Chloroethylnorapomorphine

Base Information

• Chemical Name: Chloroethylnorapomorphine
• CAS No.: 75946-94-0
• Molecular Formula: C₁₈H₁₈ClNO₂
• Molecular Weight: 315.799
• UNII: VD4272R3UB
• DSSTox Substance ID: DTXSID90226853
• Wikipedia: Chloroethylnorapomorphine
• Wikidata: Q5103066
• ChEMBL ID: CHEMBL283871
• Mol file: 75946-94-0.mol

Synonyms:chloroethylnorapomorphine;chloroethylnorapomorphine hydrochloride;chloroethylnorapomorphine, hydrochloride, (R)-isomer;N-(2-chloroethyl)-10,11-dihydroxynoraporphine

Chemical Property of Chloroethylnorapomorphine

Chemical Property:

• Vapor Pressure: 1.13E-11mmHg at 25°C
• Boiling Point: 525.8°C at 760 mmHg
• Flash Point: 271.8°C
• PSA: 43.70000
• Density: 1.346g/cm³
• LogP: 3.39680
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 315.1026065
• Heavy Atom Count: 22
• Complexity: 407

Purity/Quality:

98.5% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN(C2CC3=C(C4=CC=CC1=C24)C(=C(C=C3)O)O)CCCl
• Isomeric SMILES: C1CN([C@@H]2CC3=C(C4=CC=CC1=C24)C(=C(C=C3)O)O)CCCl

Technology Process of Chloroethylnorapomorphine

There total 8 articles about Chloroethylnorapomorphine 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:

(-)-N-Hydroxyethylnorapomorphine hydrochloride (75846-02-5) → [3H]-N-Chloroethylnorapomorphine (75946-94-0) + (-)-N-ethylnorapomorphine (18426-16-9) + (-)-N-ethyl<3H>norapomorphine (89849-68-3) + (-)-N-(2-chloroethyl)<8,9-3H>norapomorphine (89849-65-0)

Guidance literature:

With palladium on activated charcoal; thionyl chloride; tritium; hydrogen; bromine; trifluoroacetic acid; Yield given. Multistep reaction. Yields of byproduct given;

DOI:10.1021/jm00372a019

Reference yield:

6-(2-Hydroxy-ethyl)-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-10,11-diol (79640-90-7) → (-)-N-(chloroethyl)norapomorphine (75946-94-0)

Guidance literature:

With thionyl chloride; In acetonitrile; Ambient temperature;

DOI:10.1021/jm00180a002

Reference yield:

codeine (76-57-3) → (-)-N-(chloroethyl)norapomorphine (75946-94-0)

Guidance literature:

Multi-step reaction with 5 steps

1: 70 percent

3: methanesulfonic acid

4: 48percent HBr / 2 h / 120 - 125 °C

5: SOCl₂ / acetonitrile / Ambient temperature

With thionyl chloride; methanesulfonic acid; hydrogen bromide; In acetonitrile;

DOI:10.1021/jm00180a002

upstream raw materials:

(-)-N-Hydroxyethylnorapomorphine hydrochloride

(-)-N-(2-hydroxyethyl)norapocodeine

6-(2-Hydroxy-ethyl)-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-10,11-diol

codeine

Refernces

• 1、 Neumeyer, J.L.,Law, S.-J.,Baldessarini, R.J.,Kula, N.S.. "Aporphines. 30. (-)-N-(2-Chloroethyl)-10,11-dihydroxynoraporphine (Chloroethylnorapomorphine), a Novel Irreversible Dopamine Receptor Antagonist". . p. 594 - 595. Retrieved 2007/10/02.