Tandospirone hydrochloride (Metanopirone), 5-HT1A partial agonist

Key facts

CAS number

99095-10-0

Purity

>99%

Form

Solid

form

Molecular weight

419.9 Da

Molecular formula

C₂₁H₃₀ClN₅O₂

PubChem

13422623

Nature

Synthetic

Solubility

Soluble in water to 100 mM

Soluble in DMSO to 100 mM

Biochemical name

Tandospirone hydrochloride

Biological description

Potent, selective 5-HT1A partial agonist (Ki = 27 nM). Decreases the firing rate of 5-HT neurons of the dorsal raphe. Shows anxiolytic and antidepressant effects *in vivo.* Orally active.

Canonical smiles

C1CC2CC1C3C2C(=O)N(C3=O)CCCCN4CCN(CC4)C5=NC=CC=N5.Cl

Isomeric smiles

C1C[C@H]2C[C@@H]1[C@H]3[C@@H]2C(=O)N(C3=O)CCCCN4CCN(CC4)C5=NC=CC=N5.Cl

InChi

InChI=1S/C21H29N5O2.ClH/c27-19-17-15-4-5-16(14-15)18(17)20(28)26(19)9-2-1-8-24-10-12-25(13-11-24)21-22-6-3-7-23-21;/h3,6-7,15-18H,1-2,4-5,8-14H2;1H/t15-,16+,17+,18-;

InChiKey

ACVFJYKNBOHIMH-DPFKZJTMSA-N

IUPAC Name

(1S,2R,6S,7R)-4-[4-(4-pyrimidin-2-ylpiperazin-1-yl)butyl]-4-azatricyclo[5.2.1.02,6]decane-3,5-dione;hydrochloride