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Chemistry

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Also known as: 133208-93-2, No-1886, Lipoprotein lipase activator, Opf 009, Opf-009, Diethyl (4-((4-bromo-2-cyanophenyl)carbamoyl)benzyl)phosphonate
Molecular Formula
C19H20BrN2O4P
Molecular Weight
451.2  g/mol
InChI Key
KPRTURMJVWXURQ-UHFFFAOYSA-N
FDA UNII
07H1561618

Lipoprotein Lipase Activator
Ibrolipim is a lipoprotein lipase (LPL) activator with antihyperlipidemic activity. Activation of LDL by ibrolipim lowers plasma triglycerides, with a concomitant elevation of high-density lipoprotein cholesterol.
1 2D Structure

Lipoprotein Lipase Activator

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
N-(4-bromo-2-cyanophenyl)-4-(diethoxyphosphorylmethyl)benzamide
2.1.2 InChI
InChI=1S/C19H20BrN2O4P/c1-3-25-27(24,26-4-2)13-14-5-7-15(8-6-14)19(23)22-18-10-9-17(20)11-16(18)12-21/h5-11H,3-4,13H2,1-2H3,(H,22,23)
2.1.3 InChI Key
KPRTURMJVWXURQ-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CCOP(=O)(CC1=CC=C(C=C1)C(=O)NC2=C(C=C(C=C2)Br)C#N)OCC
2.2 Other Identifiers
2.2.1 UNII
07H1561618
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 4-diethoxyphosphorylmethyl-n-(4-bromo-2-cyanophenyl)benzamide

2. No 1886

3. No-1886

2.3.2 Depositor-Supplied Synonyms

1. 133208-93-2

2. No-1886

3. Lipoprotein Lipase Activator

4. Opf 009

5. Opf-009

6. Diethyl (4-((4-bromo-2-cyanophenyl)carbamoyl)benzyl)phosphonate

7. Phosphonic Acid, ((4-(((4-bromo-2-cyanophenyl)amino)carbonyl)phenyl)methyl)-, Diethyl Ester

8. Phosphonic Acid, [[4-[[(4-bromo-2-cyanophenyl)amino]carbonyl]phenyl]methyl]-, Diethyl Ester

9. Diethyl 4-((4-bromo-2-cyanophenyl)carbamoyl)benzylphosphonate

10. 07h1561618

11. Diethyl 4-[(4-bromo-2-cyanoanilino)carbonyl]benzylphosphonate

12. Diethyl 4-[(4-bromo-2-cyanophenyl)carbamoyl]benzylphosphonate

13. Ibrolipim [usan:inn]

14. 4-diethoxyphosphorylmethyl-n-(4-bromo-2-cyanophenyl)benzamide

15. No 1886

16. Ibrolipim [usan]

17. Unii-07h1561618

18. Ibrolipim [inn]

19. N-(4-bromo-2-cyanophenyl)-4-(diethoxyphosphorylmethyl)benzamide

20. Ibrolipim (usan/inn)

21. Mls006011667

22. Chembl34234

23. Schembl493918

24. Dtxsid20157989

25. Zinc1552570

26. Akos005067076

27. Ss-3273

28. Ncgc00481428-01

29. Smr002529695

30. Hy-117549

31. Cs-0066427

32. D03747

33. D83803

34. J-006332

35. Q5984863

36. 4-diethoxyphosphinoylmethyl-n-(4-bromo-2-cyanophenyl)benzamide

37. Diethyl4-((4-bromo-2-cyanophenyl)carbamoyl)benzylphosphonate

38. Diethyl (4-((4-bromo-2-cyanophenyl)carbamoyl)benzyl)phosphonate

39. Diethyl 4-[n-(4-bromo-2-cyanophenyl)carbamoyl]benzylphosphonate

2.4 Create Date
2005-08-08
3 Chemical and Physical Properties
Molecular Weight 451.2 g/mol
Molecular Formula C19H20BrN2O4P
XLogP33.5
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count5
Rotatable Bond Count8
Exact Mass450.03441 g/mol
Monoisotopic Mass450.03441 g/mol
Topological Polar Surface Area88.4 Ų
Heavy Atom Count27
Formal Charge0
Complexity576
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Pharmacology and Biochemistry
4.1 MeSH Pharmacological Classification

Hypolipidemic Agents

Substances that lower the levels of certain LIPIDS in the BLOOD. They are used to treat HYPERLIPIDEMIAS. (See all compounds classified as Hypolipidemic Agents.)


Lipoprotein Lipase Activators

Compounds that increase the enzymatic activity of LIPOPROTEIN LIPASE. Lipoprotein lipase activators have a potential role in the treatment of OBESITY by increasing LIPID METABOLISM. Note that substances that increase the synthesis of lipoprotein lipase are not included here. (See all compounds classified as Lipoprotein Lipase Activators.)


4.2 Metabolism/Metabolites

Ibrolipim has known human metabolites that include [4-[(4-Bromo-2-cyanophenyl)carbamoyl]phenyl]methyl-ethoxyphosphinic acid.

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


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Lipoprotein Lipase Activator Manufacturers | Traders | Suppliers

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  1. Otsuka Chemical Co Ltd
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