Desisobutyrylciclesonide

Base Information

• Chemical Name: Desisobutyrylciclesonide
• CAS No.: 161115-59-9
• Molecular Formula: C28H38O6
• Molecular Weight: 470.606
• European Community (EC) Number: 605-247-3
• UNII: 8DL7FH77SF
• DSSTox Substance ID: DTXSID801043142
• Nikkaji Number: J3.072.983H
• Wikidata: Q27458976
• ChEMBL ID: CHEMBL4594374
• Mol file: 161115-59-9.mol

Synonyms:des-CIC;des-ciclesonide;desisobutyryl-ciclesonide;desisobutyrylciclesonide

Chemical Property of Desisobutyrylciclesonide

Chemical Property:

• Melting Point: 129-132°C
• Boiling Point: 640.778 °C at 760 mmHg
• PKA: 12.87±0.10(Predicted)
• Flash Point: 211.522 °C
• PSA: 93.06000
• Density: 1.284g/cm³
• LogP: 3.49700
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 470.26683893
• Heavy Atom Count: 34
• Complexity: 949

Purity/Quality:

99% ^*data from raw suppliers

DesisobutyrylCiclesonide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CC(C3C(C1CC4C2(OC(O4)C5CCCCC5)C(=O)CO)CCC6=CC(=O)C=CC36C)O
• Isomeric SMILES: C[C@]12C[C@@H]([C@H]3[C@H]([C@@H]1C[C@@H]4[C@]2(O[C@@H](O4)C5CCCCC5)C(=O)CO)CCC6=CC(=O)C=C[C@]36C)O
• Uses: Preclinical profile of Ciclesonide, a novel corticosteroid for the treatment of asthma.

Technology Process of Desisobutyrylciclesonide

There total 13 articles about Desisobutyrylciclesonide 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: 100.0%

ciclesonide (126544-47-6,141845-82-1) → desisobutyryl ciclesonide (161115-59-9)

Guidance literature:

ciclesonide; With methanol; sodium hydroxide; In tetrahydrofuran; for 0.5h;

In tetrahydrofuran; methanol;

Reference yield:

desonide (13951-70-7) + sodium cyclohexyl(hydroxyl)methanesulfonate → desisobutyryl ciclesonide (161115-59-9)

Guidance literature:

With perchloric acid; In dichloromethane; at 0 - 5 ℃; for 6h;

Reference yield:

desonide (638-94-8) + cyclohexanecarbaldehyde (2043-61-0) → desisobutyryl ciclesonide (161115-59-9)

Guidance literature:

With perchloric acid; In water; 1-Nitropropane; at 0 - 20 ℃;

upstream raw materials:

desonide

cyclohexanecarbaldehyde

desonide

ciclesonide

Downstream raw materials:

16,17-[(cyclohexylmethylene)bis(oxy)]-11-hydroxy-21-methanesulfonyloxy-pregna-1,4-diene-3,20-dione[11β,16α(R)]

ciclesonide

carbonic acid [[11β,16α]-[((R)-cyclohexylmethylene)bis(oxy)]-11-hydroxypregna-1,4-diene-3,20-dion-21-yl]ester 2-diethylaminoethyl ester

nicotinic acid [[11β,16α]-[[((R)-cyclohexylmethylene)bis(oxy)]-11-hydroxypregna-1,4-diene-3,20-dion-21-yl]]ester

Refernces

• 1、 -. "Ciclesonide preparation method". Paragraph 0015; 0020; 0023; 0025; 0028; 0030. . Retrieved 2019/02/13.
• 2、 -. "NOVEL PROCESS FOR PREPARATION OF GLUCOCORTICOID STEROIDS". Page/Page column 17-18. . Retrieved 2016/08/23.