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Also known as: 52468-60-7, Sibelium, 1-(bis(4-fluorophenyl)methyl)-4-cinnamylpiperazine, Flunarizinum [inn-latin], Flunarizina [inn-spanish], 40218-96-0
Molecular Formula
C26H26F2N2
Molecular Weight
404.5  g/mol
InChI Key
SMANXXCATUTDDT-QPJJXVBHSA-N
FDA UNII
R7PLA2DM0J

Flunarizine
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.
1 2D Structure

Flunarizine

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
1-[bis(4-fluorophenyl)methyl]-4-[(E)-3-phenylprop-2-enyl]piperazine
2.1.2 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+
2.1.3 InChI Key
SMANXXCATUTDDT-QPJJXVBHSA-N
2.1.4 Canonical SMILES
C1CN(CCN1CC=CC2=CC=CC=C2)C(C3=CC=C(C=C3)F)C4=CC=C(C=C4)F
2.1.5 Isomeric SMILES
C1CN(CCN1C/C=C/C2=CC=CC=C2)C(C3=CC=C(C=C3)F)C4=CC=C(C=C4)F
2.2 Other Identifiers
2.2.1 UNII
R7PLA2DM0J
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Dihydrochloride, Flunarizine

2. Flunarizin

3. Flunarizine Dihydrochloride

4. Flunarizine Hydrochloride

5. Hydrochloride, Flunarizine

6. R 14950

7. R-14950

8. R14950

9. Sibelium

2.3.2 Depositor-Supplied Synonyms

1. 52468-60-7

2. Sibelium

3. 1-(bis(4-fluorophenyl)methyl)-4-cinnamylpiperazine

4. Flunarizinum [inn-latin]

5. Flunarizina [inn-spanish]

6. 40218-96-0

7. Flunarizine (inn)

8. (e)-1-(bis(4-fluorophenyl)methyl)-4-(3-phenyl-2-propenyl)piperazine

9. R7pla2dm0j

10. 1-[bis(4-fluorophenyl)methyl]-4-[(e)-3-phenylprop-2-enyl]piperazine

11. Chembl30008

12. (e)-1-[bis-(p-fluorophenyl)methyl]-4-cinnamylpiperazine

13. Piperazine, 1-(bis(4-fluorophenyl)methyl)-4-(3-phenyl-2-propenyl)-, (e)-

14. Flunarizine [inn]

15. 1-[bis(4-fluorophenyl)methyl]-4-[(2e)-3-phenylprop-2-en-1-yl]piperazine

16. Piperazine, 1-[bis(4-fluorophenyl)methyl]-4-(3-phenyl-2-propenyl)-, (e)-

17. Flunarizine [inn:ban]

18. Dsstox_cid_25616

19. Dsstox_rid_81005

20. Dsstox_gsid_45616

21. Flunarazine

22. Narzine

23. Sibelium (tn)

24. Cas-52468-60-7

25. Einecs 257-937-5

26. Unii-r7pla2dm0j

27. 1-[bis(4-fluorophenyl)methyl]-4-(3-phenylprop-2-enyl)piperazine

28. (e)-1-(bis-(p-fluorophenyl)methyl)-4-cinnamylpiperazine

29. Flunarizine2hcl

30. Ncgc00018102-06

31. Einecs 254-842-0

32. Flunarizine [mi]

33. Prestwick2_000312

34. Prestwick3_000312

35. Spectrum5_001570

36. Lopac0_000527

37. Schembl43440

38. Schembl43441

39. Bspbio_000304

40. Bspbio_001341

41. Bspbio_003096

42. Flunarizine [who-dd]

43. Bpbio1_000336

44. Dtxsid6045616

45. Bcbcmap01_000120

46. Chebi:92209

47. Cid_6365505

48. 1-[bis(4-fluorophenyl)methyl]-4-[(e)-cinnamyl]piperazine

49. Chebi:135652

50. Hms1361d03

51. Hms1791d03

52. Hms1989d03

53. Hms2089h21

54. Hy-b0358

55. Tox21_110825

56. Bdbm50017702

57. Piperazine, 1-(bis(4-fluorophenyl)methyl)-4-(3-phenyl-2-propenyl)-

58. Stl477617

59. Zinc19360739

60. 1-[bis(4-fluorophenyl)methyl]-4-[(2e)-3-phenyl-2-propenyl]piperazine

61. 4-((2e)-3-phenylprop-2-enyl)-1-[bis(4-fluorophenyl)methyl]piperazine

62. Akos015960783

63. Tox21_110825_1

64. Ac-1283

65. Ccg-204617

66. Db04841

67. Sdccgsbi-0050510.p004

68. Idi1_000043

69. Idi1_033811

70. Ncgc00018102-04

