 24880860. 2. Yun HM, Rhim H. 5-HT6 receptor ligands, EMD386088 and SB258585, differentially regulate 5-HT6 receptor-independent events. Toxicol In Vitro. 2011 Dec;25(8):2035-40. doi: 10.1016/j.tiv.2011.08.004. Epub 2011 Aug 16. PMID: 21864673. 3. Hagsäter SM, Lisinski A, Eriksson E. 5-HT6 receptor antagonism reduces defecation in rat: A potential treatment strategy for irritable bowel syndrome with diarrhea. Eur J Pharmacol. 2019 Dec 1;864:172718. doi: 10.1016/j.ejphar.2019.172718. Epub 2019 Oct 3. PMID: 31586629. 4. Liu KC, Guo Y, Zhang J, Chen L, Liu YW, Lv SX, Xie W, Wang HS, Zhang YM, Zhang L. Activation and blockade of dorsal hippocampal Serotonin6 receptors regulate anxiety-like behaviors in a unilateral 6-hydroxydopamine rat model of Parkinson's disease. Neurol Res. 2019 Sep;41(9):791-801. doi: 10.1080/01616412.2019.1611204. Epub 2019 May 6. PMID: 31056008.
In vitro protocol:
1. Duhr F, Déléris P, Raynaud F, Séveno M, Morisset-Lopez S, Mannoury la Cour C, Millan MJ, Bockaert J, Marin P, Chaumont-Dubel S. Cdk5 induces constitutive activation of 5-HT6 receptors to promote neurite growth. Nat Chem Biol. 2014 Jul;10(7):590-7. doi: 10.1038/nchembio.1547. Epub 2014 Jun 1. PMID: 24880860. 2. Yun HM, Rhim H. 5-HT6 receptor ligands, EMD386088 and SB258585, differentially regulate 5-HT6 receptor-independent events. Toxicol In Vitro. 2011 Dec;25(8):2035-40. doi: 10.1016/j.tiv.2011.08.004. Epub 2011 Aug 16. PMID: 21864673.
In vivo protocol:
1. Hagsäter SM, Lisinski A, Eriksson E. 5-HT6 receptor antagonism reduces defecation in rat: A potential treatment strategy for irritable bowel syndrome with diarrhea. Eur J Pharmacol. 2019 Dec 1;864:172718. doi: 10.1016/j.ejphar.2019.172718. Epub 2019 Oct 3. PMID: 31586629. 2. Liu KC, Guo Y, Zhang J, Chen L, Liu YW, Lv SX, Xie W, Wang HS, Zhang YM, Zhang L. Activation and blockade of dorsal hippocampal Serotonin6 receptors regulate anxiety-like behaviors in a unilateral 6-hydroxydopamine rat model of Parkinson's disease. Neurol Res. 2019 Sep;41(9):791-801. doi: 10.1080/01616412.2019.1611204. Epub 2019 May 6. PMID: 31056008.
1: Yun HM, Rhim H. 5-HT6 receptor ligands, EMD386088 and SB258585, differentially regulate 5-HT6 receptor-independent events. Toxicol In Vitro. 2011 Dec;25(8):2035-40. doi: 10.1016/j.tiv.2011.08.004. Epub 2011 Aug 16. PubMed PMID: 21864673.