(6S,9R,11S,13S,17R)-17-acetyl-9-fluoro-11,17-dihydroxy-6,10,13-trimethyl-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-3-one

Base Information

• Chemical Name: (6S,9R,11S,13S,17R)-17-acetyl-9-fluoro-11,17-dihydroxy-6,10,13-trimethyl-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-3-one
• CAS No.: 426-13-1
• Molecular Formula: C22H29FO4
• Molecular Weight: 376.468
• Hs Code.: 29189900
• NSC Number: 757035
• ChEMBL ID: CHEMBL3039448
• Mol file: 426-13-1.mol

Synonyms:(6S,9R,11S,13S,17R)-17-acetyl-9-fluoro-11,17-dihydroxy-6,10,13-trimethyl-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-3-one;Spectrum_001832;Spectrum2_001266;Spectrum3_000433;Spectrum4_000556;Spectrum5_000716;BSPBio_002046;KBioGR_001251;KBioSS_002337;DivK1c_000019;SPECTRUM1500304;SPBio_001232;CHEMBL3039448;HMS500A21;KBio1_000019;KBio2_002334;KBio2_004902;KBio2_007470;KBio3_001266;NINDS_000019;HMS1920O16;HMS2094I05;Pharmakon1600-01500304;CCG-39118;NSC757035;NSC-757035;IDI1_000019;NCGC00178845-01;SBI-0051386.P003;AB00051997_02;SR-05000001631;SR-05000001631-1;BRD-A13133631-001-02-4;BRD-A13133631-001-03-2

Chemical Property of (6S,9R,11S,13S,17R)-17-acetyl-9-fluoro-11,17-dihydroxy-6,10,13-trimethyl-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-3-one

Chemical Property:

• Vapor Pressure: 2.59E-13mmHg at 25°C
• Melting Point: 292 - 303oC
• Refractive Index: 55 ° (C=1, Pyridine)
• Boiling Point: 527.1 °C at 760 mmHg
• PKA: 12.50±0.70(Predicted)
• Flash Point: 272.6 °C
• PSA: 74.60000
• Density: 1.25 g/cm³
• LogP: 2.92330
• Storage Temp.: 2-8°C
• Solubility.: DMSO (Slightly), Methanol (Slightly), Pyridine (Slightly)
• Water Solubility.: 30mg/L(25 oC)
• XLogP3: 2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 376.20498756
• Heavy Atom Count: 27
• Complexity: 787

Purity/Quality:

99.00% ^*data from raw suppliers

Fluorometholone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22
• Safety Statements: 36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1CC2C3CCC(C3(CC(C2(C4(C1=CC(=O)C=C4)C)F)O)C)(C(=O)C)O
• Isomeric SMILES: C[C@H]1CC2C3CC[C@@]([C@]3(C[C@@H]([C@@]2(C4(C1=CC(=O)C=C4)C)F)O)C)(C(=O)C)O
• Uses: Fluorometholone is a glucocorticoid; anti-inflammatory.
• Therapeutic Function: Glucocorticoid, Antiinflammatory

Technology Process of (6S,9R,11S,13S,17R)-17-acetyl-9-fluoro-11,17-dihydroxy-6,10,13-trimethyl-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-3-one

There total 9 articles about (6S,9R,11S,13S,17R)-17-acetyl-9-fluoro-11,17-dihydroxy-6,10,13-trimethyl-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-3-one 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: 96.3%

fluorometholone acetate → fluorometholone (426-13-1)

Guidance literature:

With methanol; sodium hydroxide; at 0 - 5 ℃; for 5h; Reagent/catalyst; Temperature;

Reference yield: 90.0%

6α-methyl-9,11β-epoxy-17α-hydroxy-pregna-1,4-diene-3,20-dione (83873-16-9) → fluorometholone (426-13-1)

Guidance literature:

With triethylamine tris(hydrogen fluoride); at 25 ℃;

Reference yield:

C22H28O4 → fluorometholone (426-13-1)

Guidance literature:

C₂₂H₂₈O₄; With hydrogen fluoride; In N,N-dimethyl-formamide; at -4 - 0 ℃; for 3h;

With ammonium hydroxide; In N,N-dimethyl-formamide; for 3h; pH=7; Temperature; pH-value;

upstream raw materials:

9-fluoro-11β,17,21-trihydroxy-6α-methyl-pregna-1,4-diene-3,20-dione

6α-methyl-9,11β-epoxy-17α-hydroxy-pregna-1,4-diene-3,20-dione

6α-methyl-17α-hydroxy-pregna-1,4,9(11)-triene-3,20-dione

C₂₄H₃₀O₄

Refernces

• 1、 -. "Fluorometholone, fluorometholone acetate, and preparation method thereof". . . Retrieved 2020/03/12.
• 2、 -. "PROCESS FOR OBTAINING FLUOROMETHOLONE AND INTERMEDIATES THEREFOR". Page/Page column 29. . Retrieved 2010/11/05.