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Fluocinolone

Fluocinolone structure

Fluocinolone 

structure
  • CAS No:

    807-38-5

  • Formula:

    C21H26F2O6

  • Chemical Name:

    Fluocinolone

  • Synonyms:

    Pregna-1,4-diene-3,20-dione,6,9-difluoro-11,16,17,21-tetrahydroxy-,(6α,11β,16α)-;Pregna-1,4-diene-3,20-dione,6α,9-difluoro-11β,16α,17,21-tetrahydroxy-;(6α,11β,16α)-6,9-Difluoro-11,16,17,21-tetrahydroxypregna-1,4-diene-3,20-dione;Fluocinolone;16α-Hydroxy-6α,9-difluoroprednisolone;6α-Fluorotriamcinolone

  • Categories:

    Analytical Chemistry  >  Standard

Description

Fluocinolone is a fluorinated steroid.|Fluocinolone has been used in trials studying the treatment and prevention of Candida Infection, Oral Lichen Planus, Macular Degeneration, and Choroidal Neovascularization.|Fluocinolone is a synthetic glucocorticoid with anti-inflammatory and antipruritic activities. Fluocinolone binds the glucocorticoid receptor, followed by translocation of the ligand-receptor complex to the nucleus and transcription activation of genes containing glucocorticoid-responsive elements. Lipocortin-1 is one factor induced by fluocinolone that interacts with and inhibits cytosolic phospholipase 2 alpha, thereby preventing phospholipase translocation to the perinuclear membrane and subsequent release and conversion of arachidonic acid to inflammatory prostaglandins. In addition, MAPK phosphatase 1 is induced, thereby preventing the triggering of the MAPK cascade resulting in pro-inflammatory effects via Jun N-terminal kinase and c-Jun. Finally, fluocinolone binds to and inhibits nuclear factor kappa-B directly, resulting in inhibition of cyclooxygenase 2 transcription and subsequent prostaglandin synthesis.

Fluocinolone Basic Attributes

412.4243464

412.42

212-362-9

CT1IX58L9S

C29053

Characteristics

115

1.1

1.45±0.1 g/cm3(Predicted)

266-268 °C @ Solvent: Ethyl acetate, Methanol

589ºC at 760 mmHg

310ºC

1.603

Drug Information

6alpha,9-difluoro-11beta,16alpha,17,21-tetrahydroxypregna-1,4-diene-3,20-dione

Fluocinolone Use and Manufacturing

Fluocinolone, is a medication, used to treat the itching, redness, dryness, crusting, scaling, inflammation, and discomfort of various skin condition. It is also a derivative of Fluocinolone Acetonide (F455800).

Computed Properties

Molecular Weight:412.4
XLogP3:1.1
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:8
Rotatable Bond Count:2
Exact Mass:412.16974487
Monoisotopic Mass:412.16974487
Topological Polar Surface Area:115
Heavy Atom Count:29
Complexity:841
Defined Atom Stereocenter Count:9
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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