Mesaconitine

Base Information

• Chemical Name: Mesaconitine
• CAS No.: 2752-64-9
• Molecular Formula: C33H45NO11
• Molecular Weight: 631.72
• Hs Code.: 29399990
• European Community (EC) Number: 220-397-6
• Wikidata: Q27107326
• ChEMBL ID: CHEMBL3400310
• Mol file: 2752-64-9.mol

Synonyms:mesaconitine;mesaconitine hydrobromide, (1alpha,3alpha,6alpha,14alpha,15alpha,16beta)-isomer of mesaconitine;N-desethyl-N-methylaconitine

Chemical Property of Mesaconitine

Chemical Property:

• Vapor Pressure: 4.45E-21mmHg at 25°C
• Melting Point: 208-209 °C
• Refractive Index: 1.618
• Boiling Point: 695 °C at 760 mmHg
• PKA: 12.14±0.70(Predicted)
• Flash Point: 374.1 °C
• PSA: 153.45000
• Density: 1.39 g/cm³
• LogP: 0.19590
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 10
• Exact Mass: 631.29926125
• Heavy Atom Count: 45
• Complexity: 1200

Purity/Quality:

Mesaconitine ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OC12C3C(CC(C3OC(=O)C4=CC=CC=C4)(C(C1O)OC)O)C56C(CC(C7(C5C(C2C6N(C7)C)OC)COC)O)OC
• Isomeric SMILES: CC(=O)O[C@@]12[C@@H]3[C@@H](C[C@@]([C@@H]3OC(=O)C4=CC=CC=C4)([C@H]([C@@H]1O)OC)O)[C@]56[C@H](C[C@H]([C@@]7([C@H]5[C@H]([C@H]2C6N(C7)C)OC)COC)O)OC
• Description: The structure of this aconitine alkaloid has now been elucidated and shown to be that given above.

Technology Process of Mesaconitine

There total 4 articles about Mesaconitine 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: 90.0%

N-desethylaconitine (3327-35-3) + methyl iodide (74-88-4) → mesaconitine (2752-64-9)

Guidance literature:

With calcium carbonate; In methanol; diethyl ether; for 2h; Heating;

DOI:10.1016/S0040-4020(01)86133-0

Reference yield:

indaconitine (302-27-2,140188-61-0) → mesaconitine (2752-64-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 61 percent / K₂CO₃, KMnO₄ / H₂O; acetone / 0.5 h / Ambient temperature

2: 90 percent / CaCO₃ / diethyl ether; methanol / 2 h / Heating

With potassium permanganate; potassium carbonate; calcium carbonate; In methanol; diethyl ether; water; acetone;

DOI:10.1016/S0040-4020(01)86133-0

Reference yield:

→ N-Methyl-N-deethyl-aconitin (2752-64-9)

Guidance literature:

Aconitin 1. Kaliumpermanganat in Acn.+ W. 2.(Rk.-Prod.), Methyliodid, Kaliumcarbonat, in Me.+ Ae., Δ;

DOI:10.1139/v65-315

upstream raw materials:

N-desethylaconitine

methyl iodide

indaconitine

Downstream raw materials:

hokbusine A

C₃₃H₄₇NO₁₀

anhydromesaconitine trifluoromethanesulfonate

oxonitine

Refernces