71. Ncgc00018102-05

72. Ncgc00018102-07

73. Ncgc00018102-08

74. Ncgc00018102-09

75. Ncgc00018102-10

76. Ncgc00018102-12

77. Ncgc00018102-24

78. Ncgc00024308-04

79. Ncgc00024308-05

80. Ncgc00024308-06

81. Ncgc00024308-07

82. As-75845

83. Sbi-0050510.p003

84. Cs-0013608

85. D07971

86. D93478

87. Ab00053586-15

88. Ab00053586_16

89. Ab00053586_17

90. A899896

91. Q416237

92. 1-[bis-(4-fluorophenyl)methyl]-4-cinnamylpiperazine

93. Brd-k12184470-300-01-8

94. Brd-k29582677-001-02-7

95. Brd-k29582677-300-05-6

96. Brd-k29582677-300-06-4

97. 1-[bis-(4-fluoro-phenyl)-methyl]-4-(3-phenyl-allyl)-piperazine

98. 1-[bis(4-fluorophenyl)methyl]-4-[(2z)-3-phenyl-2-propen-1-yl]piperazine

99. 1-[bis-(4-fluoro-phenyl)-methyl]-4-((e)-3-phenyl-allyl)-piperazine

100. Piperazine, 1-[bis(4-fluorophenyl)methyl]-4-[(2e)-3-phenyl-2-propenyl]-

101. 1-[bis-(4-fluoro-phenyl)-methyl]-4-(3-phenyl-allyl)-piperazine(flunarizine)

2.4 Create Date
2005-03-25
3 Chemical and Physical Properties
Molecular Weight 404.5 g/mol
Molecular Formula C26H26F2N2
XLogP36
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count4
Rotatable Bond Count6
Exact Mass404.20640516 g/mol
Monoisotopic Mass404.20640516 g/mol
Topological Polar Surface Area6.5 Ų
Heavy Atom Count30
Formal Charge0
Complexity487
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Drug 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.


5 Pharmacology and Biochemistry
5.1 Pharmacology

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


5.2 MeSH Pharmacological Classification

Anticonvulsants

Drugs used to prevent SEIZURES or reduce their severity. (See all compounds classified as Anticonvulsants.)


Calcium Channel Blockers

A class of drugs that act by selective inhibition of calcium influx through cellular membranes. (See all compounds classified as Calcium Channel Blockers.)


Histamine H1 Antagonists

Drugs that selectively bind to but do not activate histamine H1 receptors, thereby blocking the actions of endogenous histamine. Included here are the classical antihistaminics that antagonize or prevent the action of histamine mainly in immediate hypersensitivity. They act in the bronchi, capillaries, and some other smooth muscles, and are used to prevent or allay motion sickness, seasonal rhinitis, and allergic dermatitis and to induce somnolence. The effects of blocking central nervous system H1 receptors are not as well understood. (See all compounds classified as Histamine H1 Antagonists.)


Vasodilator Agents

Drugs used to cause dilation of the blood vessels. (See all compounds classified as Vasodilator Agents.)


5.3 ATC Code

N - Nervous system

N07 - Other nervous system drugs

N07C - Antivertigo preparations

N07CA - Antivertigo preparations

N07CA03 - Flunarizine


5.4 Absorption, Distribution and Excretion

Absorption

85% following oral administration.


5.5 Metabolism/Metabolites

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


Flunarizine has known human metabolites that include 1-[bis(4-fluorophenyl)methyl]piperazine, bis(4-fluorophenyl)methanone, and p-Hydroxyflunarizine.

