Colchicine, N-methyl-

Base Information

• Chemical Name: Colchicine, N-methyl-
• CAS No.: 7336-40-5
• Molecular Formula: C₂₃H₂₇NO₆
• Molecular Weight: 413.47
• NSC Number: 403155
• DSSTox Substance ID: DTXSID50223606
• Nikkaji Number: J71.261B
• ChEMBL ID: CHEMBL89261
• Mol file: 7336-40-5.mol

Synonyms:COLCHICINE, N-METHYL-;N-Acetylcolchamine;N-Methylcolchicine;N-Acetylcolcemid;7336-40-5;N-Acetyldemecolcine;NSC 403155;BRN 2825013;N-methyl-N-[(7S)-1,2,3,10-tetramethoxy-9-oxo-6,7-dihydro-5H-benzo[a]heptalen-7-yl]acetamide;Acetamide, N-methyl-N-(5,6,7,9-tetrahydro-1,2,3,10-tetramethoxy-9-oxobenzo(a)heptalen-7-yl)-;Acetamide, N-methyl-N-(5,6,7,9-tetrahydro-1,2,3,10-tetramethoxy-9-oxobenzo(a)heptalen-7-yl)-, (S)-;Acetamide, N-methyl-N-(5,6,7,9-tetrahydro-1,2,3,10-tetramethoxy-9-oxobenzo[a]heptalen-7-yl)-, (S)-;NSC403155;CHEMBL89261;DTXSID50223606;NSC-403155;LS-54690

Chemical Property of Colchicine, N-methyl-

Chemical Property:

• Vapor Pressure: 1.62E-18mmHg at 25°C
• Boiling Point: 683.2°C at 760 mmHg
• Flash Point: 367°C
• PSA: 74.30000
• Density: 1.24g/cm³
• LogP: 3.21380
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 413.18383758
• Heavy Atom Count: 30
• Complexity: 770

Purity/Quality:

98.5% ^*data from raw suppliers

N-Methylcolchicine ≥98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)N(C)C1CCC2=CC(=C(C(=C2C3=CC=C(C(=O)C=C13)OC)OC)OC)OC
• Isomeric SMILES: CC(=O)N(C)[C@H]1CCC2=CC(=C(C(=C2C3=CC=C(C(=O)C=C13)OC)OC)OC)OC
• Description: A colchicine type alkaloid, N-acetyldemecolcine occurs in both the corms and seeds of Colchicum autumnale, Gloriosa virescens and Littoria modesta. It is separated from the numerous other accompanying bases by column and thin_x0002_layer chromatography. The base is laevorotatory with a specific rotation of [α]D - 2440 (c 1.0, CHC13).

Technology Process of Colchicine, N-methyl-

There total 7 articles about Colchicine, N-methyl- 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: 93.0%

(-)-demecolcine (477-30-5) + acetic anhydride (108-24-7) → N-acetyldemecolcine (7336-40-5)

Guidance literature:

With pyridine;

DOI:10.1002/hlca.19800630106

Reference yield:

(-)-2-demethyldemecolcine (7359-91-3) → N-acetyldemecolcine (7336-40-5)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium acetate

2: CHCl₃; diethyl ether

With diethyl ether; chloroform; potassium acetate;

Reference yield:

diazomethane (186581-53-3,908094-01-9,334-88-3) → N-acetyldemecolcine (7336-40-5)

Guidance literature:

With diethyl ether; chloroform;

DOI:10.1002/hlca.19540370104

upstream raw materials:

diazomethane

(-)-demecolcine

acetic anhydride

methanol

Refernces

• 1、 Hufford,Capraro,Brossi. "13C and 1H-NMR assignments for colchicine derivatives". . p. 50 - 56. Retrieved 2007/10/06.