Cinnoline-3-carboxylic acid

Base Information

• Chemical Name: Cinnoline-3-carboxylic acid
• CAS No.: 90418-63-6
• Molecular Formula: C₉H₆N₂O₂
• Molecular Weight: 174.159
• European Community (EC) Number: 837-155-6
• Mol file: 90418-63-6.mol

Synonyms:cinnoline-3-carboxylic acid;90418-63-6;3-Cinnolinecarboxylic acid;cinnoline-3-carboxylicacid;SCHEMBL3660080;MFCD09383889;AKOS009123522;NS-01426;CS-0021465;EN300-27679;Z246671302

Chemical Property of Cinnoline-3-carboxylic acid

Chemical Property:

• PSA: 63.08000
• LogP: 1.32800
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 174.042927438
• Heavy Atom Count: 13
• Complexity: 208

Purity/Quality:

99% ^*data from raw suppliers

3-CinnolinecarboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=C(N=N2)C(=O)O
• Uses: 3-Cinnolinecarboxylic Acid is a reagent used in the synthesis f a TRPM8 antagonist which shows clinical efficacy on cold-environment related pain.

Technology Process of Cinnoline-3-carboxylic acid

There total 3 articles about Cinnoline-3-carboxylic 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: 49.0%

cinnoline-3-carboxaldehyde (51073-57-5) → cinnoline-3-carboxylic acid (90418-63-6)

Guidance literature:

With sodium chlorite; 2-methyl-but-2-ene; In water; tert-butyl alcohol; at 20 ℃; for 1h;

DOI:10.1021/ml500479v

Reference yield:

3-Methyl-cinnolin (17372-78-0) → cinnoline-3-carboxylic acid (90418-63-6)

Guidance literature:

With potassium permanganate;

Reference yield:

→ cinnoline-3-carboxylic acid (90418-63-6)

Guidance literature:

3-Formyl-cinnolin, H2O2 + NaOH, 20grad;

upstream raw materials:

3-Methyl-cinnolin

cinnoline-3-carboxaldehyde

Downstream raw materials:

C₂₆H₂₂FN₃O₃

3-({(cinnolin-3-ylcarbonyl)[(1R)-1-(4-fluorophenyl)ethyl]amino}methyl)benzoic acid

Refernces

• 1、 -. "NON-PEPTIDYL, POTENT, AND SELECTIVE MU OPIOID RECEPTOR ANTAGONISTS". Page/Page column 64. . Retrieved 2010/08/08.