Cortisol 21-mesylate

Base Information

• Chemical Name: Cortisol 21-mesylate
• CAS No.: 6677-96-9
• Molecular Formula: C22H32 O7 S
• Molecular Weight: 440.558
• European Community (EC) Number: 229-714-2
• DSSTox Substance ID: DTXSID20985340
• Nikkaji Number: J298.054A
• Wikidata: Q82972852
• Mol file: 6677-96-9.mol

Synonyms:4-pregnene-11beta, 17alpha, 21-triol-3,20-dione-21-methanesulfonate;cortisol 21-mesylate;hydrocortisone 21-methanesulfonate

Chemical Property of Cortisol 21-mesylate

Chemical Property:

• PSA: 126.35000
• LogP: 2.84630
• Storage Temp.: -20°C Freezer
• Solubility.: Dichloromethane, Ethyl Acetate, Methanol
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 4
• Exact Mass: 440.18687453
• Heavy Atom Count: 30
• Complexity: 903

Purity/Quality:

99% ^*data from raw suppliers

Cortisol 21-Mesylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCC(=O)C=C1CCC3C2C(CC4(C3CCC4(C(=O)COS(=O)(=O)C)O)C)O
• Isomeric SMILES: C[C@]12CCC(=O)C=C1CC[C@@H]3[C@@H]2[C@H](C[C@]4([C@H]3CC[C@@]4(C(=O)COS(=O)(=O)C)O)C)O
• Uses: Cortisol (H714615) derivative. A glucocorticoid that augments the accumulation of α-lactalbumin in midpregnant rat mammary tissue cultured in the presence of insulin and prolactin.

Technology Process of Cortisol 21-mesylate

There total 2 articles about Cortisol 21-mesylate 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: 94.0%

HYDROCORTISONE (50-23-7) + methanesulfonyl chloride (124-63-0) → 11β,7α-dihydroxy-21-<(methylsulfonyl)oxy>pregn-4-ene-3,20-dione (6677-96-9)

Guidance literature:

With pyridine; at 0 ℃; for 0.25h;

DOI:10.1007/BF00771698

Reference yield:

→ Hydrocortisone 21-methanesulfonate (6677-96-9)

Guidance literature:

Hydrocortisone, Methanesulfonylchloride, Pyridin;

Reference yield: 92.0%

2,4,6-trifluorophenol (2268-17-9) + 11β,7α-dihydroxy-21-<(methylsulfonyl)oxy>pregn-4-ene-3,20-dione (6677-96-9) → C27H31F3O5 (1166864-60-3)

Guidance literature:

With potassium carbonate; In acetone; at 60 ℃; for 20h;

upstream raw materials:

HYDROCORTISONE

methanesulfonyl chloride

Downstream raw materials:

21-fluoro-11β,17-dihydroxy-pregn-4-ene-3,20-dione

21-deoxycortisol

(8S,9S,10R,11S,13S,14S,17R)-11-hydroxy-10,13-dimethyl-1,6,7,8,9,10,11,12,13,14,15,16-dodecahydrospiro[cyclopenta[a]phenanthrene-17,2′-oxetane]-3,3′(2H)-dione

β-(11β,17α-Dihydroxy-4-pregnene-3,20-dion-21-yl-21-thio)propionic acid

Refernces

• 1、 -. "C20-C21 SUBSTITUTED GLUCOCORTICOID RECEPTOR AGONISTS". Page/Page column 142. . Retrieved 2009/08/14.
• 2、 Milioni, C,Jung, L,Koch, B. "Synthesis of new local anti-inflammatory thiosteroids based on antedrug concept". . p. 947 - 951. Retrieved 2007/10/02.