Fluspirilene (R 6218; Redeptin), a dopamine inhibitor and calcium channel protein inhibitor, is a diphenylbutylpiperidine typical antipsychotic drug, used for the treatment of schizophrenia. It is administered intramuscularly.
Physicochemical Properties
| Molecular Formula | C29H31N3OF2 |
| Molecular Weight | 475.57274 |
| Exact Mass | 475.243 |
| CAS # | 1841-19-6 |
| Related CAS # | 1841-19-6; |
| PubChem CID | 3396 |
| Appearance | White to off-white solid powder |
| Density | 1.3±0.1 g/cm3 |
| Boiling Point | 668.9±55.0 °C at 760 mmHg |
| Melting Point | 187.5-190° |
| Flash Point | 358.3±31.5 °C |
| Vapour Pressure | 0.0±2.0 mmHg at 25°C |
| Index of Refraction | 1.632 |
| LogP | 3.89 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 5 |
| Rotatable Bond Count | 7 |
| Heavy Atom Count | 35 |
| Complexity | 653 |
| Defined Atom Stereocenter Count | 0 |
| InChi Key | QOYHHIBFXOOADH-UHFFFAOYSA-N |
| InChi Code | InChI=1S/C29H31F2N3O/c30-24-12-8-22(9-13-24)27(23-10-14-25(31)15-11-23)7-4-18-33-19-16-29(17-20-33)28(35)32-21-34(29)26-5-2-1-3-6-26/h1-3,5-6,8-15,27H,4,7,16-21H2,(H,32,35) |
| Chemical Name | 8-[4,4-bis(4-fluorophenyl)butyl]-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one |
| HS Tariff Code | 2934.99.9001 |
| Storage |
Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month |
| Shipping Condition | Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs) |
Biological Activity
| ln Vitro | Anti-calcium channel activators' effects are selectively limited by fluspirilene at doses that change dihydropyridine binding non-competitively [1]. The viability of astrocytoma stem cell lines is lowered and spheroid formation is inhibited by fluspirilene in a dose-dependent manner. At 1.25, 2.5, and 5 μM, it inhibits the growth of T98, U87, and all GSC cell lines. At 2.5 and 5 μM, it inhibits the growth of U251 and SNB19 [2]. |
| ln Vivo | Fluspirilene-treated mouse models demonstrated a notable decrease in volume. Fluspirilene considerably increased the TGS04 mouse model's survival time [2]. |
| References |
[1]. Selective antagonism of calcium channel activators by fluspirilene. Br J Pharmacol. 1990 Jun;100(2):211-6. [2]. Identification of antipsychotic drug fluspirilene as a potential anti-glioma stem cell drug. Oncotarget. 2017 Dec 4;8(67):111728-111741. |
| Additional Infomation |
8-[4,4-bis(4-fluorophenyl)butyl]-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one is a diarylmethane. A long-acting injectable antipsychotic agent used for chronic schizophrenia. A long-acting injectable antipsychotic agent used for chronic schizophrenia. Drug Indication Used for the treatment of schizophrenia. Pharmacodynamics Fluspirilene is a relatively long-acting injectable depot antipsychotic drug used for schizophrenia. Fluspirilene does not differ greatly from other depot antipsychotics (fluphenazine decanoate, fluphenazine enathate, perphenazine onanthat, pipotiazine undecylenate) with respect to treatment efficacy, response or tolerability. Outcomes suggest that fluspirilene does not differ significantly from oral antipsychotics or in different weekly regimens, although much cannot be inferred because of the shortage of trials. |
Solubility Data
| Solubility (In Vitro) | DMSO : ~25 mg/mL (~52.57 mM) |
| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.5 mg/mL (5.26 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: ≥ 2.5 mg/mL (5.26 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly. (Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 2.1027 mL | 10.5137 mL | 21.0274 mL | |
| 5 mM | 0.4205 mL | 2.1027 mL | 4.2055 mL | |
| 10 mM | 0.2103 mL | 1.0514 mL | 2.1027 mL |