Triamcinolone acetonide 21-acetate

Base Information

• Chemical Name: Triamcinolone acetonide 21-acetate
• CAS No.: 3870-07-3
• Molecular Formula: C26H33FO7
• Molecular Weight: 476.542
• Hs Code.: 29147000
• European Community (EC) Number: 223-388-5
• UNII: 576QLL2I1Z
• DSSTox Substance ID: DTXSID20959526
• Nikkaji Number: J217.724B
• Wikidata: Q27261478
• Mol file: 3870-07-3.mol

Synonyms:3870-07-3;TRIAMCINOLONE ACETONIDE 21-ACETATE;Triamcinolone acetonide acetate;21-(Acetyloxy) Triamcinolone Acetonide;576QLL2I1Z;[2-[(1S,2S,4R,8S,9S,11S,12R,13S)-12-fluoro-11-hydroxy-6,6,9,13-tetramethyl-16-oxo-5,7-dioxapentacyclo[10.8.0.02,9.04,8.013,18]icosa-14,17-dien-8-yl]-2-oxoethyl] acetate;9-Fluoro-11beta-hydroxy-16alpha,17-(1-methylethylidenedioxy)-3,20-dioxopregna-1,4-dien-21-yl Acetate (21-Acetate Triamcinolone Acetonide);UNII-576QLL2I1Z;SCHEMBL11422147;DTXSID20959526;EINECS 223-388-5;AKOS015962822;AC-8113;CS-0452021;TRIAMCINOLONE ACETONIDE 21-ACETATE [MI];TRIAMCINOLONE ACETONIDE ACETATE [WHO-DD];Q27261478;TRIAMCINOLONE ACETONIDE IMPURITY F [EP IMPURITY];Triamcinolone acetonide 21-acetate 100 microg/mL in Acetonitrile;(11beta,16alpha)-21-(Acetyloxy)-9-fluoro-11-hydroxy-16,17-[(1-methylethylidene)bis(oxy)]-pregna-1,4-diene-3,20-dione;2-((6AS,6bR,7S,8aS,8bS,11aR,12aS,12bS)-6b-fluoro-7-hydroxy-6a,8a,10,10-tetramethyl-4-oxo-1,2,4,6a,6b,7,8,8a,11a,12,12a,12b-dodecahydro-8bH-naphtho[2',1':4,5]indeno[1,2-d][1,3]dioxol-8b-yl)-2-oxoethyl acetate;2-(4b-Fluoro-5-hydroxy-4a,6a,8,8-tetramethyl-2-oxo- 2,4a,4b,5,6,6a,9a,10,10a,10b,11,12-dodecahydro-7,9-dioxa- pentaleno[2,1-a]phenanthren-6b-yl)-2-oxoethyl acetate;9-Fluoro-11beta,21-dihydroxy-16alpha,17-(isopropylidenedioxy)pregna-1,4-diene-3,20-dione 21-acetate;PREGNA-1,4-DIENE-3,20-DIONE, 21-(ACETYLOXY)-9-FLUORO-11-HYDROXY-16,17-((1-METHYLETHYLIDENE)BIS(OXY))-, (11.BETA.,16.ALPHA.)-;PREGNA-1,4-DIENE-3,20-DIONE, 9-FLUORO-11.BETA.,16.ALPHA.,17,21-TETRAHYDROXY-, CYCLIC 16,17-ACETAL WITH ACETONE, 21-ACETATE

Chemical Property of Triamcinolone acetonide 21-acetate

Chemical Property:

• Melting Point: 266 °C
• Boiling Point: 589.4 °C at 760 mmHg
• PKA: 13.10±0.70(Predicted)
• Flash Point: 310.3 °C
• PSA: 99.13000
• Density: 1.314 g/cm³
• LogP: 2.98960
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly, Sonicated), Methanol (Slightly)
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 4
• Exact Mass: 476.22103155
• Heavy Atom Count: 34
• Complexity: 1030

Purity/Quality:

99%min ^*data from raw suppliers

21-(Acetyloxy)Triamcinoloneacetonide ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OCC(=O)C12C(CC3C1(CC(C4(C3CCC5=CC(=O)C=CC54C)F)O)C)OC(O2)(C)C
• Isomeric SMILES: CC(=O)OCC(=O)[C@@]12[C@@H](C[C@@H]3[C@@]1(C[C@@H]([C@]4([C@H]3CCC5=CC(=O)C=C[C@@]54C)F)O)C)OC(O2)(C)C
• Uses: Triamcinolone acetonide acetate can be used for eczema and dermatitis and is currently a long-acting glucocorticoid drug widely applied in the dermatology clinical application of China. It derives from triamcinolone and plays a similar role. Triamcinolone acetonide 21-acetate is derivative of Triamcinolone Acetonide, a glucocorticoid, antiasthmatic (inhalant).It also can be used for eczema and dermatitis and is currently a long-acting glucocorticoid drug widely applied in the dermatology clinical application of China.

Technology Process of Triamcinolone acetonide 21-acetate

There total 11 articles about Triamcinolone acetonide 21-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: 82.0%

triamcinolone acetonide (76-25-5,911437-91-7) + acetic anhydride (108-24-7) → triamcinolone acetonide acetate (3870-07-3)

Guidance literature:

With dmap; triethylamine; In chloroform; at 40 ℃;

Reference yield:

C23H28O7 + acetone (67-64-1) → (11β,16α,17α)-21-acetyloxy-9-fluoro-11-hydroxy-16,17-<1-methylethylidenebis(oxy)>pregna-1,4-diene-3,20-dione (3870-07-3)

Guidance literature:

C₂₃H₂₈O₇; With hydrogen fluoride; at -30 - -25 ℃;

acetone; at -50 - -45 ℃;

Reference yield:

acetic anhydride (108-24-7) + triamcinolone acetonide (76-25-5,911437-91-7) → (11β,16α,17α)-21-acetyloxy-9-fluoro-11-hydroxy-16,17-<1-methylethylidenebis(oxy)>pregna-1,4-diene-3,20-dione (3870-07-3)

Guidance literature:

With pyridine;

DOI:10.1021/ja01542a083

upstream raw materials:

acetic anhydride

triamcinolone acetonide

triamcinolone

acetone

Downstream raw materials:

triamcinolone acetonide

Refernces

• 1、 -. "NOVEL PROCESS FOR PREPARATION OF GLUCOCORTICOID STEROIDS". Page/Page column 21. . Retrieved 2016/08/23.