3175-95-9

Basic information

• Product Name: deoxyaconitine
• Synonyms: Aconitane-8,13,14,15-tetrol, 20-ethyl-1,6,16-trimethoxy-4-(methoxymethyl)-, 8-acetate 14-benzoate, (1-alpha,3-alpha,6-alpha,14-alpha,15-alpha,16-beta)-;Aconitine, deoxy-;Deoxyaconitine, 3-
• CAS NO: 3175-95-9
• Molecular Formula: C₃₄H₄₇NO₁₀
• Molecular Weight: 629.742
• Mol File: 3175-95-9.mol
• Article Data: 5

Chemical Properties

• Melting Point: 177-180℃
• Boiling Point: 680.6°Cat760mmHg
• Flash Point: 365.4°C
• Appearance: /
• Density: 1.33±0.1 g/cm3 (20 ºC 760 Torr)
• Vapor Pressure: 1.87E-19mmHg at 25°C
• Refractive Index: 1.603
• PKA: 12.21±0.70(Predicted)
• CAS DataBase Reference: deoxyaconitine(CAS DataBase Reference)
• NIST Chemistry Reference: deoxyaconitine(3175-95-9)
• EPA Substance Registry System: deoxyaconitine(3175-95-9)

Safety Data

• Hazardous Substances Data: 3175-95-9(Hazardous Substances Data)

Usage

General Description

Deoxyaconitine is a toxic alkaloid found in the Aconitum species of plants, also known as aconite or monkshood. It is a powerful neurotoxin that acts on the nervous system, specifically on ion channels and receptors, leading to symptoms such as numbness, tingling, and paralysis. Deoxyaconitine is a highly potent compound and even small doses can be lethal. It is not only toxic to humans but also to animals, making it a highly dangerous substance. Due to its toxicity, deoxyaconitine is classified as a controlled substance and its use is strictly regulated.

InChI:InChI=1/C34H47NO10/c1-7-35-16-31(17-40-3)14-13-21(41-4)33-20-15-32(39)28(44-30(38)19-11-9-8-10-12-19)22(20)34(45-18(2)36,27(37)29(32)43-6)23(26(33)35)24(42-5)25(31)33/h8-12,20-29,37,39H,7,13-17H2,1-6H3/t20-,21-,22+,23?,24-,25+,26?,27-,28+,29-,31-,32-,33?,34+/m0/s1

Upstream product

• 139617-11-1 3-O-(S-methyl)thiocarbonylaconitine 
• 302-27-2 aconitine 
• 121220-90-4 3-O-(imidazolylthiocarbonyl)-aconitine 
• 302-27-2 indaconitine 

Relevant articles and documents

Aconitine compounds and analgesic/anti-inflammatory agent containing the same

Novel aconitine compounds of the formula STR1 wherein the symbols are as defined in the description, as well as analgesic/anti-inflammatory agent containing them or salts thereof as active ingredient.

NOVEL ACONITINE COMPOUND AND ANALGESIC/ANTIINFLAMMATORY AGENT

A novel aconitine compound represented by general formula (I) and analgesic/antiinflammatory agent containing said compound or its salt as the active ingredient; wherein each symbol is as defined in the text of specification.

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.