CAS 52468-60-7|CAS 30484-77-6|Flunarizinum [inn-latin]|Flunarizine Hydrochloride|1-(Bis(4-fluorophenyl)methyl)-4-cinnamylpiperazine|Novo-Flunarizine|Issium|Vertix|1-[bis(4-fluorophenyl)methyl]-4-[(2...

General Information

Structure

Molecular Formula

C₂₆H₂₆F₂N₂

Molecular Mass

404.4948464

Exact Mass

404.20640528

Charge

InChI

InChI=1S/C26H26F2N2/c27-24-12-8-22(9-13-24)26(23-10-14-25(28)15-11-23)30-19-17-29(18-20-30)16-4-7-21-5-2-1-3-6-21/h1-15,26H,16-20H2/b7-4+

InChIKey

SMANXXCATUTDDT-QPJJXVBHSA-N

Canonic Smiles

Fc1ccc(cc1)C(c1ccc(cc1)F)N1CCN(CC1)C/C=C/c1ccccc1

Isomeric Smiles

Fc1ccc(C(N2CCN(CC2)C/C=C/c2ccccc2)c2ccc(F)cc2)cc1

Calculated Properties

JChem

H Acceptors

H Donor

LogD (pH = 5.5)

4.0807085

LogD (pH = 7.4)

5.754555

Log P

6.165795

Molar Refractivity

120.2976

Polarizability

45.707912

Polar Surface Area

6.48

Rotatable Bonds

Lipinski's Rule of Five

false

ALOGPS 2.1

Log P

5.3

LOG S

-5.38

Solubility (Water)

1.68e-03 g/l

Data Source

Academic Data

Commercial Catalog

Data Source

Names and Identifiers

Synonyms

Flunarizinum [inn-latin]Flunarizine Hydrochloride1-(Bis(4-fluorophenyl)methyl)-4-cinnamylpiperazineFlunarizina [inn-spanish]Flunarizineflunarizine dihydrochloride(E)-1-[Bis-(p-fluorophenyl)methyl]-4-cinnamylpiperazine1-[''bis''(4-fluorophenyl)methyl]-4-cinnamyl-piperazineFluxarten1-[Bis(4-fluorophenyl)methyl]-4-[(2E)-3-phenyl-2-propen-1-yl]piperazine HydrochlorideGradientIssiumDinaplexFlunagenFlunarizine DihydrochlorideR 14950FlunarlFlugeralMondusFlunarizine4',4''-Difluorocinnarizine1-[Bis(4-fluorophenyl)methyl]-4-(3-phenyl-2-propenyl)piperazine

Brand Name

Novo-FlunarizineIssiumVertixFluvertSibeliumApo-flunarizine capsulesZinasenFlufenal

IUPAC name

1-[bis(4-fluorophenyl)methyl]-4-[(2E)-3-phenylprop-2-en-1-yl]piperazine 1-[bis(4-fluorophenyl)methyl]-4-(3-phenylprop-2-en-1-yl)piperazine

IUPAC Traditional name

flunarizine 1-[bis(4-fluorophenyl)methyl]-4-(3-phenylprop-2-en-1-yl)piperazine 1-[bis(4-fluorophenyl)methyl]-4-[(2E)-3-phenylprop-2-en-1-yl]piperazine

Names and Identifiers

Registration numbers

PubChem CID

941361

PubChem SID

46507129160967817

CAS Number

52468-60-730484-77-6

Unique Ingredient Identifier

KEGG ID

Chemspider ID

DrugBank ID

Wikipedia Title

ATC CODE

CHEMBL

Registration numbers

Properties

Physical Property

Solubility

Methanol

Chloroform

Apperance

White Solid

Melting Point

188-190°C (dec.)

Product Information

Certificate of Analysis

Download link

Application(s)

Effective in the prophylaxis of migraine, occlusive peripheral vascular disease, vertigo of central and peripheral origin, and as an adjuvant in the therapy of epilepsy.

It may help to reduce the severity and duration of attacks of paralysis associated with the more serious form of alternating hemiplegia.

Safety Information

MSDS Link

Download link

Storage Condition

Refrigerator

Pharmacology Properties

Mechanism of Action

Flunarizine is a selective calcium entry blocker with calmodulin binding properties and histamine H1 blocking activity

Calcium channel blocker

Properties

Related Proteins

No Data Available

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Molecular Spectra

No Data Available

Click here to submit data

Molecule Details

Wikipedia

Flunarizine

DrugBank

DB04841

Drug Groups

approved

Description

Flunarizine is a selective calcium entry blocker with calmodulin binding properties and histamine H1 blocking activity. It is effective in the prophylaxis of migraine, occlusive peripheral vascular disease, vertigo of central and peripheral origin, and as an adjuvant in the therapy of epilepsy.

Indication

Used in the prophylaxis of migraine, occlusive peripheral vascular disease, vertigo of central and peripheral origin, and as an adjuvant in the therapy of epilepsy.

Pharmacology

Flunarizine is a selective calcium entry blocker with calmodulin binding properties and histamine H1 blocking activity.

Affected Organisms

Humans and other mammals

Biotransformation

Hepatic, to two metabolites via N-dealylation and hydroxylation.

Absorption

85% following oral administration.

Half Life

18 days

Protein Binding

99% bound to plasma proteins

External Links

• [Wikipedia]

TRC

F455200

Calcium channel blocker; fluorinated derivative of Cinnarizine. Vasodilator (cerebral and peripheral).

