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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

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    11-Jan-2021
    02-Sep-2024
    KGS
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    Average Price (USD/KGS)

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

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    (KGS)    		 Average Price
    (USD/KGS)    		 Number of Transactions

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