6-Hydroxykynurenic acid

Base Information

• Chemical Name: 6-Hydroxykynurenic acid
• CAS No.: 3778-29-8
• Molecular Formula: C₁₀H₇NO₄
• Molecular Weight: 205.17
• Hs Code.: 2933499090
• DSSTox Substance ID: DTXSID80331521
• Nikkaji Number: J101.665B
• Wikipedia: 6-Hydroxykynurenic acid
• Wikidata: Q18207933
• Metabolomics Workbench ID: 68719
• Mol file: 3778-29-8.mol

Synonyms:6-hydroxykynurenic acid

Chemical Property of 6-Hydroxykynurenic acid

Chemical Property:

• Vapor Pressure: 4.29E-09mmHg at 25°C
• Boiling Point: 455.6°Cat760mmHg
• Flash Point: 229.4°C
• PSA: 90.39000
• Density: 1.569g/cm³
• LogP: 0.93190
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 205.03750770
• Heavy Atom Count: 15
• Complexity: 336

Purity/Quality:

≥98% （HPLC） ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1O)C(=O)C=C(N2)C(=O)O

Technology Process of 6-Hydroxykynurenic acid

There total 9 articles about 6-Hydroxykynurenic acid 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:

6-methoxykynurenic acid (91092-95-4) → 6-Hydroxykynurenic acid (3778-29-8)

Guidance literature:

With potassium hydroxide; In ethylene glycol; for 4.5h; Reflux;

DOI:10.1007/s11418-016-0977-1

Reference yield:

6-benzyloxy-4-oxo-1,4-dihydro-quinoline-2-carboxylic acid (929028-75-1,36303-18-1) → 6-hydroxykynurenic acid (740744-74-5,3778-29-8)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; at 20 ℃;

DOI:10.1016/j.bmcl.2006.10.033

Reference yield:

methyl 6-benzyloxy-1,4-dihydro-4-oxoquinoline-2-carboxylate (929028-73-9) → 6-hydroxykynurenic acid (740744-74-5,3778-29-8)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. NaOH / methanol / 20 °C

2: H₂ / Pd/C / methanol / 20 °C

With sodium hydroxide; hydrogen; palladium on activated charcoal; In methanol;

DOI:10.1016/j.bmcl.2006.10.033

upstream raw materials:

ethyl 4-hydroxy-6-methoxy-2-quinolinecarboxylate

5-hydroxykynurenine

6-methoxykynurenic acid

6-benzyloxy-4-oxo-1,4-dihydro-quinoline-2-carboxylic acid

Downstream raw materials:

4,6-dihydroxyquinoline

Refernces

• 1、 Oshima, Naohiro,Yamashita, Tadatoshi,Hyuga, Sumiko,Hyuga, Masashi,Kamakura, Hiroyuki,Yoshimura, Morio,Maruyama, Takuro,Hakamatsuka, Takashi,Amakura, Yoshiaki,Hanawa, Toshihiko,Goda, Yukihiro. "Efficiently prepared ephedrine alkaloids-free Ephedra Herb extract: a putative marker and antiproliferative effects". . p. 554 - 562. Retrieved 2016.
• 2、 -. "2-AMINOCARBONYL-QUINOLINE COMPOUNDS AS PLATELET ADENOSINE DIPHOSPHATE RECEPTOR ANTAGONISTS". Page 45. . Retrieved 2010/02/07.