Quinacrine hydrochloride

Base Information

• Chemical Name: Quinacrine hydrochloride
• CAS No.: 130-42-7
• Molecular Formula: C₆H₆N₂
• Molecular Weight: 106.127
• European Community (EC) Number: 200-700-8,204-989-1
• NSC Number: 757307,14229
• DSSTox Substance ID: DTXSID40926553
• NCI Thesaurus Code: C67059
• ChEMBL ID: CHEMBL556980
• Mol file: 130-42-7.mol

Synonyms:Acrichine;Atabrine;Atebrin;Dihydrochloride, Quinacrine;Dimesylate, Quinacrine;Hydrochloride, Quinacrine;Mepacrine;Monoacetate, Quinacrine;Monohydrochloride, Quinacrine;Monomesylate, Quinacrine;Quinacrine;Quinacrine Dihydrochloride;Quinacrine Dihydrochloride, Dihydrate;Quinacrine Dihyrochloride, (R)-Isomer;Quinacrine Dihyrochloride, (S)-Isomer;Quinacrine Dimesylate;Quinacrine Hydrochloride;Quinacrine Monoacetate;Quinacrine Monohydrochloride;Quinacrine Monomesylate;Quinacrine, (+-)-Isomer;Quinacrine, (R)-Isomer;Quinacrine, (S)-Isomer

Chemical Property of Quinacrine hydrochloride

Chemical Property:

• Vapor Pressure: 1.9E-12mmHg at 25°C
• Melting Point: 248oC
• Boiling Point: 557.1°Cat760mmHg
• Flash Point: 290.7°C
• PSA: 37.39000
• Density: 1.156g/cm³
• LogP: 6.84740
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 9
• Exact Mass: 435.1844180
• Heavy Atom Count: 29
• Complexity: 461

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN(CC)CCCC(C)NC1=C2C=C(C=CC2=NC3=C1C=CC(=C3)Cl)OC.Cl

Technology Process of Quinacrine hydrochloride

There total 5 articles about Quinacrine hydrochloride 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:

acrylonitrile (107-13-1,25014-41-9) → 1,4-dicyano-1,3-butadiene (821-60-3) + hexanedinitrile (111-69-3) + 2-hexenedinitrile (13042-02-9)

Guidance literature:

With sodium proprionate; dichlorotetrakis(dimethyl sulfoxide)ruthenium(II); In diethyl ether; dimethyl sulfoxide; at 150 ℃; for 9h;

DOI:10.1246/cl.2007.1384

Reference yield:

2-Benzoylbenzoic acid (85-52-9) + acrylonitrile (107-13-1,25014-41-9) → 2-benzoyl-benzoic acid 2-cyano-ethyl ester + 1,4-dicyano-1,3-butadiene (821-60-3) + hexanedinitrile (111-69-3) + 2-hexenedinitrile (13042-02-9)

Guidance literature:

With sodium proprionate; dimethyl sulfoxide; ruthenium(II) chloride; at 150 ℃; for 6h; Further Variations:; Reaction partners; Reagents; Product distribution;

DOI:10.1246/cl.2006.186

Reference yield:

acrylonitrile (107-13-1,25014-41-9) → 1,4-dicyano-2-butene (1119-85-3) + 2-hexenedinitrile (13042-02-9) + 2,4-dicyano-1-butene (1572-52-7) + 4,7-Bis-<2-cyan-aethyl>-4,7-dicyan-decen-(5)-disaeure-dinitril (68334-52-1)

Guidance literature:

With isopropyl diphenylphosphinite; isopropyl alcohol; In toluene; at 60 ℃; Rate constant; Equilibrium constant; Thermodynamic data; other phosphinite catalysts; activation parameters (E_A, ΔS(act., 298 K); kinetics and mechanism of the phosphinite-catalyzed dimerization of acrylonitrile;

DOI:10.1080/10426509608545205

upstream raw materials:

acrylonitrile

2-Benzoylbenzoic acid

Refernces

• 1、 Kashiwagi, Kohichi,Sugise, Ryoji,Shimakawa, Toshihiro,Matuura, Tunao,Shirai, Masashi. "Linear relationship between activity of a new Ru-catalyst and acidity of substituted benzoic acids in the dimerization of acrylonitrile". . p. 186 - 187. Retrieved 2007/10/03.
• 2、 Oehme, G.,Pracejus, H.. "On the Knowledge of the Catalytic Dimerization of Acrylic Acid Derivatives by Palladium Complexes. III. Reactions of β-Palladio Acrylates and Their Relation to the Catalytic Reaction". . p. 798 - 808. Retrieved 2007/10/02.