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    Also known as: 70059-30-2, Cimetidine hcl, Cimetidinehydrochloride, Cimetidine (hydrochloride), Cimetex, 2-cyano-1-methyl-3-(2-(((5-methylimidazol-4-yl)methyl)thio)ethyl)guanidine monohydrochloride
    Molecular Formula
    C10H17ClN6S
    Molecular Weight
    288.80  g/mol
    InChI Key
    QJHCNBWLPSXHBL-UHFFFAOYSA-N
    FDA UNII
    WF10491673
    Cimetidine Hydrochloride
    A histamine congener, it competitively inhibits HISTAMINE binding to HISTAMINE H2 RECEPTORS. Cimetidine has a range of pharmacological actions. It inhibits GASTRIC ACID secretion, as well as PEPSIN and GASTRIN output.
    1 2D Structure

    Cimetidine Hydrochloride

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    1-cyano-2-methyl-3-[2-[(5-methyl-1H-imidazol-4-yl)methylsulfanyl]ethyl]guanidine;hydrochloride
    2.1.2 InChI
    InChI=1S/C10H16N6S.ClH/c1-8-9(16-7-15-8)5-17-4-3-13-10(12-2)14-6-11;/h7H,3-5H2,1-2H3,(H,15,16)(H2,12,13,14);1H
    2.1.3 InChI Key
    QJHCNBWLPSXHBL-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CC1=C(N=CN1)CSCCNC(=NC)NC#N.Cl
    2.2 Other Identifiers
    2.2.1 UNII
    WF10491673
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Altramet

    2. Biomet

    3. Biomet400

    4. Cimetidine

    5. Cimetidine Hcl

    6. Eureceptor

    7. Hcl, Cimetidine

    8. Histodil

    9. Hydrochloride, Cimetidine

    10. N-cyano-n'-methyl-n''-(2-(((5-methyl-1h-imidazol-4-yl)methyl)thio)ethyl)guanidine

    11. Sk And F 92334

    12. Sk And F-92334

    13. Sk And F92334

    14. Skf 92334

    15. Skf-92334

    16. Skf92334

    17. Tagamet

    2.3.2 Depositor-Supplied Synonyms

    1. 70059-30-2

    2. Cimetidine Hcl

    3. Cimetidinehydrochloride

    4. Cimetidine (hydrochloride)

    5. Cimetex

    6. 2-cyano-1-methyl-3-(2-(((5-methylimidazol-4-yl)methyl)thio)ethyl)guanidine Monohydrochloride

    7. N-cyano-n'-methyl-n''-[2-[[(5-methyl-1h-imidazol-4-yl)methyl]thio]ethyl]guanidine Hydrochloride

    8. Endo

    9. Tagamet Liquid

    10. Wf10491673

    11. Tagamet Injection

    12. Guanidine, N''-cyano-n-methyl-n'-(2-(((5-methyl-1h-imidazol-4-yl)methyl)thio)ethyl)-, Monohydrochloride

    13. Chebi:50362

    14. N-cyano-n'-methyl-n''-(2-(((5-methyl-1h-imidazol-4-yl)methyl)thio)ethyl)guanidine Hydrochloride

    15. Cimetidine Hydrochloride [usan]

    16. Einecs 274-297-2

    17. Unii-wf10491673

    18. Einecs 276-264-8

    19. Cimetidine Hydrochloride [usan:usp]

    20. 71989-90-7

    21. Schembl42142

    22. Schembl42144

    23. Cimetidine Hydrochloride (tn)

    24. Cimetidine Hydrochloride (usp)

    25. Chembl1201051

    26. Schembl11156749

    27. Dtxsid10990302

    28. Cimetidine Hydrochloride [mi]

    29. Cimetidine Hydrochloride In Sodium Chloride 0.9% In Plastic Container

    30. Hy-14289a

    31. Mfcd01724314

    32. Tagamet Hydrochloride In Sodium Chloride 0.9% In Plastic Container

    33. Akos015961108

    34. Akos037643350

    35. Ac-4278

    36. Cimetidine Hydrochloride [mart.]

    37. Cimetidine Hydrochloride [vandf]

    38. Cimetidine Hydrochloride [usp-rs]

    39. Cimetidine Hydrochloride [who-dd]

    40. 1-cyano-2-methyl-3-[2-[(5-methyl-1h-imidazol-4-yl)methylsulfanyl]ethyl]guanidine;hydrochloride

