Cinchophen

Base Information

• Chemical Name: Cinchophen
• CAS No.: 132-60-5
• Molecular Formula: C16H11 N O2
• Molecular Weight: 249.269
• Hs Code.: 29334990
• European Community (EC) Number: 205-067-1
• NSC Number: 758887,70178,2617
• UNII: 39Y533Z02M
• DSSTox Substance ID: DTXSID0040705
• Nikkaji Number: J5.573E
• Wikipedia: Cinchophen
• Wikidata: Q5120196
• NCI Thesaurus Code: C87320
• Metabolomics Workbench ID: 154348
• ChEMBL ID: CHEMBL348000
• Mol file: 132-60-5.mol

Synonyms:aciphenochinolium;Atofan;cinchophen

Chemical Property of Cinchophen

Chemical Property:

• Vapor Pressure: 3.84E-09mmHg at 25°C
• Melting Point: 214-215 °C(lit.)
• Refractive Index: 1.5300 (estimate)
• Boiling Point: 456.9°Cat760mmHg
• PKA: 0.96±0.10(Predicted)
• Flash Point: 230.1°C
• PSA: 50.19000
• Density: 1.28g/cm³
• LogP: 3.60000
• Storage Temp.: Store below +30°C.
• Sensitive.: Light Sensitive
• Solubility.: alcohol: soluble1g in 120ml(lit.)
• Water Solubility.: Insoluble in water
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 249.078978594
• Heavy Atom Count: 19
• Complexity: 325

Purity/Quality:

99% ^*data from raw suppliers

Cinchophen ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 36/37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=NC3=CC=CC=C3C(=C2)C(=O)O
• Uses: analgesic, antipyretic, antiinflammatory Cinchophen and its derivatives can show antipyretic, analgesic, anti-oxidative, and anti-inflammatory properties.

Technology Process of Cinchophen

There total 45 articles about Cinchophen 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: 96.0%

2-chloroquinoline-4-carboxylic acid (5467-57-2) + phenylboronic acid (98-80-6) → cinchophen (132-60-5)

Guidance literature:

With potassium carbonate; In ethanol; water; at 50 ℃; for 4h; Inert atmosphere;

DOI:10.1002/adsc.200900495

Reference yield: 95.0%

indole-2,3-dione (91-56-5,1186480-61-4,84788-92-1) + acetophenone (98-86-2) → cinchophen (132-60-5)

Guidance literature:

With potassium hydroxide; In ethanol; water; for 0.208333h; microwave irradiation;

DOI:10.1080/00397910500184719

Reference yield: 92.0%

2-chloroquinoline-4-carboxylic acid (5467-57-2) + tributylphenylstannane (960-16-7) → cinchophen (132-60-5)

Guidance literature:

With cesium fluoride; In ethanol; water; at 50 ℃; for 5h; Inert atmosphere;

DOI:10.1039/c0gc00251h

upstream raw materials:

2-phenyl-4-quinolinecarboxaldehyde

3-(2-oxo-2-phenyl-ethylidene)-1,3-dihydro-indol-2-one

1,5-diphenyltetrahydropyrrole-2,3-dione

benzaldehyde

Downstream raw materials:

2-phenyl-quinoline-4-carboxylic acid-(4-nitro-phenyl ester)

propyl 2-phenylquinoline-4-carboxylate

butyl 2-phenylquinoline-4-carboxylate

ethyl 2-phenylquinoline-4-carboxylate

Refernces

• 1、 Andosov et al.. "-". . . Retrieved 1975.
• 2、 Kaoud, Tamer S.,Mohassab, Aliaa M.,Hassan, Heba A.,Yan, Chunli,Van Ravenstein, Sabrina X.,Abdelhamid, Dalia,Dalby, Kevin N.,Abdel-Aziz, Mohamed. "NO-releasing STAT3 inhibitors suppress BRAF-mutant melanoma growth". . . Retrieved 2020.
• 3、 Du Puis,Lindwall. "-". . p. 471. Retrieved 1934.
• 4、 Singh, Anju,Kalamuddin, Md,Maqbool, Mudasir,Mohmmed, Asif,Malhotra, Pawan,Hoda, Nasimul. "Quinoline carboxamide core moiety-based compounds inhibit P. falciparum falcipain-2: Design, synthesis and antimalarial efficacy studies". . . Retrieved 2020/12/07.