Please Wait
Applying Filters...
menu
    • menu
    munit-sa-m-2025-04-14

    Virtual Booth

    Contact Supplier

    Polpharma is a Polish CDMO of APIs and a significant European API producer, delivering products to companies worldwide.

    Virtual Booth

    Contact Supplier

    SPI Pharma has been solving formulation challenges using superior functional materials.

    Virtual Booth

    Contact Supplier

    Granules India Limited has high volume world-class facilities for APIs, PFIs, & FDFs, serving customers in over 80 countries.

    Virtual Booth

    Contact Supplier

    Suanfarma, at the Core of a Better Life.

    Virtual Booth

    Contact Supplier

    xyz-pharma-m-2025-04-14

    Virtual Booth

    Contact Supplier

    Menu

    HEMICHOLINIUM 3

    PharmaCompass
    Xls

    Filters

    clear-filterReset all filters
    2D Structure
    Also known as: 312-45-8, Hemicholinium 3, Hemicholinium bromide, Hemicholine, Hemicholinium dibromide, Hemicholinium-3 bromide
    Molecular Formula
    C24H34Br2N2O4
    Molecular Weight
    574.3  g/mol
    InChI Key
    OPYKHUMNFAMIBL-UHFFFAOYSA-L
    FDA UNII
    65NY3I7ZD0
    A potent inhibitor of the high affinity uptake system for CHOLINE. It has less effect on the low affinity uptake system. Since choline is one of the components of ACETYLCHOLINE, treatment with hemicholinium can deplete acetylcholine from cholinergic terminals. Hemicholinium 3 is commonly used as a research tool in animal and in vitro experiments.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    2-[4-[4-(2-hydroxy-4,4-dimethylmorpholin-4-ium-2-yl)phenyl]phenyl]-4,4-dimethylmorpholin-4-ium-2-ol;dibromide
    2.1.2 InChI
    InChI=1S/C24H34N2O4.2BrH/c1-25(2)13-15-29-23(27,17-25)21-9-5-19(6-10-21)20-7-11-22(12-8-20)24(28)18-26(3,4)14-16-30-24;;/h5-12,27-28H,13-18H2,1-4H3;2*1H/q+2;;/p-2
    2.1.3 InChI Key
    OPYKHUMNFAMIBL-UHFFFAOYSA-L
    2.1.4 Canonical SMILES
    C[N+]1(CCOC(C1)(C2=CC=C(C=C2)C3=CC=C(C=C3)C4(C[N+](CCO4)(C)C)O)O)C.[Br-].[Br-]
    2.2 Other Identifiers
    2.2.1 UNII
    65NY3I7ZD0
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Hemicholinium

    2. Hemicholinium 3

    2.3.2 Depositor-Supplied Synonyms

    1. 312-45-8

    2. Hemicholinium 3

    3. Hemicholinium Bromide

    4. Hemicholine

    5. Hemicholinium Dibromide

    6. Hemicholinium-3 Bromide

    7. Hc-3

    8. Hemicholinium 3 Dibromide

    9. Hemicholinium-3 Dibromide

    10. 65ny3i7zd0

    11. Morpholinium, 2,2'-(1,1'-biphenyl)-4,4'-diylbis(2-hydroxy-4,4-dimethyl-, Dibromide

    12. Morpholinium, 2,2'-(1,1'-biphenyl)-4,4'-diylbis(2-hydroxy-4,4-dimethyl-, Bromide (1:2)

    13. Morpholinium, 2,2'-[1,1'-biphenyl]-4,4'-diylbis[2-hydroxy-4,4-dimethyl-, Dibromide

    14. Hemicholinium 3 Dibromide; Hemicholinium Bromide; Hemicholinium Dibromide; Hemicholinium-3 Bromide

    15. [3h]hemicholinium-3

    16. Nsc-527583

    17. [3h]-hemicholinium-3

    18. Sr-01000075620

    19. Einecs 206-227-3

    20. Nsc 527583

    21. Unii-65ny3i7zd0

    22. [3h]hc-3

    23. Prestwick_566

    24. [3h]-hc-3

    25. Hemicholiniumdibromide

    26. Schembl564623

    27. Chembl197027

    28. Gtpl4493

    29. Dtxsid80883358

    30. Hms1569o07

    31. Hms2096o07

    32. Hms3261d18

    33. Hms3713o07

    34. Hms3885f21

    35. Hy-b2152

    36. Hemicholinium Dibromide [mi]

    37. Tox21_500578

    38. 2,2'-(4,4'-biphenylene)bis(2-hydroxy-4,4-dimethylmorpholinium Bromide)

    39. 2,2'-(4,4'-biphenylene)bis(2-hydroxy-4,4-dimethylmorpholinium) Dibromide

    40. Akos026750387

    41. Ccg-220393

    42. Ccg-221882

    43. Lp00578

    44. 2,2'-(1,1'-biphenyl)-4,4'-diylbis(2-hydroxy-4,4-dimethyl-morpholinium) Dibromide

    45. Morpholinium, 2,2'-(1,1'-biphenyl)-4,4'-diylbis(2-hydroxy-4,4-dimethyl)-, Dibromide

    46. Morpholinium, 2,2'-(4,4'-biphenylylene)bis(2-hydroxy-4,4-dimethyl-, Dibromide

    47. Ncgc00093959-01

    48. Ncgc00261263-01

    49. Hemicholinium-3, Solid, >=95% (hplc)

    50. Cs-0020304

    51. Eu-0100578

    52. Ft-0741707

    53. H-108

    54. J-018290

    55. Sr-01000075620-1

    56. Sr-01000075620-5

    57. Q15409437

    58. 2,2'-(biphenyl-4,4'-diyl)bis(2-hydroxy-4,4-dimethylmorpholin-4-ium) Bromide

    59. 2-[4-[4-(2-hydroxy-4,4-dimethylmorpholin-4-ium-2-yl)phenyl]phenyl]-4,4-dimethylmorpholin-4-ium-2-ol;dibromide

    60. 2-hydroxy-2-{4-[4-(2-hydroxy-4,4-dimethylmorpholin-4-ium-2-yl)phenyl]phenyl}-4,4-dimethylmorpholin-4-ium Dibromide

    2.4 Create Date
    2005-08-08
    3 Chemical and Physical Properties
    Molecular Weight 574.3 g/mol
    Molecular Formula C24H34Br2N2O4
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count6
    Rotatable Bond Count3
    Exact Mass g/mol
    Monoisotopic Mass g/mol
    Topological Polar Surface Area58.9
    Heavy Atom Count32
    Formal Charge0
    Complexity544
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count2
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count3
    4 Pharmacology and Biochemistry
    4.1 MeSH Pharmacological Classification

    Cholinergic Agents

    Any drug used for its actions on cholinergic systems. Included here are agonists and antagonists, drugs that affect the life cycle of ACETYLCHOLINE, and drugs that affect the survival of cholinergic neurons. The term cholinergic agents is sometimes still used in the narrower sense of MUSCARINIC AGONISTS, although most modern texts discourage that usage. (See all compounds classified as Cholinergic Agents.)

    Neurotransmitter Uptake Inhibitors

    Drugs that inhibit the transport of neurotransmitters into axon terminals or into storage vesicles within terminals. For many transmitters, uptake determines the time course of transmitter action so inhibiting uptake prolongs the activity of the transmitter. Blocking uptake may also deplete available transmitter stores. Many clinically important drugs are uptake inhibitors although the indirect reactions of the brain rather than the acute block of uptake itself is often responsible for the therapeutic effects. (See all compounds classified as Neurotransmitter Uptake Inhibitors.)