7,10-Dichloro-2-methoxybenzo[b]-1,5-naphthyridine

Base Information

• Chemical Name: 7,10-Dichloro-2-methoxybenzo[b]-1,5-naphthyridine
• CAS No.: 6626-40-0
• Molecular Formula: C13H8Cl2N2O
• Molecular Weight: 279.125
• Hs Code.: 2933990090
• European Community (EC) Number: 229-588-9
• NSC Number: 59862
• UNII: RF6V2XW3SX
• DSSTox Substance ID: DTXSID70216459
• Nikkaji Number: J42.019K
• Wikidata: Q72466651
• Mol file: 6626-40-0.mol

Synonyms:6626-40-0;7,10-Dichloro-2-methoxybenzo[b]-1,5-naphthyridine;7,10-dichloro-2-methoxybenzo[b][1,5]naphthyridine;1-Aza-6,9-dichloro-2-methoxyacridine;7,10-Dichloro-2-methoxybenzo(b)-1,5-naphthyridine;EINECS 229-588-9;NSC 59862;RF6V2XW3SX;7,10-Dichloro-2-methoxypyrido(3,2-b)quinoline;BRN 0241112;Pyrido(3,2-b)quinoline, 7,10-dichloro-2-methoxy-;Benzo[b]-1,5-naphthyridine, 7,10-dichloro-2-methoxy-;NSC-59862;BENZO(b)-1,5-NAPHTHYRIDINE, 7,10-DICHLORO-2-METHOXY-;4-23-00-02772 (Beilstein Handbook Reference);7,10-Dichloro-2-methoxypyrido[3,2-b]quinoline;7,2-b]quinoline;7,5-naphthyridine;NSC59862;UNII-RF6V2XW3SX;NCIOpen2_002424;SCHEMBL6723708;DTXSID70216459;BCP27022;MFCD00160720;AKOS015900247;Pyrido[3, 7,10-dichloro-2-methoxy-;7,10-dichloro-2-methoxybenzo[b][1,5];AS-44337;LS-38611;WLN: T C666 BN GNJ FO1 IG MG;Benzo[b]-1, 7,10-dichloro-2-methoxy-;CS-0150209;FT-0648045;A15741;7,10-dichloro-2-methoxypyrido [3,2-b]quinoline;J-519054

Chemical Property of 7,10-Dichloro-2-methoxybenzo[b]-1,5-naphthyridine

Chemical Property:

• Vapor Pressure: 2.48E-07mmHg at 25°C
• Melting Point: 186-187 °C
• Refractive Index: 1.704
• Boiling Point: 434 °C at 760 mmHg
• PKA: 0.49±0.40(Predicted)
• Flash Point: 216.3 °C
• PSA: 35.01000
• Density: 1.453 g/cm³
• LogP: 4.09840
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: Chloroform (Sparingly), DMSO (Slightly, Heated), Methanol (Slightly, Heated)
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 278.0013683
• Heavy Atom Count: 18
• Complexity: 305

Purity/Quality:

98% ^*data from raw suppliers

7,10-Dichloro-2-methoxybenzo[b][1,5]naphthyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=NC2=C(C3=C(C=C(C=C3)Cl)N=C2C=C1)Cl
• Uses: 7,10-Dichloro-2-methoxybenzo[b][1,5]naphthyridine is used in the preparation of pyronaridine.

Technology Process of 7,10-Dichloro-2-methoxybenzo[b]-1,5-naphthyridine

There total 12 articles about 7,10-Dichloro-2-methoxybenzo[b]-1,5-naphthyridine 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%

4-chloro-2-(6-methoxy-pyridin-3-yl-amino)-benzoic acid (6626-07-9) → 2-methoxy-7,10-dichloropyrido<3,2-b>quinoline (6626-40-0)

Guidance literature:

With trichlorophosphate; In 1,4-dioxane; at 120 ℃; Cooling with ice; Inert atmosphere;

Reference yield: 95.0%

4-chloro-2-(6-methoxypyridin-3-ylamino)benzoic acid hydrochloride → 2-methoxy-7,10-dichloropyrido<3,2-b>quinoline (6626-40-0)

Guidance literature:

With triethylamine; trichlorophosphate; In toluene; at 8 ℃; for 4h; Time; Solvent; Temperature; Inert atmosphere; Reflux; Large scale;

DOI:10.1021/op400357f

Reference yield: 72.7%

4-chloro-2-(6-methoxy-pyridin-3-yl-amino)-benzoic acid (6626-07-9) → 2,7,10-trichlorobenzo[b]-1,5-naphthyridine (81935-64-0) + 2-methoxy-7,10-dichloropyrido<3,2-b>quinoline (6626-40-0)

Guidance literature:

With trichlorophosphate; In 1,2-dichloro-ethane; for 2h; Reflux;

DOI:10.5012/bkcs.2014.35.2.521

upstream raw materials:

6-methoxy-pyridin-3-ylamine

2,4 dichlorobenzoic acid

4-chloro-2-(6-methoxy-pyridin-3-yl-amino)-benzoic acid

2-aminopyridine

Downstream raw materials:

2-((7-chloro-2-methoxybenzo[b][1,5]naphthyridin-10-yl)amino)phenol

pyronaridine

Refernces

• 1、 Dai, Qiuzi,Chen, Jiwei,Gao, Chunmei,Sun, Qinsheng,Yuan, Zigao,Jiang, Yuyang. "Design, synthesis and biological evaluation of novel phthalazinone acridine derivatives as dual PARP and Topo inhibitors for potential anticancer agents". . p. 404 - 408. Retrieved 2019/06/24.
• 2、 Dai, Qiuzi,Gao, Chunmei,Liu, Yijia,Liu, Haiyang,Xiao, Boren,Chen, Chengken,Chen, Jiwei,Yuan, Zigao,Jiang, Yuyang. "Highly sensitive and selective “naked eye” sensing of Cu(II) by a novel acridine-based sensor both in aqueous solution and on the test kit". . p. 6459 - 6464. Retrieved 2018/10/02.