CAS 1841-19-6|imap|Imap|Redeptin|8-[4,4-bis(4-fluorophenyl)butyl]-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one|Fluspirilenum [inn-latin]|Lopac-F-100|Fluspirileno [inn-spanish]|Fluspirilene|8-[4,4-<i>b...

General Information

Structure

Molecular Formula

C₂₉H₃₁F₂N₃O

Molecular Mass

475.5727464

Exact Mass

475.24351907

Charge

InChI

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)

InChIKey

QOYHHIBFXOOADH-UHFFFAOYSA-N

Canonic Smiles

Fc1ccc(cc1)C(c1ccc(cc1)F)CCCN1CCC2(CC1)C(=O)NCN2c1ccccc1

Isomeric Smiles

Fc1ccc(C(CCCN2CCC3(N(CNC3=O)c3ccccc3)CC2)c2ccc(F)cc2)cc1

Calculated Properties

JChem

Acid pKa

11.987693

H Acceptors

H Donor

LogD (pH = 5.5)

2.4489284

LogD (pH = 7.4)

3.8700993

Log P

5.778034

Molar Refractivity

135.2675

Polarizability

51.41223

Polar Surface Area

35.58

Rotatable Bonds

Lipinski's Rule of Five

false

ALOGPS 2.1

Log P

5.18

LOG S

-5.45

Solubility (Water)

1.67e-03 g/l

Data Source

Names and Identifiers

IUPAC Traditional name

imap fluspirilene 8-[4,4-bis(4-fluorophenyl)butyl]-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one

Synonyms

Fluspirilenum [inn-latin]FluspirileneFluspirileno [inn-spanish]8-[4,4-bis (p-fluorophenyl)butyl]-1-phenyl-1,3,8-triazino[4,5]decan-4-oneR6218Fluspiriline8-[4,4-Bis(4-fluorophenyl)butyl]-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-oneMcN-JR 6218R 6218RedeptinFluspirilenImapFluspirilene8-[4,4-bis(p-Fluorophenyl)butyl]-1-phenyl-1,3,8-triazino[4.5]decan-4-oneSpirodiflamin

Brand Name

RedeptinImapLopac-F-100

IUPAC name

8-[4,4-bis(4-fluorophenyl)butyl]-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one

Names and Identifiers

Registration numbers

EC Number

217-418-6

CAS Number

1841-19-6

PubChem SID

4650820224277915160967818

PubChem CID

3396

MDL Number

MFCD00055137

IUPHAR ligand ID

ATC CODE

N05AG01

Wikipedia Title

Fluspirilene

Chemspider ID

3279

Unique Ingredient Identifier

KEGG ID

CHEMBL

DrugBank ID

Registration numbers

Properties

Physical Property

Hydrophobicity(logP)

5.86 [HANSCH,C ET AL. (1995)]

Solubility

0.01 mg/mL at 25 oC [MERCK INDEX (1996)]

DMSO: ≥20 mg/mL

ethanol: soluble

H2O: insoluble

Melting Point

187.5-190°C

Apperance

white solid

Safety Information

MSDS Link

Download link

Storage Condition

Room Temperature (15-30°C)

RTECS

XX8750000

Storage Temperature

room temp

Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Pharmacology Properties

Admin Routes

Legal Status

Rx-only

Gene Information

human ... DRD1(1812), DRD2(1813), DRD3(1814), DRD4(1815), DRD5(1816)

Mechanism of Action

Dopamine antagonist

Calcium channel antagonist

Properties

Related Proteins

No Data Available

Click here to submit data

Molecular Spectra

No Data Available

Click here to submit data

Molecule Details

MP Biomedicals

02153707

A dopamine antagonist.

Wikipedia

Fluspirilene

DrugBank

DB04842

Drug Groups

approved

Description

A long-acting injectable antipsychotic agent used for chronic schizophrenia.

Indication

Used for the treatment of schizophrenia.

Pharmacology

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.

Affected Organisms

Humans and other mammals

External Links

• [Wikipedia]

Sigma Aldrich

F100

Biochem/physiol Actions
Dopamine receptor antagonist; antipsychotic; calcium channel blocker.

TRC

F599800

Fluspirilene is a diphenylbutylpiperidine antipsychotic drug, used for the treatment of schizophrenia.

