[2-[(9R,10S,11S,13S,16R,17S)-16-acetyloxy-9-fluoro-11,17-dihydroxy-10,13-dimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl]-2-oxoethyl] acetate

Base Information

• Chemical Name: [2-[(9R,10S,11S,13S,16R,17S)-16-acetyloxy-9-fluoro-11,17-dihydroxy-10,13-dimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl]-2-oxoethyl] acetate
• CAS No.: 67-78-7
• Molecular Formula: C25H31FO8
• Molecular Weight: 478.515
• Hs Code.: 2937220000
• NSC Number: 757356
• Mol file: 67-78-7.mol

Synonyms:Kenacourt;[2-[(9R,10S,11S,13S,16R,17S)-16-acetyloxy-9-fluoro-11,17-dihydroxy-10,13-dimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl]-2-oxoethyl] acetate;C25-H31-F-O8;triamcinolon-16-alpha-21-di(acetat);Spectrum_000545;Spectrum2_000959;Spectrum3_001371;Spectrum4_000365;Spectrum5_000994;BSPBio_002922;KBioGR_000829;KBioSS_001025;DivK1c_000549;SPECTRUM1500588;SPBio_000958;HMS501L11;KBio1_000549;KBio2_001025;KBio2_003593;KBio2_006161;KBio3_002142;NINDS_000549;HMS1921G11;HMS2092O15;Pharmakon1600-01500588;CCG-40085;NSC757356;IDI1_000549;NCGC00178390-01;SBI-0051543.P002;AB00052115_02;SR-05000001731;SR-05000001731-1;BRD-A30717181-001-01-9;BRD-A30717181-001-03-5

Chemical Property of [2-[(9R,10S,11S,13S,16R,17S)-16-acetyloxy-9-fluoro-11,17-dihydroxy-10,13-dimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl]-2-oxoethyl] acetate

Chemical Property:

• Vapor Pressure: 2.4E-17mmHg at 25°C
• Melting Point: 186-188 °C
• Refractive Index: 1.573
• Boiling Point: 608.5 °C at 760 mmHg
• PKA: 11.21±0.70(Predicted)
• Flash Point: 321.8 °C
• PSA: 127.20000
• Density: 1.35 g/cm³
• LogP: 1.76210
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly, Heated), DMSO (Slightly), Methanol (Slightly)
• Water Solubility.: 48mg/L(25 oC)
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 6
• Exact Mass: 478.20029610
• Heavy Atom Count: 34
• Complexity: 1020

Purity/Quality:

99% ^*data from raw suppliers

Triamcinolone16,21-Diacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=O)OCC(=O)C1(C(CC2C1(CC(C3(C2CCC4=CC(=O)C=CC43C)F)O)C)OC(=O)C)O
• Isomeric SMILES: CC(=O)OCC(=O)[C@]1([C@@H](CC2[C@@]1(C[C@@H]([C@]3(C2CCC4=CC(=O)C=C[C@@]43C)F)O)C)OC(=O)C)O
• Uses: A glucocorticoid that inhibits prolyl hydroxylase activity and used as an antiasthmatic and antiallergic drug. A glucocorticoid that inhibits prolyl hydroxylase activity, Triamcinolone diacetate can be used as an antiasthmatic and antiallergic drug. antiinflammatory
• Therapeutic Function: Glucocorticoid

Technology Process of [2-[(9R,10S,11S,13S,16R,17S)-16-acetyloxy-9-fluoro-11,17-dihydroxy-10,13-dimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl]-2-oxoethyl] acetate

There total 16 articles about [2-[(9R,10S,11S,13S,16R,17S)-16-acetyloxy-9-fluoro-11,17-dihydroxy-10,13-dimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl]-2-oxoethyl] acetate 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:

16α,21-Diacetoxy-9α-fluoro-11β,17α-dihydroxpregn-4-ene-3,20-dione (426-39-1) → triamcinolone diacetate (67-78-7)

Guidance literature:

With selenium(IV) oxide;

DOI:10.1021/ja01516a044

Reference yield:

16α,21-diacetoxy-9,11β-epoxy-17-hydroxy-9β-pregna-1,4-diene-3,20-dione (96670-24-5) → triamcinolone diacetate (67-78-7)

Guidance literature:

With chloroform; hydrogen fluoride;

DOI:10.1021/ja01516a044

Reference yield:

16α,21-diacetoxy-9,11β-epoxy-17-hydroxy-9β-pregn-4-ene-3,20-dione (98422-57-2,114417-77-5) → triamcinolone diacetate (67-78-7)

Guidance literature:

Multi-step reaction with 2 steps

1: CHCl₃; HF

2: mit Hilfe von Nocardia corallina

With chloroform; hydrogen fluoride;

DOI:10.1021/ja01516a044

upstream raw materials:

16α,21-Diacetoxy-9α-fluoro-11β,17α-dihydroxpregn-4-ene-3,20-dione

16α,21-diacetoxy-9,11β-epoxy-17-hydroxy-9β-pregna-1,4-diene-3,20-dione

16α,21-diacetoxy-9,11β-epoxy-17-hydroxy-9β-pregn-4-ene-3,20-dione

11β,16α,17,21-tetrahydroxy-pregn-4-ene-3,20-dione

Downstream raw materials:

triamcinolone acetonide

16α,21-diacetoxy-9-fluoro-17-hydroxy-pregna-1,4-diene-3,11,20-trione

triamcinolone