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Chemistry

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Also known as: 157716-52-4, Krx-0401, 1,1-dimethylpiperidin-1-ium-4-yl octadecyl phosphate, Perifosine (krx-0401), (1,1-dimethylpiperidin-1-ium-4-yl) octadecyl phosphate, Nsc 639966
Molecular Formula
C25H52NO4P
Molecular Weight
461.7  g/mol
InChI Key
SZFPYBIJACMNJV-UHFFFAOYSA-N
FDA UNII
2GWV496552

Perifosine
Perifosine is a novel alkylphospholipid with antiproliferative properties attributed to protein kinase B inhibition.
1 2D Structure

Perifosine

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(1,1-dimethylpiperidin-1-ium-4-yl) octadecyl phosphate
2.1.2 InChI
InChI=1S/C25H52NO4P/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-24-29-31(27,28)30-25-20-22-26(2,3)23-21-25/h25H,4-24H2,1-3H3
2.1.3 InChI Key
SZFPYBIJACMNJV-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CCCCCCCCCCCCCCCCCCOP(=O)([O-])OC1CC[N+](CC1)(C)C
2.2 Other Identifiers
2.2.1 UNII
2GWV496552
2.3 Synonyms
2.3.1 MeSH Synonyms

1. D 21266

2. D-21266

3. Octadecyl-(1,1-dimethyl-4-piperidylio)phosphate

2.3.2 Depositor-Supplied Synonyms

1. 157716-52-4

2. Krx-0401

3. 1,1-dimethylpiperidin-1-ium-4-yl Octadecyl Phosphate

4. Perifosine (krx-0401)

5. (1,1-dimethylpiperidin-1-ium-4-yl) Octadecyl Phosphate

6. Nsc 639966

7. Perifosine [inn]

8. D 21266

9. Nsc-639966

10. 1,1-dimethylpiperidinium-4-yl Octadecyl Phosphate

11. Krx 0401

12. Nsc639966

13. D-21266

14. Chebi:67272

15. 2gwv496552

16. Ncgc00187909-01

17. Piperidinium, 4-[[hydroxy(octadecyloxy)phosphinyl]oxy]-1,1-dimethyl-, Inner Salt

18. 1,1-dimethylpiperidin-1-ium-4-yl Octadecyl Phosphate.

19. Piperidinium, 4-((hydroxy(octadecyloxy)phosphinyl)oxy)-1,1-dimethyl-, Inner Salt

20. Nka17

21. Unii-2gwv496552

22. Octadecyl-(1,1-dimethyl-4-piperidylio)phosphate

23. 4-((hydroxy(octadecyloxy)phosphinyl)oxy)-1,1-dimethylpiperidinium Inner Salt

24. Perifosine [mi]

25. Dsstox_cid_28872

26. Dsstox_rid_83141

27. Perifosine [who-dd]

28. Dsstox_gsid_48946

29. Schembl93872

30. Chembl372764

31. Gtpl7424

32. Dtxsid3048946

33. Bcp00245

34. Ex-a2229

35. Yhi-1003

36. Tox21_113365

37. Bdbm50431630

38. Mfcd00927554

39. Nsc800842

40. S1037

41. Piperidinium,1-dimethyl-, Inner Salt

42. Akos005146344

43. Ccg-269358

44. Cs-0209

45. Db06641

46. Ex-3388

47. Gs-3834

48. Nsc-800842

49. Ncgc00187909-02

50. Ncgc00187909-13

51. Ac-25019

52. Am808092

53. Hy-50909

54. Cas-157716-52-4

55. Ft-0651459

56. P2831

57. A23834

58. D21266

59. Octadecyl-(1,1-dimethyl-4-piperidylio) Phosphate

60. J-500086

61. Q3411917

62. Perifosine; Krx-0401; Nsc 639966; D21266

63. 1,1-dimethylpiperidinium-4-yl Octadecyl Phosphate, Inner Salt

64. 4-hydroxy-1,1-dimethylpiperidinium Hydroxide, Octadecyl Hydrogen Phosphate, Inner Salt

2.4 Create Date
2005-03-26
3 Chemical and Physical Properties
Molecular Weight 461.7 g/mol
Molecular Formula C25H52NO4P
XLogP38.3
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count4
Rotatable Bond Count20
Exact Mass461.36339614 g/mol
Monoisotopic Mass461.36339614 g/mol
Topological Polar Surface Area58.6 Ų
Heavy Atom Count31
Formal Charge0
Complexity454
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Drug Indication

Investigated for use/treatment in solid tumors, multiple myeloma, leukemia (unspecified), lung cancer, and brain cancer.


5 Pharmacology and Biochemistry
5.1 Mechanism of Action

Targeting cellular membranes, perifosine modulates membrane permeability, membrane lipid composition, phospholipid metabolism, and mitogenic signal transduction, resulting in cell differentiation and inhibition of cell growth. This agent also inhibits the anti-apoptotic mitogen-activated protein kinase (MAPK) pathway and modulates the balance between the MAPK and pro-apoptotic stress-activated protein kinase (SAPK/JNK) pathways, thereby inducing apoptosis.


ABOUT THIS PAGE

Perifosine Manufacturers

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

Perifosine Suppliers

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

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

Perifosine USDMF

A Perifosine DMF (Drug Master File) is a document detailing the whole manufacturing process of Perifosine active pharmaceutical ingredient (API) in detail. Different forms of Perifosine DMFs exist exist since differing nations have different regulations, such as Perifosine USDMF, ASMF (EDMF), JDMF, CDMF, etc.

A Perifosine DMF submitted to regulatory agencies in the US is known as a USDMF. Perifosine USDMF includes data on Perifosine's chemical properties, information on the facilities and procedures used, and details about packaging and storage. The Perifosine USDMF is kept confidential to protect the manufacturer’s intellectual property.

click here to find a list of Perifosine suppliers with USDMF on PharmaCompass.

Perifosine GMP

Perifosine 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 Perifosine 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 Perifosine GMP manufacturer or Perifosine GMP API supplier for your needs.

Perifosine CoA

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

Perifosine CoA mostly includes findings from lab analyses of a specific batch. For each Perifosine 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.

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