S73 | METXBIODB | Metabolite Reaction Database from BioTransformer | DOI:10.5281/zenodo.4056560


5.6 Biological Half-Life

18 days


5.7 Mechanism of Action

Flunarizine inhibits the influx of extracellular calcium through myocardial and vascular membrane pores by physically plugging the channel. The decrease in intracellular calcium inhibits the contractile processes of smooth muscle cells, causing dilation of the coronary and systemic arteries, increased oxygen delivery to the myocardial tissue, decreased total peripheral resistance, decreased systemic blood pressure, and decreased afterload.


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05-Jan-2021
28-Feb-2025
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Looking for 52468-60-7 / Flunarizine API manufacturers, exporters & distributors?

Flunarizine manufacturers, exporters & distributors 1

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PharmaCompass offers a list of Flunarizine API manufacturers, exporters & distributors, which can be sorted by GMP, USDMF, JDMF, KDMF, CEP (COS), WC, Price,and more, enabling you to easily find the right Flunarizine manufacturer or Flunarizine supplier for your needs.

Send us enquiries for free, and we will assist you in establishing a direct connection with your preferred Flunarizine manufacturer or Flunarizine supplier.

PharmaCompass also assists you with knowing the Flunarizine API Price utilized in the formulation of products. Flunarizine API Price is not always fixed or binding as the Flunarizine Price is obtained through a variety of data sources. The Flunarizine Price can also vary due to multiple factors, including market conditions, regulatory modifications, or negotiated pricing deals.

API | Excipient name

Flunarizine

Synonyms

52468-60-7, Sibelium, 1-(bis(4-fluorophenyl)methyl)-4-cinnamylpiperazine, Flunarizinum [inn-latin], Flunarizina [inn-spanish], 40218-96-0

Cas Number

52468-60-7

Unique Ingredient Identifier (UNII)

R7PLA2DM0J

About Flunarizine

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.

Vertix Manufacturers

A Vertix manufacturer is defined as any person or entity involved in the manufacture, preparation, processing, compounding or propagation of Vertix, including repackagers and relabelers. The FDA regulates Vertix manufacturers to ensure that their products comply with relevant laws and regulations and are safe and effective to use. Vertix API Manufacturers are required to adhere to Good Manufacturing Practices (GMP) to ensure that their products are consistently manufactured to meet established quality criteria.

click here to find a list of Vertix manufacturers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PhamaCompass.

Vertix Suppliers

A Vertix supplier is an individual or a company that provides Vertix active pharmaceutical ingredient (API) or Vertix finished formulations upon request. The Vertix suppliers may include Vertix API manufacturers, exporters, distributors and traders.

click here to find a list of Vertix suppliers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PharmaCompass.

Vertix KDMF

In Korea, the Ministry of Food and Drug Safety (MFDS) is in charge of regulating pharmaceutical products and services.

Pharmaceutical companies submit a Vertix Drug Master File in Korea (Vertix KDMF) to the MFDS, which includes comprehensive information about the production, processing, facilities, materials, packaging, and testing of Vertix. The MFDS reviews the Vertix KDMF as part of the drug registration process and uses the information provided in the Vertix KDMF to evaluate the safety and efficacy of the drug.

After submitting a Vertix KDMF to the MFDS, the registered manufacturer can provide importers or distributors with the registration number without revealing confidential information to Korean business partners. Applicants seeking to register their Vertix API can apply through the Korea Drug Master File (KDMF).

click here to find a list of Vertix suppliers with KDMF on PharmaCompass.

Vertix CEP

A Vertix CEP of the European Pharmacopoeia monograph is often referred to as a Vertix Certificate of Suitability (COS). The purpose of a Vertix CEP is to show that the European Pharmacopoeia monograph adequately controls the purity of Vertix EP produced by a given manufacturer. Suppliers of raw materials can prove the suitability of Vertix to their clients by showing that a Vertix CEP has been issued for it. The manufacturer submits a Vertix CEP (COS) as part of the market authorization procedure, and it takes on the role of a Vertix CEP holder for the record. Additionally, the data presented in the Vertix CEP (COS) is managed confidentially and offers a centralized system acknowledged by numerous nations, exactly like the Vertix DMF.

