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    Chemistry

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    Also known as: Famotidine, 76824-35-6, Gastridin, Famodil, Pepdine, Pepdul
    Molecular Formula
    C8H15N7O2S3
    Molecular Weight
    337.5  g/mol
    InChI Key
    XUFQPHANEAPEMJ-UHFFFAOYSA-N
    FDA UNII
    5QZO15J2Z8
    Famotidine
    A competitive histamine H2-receptor antagonist. Its main pharmacodynamic effect is the inhibition of gastric secretion.
    Famotidine is a Histamine-2 Receptor Antagonist. The mechanism of action of famotidine is as a Histamine H2 Receptor Antagonist.
    1 2D Structure

    Famotidine

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    3-[[2-(diaminomethylideneamino)-1,3-thiazol-4-yl]methylsulfanyl]-N'-sulfamoylpropanimidamide
    2.1.2 InChI
    InChI=1S/C8H15N7O2S3/c9-6(15-20(12,16)17)1-2-18-3-5-4-19-8(13-5)14-7(10)11/h4H,1-3H2,(H2,9,15)(H2,12,16,17)(H4,10,11,13,14)
    2.1.3 InChI Key
    XUFQPHANEAPEMJ-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    C1=C(N=C(S1)N=C(N)N)CSCCC(=NS(=O)(=O)N)N
    2.1.5 Isomeric SMILES
    C1=C(N=C(S1)N=C(N)N)CSCC/C(=N/S(=O)(=O)N)/N
    2.2 Other Identifiers
    2.2.1 UNII
    5QZO15J2Z8
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Famotidine

    2. Famotidine Hydrochloride

    3. Mk 208

    4. Mk-208

    5. Mk208

    6. Ym 11170

    7. Ym-11170

    8. Ym11170

    2.3.2 Depositor-Supplied Synonyms

    1. Famotidine

    2. 76824-35-6

    3. Gastridin

    4. Famodil

    5. Pepdine

    6. Pepdul

    7. Pepcidine

    8. Famoxal

    9. Ganor

    10. Pepcidac

    11. Amfamox

    12. Gastropen

    13. Famosan

    14. Fluxid

    15. Gaster

    16. Lecedil

    17. Motiax

    18. Muclox

    19. Pepcid Ac

    20. Quamatel

    21. Ym-11170

    22. Pepcid Rpd

    23. Fadul

    24. Mk-208

    25. Famotidine (pepcid)

    26. 3-[({2-[(diaminomethylidene)amino]-1,3-thiazol-4-yl}methyl)sulfanyl]-n-sulfamoylpropanimidamide

    27. L 643341

    28. Mk 208

    29. Chebi:4975

    30. Ym 11170

    31. Nsc-757810

    32. 3-(((2-((diaminomethylene)amino)thiazol-4-yl)methyl)thio)-n'-sulfamoylpropanimidamide

    33. Xufqphaneapemj-uhfffaoysa-

    34. 3-(((2-guanidinothiazol-4-yl)methyl)thio)-n-sulfamoylpropanimidamide

    35. (1-amino-3-(((2-((diaminomethylene)amino)-4-thiazolyl)methyl)thio)propylidene)sulfamide

    36. Pepcid Ac Gelcaps

    37. Smr000058961

    38. Pepcid (tn)

    39. Chembl902

    40. 3-[[[2-[(aminoiminomethyl)amino]-4-thiazolyl]methyl]thio]-n-(aminosulfonyl)propanimidamide

