2752-64-9

Basic information

• Product Name: Mesaconitine
• Synonyms: (1-alpha,3-alpha,6-alpha,14-alpha,15-alpha,16-beta)-8-acetate14-benzoat;13,14,15-pentol,1,6,16-trimethoxy-4-(methoxymethyl)-20-methyl-aconitane-8;MESACONITINE;Aconitane-3,8,13,14,15-pentol, 1,6,16-trimethoxy-4-(methoxymethyl)-20-methyl-, 8-acetate 14-benzoate, (1alpha,3alpha,6alpha,14alpha,15alpha,16beta)-;MESACONITINE, 98% (PRIMARY STANDARD);Mesaaconitine;1α,6α,16β-Trimethoxy-4-methoxymethyl-20-methylaconitane-3α,8,13,14α,15α-pentol 8-acetate 14-benzoate;4-(Methoxymethyl)-20-methyl-1α,6α,16β-trimethoxyaconitane-3α,8,13,14α,15α-pentol 8-acetate 14-benzoate
• CAS NO: 2752-64-9
• Molecular Formula: C₃₃H₄₅NO₁₁
• Molecular Weight: 631.71
• EINECS: 220-397-6
• Product Categories: Miscellaneous Natural Products;Intermediates & Fine Chemicals;Pharmaceuticals;chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract
• Mol File: 2752-64-9.mol
• Article Data: 1

Chemical Properties

• Melting Point: 208-209 °C
• Boiling Point: 695 °C at 760 mmHg
• Flash Point: 374.1 °C
• Appearance: /
• Density: 1.39 g/cm³
• Vapor Pressure: 4.45E-21mmHg at 25°C
• Refractive Index: 1.618
• Storage Temp.: 2-8°C(protect from light)
• PKA: 12.14±0.70(Predicted)
• CAS DataBase Reference: Mesaconitine(CAS DataBase Reference)
• NIST Chemistry Reference: Mesaconitine(2752-64-9)
• EPA Substance Registry System: Mesaconitine(2752-64-9)

Safety Data

• Safety Statements: 24/25
• RIDADR: 1544
• HazardClass: 6.1(a)
• PackingGroup: I
• Hazardous Substances Data: 2752-64-9(Hazardous Substances Data)

Usage

Description

Mesaconitine, an aconitine alkaloid, is a white solid with a well-defined chemical structure. It is derived from the Aconitum plant and has been a subject of interest due to its potential applications in various fields.

Uses

Used in Pharmaceutical Industry:
Mesaconitine is used as a pharmaceutical compound for its potential therapeutic effects. Its alkaloid nature allows it to interact with specific receptors in the body, making it a candidate for the development of new drugs targeting various medical conditions.
Used in Traditional Medicine:
Mesaconitine has been utilized in traditional medicine, particularly in Chinese medicine, for its analgesic and anti-inflammatory properties. It is used to alleviate pain and reduce inflammation in various conditions.
Used in Research and Development:
Due to its unique chemical structure and properties, Mesaconitine is used as a research compound for studying the effects of aconitine alkaloids on biological systems. This helps in understanding their mechanisms of action and potential applications in medicine.
Used in Toxicology Studies:
Mesaconitine is also used in toxicology studies to understand the effects of aconitine alkaloids on the human body. This knowledge is crucial for developing safety guidelines and antidotes for potential poisoning incidents.

References

Jacobs, Pelletier, Chern. & Ind., 591 (1960) Furner, Jeschka, Gibson,J. Arner. Chern. Soc., 82,5182 (1960)

InChI:InChI=1/C33H45NO11/c1-16(35)45-33-21-18(13-31(39,28(43-6)26(33)37)27(21)44-29(38)17-10-8-7-9-11-17)32-20(41-4)12-19(36)30(15-40-3)14-34(2)25(32)22(33)23(42-5)24(30)32/h7-11,18-28,36-37,39H,12-15H2,1-6H3/t18-,19-,20+,21-,22+,23+,24-,25?,26+,27-,28+,30+,31-,32+,33-/m1/s1

Upstream product

• 302-27-2 indaconitine 
• 3327-35-3 N-desethylaconitine 
• 74-88-4 methyl iodide 

Downstream Products

• 86500-43-8 hokbusine A 
• 545-57-3 oxonitine 
• 545-57-3 oxonitine 
• 6900-87-4 hypaconitine 
• 69787-30-0 3,13,15-trideoxymesaconitine 
• 86817-65-4 C₃₃H₄₃NO₉ 
• 139617-14-4 3,13,15-tri-O-(S-methyl)thiocarbonylmesaconitine 
• 139617-06-4 3,13-di-O-(S-methyl)thiocarbonylmesaconitine 
• 139617-07-5 3-O-(S-methyl)thiocarbonylmesaconitine 
• 81941-16-4 8-linoleate mesaconitine 
• 121236-31-5 3-O-(imidazolylthiocarbonyl)-mesaconitine 
• 86817-64-3 anhydromesaconitine trifluoromethanesulfonate 
• 101247-25-0 C₃₃H₄₇NO₁₀ 

Relevant articles and documents

DEOXYGENATION REACTIONS OF C19-DITERPENOID ALKALOIDS

Efficient methods for deoxygenation of secondary and tertiary alcohols of some C19-diterpenoid alkaloids are presented.Delphisine (12) was converted to 1-deoxydelphisine (19) via either 1,2-pyrodelphisine (17) or phenyl thionocarbonate 20.The following alkaloids were deoxygenated via their thiocarbonylimidazolyl derivatives: 14-acetyldelcosine (13) to 14-acetyl-1-deoxydelcosine (22); alkaline hydrolysis of 22 gave 1-deoxydelcosine (23); aconitine (24) to 3-deoxyaconitine (27); yunaconitine (25) to crassicauline A (28).Deoxygenation of 14-acetyldictyocarpine (30) via the chloro-derivate 31 gave 14-acetyl-10-deoxydictiocarpine (34).Reduction of 31 with LiAlH4 gave the unusual elimination product 32.An improved partial synthesis of hypaconitine (35) from aconitine (24) is also presented.