A Vertix CEP (COS) is recognised by all 36 nations that make up the European Pharmacopoeia Convention. Vertix CEPs may be accepted in nations that are not members of the Ph. Eur. at the discretion of the authorities there.

click here to find a list of Vertix suppliers with CEP (COS) on PharmaCompass.

Vertix WC

A Vertix written confirmation (Vertix WC) is an official document issued by a regulatory agency to a Vertix manufacturer, verifying that the manufacturing facility of a Vertix active pharmaceutical ingredient (API) adheres to the Good Manufacturing Practices (GMP) regulations of the importing country. When exporting Vertix APIs or Vertix finished pharmaceutical products to another nation, regulatory agencies frequently require a Vertix WC (written confirmation) as part of the regulatory process.

click here to find a list of Vertix suppliers with Written Confirmation (WC) on PharmaCompass.

Vertix NDC

National Drug Code is a comprehensive database maintained by the FDA that contains information on all drugs marketed in the US. This directory includes information about finished drug products, unfinished drug products, and compounded drug products, including those containing Vertix as an active pharmaceutical ingredient (API).

Finished drug products

The FDA updates the NDC directory daily. The NDC numbers for Vertix API and other APIs are published in this directory by the FDA.

Unfinished drugs

The NDC unfinished drugs database includes product listing information submitted for all unfinished drugs, such as active pharmaceutical ingredients (APIs), drugs intended for further processing and bulk drug substances for compounding.

Pharmaceutical companies that manufacture Vertix as an active pharmaceutical ingredient (API) must furnish the FDA with an updated record of all drugs that they produce, prepare, propagate, compound, or process for commercial distribution in the US at their facilities.

Compounded drug products

The NDC directory also contains data on finished compounded human drug products that contain Vertix and are produced by outsourcing facilities. While these outsourcing facilities are not mandated to assign a Vertix NDC to their finished compounded human drug products, they may choose to do so.

click here to find a list of Vertix suppliers with NDC on PharmaCompass.

Vertix GMP

Vertix Active pharmaceutical ingredient (API) is produced in GMP-certified manufacturing facility.

GMP stands for Good Manufacturing Practices, which is a system used in the pharmaceutical industry to make sure that goods are regularly produced and monitored in accordance with quality standards. The FDA’s current Good Manufacturing Practices requirements are referred to as cGMP or current GMP which indicates that the company follows the most recent GMP specifications. The World Health Organization (WHO) has its own set of GMP guidelines, called the WHO GMP. Different countries can also set their own guidelines for GMP like China (Chinese GMP) or the EU (EU GMP).

PharmaCompass offers a list of Vertix GMP manufacturers, exporters & distributors, which can be sorted by USDMF, JDMF, KDMF, CEP (COS), WC, API price, and more, enabling you to easily find the right Vertix GMP manufacturer or Vertix GMP API supplier for your needs.

Vertix CoA

A Vertix CoA (Certificate of Analysis) is a formal document that attests to Vertix's compliance with Vertix specifications and serves as a tool for batch-level quality control.

Vertix CoA mostly includes findings from lab analyses of a specific batch. For each Vertix CoA document that a company creates, the USFDA specifies specific requirements, such as supplier information, material identification, transportation data, evidence of conformity and signature data.

Vertix may be tested according to a variety of international standards, such as European Pharmacopoeia (Vertix EP), Vertix JP (Japanese Pharmacopeia) and the US Pharmacopoeia (Vertix USP).

Inform the supplier about your product requirements, specifying if you need a product with particular monograph like EP (Ph. Eur.), USP, JP, BP, or any other quality. In addition, clarify whether you need hydrochloride (HCl), anhydricum, base, micronisatum or a specific level of purity. To find reputable suppliers, utilize the filters and select those certified by GMP, FDA, or any other certification as per your requirement.
For your convenience, we have listed synonyms and CAS numbers to help you find the best supplier. The use of synonyms and CAS numbers can be helpful in identifying potential suppliers, but it is crucial to note that they might not always indicate the exact same product. It is important to confirm the product details with the supplier before making a purchase to ensure that it meets your requirements.
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