    41. Sr-05000001440

    42. 5qzo15j2z8

    43. Ncgc00015446-05

    44. Fo9

    45. Propanimidamide, N'-(aminosulfonyl)-3-(((2-((diaminomethylene)amino)-4-thiazolyl)methyl)thio)-

    46. Prestwick_212

    47. Cas-76824-35-6

    48. Fluxid (tn)

    49. Mfcd00079297

    50. Hs-0054

    51. Ym-1170

    52. Famotidine [mi]

    53. 3-(2-guanidinothiazol-4-ylmethylthio)-n1-sulfamoylpropionamide

    54. Famotidine [inn]

    55. Famotidine [jan]

    56. Prestwick2_000104

    57. Prestwick3_000104

    58. Famotidine [hsdb]

    59. Famotidine [usan]

    60. Lopac-f-6889

    61. F0530

    62. Schembl972

    63. Schembl974

    64. Famotidine [vandf]

    65. F 6889

    66. Famotidine [mart.]

    67. Famotidine [usp-rs]

    68. Famotidine [who-dd]

    69. N'-(aminosulfonyl)-3-([2-(diaminomethyleneamino)-4-thiazolyl]methylthio)propanamidine

    70. Lopac0_000497

    71. Bspbio_000088

    72. Mls000028583

    73. Mls000758205

    74. Mls001423994

    75. Bidd:gt0759

    76. Bpbio1_000098

    77. Famotidine (jp17/usp/inn)

    78. Famotidine [orange Book]

    79. Bdbm22891

    80. Cid_5702160

    81. Famotidine [ep Monograph]

    82. Famotidine [usp Impurity]

    83. Famotidine [usp Monograph]

    84. Hms1568e10

    85. Hms2051a07

    86. Hms2089i12

    87. Hms2095e10

    88. Hms2231i22

    89. Hms3261d15

    90. Hms3712e10

    91. Hms3884j03

    92. Hy-b0377

    93. Tox21_500497

    94. Bdbm50103514

    95. Pdsp1_000398

    96. Pdsp2_000396

    97. S2078

    98. Stk527689

    99. Akos005460541

    100. Akos015994617

    101. Ccg-100767

    102. Ccg-220104

    103. Ccg-221801

    104. Nc00017

    105. Sdccgsbi-0050481.p004

    106. 3-[[2-(diaminomethylideneamino)-1,3-thiazol-4-yl]methylsulfanyl]-n'-sulfamoylpro

    107. Propanimidamide, 3-[[[2-[aminoiminomethyl)amino]-4-thiazoyl]methyl]thio]-n-(aminosulfonyl)

    108. Ncgc00015446-01

    109. Ncgc00015446-02

    110. Ncgc00015446-03

    111. Ncgc00015446-04

    112. Ncgc00015446-06

    113. Ncgc00015446-08

    114. Ncgc00018276-01

    115. Ncgc00018276-02

    116. Ncgc00093899-01

    117. Ncgc00093899-02

    118. Ncgc00093899-03

    119. Ncgc00188952-01

    120. Ncgc00261182-01

    121. (1z)-3-[({2-[(diaminomethylidene)amino]-1,3-thiazol-4-yl}methyl)sulfanyl]-n'-sulfamoylpropanimidamide

    122. (1z)-n'-(aminosulfonyl)-3-[({2-[(diaminomethylidene)amino]-1,3-thiazol-4-yl}methyl)thio]propanimidamide

    123. Ac-11713

    124. Ac-31723

    125. Pepcid Complete Component Famotidine

    126. Sbi-0050481.p003

    127. Eu-0100497

    128. Famotidine Component Of Pepcid Complete

    129. D00318

    130. Ab00383032_11

    131. 824f356

    132. A838850

    133. A899959

    134. L003830

    135. L013386

    136. Sr-01000075883

    137. Sr-01000075883-1

    138. Sr-05000001440-1

    139. Sr-05000001440-2

    140. Famotidine, British Pharmacopoeia (bp) Reference Standard

    141. Famotidine, European Pharmacopoeia (ep) Reference Standard

    142. Famotidine, United States Pharmacopeia (usp) Reference Standard

    143. 3-[(2-guanidinothiazol-4-yl)methylsulfanyl]-n-sulfamoyl-propanamidine

    144. Famotidine, Pharmaceutical Secondary Standard; Certified Reference Material

    145. 3-((((2-(diaminomethylene)amino)-4-thiazolyl)methyl)thio)-n-sulfamoylpropionamidine

