Isoxazolo[4,5-b]pyridin-3-amine

Base Information

• Chemical Name: Isoxazolo[4,5-b]pyridin-3-amine
• CAS No.: 114080-93-2
• Molecular Formula: C₆H₅N₃O
• Molecular Weight: 135.125
• Hs Code.: 2934999090
• European Community (EC) Number: 897-322-4
• DSSTox Substance ID: DTXSID50552564
• Nikkaji Number: J2.989.319E
• Wikidata: Q82432904
• Mol file: 114080-93-2.mol

Synonyms:isoxazolo[4,5-b]pyridin-3-amine;114080-93-2;[1,2]oxazolo[4,5-b]pyridin-3-amine;3-Aminoisoxazolo[4,5-b]pyridine;3-AMINO-ISOXAZOLO[4,5-B]PYRIDINE;Isoxazolo[4,5-b]pyridin-3-amine (9CI);MFCD13193314;SCHEMBL2395997;DTXSID50552564;AKOS006339655;CS-W006620;PB21304;AM802949;DS-11311;SY103095;Isoxazolo[4 pound not5-b]pyridin-3-amine;EN300-7066235;J-521613;Z1203581327

Chemical Property of Isoxazolo[4,5-b]pyridin-3-amine

Chemical Property:

• Vapor Pressure: 0.000111mmHg at 25°C
• Refractive Index: 1.701
• Boiling Point: 336.6°C at 760 mmHg
• Flash Point: 157.4°C
• PSA: 64.94000
• Density: 1.421g/cm³
• LogP: 1.38620
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 135.043261791
• Heavy Atom Count: 10
• Complexity: 130

Purity/Quality:

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

Isoxazolo[4,5-b]pyridin-3-amine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C(=NO2)N)N=C1

Technology Process of Isoxazolo[4,5-b]pyridin-3-amine

There total 6 articles about Isoxazolo[4,5-b]pyridin-3-amine 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: 78.0%

3-fluoropicolinonitrile (97509-75-6) → isoxazolo[4,5-b]pyridin-3-ylamine (114080-93-2)

Guidance literature:

With acetylhydroxamic acid; potassium carbonate; In water; at 25 ℃; for 16h; Green chemistry;

DOI:10.1039/c6gc01125j

Reference yield: 46.0%

→ isoxazolo[4,5-b]pyridin-3-ylamine (114080-93-2)

Guidance literature:

Reference yield: 25.0%

acetylhydroxamic acid (546-88-3) + 3-chloro-2-cyanopyridine (38180-46-0) → isoxazolo[4,5-b]pyridin-3-ylamine (114080-93-2)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 - 50 ℃; for 20h;

DOI:10.1016/j.bmcl.2012.10.076

upstream raw materials:

3-chloro-isonicotinonitrile

3-hydroxypyrid-2-ylamidoxime

acetylhydroxamic acid

3-chloro-2-cyanopyridine

Downstream raw materials:

4-[3-(4-chloro-phenoxy)-benzyl]-piperazine-1-carboxylic acid isoxazolo[4,5-b]pyridin-3-ylamide

isoxazolo[4,5-b]pyridin-3-yl-carbamic acid phenyl ester

Refernces

• 1、 Hong, Yong Rae,Kim, Hyun Tae,Ro, Seonggu,Cho, Joong Myung,Lee, Sang Hwi,Kim, In Su,Jung, Young Hoon. "Discovery of novel 2-[2-(3-hydroxy-pyridin-2-yl)-thiazol-4-yl]-acetamide derivatives as HIF prolyl 4-hydroxylase inhibitors; SAR, synthesis and modeling evaluation". . p. 3142 - 3145. Retrieved 2014/06/24.
• 2、 Tichenor, Mark S.,Keith, John M.,Jones, William M.,Pierce, Joan M.,Merit, Jeff,Hawryluk, Natalie,Seierstad, Mark,Palmer, James A.,Webb, Michael,Karbarz, Mark J.,Wilson, Sandy J.,Wennerholm, Michelle L.,Woestenborghs, Filip,Beerens, Dominiek,Luo, Lin,Brown, Sean M.,Boeck, Marlies De,Chaplan, Sandra R.,Breitenbucher, J. Guy. "Heteroaryl urea inhibitors of fatty acid amide hydrolase: Structure-mutagenicity relationships for arylamine metabolites". . p. 7357 - 7362. Retrieved 2013/02/21.