[11-hydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-3-oxo-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-17-yl] butanoate

Base Information

• Chemical Name: [11-hydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-3-oxo-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-17-yl] butanoate
• CAS No.: 13609-67-1
• Molecular Formula: C25H36O6
• Molecular Weight: 432.557
• Hs Code.: 2937290000
• European Community (EC) Number: 237-093-4
• Wikipedia: Hydrocortisone_17-butyrate
• ChEMBL ID: CHEMBL1434261
• Mol file: 13609-67-1.mol

Synonyms:13609-67-1;CHEMBL1434261;SCHEMBL14936050;NCGC00159427-02;FT-0636928

Chemical Property of [11-hydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-3-oxo-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-17-yl] butanoate

Chemical Property:

• Vapor Pressure: 3.76E-16mmHg at 25°C
• Melting Point: 210.0 to 214.0 °C
• Refractive Index: 1.564
• Boiling Point: 585.6 °C at 760 mmHg
• PKA: 12.98±0.10(Predicted)
• Flash Point: 194 °C
• PSA: 100.90000
• Density: 1.23 g/cm³
• LogP: 3.13260
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 432.25118886
• Heavy Atom Count: 31
• Complexity: 817

Purity/Quality:

99% ^*data from raw suppliers

Hydrocortisone butyrate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC(=O)OC1(CCC2C1(CC(C3C2CCC4=CC(=O)CCC34C)O)C)C(=O)CO
• Recent EU Clinical Trials: The risk of an elevated intraocular pressure after treatment with topical corticosteroids in the periocular region
• Uses: antineoplastic Hydrocortisone Butyrate is a topical corticosteroid use to treat a variety of dermatological conditions. It acts as an antiinflammatory, antiproliferative and immunosuppresive agent. Hydrocortisone-17-butyrate is a topical corticosteroid with anti-inflammatory properties; marker for topical corticosteroid allergy.

Technology Process of [11-hydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-3-oxo-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-17-yl] butanoate

There total 7 articles about [11-hydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-3-oxo-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-17-yl] butanoate 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: 78.0%

Hydrocortisone 17α,21-ethyl orthobutanoate (49757-02-0) → hydrocortisone 17α-butyrate (13609-67-1)

Guidance literature:

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

DOI:10.1055/s-1984-30941

Reference yield:

HYDROCORTISONE (50-23-7) + 1,1,1-trimethoxybutane (43083-12-1) → hydrocortisone 17α-butyrate (13609-67-1) + 21-oxobutoxy-11β,17α-dihydroxypregn-4-ene-3,20-dione (6677-99-2)

Guidance literature:

With hydrogenchloride; toluene-4-sulfonic acid; Yield given. Multistep reaction. Yields of byproduct given; 1) acetonitrile, 13 min, 2) acetonitrile, 14 min;

DOI:10.1016/S0039-128X(83)90060-0

Reference yield:

HYDROCORTISONE (50-23-7) → hydrocortisone 17α-butyrate (13609-67-1)

Guidance literature:

In methanol; aqueous oxalic acid;

upstream raw materials:

HYDROCORTISONE

1,1,1-trimethoxybutane

Hydrocortisone 17α,21-ethyl orthobutanoate

Downstream raw materials:

HYDROCORTISONE

hydrocortisone butyrate propionate

21-oxobutoxy-11β,17α-dihydroxypregn-4-ene-3,20-dione

Refernces

• 1、 Smith,Lee,Bu Lock,et al.. "Development of a specific radioimmunoassay for cortisol 17-butyrate". . p. 23 - 36. Retrieved 1983.
• 2、 -. "Novel hydrocortisone derivative". . . Retrieved 2008/06/13.