198126-85-1

Basic information

• Product Name: (2R,4S,5R,7R,13R,16S,17R)-11-ethyl-4,7-dihydroxy-13-methyl-6-methylidene-11-azahexacyclo[7.7.2.1~5,8~.0~1,10~.0~2,8~.0~13,17~]nonadec-16-yl benzoate (non-preferred name)
• Synonyms: BENZOYLPELLINE Base (1-O-);12,3,6a-Ethanylylidene-9,11a-methanoazuleno[2,1-b]azocine-6,8,11-triol, 1-ethyltetradecahydro-3-methyl-10-methylene-, 6-benzoate, (3R,6S,6aR,6bR,8S,9R,11R,11aR,12R,12aR,14R)-
• CAS NO: 198126-85-1
• Molecular Formula: C₂₉H₃₇NO₄
• Molecular Weight: 463.6084
• Mol File: 198126-85-1.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 606.3°C at 760 mmHg
• Flash Point: 320.5°C
• Density: 1.29g/cm³
• Vapor Pressure: 1.49E-15mmHg at 25°C
• Refractive Index: 1.643
• CAS DataBase Reference: (2R,4S,5R,7R,13R,16S,17R)-11-ethyl-4,7-dihydroxy-13-methyl-6-methylidene-11-azahexacyclo[7.7.2.1~5,8~.0~1,10~.0~2,8~.0~13,17~]nonadec-16-yl benzoate (non-preferred name)(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,4S,5R,7R,13R,16S,17R)-11-ethyl-4,7-dihydroxy-13-methyl-6-methylidene-11-azahexacyclo[7.7.2.1~5,8~.0~1,10~.0~2,8~.0~13,17~]nonadec-16-yl benzoate (non-preferred name)(198126-85-1)
• EPA Substance Registry System: (2R,4S,5R,7R,13R,16S,17R)-11-ethyl-4,7-dihydroxy-13-methyl-6-methylidene-11-azahexacyclo[7.7.2.1~5,8~.0~1,10~.0~2,8~.0~13,17~]nonadec-16-yl benzoate (non-preferred name)(198126-85-1)

Safety Data

• Hazardous Substances Data: 198126-85-1(Hazardous Substances Data)

Relevant articles and documents

Application of liquid chromatography-atmospheric pressure chemical ionization mass spectrometry to the differentiation of stereoisomeric diterpenoid alkaloids

High-performance liquid chromatography-atmospheric pressure chemical ionization mass spectrometry (HPLC-APCI-MS) was successfully applied to seven stereoisomeric diterpenoid alkaloids at position 1 or 12. Comparison of the breakdown curves, observed by changing the potential difference between the first electrode and the second electrode of the APCI ion source, revealed stereochemical dependence of different fragmentations. The APCI spectra of alkaloids were predominantly the [M+H]+ ion and the major fragment ion, corresponding to the [M+H-H2O]+ ion or the [M+H-CH2COOH]+ ion, and comparison of the APCI spectra showed that the abundance of fragment ions was significantly higher for C-1 β-form alkaloids than for C-1 α-form alkaloids, and for C-12 β-form alkaloids than for C-12 α-form alkaloids. The characteristic fragment ions were formed due to the loss of an acetic acid or a water molecule at position 12. The fragmentation mechanisms depending on the stereochemistry of the precursor ion could be discerned by recording the spectra in a deuterated solvent system of 0.05M ammonium acetate in D2O- acetonitrile-tetrahydrofuran. Loss of CH3COOD or D2O from the precursor ion gave the fragment ion. This result indicated that the proton of protonation was included in the leaving acetic acid and water molecule, respectively. The peak intensity ratio for R=[M+H]+/[M+ H-H2O]+ +[M+H-CH3COOH]+ manifested the stereochemical differentiation of alkaloids at position 1 or 12.

Antiarrhythmic agents based on diterpenoid alkaloids

Diterpenoid alkaloids comprise a large group of natural compounds produced by the plants of the genera Aconitum and Delphinium. Some of these compounds were found to manifest valuable pharmacological properties, including the unique antiarrhythmic activity. Allapinine (derived from the alkaloid lappaconitine) was approved as a drug. The investigation of the structure-activity relationship revealed structural elements responsible for the arrhythmogenic and antiarrhythmic properties.