Cyclosporin metabolite m17

Base Information

• Chemical Name: Cyclosporin metabolite m17
• CAS No.: 89270-28-0
• Molecular Formula: C₆₂H₁₁₁N₁₁O₁₃
• Molecular Weight: 1218.63
• Mol file: 89270-28-0.mol

Synonyms:CsA M17;cyclosporin metabolite m17;cyclosporine metabolite M17;hydroxycyclosporine;OL 17;OL-17

Chemical Property of Cyclosporin metabolite m17

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 146-148?C
• Boiling Point: 1325.2°C at 760 mmHg
• Flash Point: 755.3°C
• PSA: 299.03000
• Density: 1.031g/cm³
• LogP: 3.12190
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• XLogP3: 6.3
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 13
• Rotatable Bond Count: 16
• Exact Mass: 1217.83628264
• Heavy Atom Count: 86
• Complexity: 2350

Purity/Quality:

99% ^*data from raw suppliers

CyclosporinAM1(>80%) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1C(=O)N(CC(=O)N(C(C(=O)NC(C(=O)N(C(C(=O)NC(C(=O)NC(C(=O)N(C(C(=O)N(C(C(=O)N(C(C(=O)N(C(C(=O)N1)C(C(C)CC=CCO)O)C)C(C)C)C)CC(C)C)C)CC(C)C)C)C)C)CC(C)C)C)C(C)C)CC(C)C)C)C
• Isomeric SMILES: CC[C@H]1C(=O)N(CC(=O)N(C(C(=O)NC(C(=O)N([C@H](C(=O)N[C@H](C(=O)N[C@@H](C(=O)N([C@H](C(=O)N([C@H](C(=O)N(C(C(=O)N(C(C(=O)N1)[C@@H]([C@H](C)C/C=C/CO)O)C)C(C)C)C)CC(C)C)C)CC(C)C)C)C)C)CC(C)C)C)C(C)C)CC(C)C)C)C
• Uses: A cyclosporine metabolite specifically inhibits growth of renal cells in culture. A cyclosporine metabolite specifically inhibits growth of renal cells in culture

Technology Process of Cyclosporin metabolite m17

There total 3 articles about Cyclosporin metabolite m17 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%

η-acetoxyacetylcyclosporin A (138957-23-0) → AM1 (89270-28-0)

Guidance literature:

With methanol; sodium; for 2.5h; Ambient temperature;

DOI:10.1021/jo00035a027

Reference yield:

cyclosproin A acetate (83602-41-9) → AM1 (89270-28-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 32 percent / N-bromosuccinimide, azobisisobutyronitrile / CCl₄ / 2.5 h / Heating

2: 72 percent / NaI / butan-2-one / a.) 105 deg C, 3 h, b) r.t., 2 days

3: 94 percent / Na, CH₃OH / 2.5 h / Ambient temperature

With methanol; N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); sodium; sodium iodide; In tetrachloromethane; butanone;

DOI:10.1021/jo00035a027

Reference yield:

acetyl-η-bromocylosporin A (138957-22-9) → AM1 (89270-28-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 72 percent / NaI / butan-2-one / a.) 105 deg C, 3 h, b) r.t., 2 days

2: 94 percent / Na, CH₃OH / 2.5 h / Ambient temperature

With methanol; sodium; sodium iodide; In butanone;

DOI:10.1021/jo00035a027

upstream raw materials:

η-acetoxyacetylcyclosporin A

cyclosproin A acetate

acetyl-η-bromocylosporin A

Refernces