Imiquimod Related Compound B (25 mg) (1-Isobutyl-1H-imidazo[4,5-c]quinoline 5-oxide)

Base Information

• Chemical Name: Imiquimod Related Compound B (25 mg) (1-Isobutyl-1H-imidazo[4,5-c]quinoline 5-oxide)
• CAS No.: 99010-63-6
• Molecular Formula: C14H15N3O
• Molecular Weight: 241.293
• Hs Code.: 2934990002
• Mol file: 99010-63-6.mol

Synonyms:1-(2-methylpropyl)-5-oxidoimidazo[4,5-c]quinolin-5-ium; IMI051; 1-Isobutyl-1H-imidazo[4,5-c]quinoline 5-oxide; 1H-Imidazo[4,5-c]quinoline, 1-(2-methylpropyl)-, 5-oxide; 1-isobutyl-1H-imdazo [4,5-c]quinolin-5-oxide; 1-(2-methylpropyl)-1H-imidazo[4,5-c]quinoline 5N-oxide; 1-Isobutyl-1H-Imidazo [4,5-C]Quinolin-5-Oxide; 1-(2-Methylpropyl)-5-oxidoimidazo[4,5-C]quinolin-5-ium Desamino Imiquimod N-Oxide

Chemical Property of Imiquimod Related Compound B (25 mg) (1-Isobutyl-1H-imidazo[4,5-c]quinoline 5-oxide)

Chemical Property:

• Melting Point: 211-214℃ (methanol ethyl ether )
• Boiling Point: 452.8±55.0 °C(Predicted)
• PKA: 4.16±0.30(Predicted)
• PSA: 43.28000
• Density: 1.24±0.1 g/cm3(Predicted)
• LogP: 3.27400
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility.: Chloroform (Slightly), Methanol (Slightly)

Purity/Quality:

98% or more ^*data from raw suppliers

DesaminoImiquimodN-Oxide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Desamino Imiquimod N-Oxide (Imiquimod USP Related Compound B) is a pharmacologically active compound related to Imiquimod (I475000), an immune response modifier. It stimulates the production of Interferon-a.

Technology Process of Imiquimod Related Compound B (25 mg) (1-Isobutyl-1H-imidazo[4,5-c]quinoline 5-oxide)

There total 8 articles about Imiquimod Related Compound B (25 mg) (1-Isobutyl-1H-imidazo[4,5-c]quinoline 5-oxide) 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: 79.0%

1-isobutyl-1H-imidazo[4,5-c]quinolin-5-ium chloride → 1-(2-methylpropyl)-1H-imidazo[4,5-c]quinoline 5N-oxide (99010-63-6)

Guidance literature:

1-isobutyl-1H-imidazo[4,5-c]quinolin-5-ium chloride; With sodium hydrogencarbonate; In dichloromethane; water;

With peracetic acid; In dichloromethane; water;

Reference yield:

1-(2-methylpropyl)-1H-imidazo[4,5-c]quinoline (99010-24-9) → 1-(2-methylpropyl)-1H-imidazo[4,5-c]quinoline 5N-oxide (99010-63-6)

Guidance literature:

With peracetic acid; In ethanol; at 60 ℃; for 2.5h;

DOI:10.1021/jm049211v

Reference yield:

3-Amino-4-(2-methylpropylamino)-quinoline (99010-09-0) + orthoformic acid triethyl ester (122-51-0) → 1-(2-methylpropyl)-1H-imidazo[4,5-c]quinoline 5N-oxide (99010-63-6)

Guidance literature:

With dihydrogen peroxide; sodium hydrogencarbonate; In n-heptane; acetic acid;

upstream raw materials:

1-(2-methylpropyl)-1H-imidazo[4,5-c]quinoline

3-Amino-4-(2-methylpropylamino)-quinoline

N-(2-methylpropyl)-3-nitro-4-quinolinamine

quinolin-4-ol

Downstream raw materials:

imiqimod

N-benzoyl-1-(2-methylpropyl)-1H-imidazo[4,5-c]quinolin-4-amine

Refernces

• 1、 -. "Process for the preparation of imidazo[4,5-c]-quinolin-4-amines". Page/Page column 3. . Retrieved 2008/06/13.
• 2、 Gerster, John F.,Lindstrom, Kyle J.,Miller, Richard L.,Tomai, Mark A.,Birmachu, Woubalem,Bomersine, Shannon N.,Gibson, Shiela J.,Imbertson, Linda M.,Jacobson, Joel R.,Knafla, Roy T.,Maye, Peter V.,Nikolaides, Nickolas,Oneyemi, Folakemi Y.,Parkhurst, Gwen J.,Pecore, Sharon E.,Reiter, Michael J.,Scribner, Lisa S.,Testerman, Tracy L.,Thompson, Natalie J.,Wagner, Tammy L.,Weeks, Charles E.,Andre, Jean-Denis,Lagain, Daniel,Bastard, Yvon,Lupu, Michel. "Synthesis and structure - Activity-relationships of 1H-imidazo[4,5-c] quinolines that induce interferon production". . p. 3481 - 3491. Retrieved 2007/10/03.