Molecule Details

References

PubChem Literature

From Data Sources

• Godfraind, T., et al.: Eur. J. Pharmacol., 53, 273 (1975)

• Desmedt, L.K., et al.: Arzneim.-Forsch., 25, 1408 (1975)

• Holmes, B., et al.: Drugs, 27, 6 (1975)

• Nihard, P., et al.: Angiology, 33, 37 (1975)

• Marini, D. et al., Boll. Chim. Farm., 1984, 123, 133, (struct, uv, ir)

• Ger. Pat., 1972, 2 220 242; CA, 78, 29815r, (synth)

• Amery, W.K. et al., Drugs Exp. Clin. Res., 1981, 7, 1, (pharmacol)

• Negwer, M., Organic-Chemical Drugs and their Synonyms, 6th edn., Akademie-Verlag, 1987, 7382, (synonyms)

• Xiang, M. et al., CA, 1985, 102, 78835, (synth)

• Schmidt, R. et al., J. Cardiovasc. Pharmacol., (Suppl. 8), 1991, 18, S27, (rev)

• Holmes, B. et al., Drugs, 1984, 29, 6, (rev, pharmacol)

• Martindale, The Extra Pharmacopoeia, 30th edn., Pharmaceutical Press, 1993, 939

• Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, FDD080

References

Bioactivity

PubChem BioAssay

Bioactivity

Data Source

Academic Data

Commercial Catalog

Names and Identifiers

Synonyms

Brand Name

Novo-FlunarizineIssiumVertixFluvertSibeliumApo-flunarizine capsulesZinasenFlufenal

IUPAC name

1-[bis(4-fluorophenyl)methyl]-4-[(2E)-3-phenylprop-2-en-1-yl]piperazine 1-[bis(4-fluorophenyl)methyl]-4-(3-phenylprop-2-en-1-yl)piperazine

IUPAC Traditional name

flunarizine 1-[bis(4-fluorophenyl)methyl]-4-(3-phenylprop-2-en-1-yl)piperazine 1-[bis(4-fluorophenyl)methyl]-4-[(2E)-3-phenylprop-2-en-1-yl]piperazine

Registration numbers

PubChem CID

941361

PubChem SID

46507129160967817

CAS Number

52468-60-730484-77-6

Unique Ingredient Identifier

KEGG ID

Chemspider ID

DrugBank ID

Wikipedia Title

ATC CODE

CHEMBL

Properties

Physical Property

Solubility

Methanol

Chloroform

Apperance

White Solid

Melting Point

188-190°C (dec.)

Product Information

Certificate of Analysis

Download link

Application(s)

Effective in the prophylaxis of migraine, occlusive peripheral vascular disease, vertigo of central and peripheral origin, and as an adjuvant in the therapy of epilepsy.

It may help to reduce the severity and duration of attacks of paralysis associated with the more serious form of alternating hemiplegia.

Safety Information

MSDS Link

Download link

Storage Condition

Refrigerator

Pharmacology Properties

Mechanism of Action

Flunarizine is a selective calcium entry blocker with calmodulin binding properties and histamine H1 blocking activity

Calcium channel blocker

Molecule Details

Wikipedia

Flunarizine

DrugBank

DB04841

Drug Groups

approved

Description

Indication

Used in the prophylaxis of migraine, occlusive peripheral vascular disease, vertigo of central and peripheral origin, and as an adjuvant in the therapy of epilepsy.

Pharmacology

Flunarizine is a selective calcium entry blocker with calmodulin binding properties and histamine H1 blocking activity.

Affected Organisms

Humans and other mammals

Biotransformation

Hepatic, to two metabolites via N-dealylation and hydroxylation.

Absorption

85% following oral administration.

Half Life

18 days

Protein Binding

99% bound to plasma proteins

External Links

• [Wikipedia]

TRC

F455200

Calcium channel blocker; fluorinated derivative of Cinnarizine. Vasodilator (cerebral and peripheral).

References

PubChem Literature

From Data Sources

• Godfraind, T., et al.: Eur. J. Pharmacol., 53, 273 (1975)

• Desmedt, L.K., et al.: Arzneim.-Forsch., 25, 1408 (1975)

• Holmes, B., et al.: Drugs, 27, 6 (1975)

• Nihard, P., et al.: Angiology, 33, 37 (1975)

• Marini, D. et al., Boll. Chim. Farm., 1984, 123, 133, (struct, uv, ir)

• Ger. Pat., 1972, 2 220 242; CA, 78, 29815r, (synth)

• Amery, W.K. et al., Drugs Exp. Clin. Res., 1981, 7, 1, (pharmacol)

• Negwer, M., Organic-Chemical Drugs and their Synonyms, 6th edn., Akademie-Verlag, 1987, 7382, (synonyms)

• Xiang, M. et al., CA, 1985, 102, 78835, (synth)

• Schmidt, R. et al., J. Cardiovasc. Pharmacol., (Suppl. 8), 1991, 18, S27, (rev)

• Holmes, B. et al., Drugs, 1984, 29, 6, (rev, pharmacol)

• Martindale, The Extra Pharmacopoeia, 30th edn., Pharmaceutical Press, 1993, 939

• Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, FDD080

Bioactivity

PubChem BioAssay

Molecule

ID:4385