CID 5542

Base Information

• Chemical Name: CID 5542
• CAS No.: 76896-80-5
• Molecular Formula: C₁₁H₁₇N₃O
• Molecular Weight: 207.275
• Hs Code.: 29299090
• European Community (EC) Number: 616-408-2
• Wikipedia: Triacsin_C
• Mol file: 76896-80-5.mol

Synonyms:76896-80-5;2,4,7-Undecatrienal nitrosohydrazone;WS 1228A;FR 900190;SCHEMBL4424032;BCP28032

Chemical Property of CID 5542

Chemical Property:

• Appearance/Colour: White to light brown powder.
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 100-102oC
• Refractive Index: 1.485
• Boiling Point: 320.657 °C at 760 mmHg
• PKA: -0.10±0.70(Predicted)
• Flash Point: 147.728 °C
• PSA: 53.82000
• Density: 0.941 g/cm³
• LogP: 3.49290
• Storage Temp.: −20°C
• Solubility.: methanol: soluble4.90 - 5.10 mg/mL, clear (Pale yellow to yellow
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 207.137162174
• Heavy Atom Count: 15
• Complexity: 255

Purity/Quality:

98%,99%, ^*data from raw suppliers

Triacsin C ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCC=CCC=CC=CC=NNN=O
• Description: Triacsin C (76896-80-5) is a long-chain fatty acyl CoA synthetase inhibitor (IC50=3.6-8.7 μM).1?Inhibits mouse macrophage-derived foam cell formation2 and displays anti-atherosclerotic activity3. Cell permeable.
• Uses: Triacsin, a fatty acyl CoA synthetase inhibitor, reduces myocardial infarct size, attenuates loss of post-reperfusion cardiac function, increases intravascular nitric oxide (NO) concentration, and inhibits leukocyte recruitment. Triacsin C analogs can also be used as potential antivirals against rotavirus infections.

Technology Process of CID 5542

There total 2 articles about CID 5542 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:

C14H26N2Si (80612-69-7) → triacsin C (76896-80-5)

Guidance literature:

In dichloromethane; at -20 ℃;

DOI:10.1016/S0040-4039(01)81921-3

Reference yield:

[(2E,4E,7E)-Undeca-2,4,7-trien-(E)-ylidene]-hydrazine (80599-06-0) → triacsin C (76896-80-5)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / diethyl ether

2: CH₂Cl₂ / -20 °C

With triethylamine; In diethyl ether; dichloromethane;

DOI:10.1016/S0040-4039(01)81921-3

upstream raw materials:

C₁₄H₂₆N₂Si

[(2E,4E,7E)-Undeca-2,4,7-trien-(E)-ylidene]-hydrazine

Refernces