S-15535

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

MedKoo CAT#: 532611

CAS#: 146998-34-7

Description: S-15535 is a potent, orally active, partial 5-HT1A receptor agonist. S-15535 may be useful in the symptomatic treatment of human memory disturbances associated with loss of cholinergic innervation to the hippocampus


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S-15535 is not in stock, may be available through custom synthesis. For cost-effective reason, minimum 1 gram order is requested. The product will be characterized by NMR, HPLC and MS analysis. Purity (HPLC) is usually >98%. CoA, QC data, MSDS will be provided when product is successfully made. The estimated lead time is 2-3 months. Please send email to sales@medkoo.com to inquire quote.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 532611
Name: S-15535
CAS#: 146998-34-7
Chemical Formula: C21H24N2O2
Exact Mass: 336.1838
Molecular Weight: 336.44
Elemental Analysis: C, 74.97; H, 7.19; N, 8.33; O, 9.51


Synonym: S-15535; S 15535; S15535.

IUPAC/Chemical Name: 1-(2,3-dihydro-1,4-benzodioxin-8-yl)-4-(2,3-dihydro-1H-inden-2-yl)piperazine

InChi Key: QJPPEMXOOWNICQ-UHFFFAOYSA-N

InChi Code: InChI=1S/C21H24N2O2/c1-2-5-17-15-18(14-16(17)4-1)22-8-10-23(11-9-22)19-6-3-7-20-21(19)25-13-12-24-20/h1-7,18H,8-15H2

SMILES Code: N1(C2=C(OCCO3)C3=CC=C2)CCN(C4CC5=C(C=CC=C5)C4)CC1


Technical Data

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).

Harmonized System Code:
293490


References

1: Gannon RL, Millan MJ. Serotonin1A autoreceptor activation by S 15535 enhances circadian activity rhythms in hamsters: evaluation of potential interactions with serotonin2A and serotonin2C receptors. Neuroscience. 2006;137(1):287-99. Epub 2005 Nov 10. PubMed PMID: 16289351.

2: Peglion JL, Goument B, Despaux N, Charlot V, Giraud H, Nisole C, Newman-Tancredi A, Dekeyne A, Bertrand M, Genissel P, Millan MJ. Improvement in the selectivity and metabolic stability of the serotonin 5-HT(1A) ligand, S 15535: a series of cis- and trans-2-(arylcycloalkylamine) 1-indanols. J Med Chem. 2002 Jan 3;45(1):165-76. PubMed PMID: 11754589.

3: Vis P, Della Pasqua O, Kruk M, Martin D, Mocaër E, Danhof M, Jochemsen R. Population pharmacokinetic-pharmacodynamic modelling of S 15535, a 5-HT(1A) receptor agonist, using a behavioural model in rats. Eur J Pharmacol. 2001 Mar 2;414(2-3):233-43. PubMed PMID: 11239924.

4: de Boer SF, Lesourd M, Mocaër E, Koolhaas JM. Somatodendritic 5-HT(1A) autoreceptors mediate the anti-aggressive actions of 5-HT(1A) receptor agonists in rats: an ethopharmacological study with S-15535, alnespirone, and WAY-100635. Neuropsychopharmacology. 2000 Jul;23(1):20-33. PubMed PMID: 10869883.

5: Cervo L, Mocaër E, Bertaglia A, Samanin R. Roles of 5-HT(1A) receptors in the dorsal raphe and dorsal hippocampus in anxiety assessed by the behavioral effects of 8-OH-DPAT and S 15535 in a modified Geller-Seifter conflict model. Neuropharmacology. 2000 Apr 3;39(6):1037-43. PubMed PMID: 10727714.

6: Carli M, Balducci C, Millan MJ, Bonalumi P, Samanin R. S 15535, a benzodioxopiperazine acting as presynaptic agonist and postsynaptic 5-HT1A receptor antagonist, prevents the impairment of spatial learning caused by intrahippocampal scopolamine. Br J Pharmacol. 1999 Nov;128(6):1207-14. PubMed PMID: 10578133; PubMed Central PMCID: PMC1571756.

7: Newman-Tancredi A, Chaput C, Touzard M, Verrièle L, Millan MJ. Parallel evaluation of 5-HT1A receptor localization and functionality: autoradiographic studies with [35S]-GTP gamma S and the novel, selective radioligand, [3H]-S 15535. Ann N Y Acad Sci. 1998 Dec 15;861:263-4. PubMed PMID: 9928280.

8: Lejeune F, Millan MJ. Induction of burst firing in ventral tegmental area dopaminergic neurons by activation of serotonin (5-HT)1A receptors: WAY 100,635-reversible actions of the highly selective ligands, flesinoxan and S 15535. Synapse. 1998 Oct;30(2):172-80. PubMed PMID: 9723787.

9: Newman-Tancredi A, Verrièle L, Chaput C, Millan MJ. Labelling of recombinant human and native rat serotonin 5-HT1A receptors by a novel, selective radioligand, [3H]-S 15535: definition of its binding profile using agonists, antagonists and inverse agonists. Naunyn Schmiedebergs Arch Pharmacol. 1998 Mar;357(3):205-17. PubMed PMID: 9550290.

10: Millan MJ, Hjorth S, Samanin R, Schreiber R, Jaffard R, De Ladonchamps B, Veiga S, Goument B, Peglion JL, Spedding M, Brocco M. S 15535, a novel benzodioxopiperazine ligand of serotonin (5-HT)1A receptors: II. Modulation of hippocampal serotonin release in relation to potential anxiolytic properties. J Pharmacol Exp Ther. 1997 Jul;282(1):148-61. PubMed PMID: 9223550.

11: Millan MJ, Newman-Tancredi A, Rivet JM, Brocco M, Lacroix P, Audinot V, Cistarelli L, Gobert A. S 15535, a novel benzodioxopiperazine ligand of serotonin (5-HT)1A receptors: I. Interaction with cloned human (h)5-HT1A, dopamine hD2/hD3 and h alpha2A-adrenergic receptors in relation to modulation of cortical monoamine release and activity in models of potential antidepressant activity. J Pharmacol Exp Ther. 1997 Jul;282(1):132-47. PubMed PMID: 9223549.

12: Newman-Tancredi A, Chaput C, Verrièle L, Millan MJ. S 15535 and WAY 100,635 antagonise 5-HT-stimulated [35S]GTP gamma S binding at cloned human 5-HT1A receptors. Eur J Pharmacol. 1996 Jun 20;307(1):107-11. PubMed PMID: 8831111.

13: Millan MJ, Rivet JM, Canton H, Lejeune F, Gobert A, Widdowson P, Bervoets K, Brocco M, Peglion JL. S 15535: a highly selective benzodioxopiperazine 5-HT1A receptor ligand which acts as an agonist and an antagonist at presynaptic and postsynaptic sites respectively. Eur J Pharmacol. 1993 Jan 5;230(1):99-102. PubMed PMID: 8381359.