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32854-75-4

(1a,14a,16b)-20-Ethyl-1,14,16-trimethoxyaconitane-4,8,9-triol 4-(2-acetylamino)benzoate), also known as lappaconitine, is a highly toxic aconitine alkaloid derived from Aconitum leucostomum and A. septentrionale Koelle. It is characterized by its hexagonal tablet-like crystalline structure and has been found to have two recorded melting points. Lappaconitine is sparingly soluble in water and most organic solvents but dissolves readily in chloroform. It is known to produce toxic effects, particularly respiratory paralysis and direct action on the heart, which can lead to ventricular fibrillation.

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  • 32854-75-4 Structure

  • Basic information

    1. Product Name: (1a,14a,16b)-20-Ethyl-1,14,16-trimethoxyaconitane-4,8,9-triol 4-(2-acetylamino)benzoate)
    2. Synonyms: (1a,14a,16b)-20-Ethyl-1,14,16-trimethoxyaconitane-4,8,9-triol 4-(2-acetylamino)benzoate);(1α,14α,16β)-20-Ethyl-1,14,16-trimethoxyaconitane-;4,8,9-triol4-[2-(acetylamino)benzoate];Aconitane-4,8,9-triol, 20-ethyl-1,14,16-trimethoxy-, 4-(2-acetylamino)benzoate, (1-alpha,14-alpha,16-beta);20-Ethyl-1α,14α,16β-trimethoxyaconitane 4,8,9-triol 4-[2-(acetylamino)benzoate];20-Ethyl-1α,14α,16β-trimethoxyaconitane-4,8,9-triol 4-[2-(acetylamino)benzoate];N-Acetylpuberanidine;Lannaconitine
    3. CAS NO:32854-75-4
    4. Molecular Formula: C32H44N2O8
    5. Molecular Weight: 584.7
    6. EINECS: N/A
    7. Product Categories: chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;Inhibitors
    8. Mol File: 32854-75-4.mol

  • Chemical Properties

    1. Melting Point: 217-218°
    2. Boiling Point: 641.72°C (rough estimate)
    3. Flash Point: 389.665 °C
    4. Appearance: white powder
    5. Density: 1.1897 (rough estimate)
    6. Vapor Pressure: 8.44E-22mmHg at 25°C
    7. Refractive Index: 1.6260 (estimate)
    8. Storage Temp.: N/A
    9. Solubility: N/A
    10. PKA: 12.55±0.70(Predicted)
    11. CAS DataBase Reference: (1a,14a,16b)-20-Ethyl-1,14,16-trimethoxyaconitane-4,8,9-triol 4-(2-acetylamino)benzoate)(CAS DataBase Reference)
    12. NIST Chemistry Reference: (1a,14a,16b)-20-Ethyl-1,14,16-trimethoxyaconitane-4,8,9-triol 4-(2-acetylamino)benzoate)(32854-75-4)
    13. EPA Substance Registry System: (1a,14a,16b)-20-Ethyl-1,14,16-trimethoxyaconitane-4,8,9-triol 4-(2-acetylamino)benzoate)(32854-75-4)

  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 32854-75-4(Hazardous Substances Data)

32854-75-4 Usage

Uses

Used in Pharmaceutical Research:
Lappaconitine is used as a subject of pharmaceutical research due to its toxic properties and potential applications in the development of new drugs. The study of its structure and interactions with biological systems can provide insights into the design of more effective and safer medications.
Used in Toxicological Studies:
As a toxic compound, lappaconitine is utilized in toxicological studies to understand the mechanisms of its toxic effects on the human body. This knowledge can be applied to develop antidotes or treatments for poisoning caused by similar compounds.
Used in Analytical Chemistry:
Lappaconitine's unique chemical properties make it a useful reference compound in analytical chemistry. Its solubility and crystalline characteristics can be used to calibrate instruments and establish standard procedures for the analysis of other related compounds.
Used in Quality Control:
The presence of lappaconitine in certain plant extracts and traditional medicines necessitates its detection and quantification for quality control purposes. It is used as a marker compound to ensure the safety and efficacy of these products.
Used in Forensic Science:
Lappaconitine's toxicity and potential for misuse make it a relevant compound in forensic science. It can be detected in biological samples to aid in the investigation of poisoning cases or to identify the presence of toxic substances in a crime scene.

References

Schultze, Ulfert., Arch. Pharrn., 260,230 (1922) Weidemann., Chern. Zentr., 1,603 (1923) Khaimova et al., Tetrahedron Lett., 2711 (1964) Structure: Tel'nov, Yunusov, Yunusov., Khirn. Prir. Soedin., 6, 583 (1970) Pharmacology: Rosendahl., quoted by Boehm,!. BioI. Chern., 170,203 (1947)

Check Digit Verification of cas no

The CAS Registry Mumber 32854-75-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 3,2,8,5 and 4 respectively; the second part has 2 digits, 7 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 32854-75:
(7*3)+(6*2)+(5*8)+(4*5)+(3*4)+(2*7)+(1*5)=124
124 % 10 = 4
So 32854-75-4 is a valid CAS Registry Number.
InChI:InChI=1/C32H44N2O8/c1-6-34-16-29(42-28(36)18-9-7-8-10-21(18)33-17(2)35)12-11-25(40-4)31-23(29)14-20(26(31)34)30(37)15-22(39-3)19-13-24(31)32(30,38)27(19)41-5/h7-10,19-20,22-27,37-38H,6,11-16H2,1-5H3,(H,33,35)/t19-,20+,22+,23-,24+,25+,26?,27+,29-,30+,31+,32+/m1/s1

32854-75-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name Lannaconitine

1.2 Other means of identification

Product number -
Other names LAPPACONITINE

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:32854-75-4 SDS

32854-75-4Relevant articles and documents

Study of alkaloids of the Siberian and Altai flora 10. Synthesis of N(20)-deethyllappaconitine derivatives

Pankrushina,Nikitina,Anferova,Osadchii,Shakirov,Shults,Tolstikov

, p. 2490 - 2499 (2007/10/03)

Efficient procedures were developed for N-deethylation of lappaconitine to give N(20)-deethyllappaconitine. Alkyl derivatives of N(20)- deethyllappaconitine, including labeled lappaconitine, and N(20)-acetoxy-N(20)- deethyllappaconitine were prepared for

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