    146. 3-(2-(diaminomethyleneamino)-1,3-thiazol-4-yl)methylthio)-n'- Sulfamoylpropionamidine

    147. 3-[2-(diaminomethyleneamino] Thiazol-4-ylmethylthio]-n-sulphamoyl Propionamidine

    148. Famotidine For System Suitability, European Pharmacopoeia (ep) Reference Standard

    149. 3-[({2-[(diaminomethylene)amino]-1,3-thiazol-4-yl}methyl)sulfanyl]-n'-sulfamoylpropanimidamide

    150. 3-[({2-[(diaminomethylidene)amino]-1,3-thiazol-4-yl}methyl)sulfanyl]-n''-sulfamoylpropanimidamide

    2.4 Create Date
    2006-03-07
    3 Chemical and Physical Properties
    Molecular Weight 337.5 g/mol
    Molecular Formula C8H15N7O2S3
    XLogP3-0.6
    Hydrogen Bond Donor Count4
    Hydrogen Bond Acceptor Count8
    Rotatable Bond Count7
    Exact Mass337.04493627 g/mol
    Monoisotopic Mass337.04493627 g/mol
    Topological Polar Surface Area238 Ų
    Heavy Atom Count20
    Formal Charge0
    Complexity469
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count1
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Drug and Medication Information
    4.1 Drug Information
    1 of 10  
    Drug NameFamotidine
    Active IngredientFamotidine
    Dosage FormInjectable; Tablet; Tablet, chewable; For suspension; Suspension
    Routeinjection; Injection; Oral
    Strength40mg/5ml; 10mg; 10mg/ml; 40mg; 20mg
    Market StatusTentative Approval; Over the Counter; Prescription
    CompanyNavinta; Ranbaxy; Wockhardt; Bedford; Ivax Sub Teva Pharms; Marsam Pharms; Fresenius Kabi Usa; Hi-tech Pharma; Hikma Maple; Teva; Apotex; Perrigo; Alembic Pharms; Lupin; Dr Reddys Labs; Carlsbad; Agila Speclts; Mylan; Novel Labs

    2 of 10  
    Drug NameFamotidine preservative free
    PubMed HealthFamotidine
    Drug ClassesAntiulcer, Gastric Acid Secretion Inhibitor
    Drug LabelThe active ingredient in PEPCID (famotidine) is a histamine H2-receptor antagonist. Famotidine is N'-(aminosulfonyl)-3-[[[2-[(diaminomethylene)amino]-4-thiazolyl]methyl]thio]propanimidamide. The empirical formula of famotidine is C8H15N7O2S3 and it..
    Active IngredientFamotidine
    Dosage FormInjectable
    RouteInjection
    Strength10mg/ml
    Market StatusPrescription
    CompanyBedford; Fresenius Kabi Usa; Hikma Maple; Bedford Labs; Agila Speclts

    3 of 10  
    Drug NameFamotidine preservative free in plastic container
    PubMed HealthFamotidine (By mouth)
    Drug ClassesAntiulcer, Gastric Acid Secretion Inhibitor
    Active IngredientFamotidine
    Dosage FormInjectable
    RouteInjection
    Strength0.4mg/ml
    Market StatusPrescription
    CompanyBaxter Hlthcare

    4 of 10  
    Drug NamePepcid
    PubMed HealthFamotidine
    Drug ClassesAntiulcer, Gastric Acid Secretion Inhibitor
    Drug LabelThe active ingredient in Famotidine Injection, USP is a histamine H2-receptor antagonist. Famotidine is [1-Amino-3-[[[2-[(diaminomethylene)amino]-4-thiazolyl]methyl]thio]propylidene] sulfamide. Its structural formula is:C8H15N7O2S3 MW 337.4...
    Active IngredientFamotidine
    Dosage FormTablet; For suspension
    RouteOral
    Strength40mg/5ml; 40mg; 20mg
    Market StatusPrescription
    CompanyMarathon Pharms; Salix Pharms

    5 of 10  
    Drug NamePepcid ac
    Active Ingredient