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    Cicletanine

    ACTIVE PHARMA INGREDIENTS

    PharmaCompass
    Xls

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    2D Structure
    Also known as: Cycletanide, 89943-82-8, Bn-1270, Win 90,000, Win-90000, Chg7qc509w
    Molecular Formula
    C14H12ClNO2
    Molecular Weight
    261.70  g/mol
    InChI Key
    CVKNDPRBJVBDSS-UHFFFAOYSA-N
    FDA UNII
    CHG7QC509W
    Cicletanine is a dihydropyridine derivative with diuretic and antihypertensive activity. Cicletanine exerts thiazide-like diuretic activity. In addition, this agent inhibits protein kinase C (PKC) and is able to reverse vasoconstriction through the inhibition of PKC-mediated inhibition of Na/K-ATPase phosphorylation.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    3-(4-chlorophenyl)-6-methyl-1,3-dihydrofuro[3,4-c]pyridin-7-ol
    2.1.2 InChI
    InChI=1S/C14H12ClNO2/c1-8-13(17)12-7-18-14(11(12)6-16-8)9-2-4-10(15)5-3-9/h2-6,14,17H,7H2,1H3
    2.1.3 InChI Key
    CVKNDPRBJVBDSS-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CC1=NC=C2C(OCC2=C1O)C3=CC=C(C=C3)Cl
    2.2 Other Identifiers
    2.2.1 UNII
    CHG7QC509W
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 1,3-dihydro-6-methyl-7-hydroxy-3-(4-chlorophenyl)furo(3,4-d)pyridine

    2. Bn 1270

    3. Bn-1270

    4. Cicletanide

    5. Cicletanine Hydrochloride

    6. Cycletanide

    7. Justar

    8. Tenstaten

    2.3.2 Depositor-Supplied Synonyms

    1. Cycletanide

    2. 89943-82-8

    3. Bn-1270

    4. Win 90,000

    5. Win-90000

    6. Chg7qc509w

    7. 3-(4-chlorophenyl)-6-methyl-1,3-dihydrofuro[3,4-c]pyridin-7-ol

    8. Tenstaten

    9. Justar

    10. (+/-)bn-1270

    11. Cicletanina

    12. Cicletaninum

    13. Cicletaninum [latin]

    14. (+/-)-cicletanine

    15. Cicletanina [spanish]

    16. Unii-chg7qc509w

    17. Cicletanine [usan:inn:ban]

    18. Cicletanine [mi]

    19. Cicletanine [inn]

    20. Cicletanine (usan/inn)

    21. Cicletanine [usan]

    22. (+-)-bn-1270

    23. Cicletanine [mart.]

    24. Schembl49794

    25. Cicletanine [who-dd]

    26. Chembl191886

    27. (r)-(-)-cicletanine

    28. Dtxsid70868972

    29. Chebi:135078

    30. (+-)-3-(p-chlorophenyl)-1,3-dihydro-6-methylfuro(3,4-c)pyridin-7-ol

    31. Akos022665941

    32. Db12766

    33. Bn-50417

    34. Bn-50418

    35. Ds-017342

    36. D03487

    37. (+/-)-bn-1270

    38. Q5119443

    39. 3-(4-chlorophenyl)-6-methyl-1h,3h-furo[3,4-c]pyridin-7-ol

    40. Furo(3,4-c)pyridin-7-ol, 3-(4-chlorophenyl)-1,3-dihydro-6-methyl-, (+-)-

    2.4 Create Date
    2005-08-08
    3 Chemical and Physical Properties
    Molecular Weight 261.70 g/mol
    Molecular Formula C14H12ClNO2
    XLogP32.4
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count3
    Rotatable Bond Count1
    Exact Mass261.0556563 g/mol
    Monoisotopic Mass261.0556563 g/mol
    Topological Polar Surface Area42.4 Ų
    Heavy Atom Count18
    Formal Charge0
    Complexity294
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count1
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Pharmacology and Biochemistry
    4.1 MeSH Pharmacological Classification

    Anti-Arrhythmia Agents

    Agents used for the treatment or prevention of cardiac arrhythmias. They may affect the polarization-repolarization phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibers. Anti-arrhythmia agents are often classed into four main groups according to their mechanism of action: sodium channel blockade, beta-adrenergic blockade, repolarization prolongation, or calcium channel blockade. (See all compounds classified as Anti-Arrhythmia Agents.)

    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.)

    Diuretics

    Agents that promote the excretion of urine through their effects on kidney function. (See all compounds classified as Diuretics.)

    4.2 ATC Code

    C - Cardiovascular system

    C03 - Diuretics

    C03B - Low-ceiling diuretics, excl. thiazides

    C03BX - Other low-ceiling diuretics

    C03BX03 - Cicletanine