4-Hydroxy-1,5-naphthyridine-3-carboxylic acid

Base Information

• Chemical Name: 4-Hydroxy-1,5-naphthyridine-3-carboxylic acid
• CAS No.: 53512-10-0
• Molecular Formula: C₉H₆N₂O₃
• Molecular Weight: 190.158
• Hs Code.: 2933990090
• European Community (EC) Number: 258-593-9
• DSSTox Substance ID: DTXSID10201723
• Nikkaji Number: J33.563K
• Wikidata: Q72480621
• Mol file: 53512-10-0.mol

Synonyms:4-Hydroxy-1,5-naphthyridine-3-carboxylic acid;53512-10-0;4901-93-3;4-oxo-1H-1,5-naphthyridine-3-carboxylic acid;1,5-Naphthyridine-3-carboxylicacid, 4-hydroxy-;4-Hydroxy-1,5-naphthyridine-3-carboxylicacid;1,5-Naphthyridine-3-carboxylic acid, 4-hydroxy-;EINECS 258-593-9;MFCD07787267;1,5-Naphthyridine-4-oxo-3-carboxylic acid;SCHEMBL3249138;DTXSID10201723;AKOS005146391;SY058533;AM20061292;CS-0060635;FT-0762413;EN300-152081;4-Hydroxy-[1,5]naphthyridine-3-carboxylic acid;Z1198175089;4-Oxo-1,4-dihydro-[1,5]naphthyridine-3-carboxylic acid

Chemical Property of 4-Hydroxy-1,5-naphthyridine-3-carboxylic acid

Chemical Property:

• Vapor Pressure: 6.49E-07mmHg at 25°C
• Refractive Index: 1.648
• Boiling Point: 394 °C at 760 mmHg
• PKA: 0.53±0.30(Predicted)
• Flash Point: 192.1 °C
• PSA: 83.31000
• Density: 1.514 g/cm³
• LogP: 1.03360
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 190.03784206
• Heavy Atom Count: 14
• Complexity: 311

Purity/Quality:

99%, ^*data from raw suppliers

4-hydroxy-1,5-naphthyridine-3-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C(=O)C(=CN2)C(=O)O)N=C1

Technology Process of 4-Hydroxy-1,5-naphthyridine-3-carboxylic acid

There total 4 articles about 4-Hydroxy-1,5-naphthyridine-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: 70.0%

4-hydroxy-1,5-naphthyridine-3-carboxylic acid ethyl ester (13801-51-9) → 3-carboxy-4-hydroxy-1,5-naphthyridine (4901-93-3,53512-10-0)

Guidance literature:

4-hydroxy-1,5-naphthyridine-3-carboxylic acid ethyl ester; With sodium hydroxide; In water; for 16h; Reflux;

With hydrogenchloride; In water; pH=3;

DOI:10.1002/jccs.201100671

Reference yield:

pyridin-3-ylamine (462-08-8) → 3-carboxy-4-hydroxy-1,5-naphthyridine (4901-93-3,53512-10-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 150 °C

2.1: diphenylether / 1 h / 258 °C

3.1: sodium hydroxide / water / 16 h / Reflux

3.2: pH 3

With sodium hydroxide; In diphenylether; water;

DOI:10.1002/jccs.201100671

Reference yield:

2-(pyridin-3-yl)aminomethylene-malonic acid diethyl ester (14029-71-1) → 3-carboxy-4-hydroxy-1,5-naphthyridine (4901-93-3,53512-10-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: diphenylether / 1 h / 258 °C

2.1: sodium hydroxide / water / 16 h / Reflux

2.2: pH 3

With sodium hydroxide; In diphenylether; water;

DOI:10.1002/jccs.201100671

upstream raw materials:

pyridin-3-ylamine

2-(pyridin-3-yl)aminomethylene-malonic acid diethyl ester

4-hydroxy-1,5-naphthyridine-3-carboxylic acid ethyl ester

Downstream raw materials:

4-hydroxy-1,5-naphthyridine

(4-oxo-3,4-dihydro-[1,5]naphthyridine-3-carbonyloxy)-succinimide

Refernces

• 1、 -. "6-(D-2-[4-hydroxy-1,5-naphthyridine-3-carboxamido]-2-[4-hydroxyphenyl]acetamido)-2,2-dimethyl-3-(5-tetrazolyl)penam". . . Retrieved 2008/06/13.