Intiquinatine

Base Information

• Chemical Name: Intiquinatine
• CAS No.: 445041-75-8
• Molecular Formula: C₁₈H₁₄BrNO₄
• Molecular Weight: 388.217
• UNII: G5067X5156
• DSSTox Substance ID: DTXSID10196206
• Wikidata: Q27278756
• NCI Thesaurus Code: C83820
• Mol file: 445041-75-8.mol

Synonyms:Intiquinatine;445041-75-8;Tiliquinatine;Intiquinatine [INN];UNII-G5067X5156;G5067X5156;(R)-2-(4-((7-bromoquinolin-2-yl)oxy)phenoxy)propanoic acid;INTIQUINATINE [WHO-DD];SCHEMBL3890768;DTXSID10196206;(2R)-2-[4-(7-bromoquinolin-2-yl)oxyphenoxy]propanoic acid;AKOS040752083;Q27278756

Chemical Property of Intiquinatine

Chemical Property:

• PSA: 68.65000
• LogP: 4.64150
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 387.01062
• Heavy Atom Count: 24
• Complexity: 427

Purity/Quality:

99% ^*data from raw suppliers

INTIQUINATINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C(=O)O)OC1=CC=C(C=C1)OC2=NC3=C(C=CC(=C3)Br)C=C2
• Isomeric SMILES: C[C@H](C(=O)O)OC1=CC=C(C=C1)OC2=NC3=C(C=CC(=C3)Br)C=C2

Technology Process of Intiquinatine

There total 5 articles about Intiquinatine 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: 82.0%

(RS)-2-(4-hydroxyphenoxy)propionic acid (94050-90-5,95977-31-4,105118-15-8,67648-61-7) + 7-bromo-2-chloro-quinoline (99455-15-9) → 2-{4-[(7-bromo-2-quinolinyl)oxy]phenoxy} propionic acid (445041-75-8)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; Heating;

DOI:10.1021/jm0200097

Reference yield: 50.0%

7-bromo-2-chloro-quinoline (99455-15-9) + (R)-2-(4-hydroxyphenoxy)propionic acid (94050-90-5) → (R)-(+)-2-{4-[(7-bromo-2-quinolinyl)oxy]phenoxy}propionic acid (445041-75-8)

Guidance literature:

7-bromo-2-chloro-quinoline; (R)-2-(4-hydroxyphenoxy)propionic acid; With potassium carbonate; In N,N-dimethyl-formamide; at 130 - 140 ℃; for 16h;

With hydrogenchloride; In water; N,N-dimethyl-formamide;

Reference yield:

(E)-N-(3-bromophenyl)-3-ethoxypropenamide (99465-18-6) → 2-{4-[(7-bromo-2-quinolinyl)oxy]phenoxy} propionic acid (445041-75-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: conc. H₂SO₄

1.2: POCl₃

2.1: 82 percent / K₂CO₃ / dimethylformamide / Heating

With sulfuric acid; potassium carbonate; In N,N-dimethyl-formamide;

DOI:10.1021/jm0200097

upstream raw materials:

(RS)-2-(4-hydroxyphenoxy)propionic acid

7-bromo-2-chloro-quinoline

(E)-N-(3-bromophenyl)-3-ethoxypropenamide

(R)-2-(4-hydroxyphenoxy)propionic acid

Refernces

• 1、 -. "Antitumor agents". . . Retrieved 2008/06/13.