Fluocinolone

Base Information

• Chemical Name: Fluocinolone
• CAS No.: 807-38-5
• Molecular Formula: C₂₁H₂₆F₂O₆
• Molecular Weight: 412.431
• European Community (EC) Number: 212-362-9
• UNII: CT1IX58L9S
• DSSTox Substance ID: DTXSID001016494
• Nikkaji Number: J17.083F
• Wikipedia: Fluocinolone
• Wikidata: Q27106662
• NCI Thesaurus Code: C29053
• Metabolomics Workbench ID: 67980
• ChEMBL ID: CHEMBL1201390
• Mol file: 807-38-5.mol

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

Chemical Property of Fluocinolone

Chemical Property:

• Vapor Pressure: 2.51E-16mmHg at 25°C
• Melting Point: 266-268 °C(Solv: ethyl acetate (141-78-6); methanol (67-56-1))
• Boiling Point: 589°C at 760 mmHg
• PKA: 11.42±0.70(Predicted)
• Flash Point: 310°C
• PSA: 115.06000
• Density: 1.45g/cm³
• LogP: 0.56850
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly), Methanol (Slightly, Heated, Sonicated)
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 2
• Exact Mass: 412.16974487
• Heavy Atom Count: 29
• Complexity: 841

Purity/Quality:

98%,99%, ^*data from raw suppliers

Fluocinolone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CC(C3(C(C1CC(C2(C(=O)CO)O)O)CC(C4=CC(=O)C=CC43C)F)F)O
• Isomeric SMILES: C[C@]12C[C@@H]([C@]3([C@H]([C@@H]1C[C@H]([C@@]2(C(=O)CO)O)O)C[C@@H](C4=CC(=O)C=C[C@@]43C)F)F)O
• Recent ClinicalTrials: The Use of Probiotics in Patients With Symptomatic Oral Lichen Planus
• Uses: 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).

Technology Process of Fluocinolone

There total 5 articles about Fluocinolone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

fluocinolone Acetonide (67-73-2) → 6α,9α-difluoro-11β,16α,17α,21-tetra-hydroxypregna-1,4-diene-3,20-dione (807-38-5,67438-36-2)

Guidance literature:

With tetrafluoroboric acid; at 20 ℃; for 16h;

Reference yield: 95.0%

(4bR,6bS,9aR,12S)-4b,12-difluoro-6b-glycoloyl-5-hydroxy-4a,6a,8,8-tetramethyl-4a,4b,5,6,6a,6b,9a,10,10a,10b,11,12-dodecahydro-2H-naphtho[2',1':4,5]indeno[1,2-d][1,3]dioxol-2-one → 6α,9α-difluoro-11β,16α,17α,21-tetra-hydroxypregna-1,4-diene-3,20-dione (807-38-5,67438-36-2)

Guidance literature:

With hydrogenchloride; water; at 20 ℃; for 7h;

Reference yield:

→ 6α,9α-difluoro-11β,16α,17α,21-tetra-hydroxypregna-1,4-diene-3,20-dione (807-38-5,67438-36-2)

Guidance literature:

upstream raw materials:

fluocinolone Acetonide

Downstream raw materials:

(4aS,4bR,5S,6aS,6bS,8R,9aR,10aS,10bS,12S)-4b,12-difluoro-6b-glycoloyl-5-hydroxy-4a,6a-dimethyl-8-(4-{[3-(methylthio)phenyl]thio}phenyl)-4a,4b,5,6,6a,6-b,9a,10,10a,10b,11,12-dodecahydro-2H-naphtho-[2',1':4,5]indeno[1,2-d][1,3]dioxol-2-one

(4aS,4bR,5S,6aS,6bS,8R,9aR,10aS,10bS,12S)-4b,12-difluoro-6b-glycoloyl-5-hydroxy-8-(4-{[(4-hydroxyphenyl)thio]methyl}phenyl)-4a,6a-dimethyl-4a,4b,5,6,6a,6b,9a,10,10a,10b,11,12-dodecahydro-2H-naphtho[2',1':4,5]indeno[1,2-d][1,3]dioxol-2-one

(4aS,4bR,5S,6aS,6bS,8R,9aR,10aS,10bS,12S)-8-(4-{[(3-chloro-4-hydroxyphenyl)thio]methyl}phenyl)-4b,12-difluoro-6b-glycoloyl-5-hydroxy-4a,6a-dimethyl-4a,4b,5,6,6a,6b,9a,10,10a,10b,11,12-dodecahydro-2H-naphtho[2',1':4,5]indeno[1,2-d][1,3]dioxol-2-one

C₃₃H₃₉F₂NO₇

Refernces

• 1、 -. "GLUCOCORTICOID RECEPTOR AGONIST AND IMMUNOCONJUGATES THEREOF". Paragraph 0141. . Retrieved 2019/06/14.
• 2、 -. "GLUCOCORTICOID RECEPTOR AGONIST AND IMMUNOCONJUGATES THEREOF". Page/Page column 00974; 00975. . Retrieved 2018/01/17.