Synonym
Flutroline; CP-36,584; Flutrolino; Flutrolinum; CP36,584; flutroline; flutroline, (+-)-isomer.
IUPAC/Chemical Name
(+-)-8-Fluoro-alpha,5-bis(p-fluorophenyl)-1,3,4,5-tetrahydro-2H-pyrido(4,3-b)indole-2-butanol
InChi Key
OYGDOCFZQVGFIP-MHZLTWQESA-N
InChi Code
InChI=1S/C27H25F3N2O/c28-19-5-3-18(4-6-19)27(33)2-1-14-31-15-13-26-24(17-31)23-16-21(30)9-12-25(23)32(26)22-10-7-20(29)8-11-22/h3-12,16,27,33H,1-2,13-15,17H2/t27-/m0/s1
SMILES Code
n1(c2c(C[N@@](CCC[C@@H](c3ccc(F)cc3)O)CC2)c2c1ccc(c2)F)c1ccc(F)cc1
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, not in water
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
450.50
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.
| 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 |
1: Lehmann J, Knoch F, Jiang N. [Indoles. 10. Synthesis, structure and D2-affinity of beta-carboline analogs of flutroline]. Arch Pharm (Weinheim). 1993 Dec;326(12):947-51. German. PubMed PMID: 7907210.
2: Sarges R, Howard HR, Donahue KM, Welch WM, Dominy BW, Weissman A, Koe BK, Bordner J. Neuroleptic activity of chiral trans-hexahydro-gamma-carbolines. J Med Chem. 1986 Jan;29(1):8-19. Erratum in: J Med Chem 1986 May;29(5):876. PubMed PMID: 3941416.
3: Falkner FC, Fouda HG, Mullins FG. A gas chromatographic/mass spectrometric assay for flutroline, a gamma-carboline antipsychotic agent, with direct derivatization on a moving needle injector. Biomed Mass Spectrom. 1984 Sep;11(9):482-5. PubMed PMID: 6150732.
4: Kurland AA, Nagaraju A, Hanlon TE, Williams TG. The prolactin response to flutroline hydrochloride in schizophrenic patients. J Clin Pharmacol. 1983 Nov-Dec;23(11-12):505-16. PubMed PMID: 6141186.
5: Kurland AA, Nagaraju A, Hanlon TE. Flutroline in the treatment of the schizophrenic patient. J Clin Pharmacol. 1982 Oct;22(10):441-9. PubMed PMID: 6129266.
6: Welch WM, Ewing FE, Harbert CA, Weissman A, Koe BK. 4a,9b-trans-8-Fluoro-5-(4-fluorophenyl)-2-[4-(4-fluorophenyl)-4-hydroxybutyl]-2,3 ,4,4a,5,9b-hexahydro-1H-pyrido[4,3-b]indole hydrochloride, a new potent neuroleptic. J Med Chem. 1980 Aug;23(8):949-52. PubMed PMID: 6105220.
7: Harbert CA, Plattner JJ, Welch WM, Weissman A, Koe BK. Neuroleptic activity in 5-aryltetrahydro-gamma-carbolines. J Med Chem. 1980 Jun;23(6):635-43. PubMed PMID: 6104732.
8: McEvoy JP, Berney S, Wilson WH, Ban TA, Guy W. A double-blind comparison of three dosages of flutroline (CP-36,584) in the treatment of schizophrenia. Int Pharmacopsychiatry. 1980;15(5):318-24. PubMed PMID: 7021452.
9: Fink M, Irwin P. EEG and behavioral profile of flutroline (CP-36,584), a novel antipsychotic drug. Psychopharmacology (Berl). 1980;72(1):67-71. PubMed PMID: 6110218.