Molecule Details

References

PubChem Literature

From Data Sources

• ,Agarwal, V., et al.: J. Biotechnol., 136, S451 (1970)

• Cox, D., et al.: J. Cardiovasc. Pharmacol., 21, 595 (1970)

• Toenjes, K., et al.: Antimicrob. Agents Chemother., 49, 963 (1970)

• Janssen, P.A.J., et al.: Arzneim.-Forsch., 20, 1689 (1970)

• U.S. Pat., 1966, Janssen, 3 238 216; CA, 65, 8924d, (synth)

• Janssen, P.A.J. et al., Arzneim.-Forsch., 1970, 20, 1689, (pharmacol)

• Blessington, B., Org. Mass Spectrom., 1971, 5, 1113, (ms)

• Kenny, B.A. et al., Br. J. Pharmacol., 1990, 100, 211, (pharmacol)

• Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, PFU250

• Martindale, The Extra Pharmacopoeia, 31st edn., Pharmaceutical Press, 1996, 713

• Grantham, C.J. et al., Br. J. Pharmacol., 1994, 111, 483, (pharmacol)

References

Bioactivity

PubChem BioAssay

Bioactivity

Names and Identifiers

IUPAC Traditional name

imap fluspirilene 8-[4,4-bis(4-fluorophenyl)butyl]-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one

Synonyms

Brand Name

RedeptinImapLopac-F-100

IUPAC name

8-[4,4-bis(4-fluorophenyl)butyl]-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one

Registration numbers

EC Number

217-418-6

CAS Number

1841-19-6

PubChem SID

4650820224277915160967818

PubChem CID

3396

MDL Number

MFCD00055137

IUPHAR ligand ID

ATC CODE

N05AG01

Wikipedia Title

Fluspirilene

Chemspider ID

3279

Unique Ingredient Identifier

KEGG ID

CHEMBL

DrugBank ID

Molecule Details

A dopamine antagonist.

Wikipedia

Fluspirilene

DrugBank

DB04842

Drug Groups

approved

Description

A long-acting injectable antipsychotic agent used for chronic schizophrenia.

Indication

Used for the treatment of schizophrenia.

Pharmacology

Affected Organisms

Humans and other mammals

External Links

• [Wikipedia]

Sigma Aldrich

F100

Biochem/physiol Actions
Dopamine receptor antagonist; antipsychotic; calcium channel blocker.

TRC

F599800

Fluspirilene is a diphenylbutylpiperidine antipsychotic drug, used for the treatment of schizophrenia.

References

PubChem Literature

From Data Sources

• ,Agarwal, V., et al.: J. Biotechnol., 136, S451 (1970)

• Cox, D., et al.: J. Cardiovasc. Pharmacol., 21, 595 (1970)

• Toenjes, K., et al.: Antimicrob. Agents Chemother., 49, 963 (1970)

• Janssen, P.A.J., et al.: Arzneim.-Forsch., 20, 1689 (1970)

• U.S. Pat., 1966, Janssen, 3 238 216; CA, 65, 8924d, (synth)

• Janssen, P.A.J. et al., Arzneim.-Forsch., 1970, 20, 1689, (pharmacol)

• Blessington, B., Org. Mass Spectrom., 1971, 5, 1113, (ms)

• Kenny, B.A. et al., Br. J. Pharmacol., 1990, 100, 211, (pharmacol)

• Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, PFU250

• Martindale, The Extra Pharmacopoeia, 31st edn., Pharmaceutical Press, 1996, 713

• Grantham, C.J. et al., Br. J. Pharmacol., 1994, 111, 483, (pharmacol)

Bioactivity

PubChem BioAssay

Properties

Physical Property

Hydrophobicity(logP)

5.86 [HANSCH,C ET AL. (1995)]

Solubility

0.01 mg/mL at 25 oC [MERCK INDEX (1996)]

DMSO: ≥20 mg/mL

ethanol: soluble

H2O: insoluble

Melting Point

187.5-190°C

Apperance

white solid

Safety Information

MSDS Link

Download link

Storage Condition

Room Temperature (15-30°C)

RTECS

XX8750000

Storage Temperature

room temp

Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Pharmacology Properties

Admin Routes

Legal Status

Rx-only

Gene Information

human ... DRD1(1812), DRD2(1813), DRD3(1814), DRD4(1815), DRD5(1816)

Mechanism of Action

Dopamine antagonist

Calcium channel antagonist

Molecule

ID:4386