HYDROXY PENTOXIFYLLINE

Base Information

• Chemical Name: HYDROXY PENTOXIFYLLINE
• CAS No.: 6493-06-7
• Molecular Formula: C₁₃H₂₀N₄O₃
• Molecular Weight: 280.327
• Mol file: 6493-06-7.mol

Synonyms:Penthydroxifillyne;HYDROXY PENTOXIFYLLINE;LISOFYLLINE;

Chemical Property of HYDROXY PENTOXIFYLLINE

Chemical Property:

• Melting Point: 123-125oC
• Boiling Point: 511.2°Cat760mmHg
• PKA: 15.22±0.20(Predicted)
• Flash Point: 263°C
• PSA: 82.05000
• Density: 1.32g/cm³
• LogP: -0.01520
• Storage Temp.: Refrigerator
• Solubility.: DMSO: soluble

Purity/Quality:

98%Min ^*data from raw suppliers

(+/-)-Lisofylline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: Lisofylline (6493-06-7, racemic) displays anti-inflammatory activity. Regulates immune cell function and autoimmune response by inhibition of IL-12 signalling and cytokine production.1 Protects pancreatic beta cells and prevents type I diabetes in non-obese diabetic mice.2 Lisofylline reduces LPS-induced TNF alpha levels in CD-1 mice.3?Cell permeable.
• Uses: A major oxidative metabolite of Pentoxifylline. A major oxidative metabolite of Pentoxifylline. A potent inhibitor of phosphatidic acid generation (IC50=0.6uM). Protects mice from endotoxic shock and attenuates sepsis-induced acute lung injury in pig.

Technology Process of HYDROXY PENTOXIFYLLINE

There total 8 articles about HYDROXY PENTOXIFYLLINE 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%

1-(5,6-oxidohexyl)-3,7-dimethylxanthine (154719-57-0) + ammonium chloride → 1-(5-hydroxyhexyl)theobromine (6493-06-7,100324-80-9,100324-81-0)

Guidance literature:

With sodium borohydrid; In ethanol;

Reference yield: 100.0%

→ 1-(5-hydroxyhexyl)theobromine (6493-06-7,100324-80-9,100324-81-0)

Guidance literature:

Reference yield: 95.0%

pentoxyphylline (6493-05-6) → 1-(5-hydroxyhexyl)theobromine (6493-06-7,100324-80-9,100324-81-0)

Guidance literature:

With methanol; sodium tetrahydroborate; In acetonitrile; at 0 - 20 ℃; for 3.33333h;

DOI:10.1002/ejoc.202001602

upstream raw materials:

pentoxyphylline

1-(5,6-oxidohexyl)-3,7-dimethylxanthine

methanol

isopropyl alcohol

Downstream raw materials:

lisofylline

(+)-(S)-3,7-dimethyl-1-(5-hydroxyhexyl)-3,7-dihydropurine-2,6-dione

6-(3,7-dimethyl-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-1-yl)hexan-2-yl acetate

6-(3,7-dimethyl-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-1-yl)hexan-2-yl acetate

Refernces

• 1、 Borowiecki, Pawe?,Zdun, Beata,Dranka, Maciej. "Chemoenzymatic enantioselective and stereo-convergent syntheses of lisofylline enantiomers via lipase-catalyzed kinetic resolution and optical inversion approach". . . Retrieved 2021/02/27.
• 2、 Garg, Nidhi,Paira, Soumen,Sundararaju, Basker. "Efficient Transfer Hydrogenation of Ketones using Methanol as Liquid Organic Hydrogen Carrier". . p. 3472 - 3476. Retrieved 2020/05/29.