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    Lafutidine

    ACTIVE PHARMA INGREDIENTS

    INTERMEDIATES

    FINISHED DOSAGE FORMULATIONS

    DIGITAL CONTENT

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    PharmaCompass
    $ API Ref.Price (USD/KG) : 1,324Xls

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    2D Structure
    Also known as: 118288-08-7, 206449-93-6, Frg-8813, Lafutidine [inn], (z)-lafutidine, Lafutidine [jan]
    Molecular Formula
    C22H29N3O4S
    Molecular Weight
    431.6  g/mol
    InChI Key
    KMZQAVXSMUKBPD-DJWKRKHSSA-N
    FDA UNII
    49S4O7ADLC
    Lafutidine has been investigated in Peptic Ulcer, Community-acquired Pneumonia, and Gastroesophageal Reflux Disease (GERD).
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    2-(furan-2-ylmethylsulfinyl)-N-[(Z)-4-[4-(piperidin-1-ylmethyl)pyridin-2-yl]oxybut-2-enyl]acetamide
    2.1.2 InChI
    InChI=1S/C22H29N3O4S/c26-21(18-30(27)17-20-7-6-14-28-20)23-9-2-5-13-29-22-15-19(8-10-24-22)16-25-11-3-1-4-12-25/h2,5-8,10,14-15H,1,3-4,9,11-13,16-18H2,(H,23,26)/b5-2-
    2.1.3 InChI Key
    KMZQAVXSMUKBPD-DJWKRKHSSA-N
    2.1.4 Canonical SMILES
    C1CCN(CC1)CC2=CC(=NC=C2)OCC=CCNC(=O)CS(=O)CC3=CC=CO3
    2.1.5 Isomeric SMILES
    C1CCN(CC1)CC2=CC(=NC=C2)OC/C=C\CNC(=O)CS(=O)CC3=CC=CO3
    2.2 Other Identifiers
    2.2.1 UNII
    49S4O7ADLC
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Frg 8813

    2. Frg-8813

    3. N-(4-(4-piperidinylmethyl)pyridyl-2-oxy)-(z)-butenyl-2-(furfurylsulfinyl)acetamide

    4. N-(4-(4-piperidinylmethyl)pyridyl-2-oxy)butenyl-2-(furfurylsulfinyl)acetamide

    2.3.2 Depositor-Supplied Synonyms

    1. 118288-08-7

    2. 206449-93-6

    3. Frg-8813

    4. Lafutidine [inn]

    5. (z)-lafutidine

    6. Lafutidine [jan]

    7. Lafutidine Free Base

    8. Rac Lafutidine

    9. Lafutidine [mart.]

    10. Lafutidine [who-dd]

    11. Lafutidine, (+/-)-

    12. (z)-2-((furan-2-ylmethyl)sulfinyl)-n-(4-((4-(piperidin-1-ylmethyl)pyridin-2-yl)oxy)but-2-en-1-yl)acetamide

    13. 49s4o7adlc

    14. 118288-08-7 (free Base)

    15. 2-(furan-2-ylmethylsulfinyl)-n-[(z)-4-[4-(piperidin-1-ylmethyl)pyridin-2-yl]oxybut-2-enyl]acetamide

    16. Acetamide, 2-[(2-furanylmethyl)sulfinyl]-n-[(2z)-4-[[4-(1-piperidinylmethyl)-2-pyridinyl]oxy]-2-buten-1-yl]-

    17. Unii-49s4o7adlc

    18. Dsstox_cid_26434

    19. Dsstox_rid_81611

    20. Dsstox_gsid_46434

    21. Protecadin

    22. (+/-)-2-(furfurylsulfinyl)-n-((z)-4-((4-(piperidinomethyl)-2-pyridyl)oxy)-2-butenyl) Acetamide

    23. Cas-118288-08-7

    24. Frg 8813

    25. Laftidine

    26. Stogar

    27. Protecadin (tn)

    28. Ncgc00164550-01

    29. N-(4-(4-piperidinylmethyl)pyridyl-2-oxy)butenyl-2-(furfurylsulfinyl)acetamide

    30. Starbld0049801

    31. Lafutidine (jp17/inn)

    32. Mls006011259

    33. Schembl362540

    34. Chembl1742461

    35. Dtxsid0046434

    36. Lafutidine, >=98% (hplc)

    37. Chebi:31759

    38. Hms3884d03

    39. Act06288

    40. Hy-b0160

    41. Tox21_112179

    42. Mfcd21607521

    43. S2065

    44. Akos005146275

    45. Tox21_112179_1

    46. Ccg-269024

    47. Cs-1992

    48. Db12770

    49. (+-)-2-(furfurylsulfinyl)-n-(4-(4-(piperidinomethyl)-2-pyridyl)oxy-(z)-2-butenyl)acetamide

    50. Ncgc00263530-01

    51. (+-)-2-(furfurylsulfinyl)-n-((z)-4-((4-(piperidinomethyl)-2-pyridyl)oxy)-2-butenyl) Acetamide

    52. Ac-23354

    53. Acetamide, 2-((2-furanylmethyl)sulfinyl)-n-(4-((4-(1-piperidinylmethyl)-2-pyridinyl)oxy)-2-butenyl)-, (z)-

    54. Smr002529578

    55. L0341

    56. Sw219706-1

    57. D01131

    58. F77861

    59. Ab01565815_02

    60. 288l087

    61. L001355

    62. Q582556

    63. J-521629

    64. F0001-2391

    2.4 Create Date
    2005-06-24
    3 Chemical and Physical Properties
    Molecular Weight 431.6 g/mol
    Molecular Formula C22H29N3O4S
    XLogP31.4
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count7
    Rotatable Bond Count11
    Exact Mass431.18787759 g/mol
    Monoisotopic Mass431.18787759 g/mol
    Topological Polar Surface Area104 Ų
    Heavy Atom Count30
    Formal Charge0
    Complexity569
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count1
    Defined Bond Stereocenter Count1
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Pharmacology and Biochemistry
    4.1 MeSH Pharmacological Classification

    Anti-Ulcer Agents

    Various agents with different action mechanisms used to treat or ameliorate PEPTIC ULCER or irritation of the gastrointestinal tract. This has included ANTIBIOTICS to treat HELICOBACTER INFECTIONS; HISTAMINE H2 ANTAGONISTS to reduce GASTRIC ACID secretion; and ANTACIDS for symptomatic relief. (See all compounds classified as Anti-Ulcer Agents.)

    Histamine H2 Antagonists

    Drugs that selectively bind to but do not activate histamine H2 receptors, thereby blocking the actions of histamine. Their clinically most important action is the inhibition of acid secretion in the treatment of gastrointestinal ulcers. Smooth muscle may also be affected. Some drugs in this class have strong effects in the central nervous system, but these actions are not well understood. (See all compounds classified as Histamine H2 Antagonists.)

    4.2 ATC Code

    A - Alimentary tract and metabolism

    A02 - Drugs for acid related disorders

    A02B - Drugs for peptic ulcer and gastro-oesophageal reflux disease (gord)

    A02BA - H2-receptor antagonists

    A02BA08 - Lafutidine