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Bifendate

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Also known as: 73536-69-3, Bifendatatum, Dimethyl 7,7'-dimethoxy-[4,4'-bibenzo[d][1,3]dioxole]-5,5'-dicarboxylate, .alpha.-ddb, Bifendate,(s), Methyl 7-methoxy-4-(7-methoxy-5-methoxycarbonyl-1,3-benzodioxol-4-yl)-1,3-benzodioxole-5-carboxylate

Molecular Formula

C₂₀H₁₈O₁₀

Molecular Weight

418.3 g/mol

InChI Key

JMZOMFYRADAWOG-UHFFFAOYSA-N

FDA UNII

0G32E321W1

1 2D Structure

Bifendate

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

methyl 7-methoxy-4-(7-methoxy-5-methoxycarbonyl-1,3-benzodioxol-4-yl)-1,3-benzodioxole-5-carboxylate

2.1.2 InChI

InChI=1S/C20H18O10/c1-23-11-5-9(19(21)25-3)13(17-15(11)27-7-29-17)14-10(20(22)26-4)6-12(24-2)16-18(14)30-8-28-16/h5-6H,7-8H2,1-4H3

2.1.3 InChI Key

JMZOMFYRADAWOG-UHFFFAOYSA-N

2.1.4 Canonical SMILES

COC1=C2C(=C(C(=C1)C(=O)OC)C3=C4C(=C(C=C3C(=O)OC)OC)OCO4)OCO2

2.2 Other Identifiers

2.2.1 UNII

0G32E321W1

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 7,7'-dimethoxy-(4,4'-bi-1,3-benzodioxole)-5,5'-dicarboxylic Acid Dimethyl Ester

2. Alpha-diphenyldicarboxylate

3. Bdd

4. Biphenyl Dimethyl-dicarboxylate

5. Dimethyl 4,4'-dimethoxy-5,6,5',6'-dimethylenedioxybiphenyl-2,2'-dicarboxylate

6. Dimethyl Diphenyl Bicarboxylate

7. Diphenyl Dimethyl Dicarboxylate

2.3.2 Depositor-Supplied Synonyms

1. 73536-69-3

2. Bifendatatum

3. Dimethyl 7,7'-dimethoxy-[4,4'-bibenzo[d][1,3]dioxole]-5,5'-dicarboxylate

4. .alpha.-ddb

5. Bifendate,(s)

6. Methyl 7-methoxy-4-(7-methoxy-5-methoxycarbonyl-1,3-benzodioxol-4-yl)-1,3-benzodioxole-5-carboxylate

7. 7,7'-dimethoxy-(4,4'-bi-1,3-benzodioxole)-5,5'-dicarboxylic Acid Dimethyl Ester

8. Dimethyl Dicarboxylate Biphenyl

9. Diphenyl Dimethyl Bicarboxylate

10. Mfcd01751431

11. 0g32e321w1

12. Alpha-diphenyldicarboxylate

13. Biphenyl Dimethyl-dicarboxylate

14. Diphenyl Dimethyl Dicarboxylate

15. Ccris 7767

16. Brn 5461320

17. Dimethyl Diphenyl Bicarboxylate

18. Unii-0g32e321w1

19. Dimethyl 7,7'-dimethoxy-(4,4'-bi-1,3-benzodioxole)-5,5'-dicarboxylate

20. Dimethyl-4,4'-dimethoxyl-5,6,5',6'-dimethylenedioxybiphenyl-2,2'-dicarboxylate

21. Bifendate [who-dd]

22. Dimethyl 4,4'-dimethoxy-5,6,5',6'-bis(methylenedioxy)biphenyl-2,2'-dicarboxylate

23. Schembl896166

24. Chembl105184

25. Dtxsid40223736

26. Bcp12613

27. Bdbm50289527

28. S4890

29. Zinc12153845

30. Akos015895317

31. Ccg-268865

32. Cs-w019577

33. Hy-w018791

34. Sb67338

35. (4,4'-bi-1,3-benzodioxole)-5,5'-dicarboxylic Acid, 7,7'-dimethoxy-, Dimethyl Ester

36. As-13115

37. Sy021274

38. B6112

39. Ft-0602821

40. 536b693

41. A866077

42. Q27236735

43. 2,2'-dimethoxycarbonyl-4,4'-dimethoxy-5,6,5',6'-bismethylenedioxybiphenyl

44. Dimethyl 7,7'-dimethoxy-4,4'-bibenzo[d][1,3]dioxole-5,5'-dicarboxylate

45. Dimethyl7,7'-dimethoxy-[4,4'-bibenzo[d][1,3]dioxole]-5,5'-dicarboxylate

46. [4,4'-bi-1,3-benzodioxole]-5,5'-dicarboxylic Acid, 7,7'-dimethoxy-,dimethyl Ester

47. Dimethyl-4,4'-dimethoxy-5,6,5',6'-dimethylenedioxybiphenyl-2,2'-dicarboxylate

48. (4,4'-bi-1,3-benzodioxole)-5,5'-dicarboxylic Acid, 7,7'-dimethoxy-, 5,5'-dimethyl Ester

49. Dimethyl 7,7 Inverted Exclamation Mark -dimethoxy-[4,4 Inverted Exclamation Mark -bi-1,3-benzodioxole]-5,5 Inverted Exclamation Mark -dicarboxylate

2.4 Create Date

2005-08-01

3 Chemical and Physical Properties

Molecular Formula	C₂₀H₁₈O₁₀
Molecular Weight	418.3 g/mol
XLogP3	2.8
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	10
Rotatable Bond Count	7
Exact Mass	418.08999677 g/mol
Monoisotopic Mass	418.08999677 g/mol
Topological Polar Surface Area	108 Å²
Heavy Atom Count	30
Formal Charge	0
Complexity	587
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Adjuvants, Immunologic

Substances that augment, stimulate, activate, potentiate, or modulate the immune response at either the cellular or humoral level. The classical agents (Freund's adjuvant, BCG, Corynebacterium parvum, et al.) contain bacterial antigens. Some are endogenous (e.g., histamine, interferon, transfer factor, tuftsin, interleukin-1). Their mode of action is either non-specific, resulting in increased immune responsiveness to a wide variety of antigens, or antigen-specific, i.e., affecting a restricted type of immune response to a narrow group of antigens. The therapeutic efficacy of many biological response modifiers is related to their antigen-specific immunoadjuvanticity. (See all compounds classified as Adjuvants, Immunologic.)

Enzyme Inhibitors

Compounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction. (See all compounds classified as Enzyme Inhibitors.)

Cytochrome P-450 Enzyme Inhibitors

Drugs and compounds which inhibit or antagonize the biosynthesis or actions of CYTOCHROME P-450 ENZYMES. (See all compounds classified as Cytochrome P-450 Enzyme Inhibitors.)

4.2 Metabolism/Metabolites

Bifendate has known human metabolites that include Mono-O-demethylated bdd and methyl 4-(2,3-dihydroxy-4-methoxy-6-methoxycarbonylphenyl)-7-methoxy-1,3-benzodioxole-5-carboxylate.

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

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