Quinocide

Base Information

• Chemical Name: Quinocide
• CAS No.: 525-61-1
• Molecular Formula: C₁₅H₂₁N₃O
• Molecular Weight: 259.351
• Hs Code.: 2933499090
• NSC Number: 50986
• UNII: CNG7995Y4B
• DSSTox Substance ID: DTXSID5045706
• Nikkaji Number: J6.652D
• Wikidata: Q27275554
• NCI Thesaurus Code: C73004
• ChEMBL ID: CHEMBL468403
• Mol file: 525-61-1.mol

Synonyms:8-(4-aminopentylamino)-6-methoxyquinoline;quinocide;quinocide monohydrochloride

Chemical Property of Quinocide

Chemical Property:

• Vapor Pressure: 2.5E-08mmHg at 25°C
• Melting Point: 46°
• Boiling Point: 451.1°Cat760mmHg
• PKA: 10.73±0.35(Predicted)
• Flash Point: 226.6°C
• PSA: 60.17000
• Density: 1.126g/cm³
• LogP: 3.55600
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 259.168462302
• Heavy Atom Count: 19
• Complexity: 262

Purity/Quality:

99%, ^*data from raw suppliers

Primaquine Related Compound A ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CCCNC1=C2C(=CC(=C1)OC)C=CC=N2)N
• Uses: Quinocide is an impurity of Primaquine (P733505). Primaquine is an important antimalarial drug.

Technology Process of Quinocide

There total 8 articles about Quinocide 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%

C15H19N3O3 → primaquine (525-61-1)

Guidance literature:

With palladium 10% on activated carbon; In methanol; at 20 ℃; for 144h;

Reference yield:

6-methoxyquinolin-8-amine (90-52-8) → primaquine (525-61-1)

Guidance literature:

With ethanol; gepufferten wss. Loesung vom pH 8,3 und anschliessenden Erwaermen mit N₂H₄+H₂O;

DOI:10.1021/ja01623a039

Reference yield:

methyl 4-nitropentanoate (10312-37-5) → primaquine (525-61-1)

Guidance literature:

Multi-step reaction with 5 steps

1: hydrogenchloride / water / 4 h / Reflux

2: thionyl chloride / ethyl acetate / 4 h / Heating

3: chloroform / 2 h / -10 - 20 °C

4: sodium tetrahydroborate; iodine / tetrahydrofuran / 0 - 20 °C

5: palladium 10% on activated carbon / methanol / 144 h / 20 °C

With hydrogenchloride; sodium tetrahydroborate; thionyl chloride; palladium 10% on activated carbon; iodine; In tetrahydrofuran; methanol; chloroform; water; ethyl acetate;

upstream raw materials:

6-methoxyquinolin-8-amine

methyl 4-nitropentanoate

4-nitropentanoic acid

Refernces

• 1、 -. "Quinocide and preparation method of hydrochloride thereof". Paragraph 0034; 0035. . Retrieved 2016/10/31.