Betamethasone 17-propionate

Base Information

• Chemical Name: Betamethasone 17-propionate
• CAS No.: 5534-13-4
• Molecular Formula: C25H33 F O6
• Molecular Weight: 448.532
• Hs Code.: 2937220000
• European Community (EC) Number: 226-887-6
• UNII: 4Q20XC60T4
• DSSTox Substance ID: DTXSID501310398
• Nikkaji Number: J210.579I
• Wikidata: Q27260351
• ChEMBL ID: CHEMBL2115119
• Mol file: 5534-13-4.mol

Synonyms:Betamethasone 17-propionate;5534-13-4;UNII-4Q20XC60T4;4Q20XC60T4;EINECS 226-887-6;Betamethasone 17 alpha-monopropionate;EC 226-887-6;9-Fluoro-11beta,17,21-trihydroxy-16beta-methylpregna-1,4-diene-3,20-dione 17-propionate;C25-H33-F-O6;SCHEMBL509816;Betamethasone 17alpha-Propionate;CHEMBL2115119;DTXSID501310398;BETAMETHASONE 17.ALPHA.-PROPIONATE;BETAMETHASONE DIPROPIONATE IMPURITY B;CS-0453538;CLOBETASOL PROPIONATE IMPURITY A [EP IMPURITY];Q27260351;9-fluoro-11beta,17,21-trihydroxy-16beta-methylpregna-1,4-diene-3,20-dione17-propionate;(8S,9R,10S,11S,13S,14S,16S,17R)-9-fluoro-11-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-3-oxo-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-17-yl propionate;3,20-DIOXO-9-FLUORO-16.BETA.-METHYLPREGNA-1,4-DIENE-11.BETA.,17,21-TRIOL 17-PROPIONATE;9-FLUORO-11.BETA.,21-DIHYDROXY-16.BETA.-METHYL-17-(1-OXOPROPOXY)PREGNA-1,4-DIENE-3,20-DIONE;PREGNA-1,4-DIENE-3,20-DIONE, 9-FLUORO-11,21-DIHYDROXY-16-METHYL-17-(1-OXOPROPOXY)-, (11.BETA.,16.BETA.)-;PREGNA-1,4-DIENE-3,20-DIONE, 9-FLUORO-11.BETA.,17,21-TRIHYDROXY-16.BETA.-METHYL-, 17-PROPIONATE

Chemical Property of Betamethasone 17-propionate

Chemical Property:

• Vapor Pressure: 7.68E-16mmHg at 25°C
• Melting Point: 233-235°C
• Boiling Point: 579.5°Cat760mmHg
• PKA: 12.89±0.70(Predicted)
• Flash Point: 304.3°C
• PSA: 100.90000
• Density: 1.28g/cm³
• LogP: 2.85660
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly, Heated), Methanol (Slightly)
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 5
• Exact Mass: 448.22611693
• Heavy Atom Count: 32
• Complexity: 925

Purity/Quality:

99.9% ^*data from raw suppliers

Betamethasone 17-propionate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(=O)OC1(C(CC2C1(CC(C3(C2CCC4=CC(=O)C=CC43C)F)O)C)C)C(=O)CO
• Isomeric SMILES: CCC(=O)O[C@@]1([C@H](C[C@@H]2[C@@]1(C[C@@H]([C@]3([C@H]2CCC4=CC(=O)C=C[C@@]43C)F)O)C)C)C(=O)CO
• Uses: A degradation product of Betamethasone. Glucocorticoid.

Technology Process of Betamethasone 17-propionate

There total 11 articles about Betamethasone 17-propionate 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: 97.0%

Betamethasone 17α,21-ethyl orthopropanoate (1062-09-5) → Betamethasone propionate (5534-13-4)

Guidance literature:

aluminium silicate; In methanol; water; for 1h; Heating;

DOI:10.1055/s-1984-30941

Reference yield:

betamethasone dipropionate (5593-20-4) → Betamethasone propionate (5534-13-4)

Guidance literature:

With hydrogenchloride; In ethanol; for 6h; Ambient temperature;

DOI:10.1016/S0039-128X(81)90348-2

Reference yield:

trimethoxypropane (24823-81-2) + betamethasone (378-44-9) → Betamethasone propionate (5534-13-4)

Guidance literature:

With toluene-4-sulfonic acid; In N,N-dimethyl-formamide; benzene; for 1.25h; Ambient temperature;

DOI:10.1248/cpb.37.3286

upstream raw materials:

trimethoxypropane

betamethasone

betamethasone dipropionate

Betamethasone 17α,21-ethyl orthopropanoate

Downstream raw materials:

betamethasone dipropionate

betamethasone 17-propanoate 21-mesylate

Refernces

• 1、 Li, Min,Chen, Bin,Lin, Mingxiang,Chan, Tze-Ming,Fu, Xiaoyong,Rustum, Abu. "A variation of Mattox rearrangement mechanism under alkaline condition". . p. 3901 - 3905. Retrieved 2008/02/03.
• 2、 Mitsukuchi,Ikemoto,Taguchi,Higuchi,Abe,Yasui,Hatayama,Sota. "Studies on topical antiinflammatory agents. III. Synthesis of 17α-acyloxy-9α-fluoro-11β-hydroxy-16β-methyl-1,4-pregnadiene-3,20-dione 21-thio derivatives and related compounds". . p. 3286 - 3293. Retrieved 2007/10/02.