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Chemistry

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Also known as: 22457-89-2, Benphothiamine, Betivina, Benzoylthiamine monophosphate, S-benzoylthiamine o-monophosphate, S-benzoylthiamine monophosphate
Molecular Formula
C19H23N4O6PS
Molecular Weight
466.4  g/mol
InChI Key
BTNNPSLJPBRMLZ-LGMDPLHJSA-N

Benfotiamine
Benfotiamine has been investigated for the treatment and prevention of Diabetic Nephropathy and Diabetes Mellitus, Type 2.
1 2D Structure

Benfotiamine

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
S-[(Z)-2-[(4-amino-2-methylpyrimidin-5-yl)methyl-formylamino]-5-phosphonooxypent-2-en-3-yl] benzenecarbothioate
2.1.2 InChI
InChI=1S/C19H23N4O6PS/c1-13(23(12-24)11-16-10-21-14(2)22-18(16)20)17(8-9-29-30(26,27)28)31-19(25)15-6-4-3-5-7-15/h3-7,10,12H,8-9,11H2,1-2H3,(H2,20,21,22)(H2,26,27,28)/b17-13-
2.1.3 InChI Key
BTNNPSLJPBRMLZ-LGMDPLHJSA-N
2.1.4 Canonical SMILES
CC1=NC=C(C(=N1)N)CN(C=O)C(=C(CCOP(=O)(O)O)SC(=O)C2=CC=CC=C2)C
2.1.5 Isomeric SMILES
CC1=NC=C(C(=N1)N)CN(C=O)/C(=C(/CCOP(=O)(O)O)\SC(=O)C2=CC=CC=C2)/C
2.2 Synonyms
2.2.1 MeSH Synonyms

1. Benfothiamine

2. Benphothiamine

3. Btmp-benfo

4. Milgamma

5. Neurostop

6. S-benzoylthiamine Monophosphate

2.2.2 Depositor-Supplied Synonyms

1. 22457-89-2

2. Benphothiamine

3. Betivina

4. Benzoylthiamine Monophosphate

5. S-benzoylthiamine O-monophosphate

6. S-benzoylthiamine Monophosphate

7. Benfotiamina

8. Benfotiaminum

9. 22457-89-2 (free Acid)

10. S-[(z)-2-[(4-amino-2-methylpyrimidin-5-yl)methyl-formylamino]-5-phosphonooxypent-2-en-3-yl] Benzenecarbothioate

11. (z)-s-(2-(n-((4-amino-2-methylpyrimidin-5-yl)methyl)formamido)-5-(phosphonooxy)pent-2-en-3-yl) Benzothioate

12. S-[2-{[(4-amino-2-methylpyrimidin-5-yl)methyl](formyl)amino}-5-(phosphonooxy)pent-2-en-3-yl] Benzenecarbothioate

13. Sr-01000872627

14. N-((4-amino-2-methyl-5-pyrimidinyl)methyl)-n-(4-hydroxy-2-mercapto-1-methyl-1-butenyl)formamide S-benzoate O-phosphate

15. Chebi:41039

16. Prestwick_68

17. Biotamin (tn)

18. Mfcd00057343

19. Prestwick2_000654

20. Prestwick3_000654

21. Benfotiamine (jan/inn)

22. Bspbio_000687

23. Schembl188070

24. Bpbio1_000757

25. Chembl4303665

26. Schembl19184708

27. Hms1570c09

28. Hms2097c09

29. Hms3714c09

30. Zinc2015559

31. Stl453586

32. Akos015920320

33. Ac-8280

34. Ccg-220654

35. Db11748

36. Ncgc00179477-01

37. (3z)-4-{n-[(4-amino-2-methylpyrimidin-5-yl)methyl]carbonylamino}-3-(phenylcarb Onylthio)pent-3-enyl Dihydrogen Phosphate

38. 57b892

39. A15020

40. D01255

41. Sr-01000872627-1

42. Sr-01000872627-2

43. 137-74-6

44. S-[(2z)-2-{[(4-amino-2-methylpyrimidin-5-yl)methyl](formyl)amino}-5-(phosphonooxy)pent-2-en-3-yl] Benzenecarbothioate

45. S-{(1z)-2-[[(4-amino-2-methyl-5-pyrimidinyl)methyl](formyl)amino]-1-[2-(phosphonooxy)ethyl]-1-propenyl} Benzenecarbothioate

46. S-{(1z)-2-[[(4-amino-2-methyl-5-pyrimidinyl)methyl](formyl)amino]-1-[2-(phosphonooxy)ethyl]-1-propenyl} Benzenecarbothioate, Aldrichcpr

2.3 Create Date
2005-08-08
3 Chemical and Physical Properties
Molecular Weight 466.4 g/mol
Molecular Formula C19H23N4O6PS
XLogP30.5
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count10
Rotatable Bond Count10
Exact Mass466.10759264 g/mol
Monoisotopic Mass466.10759264 g/mol
Topological Polar Surface Area181 Ų
Heavy Atom Count31
Formal Charge0
Complexity697
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
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.)


Chelating Agents

Chemicals that bind to and remove ions from solutions. Many chelating agents function through the formation of COORDINATION COMPLEXES with METALS. (See all compounds classified as Chelating Agents.)


4.2 ATC Code

A - Alimentary tract and metabolism

A11 - Vitamins

A11D - Vitamin b1, plain and in combination with vitamin b6 and b12

A11DA - Vitamin b1, plain

A11DA03 - Benfotiamine


API Reference Price

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29-Jan-2021
08-Jul-2024
KGS
overview
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Average Price (USD/KGS)

Number of Transactions

Total Quantity (KGS)

Total Value (USD)

Quantity (KGS) & Unit rate (USD/KGS) over time

API Imports and Exports

Importing Country Total Quantity
(KGS)
Average Price
(USD/KGS)
Number of Transactions

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