Oxycinchophen

Base Information

• Chemical Name: Oxycinchophen
• CAS No.: 485-89-2
• Molecular Formula: C16H11 N O3
• Molecular Weight: 265.268
• Hs Code.: 2933499090
• European Community (EC) Number: 207-624-4
• NSC Number: 49182,41784
• UNII: UK6392GD5W
• DSSTox Substance ID: DTXSID0057750
• Nikkaji Number: J10.586D
• Wikipedia: Oxycinchophen
• Wikidata: Q1227218
• NCI Thesaurus Code: C66278
• Metabolomics Workbench ID: 45440
• ChEMBL ID: CHEMBL219376
• Mol file: 485-89-2.mol

Synonyms:Oxycinchophen;3-hydroxy-2-phenylquinoline-4-carboxylic acid;485-89-2;Fenidrone;Chinoxone;Oxinofen;Hydroxycinchophene;oxicinchophen;Magnofenyl;Magnophenyl;Reumartril;Sintofene;3-Hydroxycinchophen;Oxicinchophenum;3-Hydroxy-2-phenylcinchoninic acid;Oxicincofeno;Oxycinchopen;Oxycinchophene;Oxycinchophenum;3-Hydroxy-2-phenyl-4-quinolinecarboxylic acid;Oxycinchophen [INN:BAN];Oxicincofeno [INN-Spanish];Oxycinchophene [INN-French];Oxycinchophenum [INN-Latin];C16H11NO3;HYDROXYCINCOPHENE;3-Hydroxy-2-phenyl-chinchoninsaeure;EINECS 207-624-4;NSC 41784;NSC-41784;BRN 0224526;UNII-UK6392GD5W;CHEMBL219376;UK6392GD5W;DTXSID0057750;CINCHONINIC ACID, 3-HYDROXY-2-PHENYL-;3-Hydroxy-2-phenyl-quinoline-4-carboxylic acid;4-Quinolinecarboxylic acid, 3-hydroxy-2-phenyl-;Oxycinchophen (INN);OXYCINCHOPHEN [INN];4-22-00-02383 (Beilstein Handbook Reference);WLN: T66 BNJ CR& DQ EVQ;Oxycinchophen [BAN:INN];OXYCINCHOPHEN [MI];D00YPH;3-hydroxy-2-phenyl-4-quinoline carboxylic acid;Oprea1_702302;OXYCINCHOPHEN [WHO-DD];SCHEMBL1170683;DTXCID7031539;CHEBI:135094;NSC41784;NSC49182;Tox21_113947;BDBM50201927;MFCD00023966;NSC-49182;DB13596;SB70121;NCGC00262955-01;AS-66799;CAS-485-89-2;LS-53796;FT-0723714;D07271;A849434;SR-01000944972;Q1227218;SR-01000944972-1

Chemical Property of Oxycinchophen

Chemical Property:

• Vapor Pressure: 3.58E-09mmHg at 25°C
• Melting Point: 206.5°C (rough estimate)
• Refractive Index: 1.5300 (estimate)
• Boiling Point: 457.7°Cat760mmHg
• PKA: 0.55±0.10(Predicted)
• Flash Point: 230.6°C
• PSA: 70.42000
• Density: 1.374g/cm³
• LogP: 3.30560
• Storage Temp.: 2-8°C
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 265.07389321
• Heavy Atom Count: 20
• Complexity: 354

Purity/Quality:

99% ^*data from raw suppliers

Oxicinchophen ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=NC3=CC=CC=C3C(=C2O)C(=O)O
• Uses: Oxicinchophen has bene used to study P-selectin antagonistic activity, DHOD inhibitory activity, SAR of quinoline salicylic acids using Pfitzinger reaction of isatin derivatives with (acetyloxy)acetophenone derivatives; effect of antiinflammatory drugs on vascular smooth muscle; increase in oxygen consumption in the absence of a phosphate acceptor and to inhibit ATP synthesis in the isolated rat liver mitochondria.

Technology Process of Oxycinchophen

There total 15 articles about Oxycinchophen 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: 100.0%

ethyl 3-([bis(dimethylamino)phosphoryl]oxy)-2-phenylquinoline-4-carboxylate (1224598-16-6) → oxycinchophen (485-89-2)

Guidance literature:

With hydrogenchloride; water; In 1,4-dioxane; at 110 ℃; for 36h;

DOI:10.1021/ol100453x

Reference yield: 95.0%

3-methoxy-2-phenylquinoline-4-carboxylic cid (41957-64-6) → oxycinchophen (485-89-2)

Guidance literature:

With hydrogen iodide; for 3h; Heating;

DOI:10.1021/jm980633c

Reference yield: 89.0%

2-phenyl-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-quinoline-4-carboxylic acid ethyl ester (1000007-26-0) → oxycinchophen (485-89-2)

Guidance literature:

With lithium hydroxide; dihydrogen peroxide; In methanol; at 20 ℃; for 15h;

DOI:10.1021/ol702494k

upstream raw materials:

2-acetoxyacetophenone

indole-2,3-dione

α-bromoacetophenone

1-chloroacetophenone

Downstream raw materials:

3-hydroxy-2-phenylquinoline

2,4-diphenylquinolin-3-ol

2-phenyl-4-(phenylamino)quinolin-3-ol

4-(4-methoxyphenyl)-2-phenylquinolin-3-ol

Refernces

• 1、 Janz, Kristin,Kaila, Neelu. "Bromodecarboxylation of quinoline salicylic acids: Increasing the diversity of accessible substituted quinolines". supporting information; experimental part. p. 8874 - 8877. Retrieved 2010/02/28.
• 2、 Boudet, Nadege,Lachs, Jennifer R.,Knochel, Paul. "Multiple regioselective functionalizations of quinolines via magnesiations". . p. 5525 - 5528. Retrieved 2008/09/17.