    41. As-15040

    42. Guanidine, N'-cyano-n-methyl-n'-(2-(((5-methyl-1h-imidazol-4-yl)methyl)thio)ethyl)-, Monohydrochloride

    43. N-cyano-n'-methyl-n''-(2-(((5-methyl-1h-imidazol-4-yl)methyl)thio)ethyl)guanidine Monohydrochloride

    44. Db-055373

    45. Cs-0031039

    46. Ft-0602954

    47. Cimetidine Hydrochloride [orange Book]

    48. Cimetidine Hydrochloride [ep Monograph]

    49. Cimetidine Hydrochloride [usp Monograph]

    50. D03503

    51. 059c302

    52. A923492

    53. W-104570

    54. Q27122038

    55. Cimetidine Hydrochloride, Pharmaceutical Secondary Standard; Certified Reference Material

    56. Cimetidine Hydrochloride, United States Pharmacopeia (usp) Reference Standard

    57. Cimetidine Hydrochloride, European Pharmacopoeia (ep) Reference Standard, European Pharmacopoeia (ep) Reference Standard

    58. Guanidine, N-cyano-n'-methyl-n''-[2-[[(5-methyl-1h-imidazol-4-yl)methyl]thio]ethyl]-, Monohydrochloride

    59. N-cyano-n''-methyl-n'-(2-{[(4-methyl-1h-imidazol-5-yl)methyl]sulfanyl}ethyl)guanidine--hydrogen Chloride (1/1)

    2.4 Create Date
    2005-08-08
    3 Chemical and Physical Properties
    Molecular Weight 288.80 g/mol
    Molecular Formula C10H17ClN6S
    Hydrogen Bond Donor Count4
    Hydrogen Bond Acceptor Count4
    Rotatable Bond Count7
    Exact Mass288.0923934 g/mol
    Monoisotopic Mass288.0923934 g/mol
    Topological Polar Surface Area114 Ų
    Heavy Atom Count18
    Formal Charge0
    Complexity296
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    4 Drug and Medication Information
    4.1 Drug Information
    1 of 2  
    Drug NameCimetidine hydrochloride
    Drug LabelCimetidine is a histamine H2 receptor-antagonist. Chemically it is N"-cyano-N-methyl-N'-[2-[[(5-methyl-1H-imidazol-4-yl)methyl]thio]-ethyl]-guanidine.The molecular formula for cimetidine hydrochloride is C10H16N6S HCl and the molecular weight i
    Active IngredientCimetidine hydrochloride
    Dosage FormInjectable; Solution
    RouteInjection; Oral
    Strengtheq 300mg base/2ml; eq 300mg base/5ml
    Market StatusPrescription
    CompanyWockhardt; Hi Tech Pharma; Ani Pharms; Pharm Assoc; Dava Pharms

    2 of 2  
    Drug NameCimetidine hydrochloride
    Drug LabelCimetidine is a histamine H2 receptor-antagonist. Chemically it is N"-cyano-N-methyl-N'-[2-[[(5-methyl-1H-imidazol-4-yl)methyl]thio]-ethyl]-guanidine.The molecular formula for cimetidine hydrochloride is C10H16N6S HCl and the molecular weight i
    Active IngredientCimetidine hydrochloride
    Dosage FormInjectable; Solution
    RouteInjection; Oral
    Strengtheq 300mg base/2ml; eq 300mg base/5ml
    Market StatusPrescription
    CompanyWockhardt; Hi Tech Pharma; Ani Pharms; Pharm Assoc; Dava Pharms

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    Cytochrome P-450 CYP1A2 Inhibitors

    Drugs and compounds which inhibit or antagonize the biosynthesis or actions of CYTOCHROME P-450 CYP1A2. (See all compounds classified as Cytochrome P-450 CYP1A2 Inhibitors.)

    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.)

    5.2 FDA Pharmacological Classification
    5.2.1 Pharmacological Classes
    Histamine-2 Receptor Antagonist [EPC]; Histamine H2 Receptor Antagonists [MoA]

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