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Home > Encyclopedia > hexadecyl-[2-[(4-methoxyphenyl)methyl-pyrimidin-2-ylamino]ethyl]-dimethylazanium

hexadecyl-[2-[(4-methoxyphenyl)methyl-pyrimidin-2-ylamino]ethyl]-dimethylazanium

hexadecyl-[2-[(4-methoxyphenyl)methyl-pyrimidin-2-ylamino]ethyl]-dimethylazanium structure

hexadecyl-[2-[(4-methoxyphenyl)methyl-pyrimidin-2-ylamino]ethyl]-dimethylazanium 

structure
  • CAS No:

    25466-36-8

  • Formula:

    C32H55N4O+

  • Chemical Name:

    hexadecyl-[2-[(4-methoxyphenyl)methyl-pyrimidin-2-ylamino]ethyl]-dimethylazanium

  • Synonyms:

    thonzonium;Tonzonium;UNII-Z05ZE98FV8;Z05ZE98FV8;25466-36-8;Thonzonium ion;Thonzonium cation;NCGC00016507-01;CAS-553-08-2;Thonizide;Prestwick0_000925;Prestwick1_000925;Prestwick2_000925;Prestwick3_000925;BSPBio_000830;cid_11102;SPBio_003009;BPBio1_000914;SCHEMBL5990893;CHEMBL1201322;DTXSID8048232;BDBM59083;CHEBI:94514;ZINC8035268;DB09552;hexadecyl-[2-[(4-methoxyphenyl)methyl-pyrimidin-2-ylamino]ethyl]-dimethylazanium;N-(2-((4-Methoxybenzyl)(pyrimidin-2-yl)amino)ethyl)-N,N-dimethylhexadecan-1-aminium;NCGC00016507-02;NCGC00016507-03;AB00513967;AB00513967_12;AB00513967_13;Q27166363;Hexadecyl[2-[(p-methoxybenzyl)-2-pyrimidinylamino]ethyl]dimethylaminium;hexadecyl-[2-[(4-methoxyphenyl)methyl-(2-pyrimidinyl)amino]ethyl]-dimethylammonium

Description

Hexadecyl-[2-[(4-methoxyphenyl)methyl-(2-pyrimidinyl)amino]ethyl]-dimethylammonium is a member of methoxybenzenes.|Thonzonium is a monocationic surface-active agent with surfactant and detergent properties. It is widely used as an additive to in ear and nasal drops to enhance dispersion and penetration of cellular debris and exudate, thereby promoting tissue contact of the administered medication. A common pharmaceutical formulation of thonzonium bromide is cortisporin-TC ear drops. It is also reported that thonzonium also confers an antifungal property and antiresorptive effect on bone.

hexadecyl-[2-[(4-methoxyphenyl)methyl-pyrimidin-2-ylamino]ethyl]-dimethylazanium Basic Attributes

511.8 g/mol

511.43758739 g/mol

Z05ZE98FV8

DTXSID8048232

Characteristics

38.2 Ų

91.5

Soluble

Toxicity

Unwanted effects include irritation and allergic reactions.

Drug Information

Used as a monocationic surfactant and detergent to help penetration of active ingredients through cellular debris for its antibacterial action.

Thonzonium bromide causes dispersion and penetration of cellular debris and exudate, thereby promoting tissue contact of the active ingredients contained in the administered medication. It is an inhibitor of vacuolar ATPase that uncouples and blocks the function of the pump without inhibiting ATP hydrolysis.

Thonzonium bromide is a suface-active agent added in nasal and ear drops that potentiates and lenghten the time of skin contact with the active compounds and penetration through the cellular debris. Thonzonium bromide uncouples vacuolar ATPase in pathogenic fungi such as *Candida albicans* and inhibit cell growth in vitro. It interacts with the tether of subunit a (Vph1p) of the membrane-bound V0 subunit that forms the proton transport path. Disruption of the essential pump function prevents redistribution of cytosolic protons into the vacuolar lumen, resulting in acidification of the cytosol and cell death. A study reports that thonzonium bromide mediates an antiresorptive action on osteoclasts by inhibiting RANKL-induced osteoclast formation. It is shown to block the RANKL-induced activation of NF-jB, ERK and c-Fos as well as the induction of NFATc1 which is essential for OC formation. It also disrupted F-actin ring formation resulting in disturbances in cytoskeletal structure in mature OCs during bone resorption.

Computed Properties

Molecular Weight:511.8
XLogP3:9.9
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:22
Exact Mass:511.43758739
Monoisotopic Mass:511.43758739
Topological Polar Surface Area:38.2
Heavy Atom Count:37
Formal Charge:1
Complexity:515
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Guide of hexadecyl-[2-[(4-methoxyphenyl)methyl-pyrimidin-2-ylamino]ethyl]-dimethylazanium

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