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    2D Structure
    Also known as: Guanabenz, 5051-62-7, Hydrazinecarboximidamide, 2-[(2,6-dichlorophenyl)methylene]-, (e)-, Dsstox_cid_25666, Dsstox_rid_81042, Dsstox_gsid_45666
    Molecular Formula
    C8H8Cl2N4
    Molecular Weight
    231.08  g/mol
    InChI Key
    WDZVGELJXXEGPV-UHFFFAOYSA-N
    An alpha-2 selective adrenergic agonist used as an antihypertensive agent.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    2-[(2,6-dichlorophenyl)methylideneamino]guanidine
    2.1.2 InChI
    InChI=1S/C8H8Cl2N4/c9-6-2-1-3-7(10)5(6)4-13-14-8(11)12/h1-4H,(H4,11,12,14)
    2.1.3 InChI Key
    WDZVGELJXXEGPV-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    C1=CC(=C(C(=C1)Cl)C=NN=C(N)N)Cl
    2.2 Synonyms
    2.2.1 MeSH Synonyms

    1. 2,6 Dichlorobenzylideneaminoguanidine

    2. 2,6-dichlorobenzylideneaminoguanidine

    3. Acetate Wyeth-ayerst, Guanabenz

    4. Acetate, Guanabenz

    5. Br 750

    6. Br-750

    7. Br750

    8. Guanabenz

    9. Guanabenz Acetate

    10. Guanabenz Acetate Wyeth-ayerst

    11. Guanabenz Monoacetate

    12. Monoacetate, Guanabenz

    13. Wy 8678

    14. Wy-8678

    15. Wy8678

    16. Wyeth Ayerst Of Guanabenz Acetate

    17. Wyeth-ayerst Of Guanabenz Acetate

    18. Wytensin

    2.2.2 Depositor-Supplied Synonyms

    1. Guanabenz

    2. 5051-62-7

    3. Hydrazinecarboximidamide, 2-[(2,6-dichlorophenyl)methylene]-, (e)-

    4. Dsstox_cid_25666

    5. Dsstox_rid_81042

    6. Dsstox_gsid_45666

    7. Cas-5051-62-7

    8. Ncgc00024846-03

    9. Spectrum_000843

    10. Prestwick0_000096

    11. Prestwick1_000096

    12. Spectrum2_001114

    13. Spectrum3_000445

    14. Spectrum4_000567

    15. Kbiogr_000974

    16. Kbioss_001323

    17. Divk1c_000010

    18. Spbio_001248

    19. Spbio_001991

    20. Chembl1313657

    21. Dtxsid6045666

    22. Kbio1_000010

    23. Kbio2_001323

    24. Kbio2_003891

    25. Kbio2_006459

    26. Kbio3_001310

    27. Ninds_000010

    28. Hms2233d12

    29. Hms3370a17

    30. Bcp30851

    31. Tox21_110932

    32. Akos017264577

    33. Tox21_110932_1

    34. Zinc242701441

    35. Db00629

    36. 2,6-dichlorobenzaldehyde Guanylhydrazone

    37. Mrf-0000008

    38. Ncgc00024846-08

    39. Db-051784

    40. Ft-0635524

    41. Guanabenzum;wy-8678; Wy 8678; Wy8678

    42. N-(2,6-dichlorobenzylidene)-n'-amidino Hydrazine

    43. Sr-01000721838

    44. Sr-01000721838-5

    45. Q27164730

    2.3 Create Date
    2005-03-25
    3 Chemical and Physical Properties
    Molecular Weight 231.08 g/mol
    Molecular Formula C8H8Cl2N4
    XLogP31.7
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count2
    Rotatable Bond Count2
    Exact Mass230.0126017 g/mol
    Monoisotopic Mass230.0126017 g/mol
    Topological Polar Surface Area76.8 Ų
    Heavy Atom Count14
    Formal Charge0
    Complexity228
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count1
    Covalently Bonded Unit Count1
    4 Drug and Medication Information
    4.1 Drug Indication

    For management of High blood pressure

    FDA Label

    5 Pharmacology and Biochemistry
    5.1 Pharmacology

    Guanabenz, a centrally acting α-2 adrenergic agonist, is indicated for treatment of hypertension.

    5.2 MeSH Pharmacological Classification

    Adrenergic alpha-2 Receptor Agonists

    Compounds that bind to and activate ADRENERGIC ALPHA-2 RECEPTORS. (See all compounds classified as Adrenergic alpha-2 Receptor Agonists.)

    Antihypertensive Agents

    Drugs used in the treatment of acute or chronic vascular HYPERTENSION regardless of pharmacological mechanism. Among the antihypertensive agents are DIURETICS; (especially DIURETICS, THIAZIDE); ADRENERGIC BETA-ANTAGONISTS; ADRENERGIC ALPHA-ANTAGONISTS; ANGIOTENSIN-CONVERTING ENZYME INHIBITORS; CALCIUM CHANNEL BLOCKERS; GANGLIONIC BLOCKERS; and VASODILATOR AGENTS. (See all compounds classified as Antihypertensive Agents.)

    5.3 Absorption, Distribution and Excretion

    Absorption

    Approximately 75% absorbed from gastrointestinal tract

    5.4 Metabolism/Metabolites

    Hepatic

    5.5 Biological Half-Life

    6 hours.

    5.6 Mechanism of Action

    Guanabenz's antihypertensive effect is thought to be due to central alpha-adrenergic stimulation, which results in a decreased sympathetic outflow to the heart, kidneys, and peripheral vasculature in addition to a decreased systolic and diastolic blood pressure and a slight slowing of pulse rate. Chronic administration of guanabenz also causes a decrease in peripheral vascular resistance.