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Updating {{drugbox}} (changes to verified fields - updated 'ChemSpiderID_Ref', 'StdInChI_Ref', 'StdInChIKey_Ref') per Chem/Drugbox validation (report errors or bugs)
m Infobox drug: rm/replace deprecated params. Fix unk parameters (rm some Chembox-params) (via AWB script)
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| IUPAC_name = 1-(2,3-dihydro-1,4-benzodioxin-8-yl)-4-(2,3-dihydro-1''H''-inden-2-yl)piperazine
| IUPAC_name = 1-(2,3-dihydro-1,4-benzodioxin-8-yl)-4-(2,3-dihydro-1''H''-inden-2-yl)piperazine
| image = S-15535_structure.png
| image = S-15535_structure.png

<!--Clinical data-->
<!--Clinical data-->
| tradename =
| tradename =
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| legal_status =
| legal_status =
| routes_of_administration =
| routes_of_administration =

<!--Pharmacokinetic data-->
<!--Pharmacokinetic data-->
| bioavailability =
| bioavailability =
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| elimination_half-life =
| elimination_half-life =
| excretion =
| excretion =

<!--Identifiers-->
<!--Identifiers-->
| CAS_number_Ref = {{cascite|correct|??}}
| CAS_number_Ref = {{cascite|correct|??}}
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| ChEMBL_Ref = {{ebicite|changed|EBI}}
| ChEMBL_Ref = {{ebicite|changed|EBI}}
| ChEMBL = 49247
| ChEMBL = 49247
| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}
| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}
| ChemSpiderID = 117196
| ChemSpiderID = 117196
| RTECS =
| MeSHName = C079549
| MeSHName = C079549

<!--Chemical data-->
<!--Chemical data-->
| C=21 | H=24 | N=2 | O=2
| C=21 | H=24 | N=2 | O=2
| molecular_weight = 336.427 g/mol
| molecular_weight = 336.427 g/mol
| smiles = C1CN(CCN1C2CC3=CC=CC=C3C2)C4=C5C(=CC=C4)OCCO5
| smiles = C1CN(CCN1C2CC3=CC=CC=C3C2)C4=C5C(=CC=C4)OCCO5
| InChI = 1/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
| InChI = 1/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
| InChIKey = QJPPEMXOOWNICQ-UHFFFAOYAE
| InChIKey = QJPPEMXOOWNICQ-UHFFFAOYAE
| StdInChI_Ref = {{stdinchicite|changed|chemspider}}
| StdInChI_Ref = {{stdinchicite|changed|chemspider}}
| StdInChI = 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
| StdInChI = 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
| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}
| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}
| StdInChIKey = QJPPEMXOOWNICQ-UHFFFAOYSA-N
| StdInChIKey = QJPPEMXOOWNICQ-UHFFFAOYSA-N
}}
}}

Revision as of 13:36, 28 June 2015

S-15535
Clinical data
ATC code
  • none
Identifiers
  • 1-(2,3-dihydro-1,4-benzodioxin-8-yl)-4-(2,3-dihydro-1H-inden-2-yl)piperazine
CAS Number
PubChem CID
IUPHAR/BPS
ChemSpider
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.150.279 Edit this at Wikidata
Chemical and physical data
FormulaC21H24N2O2
Molar mass336.427 g/mol g·mol−1
3D model (JSmol)
  • C1CN(CCN1C2CC3=CC=CC=C3C2)C4=C5C(=CC=C4)OCCO5
  • 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 ☒N
  • Key:QJPPEMXOOWNICQ-UHFFFAOYSA-N ☒N
 ☒NcheckY (what is this?)  (verify)

S-15535 is a phenylpiperazine drug which is a potent and highly selective 5-HT1A receptor ligand that acts as an agonist and antagonist (weak partial agonist) at the presynaptic and postsynaptic 5-HT1A receptors, respectively.[1][2][3][4] It has anxiolytic properties.[4][5]

See also

References

  1. ^ Millan MJ, Rivet JM, Canton H, Lejeune F, Gobert A, Widdowson P, Bervoets K, Brocco M, Peglion JL. (1993). "S 15535: a highly selective benzodioxopiperazine 5-HT1A receptor ligand which acts as an agonist and an antagonist (weak partial agonist) at presynaptic and postsynaptic sites respectively". Eur J Pharmacol. 230 (1): 99–102. doi:10.1016/0014-2999(93)90416-F. PMID 8381359.{{cite journal}}: CS1 maint: multiple names: authors list (link)
  2. ^ Millan MJ, Canton H, Gobert A, Lejeune F, Rivet JM, Bervoets K, Brocco M, Widdowson P, Mennini T, Audinot V; et al. (1994). "Novel benzodioxopiperazines acting as antagonists at postsynaptic 5-HT1A receptors and as agonists at 5-HT1A autoreceptors: a comparative pharmacological characterization with proposed 5-HT1A antagonists". J Pharmacol Exp Ther. 268 (1): 337–352. PMID 8301575. {{cite journal}}: Explicit use of et al. in: |author= (help)CS1 maint: multiple names: authors list (link)
  3. ^ Millan MJ, Newman-Tancredi A, Rivet JM, Brocco M, Lacroix P, Audinot V, Cistarelli L, Gobert A. (1997). "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. 282 (1): 132–147. PMID 9223549.{{cite journal}}: CS1 maint: multiple names: authors list (link)
  4. ^ a b Lejeune F, Millan MJ. (1998). "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. 30 (2): 172–180. doi:10.1002/(SICI)1098-2396(199810)30:2<172::AID-SYN7>3.0.CO;2-9. PMID 9723787.
  5. ^ Dekeyne A, Brocco M, Adhumeau A, Gobert A, Millan MJ. (2000). "The selective serotonin (5-HT)1A receptor ligand, S15535, displays anxiolytic-like effects in the social interaction and Vogel models and suppresses dialysate levels of 5-HT in the dorsal hippocampus of freely-moving rats. A comparison with other anxiolytic agents". Psychopharmacology (Berl). 152 (1): 55–66. doi:10.1007/s002130000449. PMID 11041316.{{cite journal}}: CS1 maint: multiple names: authors list (link)


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