2-(1,8-Naphthyridin-2-yl)phenol

Base Information

• Chemical Name: 2-(1,8-Naphthyridin-2-yl)phenol
• CAS No.: 65182-56-1
• Molecular Formula: C14H10 N2 O
• Molecular Weight: 222.246
• Hs Code.: 2933990090
• European Community (EC) Number: 663-431-9
• DSSTox Substance ID: DTXSID00425411
• Wikidata: Q82238261
• Mol file: 65182-56-1.mol

Synonyms:2-(1,8-Naphthyridin-2-yl)phenol;65182-56-1;Phenol,2-(1,8-naphthyridin-2-yl)-;2-(1,8-naphthyridin-2-yl)-phenol;Peakdale1_000318;6-(1H-1,8-naphthyridin-2-ylidene)cyclohexa-2,4-dien-1-one;4-CHLOROPHENYLSULFOXIDE;SCHEMBL1977339;HMS518O10;DTXSID00425411;2-(1,8-naphthyridin-2-ly)phenol;(6Z)-6-(1H-1,8-naphthyridin-2-ylidene)cyclohexa-2,4-dien-1-one;MFCD00203050;AKOS015854268;AKOS026750373;HY-W013523;PS-7823;2-NP, >=98% (HPLC);PD015785;PD040650;PD055968;F87356;A835005;SR-01000387481;SR-01000387481-1;SR-01000387481-2;6-(1,8-Naphthyridin-2(1H)-ylidene)cyclohexa-2,4-dien-1-one

Chemical Property of 2-(1,8-Naphthyridin-2-yl)phenol

Chemical Property:

• Melting Point: 92-94°C
• PSA: 46.01000
• LogP: 3.00240
• Storage Temp.: room temp
• Solubility.: DMSO: ≥10mg/mL
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 222.079312947
• Heavy Atom Count: 17
• Complexity: 259

Purity/Quality:

98%min ^*data from raw suppliers

2-(1,8-Naphthyridin-2-yl)-phenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,T
• Hazard Codes: Xn,T
• Statements: 22-41-36-25
• Safety Statements: 26-39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C2=NC3=C(C=CC=N3)C=C2)O
• Uses: 2-(1,8-naphthyridin-2-yl)-Phenol is which selectively enhances STAT1 transcription activity.

Technology Process of 2-(1,8-Naphthyridin-2-yl)phenol

There total 3 articles about 2-(1,8-Naphthyridin-2-yl)phenol 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: 98.0%

2-Aminonicotinaldehyde (7521-41-7) + o-hydroxyacetophenone (118-93-4,104809-67-8) → 2-(2-hydroxyphenyl)-1,8-naphthyridine (65182-56-1)

Guidance literature:

With potassium hydroxide; In methanol; at 65 ℃; for 7h;

DOI:10.1002/jhet.5570330230

Reference yield:

2-Aminonicotinaldehyde (7521-41-7) + 1-(2-hydroxyphenyl)-3-phenyl-1,3-propanedione (1469-94-9) → 2-(2-hydroxyphenyl)-1,8-naphthyridine (65182-56-1)

Guidance literature:

With potassium hydroxide; In ethanol; for 4h; Heating;

Reference yield:

→ 2-(2-hydroxyphenyl)-1,8-naphthyridine (65182-56-1)

Guidance literature:

Naphthyridin XII, HBr, AcOH, 110grad;

upstream raw materials:

2-Aminonicotinaldehyde

1-(2-hydroxyphenyl)-3-phenyl-1,3-propanedione

o-hydroxyacetophenone

Refernces

• 1、 Piao, Ming-Zhu,Imafuku, Kimiaki. "Friedlaender reaction of 3-acetyltropolones: Synthesis of naphthyridinyl- and allied heterocyclic-substituted tropolones". . p. 389 - 398. Retrieved 1996.
• 2、 Rao, G. Rama,Mogilaiah, K.,Reddy, K. Rajendar,Sreenivasulu, B.. "Substituted 1,8-Naphthyridines: Part VI - Synthesis of 3-Aroyl-2-phenyl-1,8-naphthyridines". . p. 200 - 202. Retrieved 2007/10/02.