11033-64-0

Basic information

• Product Name: N-deacetyllappaconitine
• Synonyms: N-deacetyllappaconitine;20-Ethyl-1α,14α,16β-trimethoxyaconitane-4,8,9-triol 4-(2-aminobenzoate);4-Anthraniloyllappaconine;Lappaconine, 4-(2-aminobenzoate);Lappaconitine, deacetyl-;Puberanidine;DEACETYLLAPPACONITINE (N-)
• CAS NO: 11033-64-0
• Molecular Formula: C₃₀H₄₂N₂O₇
• Molecular Weight: 542.669
• Mol File: 11033-64-0.mol
• Article Data: 2

Chemical Properties

• Melting Point: 218-220 °C(Solv: methanol (67-56-1))
• Boiling Point: 650.9°Cat760mmHg
• Flash Point: 347.5°C
• Appearance: /
• Density: 1.35g/cm³
• Vapor Pressure: 7.86E-18mmHg at 25°C
• Refractive Index: 1.635
• PKA: 12.56±0.70(Predicted)
• CAS DataBase Reference: N-deacetyllappaconitine(CAS DataBase Reference)
• NIST Chemistry Reference: N-deacetyllappaconitine(11033-64-0)
• EPA Substance Registry System: N-deacetyllappaconitine(11033-64-0)

Safety Data

• Hazardous Substances Data: 11033-64-0(Hazardous Substances Data)

Usage

Description

N-deacetyllappaconitine, also known as (+)-N-deacetyllappaconitine, is a compound similar to (+)-Lappaconitine (L175850), which is a potential antitumor agent. It possesses the ability to induce differentiation and apoptosis in HL-60 cells, a type of cancer cell line, and exhibits analgesic activity.

Uses

Used in Pharmaceutical Industry:
N-deacetyllappaconitine is used as an antitumor agent for its potential to induce differentiation and apoptosis in cancer cells, specifically HL-60 cells. This property makes it a promising candidate for the development of cancer treatments.
Additionally, N-deacetyllappaconitine is used as an analgesic agent due to its pain-relieving properties, which can be beneficial in managing pain associated with various conditions, including cancer.

InChI:InChI=1/C30H42N2O7/c1-5-32-15-27(39-26(33)16-8-6-7-9-19(16)31)11-10-23(37-3)29-21(27)13-18(24(29)32)28(34)14-20(36-2)17-12-22(29)30(28,35)25(17)38-4/h6-9,17-18,20-25,34-35H,5,10-15,31H2,1-4H3/t17-,18?,20-,21+,22+,23-,24?,25-,27+,28-,29?,30-/m0/s1

Upstream product

• 32854-75-4 Lappaconitin 
• 32854-75-4 (1α,14α,16β)-20-ethyl-1,14,16-trimethoxy-aconitane-4,8,9-triol 4-[2-(acetylamino)benzoate] 

Downstream Products

• 138704-28-6 N-deacetyl-N-(3,4,5-trimethoxybenzoyl)lappaconitine 
• 138704-27-5 N-deacetyl-N-p-anisoyllappaconotine 
• 138704-29-7 N-deacetyl-N-p-nitrobenzoyllappaconitine 
• 138704-26-4 N-deacetyllappaconitine 
• 941601-15-6 4β-(2-amino-5-iodobenzoyloxy)-20-ethyl-1α,14α,16β-trimethoxyaconitane-8,9-diol 
• 941601-16-7 4β-[2-(N-acetylamino)-5-iodobenzoyloxy]-1α,14α,16β-trimethoxy-20-ethylaconitane-8,9-diol 

Related news

Lappaconitine and N-deacetyllappaconitine (cas 11033-64-0) potentiate footshock-induced analgesia in rats08/17/2019

The effects of lappaconitine (LA) and N-deacetyllappaconitine (DLA) on footshock-induced analgesia (FSIA) were studied by the rat tail flick test. Rats subjected to 90 s nonescaping footshock had a significant increase in tail flick latency. Naloxone (4 μg, i.c.v.) partially antagonized the FSI...detailed

Preparative separation of lappaconitine, ranaconitine, N-deacetyllappaconitine (cas 11033-64-0) and N-deacetylranaconitine from crude alkaloids of sample Aconitum sinomontanum Nakai by high-speed counter-current chromatography08/16/2019

Analytical high-speed counter-current chromatography (HSCCC) was used for the systematic selection and optimization of the two-phase solvent system to separate alkaloids from Aconitum sinomontanum Nakai. The optimum solvent systems CHCl3–MeOH–0.3 M/0.2 M HCl (4:1.5:2, v/v) thus obtained led to...detailed

Relevant articles and documents

Antiarrhythmic agents based on diterpenoid alkaloid lappaconitine. Protonation of N-deacethyllappaconitine in methanol solutions

The data on antiarrhythmic drugs based on diterpene alkaloid lappaconitine are summarized. N-Deacetyllappaconitine is the main metabolite of allapinin and a potential antiarrhythmics for intravenous use. The basicity of two nitrogen atoms of this compound and the possibility of obtaining mono- and di-salts with the example of hydrochlorides and hydrobromides having good solubility in water have been studied. It was shown using NMR spectroscopy and potentiometric titration that in the methanolic solutions the atom N(20) is protonated at the first step (pKb1 = 6.77, 25 °C) in the pH range of 6—7. The nitrogen of the primary aromatic amino group is protonated in the pH range of 2—3 (pKb2 = 2.18, 25 °C).