6-Fluoroquinoline-3-carboxylic acid

Base Information

• Chemical Name: 6-Fluoroquinoline-3-carboxylic acid
• CAS No.: 116293-90-4
• Molecular Formula: C10H6FNO2
• Molecular Weight: 191.15900
• Hs Code.: 2916399090
• European Community (EC) Number: 801-745-1
• ChEMBL ID: CHEMBL3303563
• DSSTox Substance ID: DTXSID10588889
• Wikidata: Q82481876
• Mol file: 116293-90-4.mol

Synonyms:6-Fluoroquinoline-3-carboxylic acid;116293-90-4;3-Quinolinecarboxylic acid, 6-fluoro-;MFCD08437578;6-Fluoroquinolin-3-carboxylic acid;SCHEMBL845818;CHEMBL3303563;DTXSID10588889;WZTBLZIAYMSIOJ-UHFFFAOYSA-N;AMY26349;6-Fluoro-quinoline-3-carboxylic acid;AKOS006282336;AB45133;MCULE-9122716003;6-FLUOROQUINOLINE-3-CARBOXYLICACID;AS-39071;SY143804;DB-060871;CS-0308406;EN300-118923;6-Fluoroquinoline-3-carboxylic acid, AldrichCPR;A850536;Z1198177401

Chemical Property of 6-Fluoroquinoline-3-carboxylic acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 352.148oC at 760 mmHg
• PKA: 2.03±0.30(Predicted)
• Flash Point: 166.774oC
• PSA: 50.19000
• Density: 1.432g/cm3
• LogP: 2.07210
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 191.03825660
• Heavy Atom Count: 14
• Complexity: 234

Purity/Quality:

98%min ^*data from raw suppliers

6-Fluoroquinoline-3-carboxylic acid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26

MSDS Files:

Useful:

• Canonical SMILES: C1=CC2=NC=C(C=C2C=C1F)C(=O)O

Technology Process of 6-Fluoroquinoline-3-carboxylic acid

There total 3 articles about 6-Fluoroquinoline-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: 99.0%

6-fluoroquinoline-3-carboxylic acid ethyl ester (71083-14-2) → ethyl 6-fluoroquinoline-3-carboxylic acid (116293-90-4)

Guidance literature:

With water; sodium hydroxide; In methanol; at 20 ℃; for 2h;

DOI:10.1021/acs.jmedchem.7b00389

Reference yield:

5-fluoro-2-nitrobenzaldehyde (395-81-3) → ethyl 6-fluoroquinoline-3-carboxylic acid (116293-90-4)

Guidance literature:

Multi-step reaction with 2 steps

1: tin(II) chloride dihdyrate / ethanol / 24 h / 90 °C / Inert atmosphere; Sealed tube

2: sodium hydroxide; water / methanol / 2 h / 20 °C

With tin(II) chloride dihdyrate; water; sodium hydroxide; In methanol; ethanol;

DOI:10.1021/acs.jmedchem.7b00389

Reference yield:

→ ethyl 6-fluoroquinoline-3-carboxylic acid (116293-90-4)

Guidance literature:

entspr. Ethylester 26, NaOH;

DOI:10.1021/jm00193a013

upstream raw materials:

6-fluoroquinoline-3-carboxylic acid ethyl ester

5-fluoro-2-nitrobenzaldehyde

Refernces

• 1、 Neelakantan, Harshini,Wang, Hua-Yu,Vance, Virginia,Hommel, Jonathan D.,McHardy, Stanton F.,Watowich, Stanley J.. "Structure-Activity Relationship for Small Molecule Inhibitors of Nicotinamide N-Methyltransferase". supporting information. p. 5015 - 5028. Retrieved 2017/06/28.
• 2、 -. "QUINOLINE-DERIVED AMIDE MODULATORS OF VANILLOID VR1 RECEPTOR". Page 169. . Retrieved 2008/06/13.