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


Chemical Structure

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S-15535
CAS# 146998-34-7

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

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

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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

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

Preparing Stock Solutions

The following data is based on the product molecular weight 336.44 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

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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.