10308-13-1

Basic information

• Product Name: Vertine【alkaloid】
• Synonyms: (10α)-2'-Hydroxy-4'',5''-dimethoxylythran-12-one;Cryogenine【alkaloid】;Vertine;Vertine【alkaloid】
• CAS NO: 10308-13-1
• Molecular Formula: C₂₆H₂₉NO₅
• Molecular Weight: 435.51216
• Mol File: 10308-13-1.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Vertine【alkaloid】(CAS DataBase Reference)
• NIST Chemistry Reference: Vertine【alkaloid】(10308-13-1)
• EPA Substance Registry System: Vertine【alkaloid】(10308-13-1)

Safety Data

• Hazardous Substances Data: 10308-13-1(Hazardous Substances Data)

Usage

Description

Vertine【alkaloid】, an alkaloid derived from Decodon verticillatus L., forms colorless crystals when mixed with MeOH and CHCl3. It exhibits optical activity with [α]D + 39° (c 0.95, CHCl3) and has an ultraviolet spectrum with absorption maxima at 260 and 285 mJ.1. The acetyl derivative of Vertine【alkaloid】 crystallizes from Et20 with a melting point of 183-5°C and an optical rotation of [α]D 92.7° (c 0.96, CHCl3). Upon catalytic hydrogenation, it yields Decamine.

Uses

1. Used in Pharmaceutical Industry:
Vertine【alkaloid】 is used as a pharmaceutical compound for its potential therapeutic properties. The expression is: Vertine【alkaloid】 is used as a pharmaceutical compound for its potential therapeutic properties.
2. Used in Chemical Research:
Vertine【alkaloid】 serves as a valuable compound in chemical research, particularly in the study of alkaloids and their derivatives. The expression is: Vertine【alkaloid】 is used as a research compound for the study of alkaloids and their derivatives.
3. Used in Drug Synthesis:
Vertine【alkaloid】 can be utilized in the synthesis of other pharmaceutically active compounds, such as Decamine, which can be obtained through catalytic hydrogenation. The expression is: Vertine【alkaloid】 is used as a starting material for the synthesis of other pharmaceutically active compounds, such as Decamine.
4. Used in Quality Control and Standardization:
Vertine【alkaloid】 can be employed as a reference compound for quality control and standardization in the pharmaceutical industry, ensuring the consistency and purity of related products. The expression is: Vertine【alkaloid】 is used as a reference compound for quality control and standardization in the pharmaceutical industry.
5. Used in Toxicological Studies:
Vertine【alkaloid】 may be used in toxicological studies to evaluate its safety profile and potential side effects, contributing to the development of safe and effective drugs. The expression is: Vertine【alkaloid】 is used in toxicological studies to evaluate its safety profile and potential side effects.
6. Used in Analytical Chemistry:
Vertine【alkaloid】 can be utilized as a reference standard in analytical chemistry for the development and validation of analytical methods, such as high-performance liquid chromatography (HPLC) and mass spectrometry (MS). The expression is: Vertine【alkaloid】 is used as a reference standard in analytical chemistry for the development and validation of analytical methods.

References

Ferris., 1. Org. Chern., 27, 2985 (1962)

Upstream product

• 186581-53-3 diazomethane 
• 30356-01-5 Demethylvertine 
• 1484-84-0 2(RS)-(2-hydroxyethyl)piperidine 
• 1202039-12-0 (+)-(2R)-(2-oxopropyl)piperidine-1-carbamic acid tert-butylester 
• 1248344-23-1 4-(methoxymethoxy)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde 
• 1393603-29-6 C₁₃H₂₅NO₃ 
• 1393603-30-9 (R,E)-tert-butyl-2-(4-(2-iodo-4,5-dimethoxyphenyl)-2-oxobut-3-enyl)piperidine-1-carboxylate 
• 1393603-26-3 C₁₇H₂₂INO₃ 
• 1393603-37-6 (4S,9aR)-hexahydro-4-(2-(2'-methoxymethoxy-5'-carboxaldehyphenyl)-4,5-dimethoxyphenyl)-1H-quinolizin-2(6H)-one 
• 1393603-28-5 C₇H₁₅NO*C₁₀H₁₆O₄S 
• 1393603-43-4 (4S,9aR)-hexahydro-4-(2-(2'-methoxymethoxy-5'-methanolphenyl)-4,5-dimethoxyphenyl)-1H-quinolizin-2(6H)-ol 
• 1393603-44-5 (4S,9aR)-hexahydro-4-(2-(2'-methoxymethoxy-5'-carboxaldehyphenyl)-4,5-dimethoxyphenyl)-1H-quinolizin-2(6H)-ol 
• 1393603-47-8 (4S,9aR)-hexahydro-4-(2-(2'-methoxymethoxy-5'-carboxaldehyphenyl)-4,5-dimethoxyphenyl)-1H-quinolizin-2yl-acrylate 
• 1393603-48-9 (4S,9aR)-hexahydro-4-(2-(2'-hydroxy-5'-carboxaldehyphenyl)-4,5-dimethoxy-phenyl)-1H-quinolizin-2yl-acrylate 

Downstream Products

• 76193-25-4 12,13-dihydro-17-hydroxy-13(S),22,23-trimethoxylythran-11-one 
• 28457-84-3 17,22,23-trimethoxylythran-11-one 
• 76193-27-6 12,13-dihydro-17,22,23-trimethoxy.13(S)-hydroxylythran-11-one 
• 76193-24-3 dihydro-13(S),17,22,23-tetramethoxylythran-11-one 

Relevant articles and documents

Asymmetric Total Synthesis of Biphenylquinolizidine Alkaloids 4″- O-Demethyllythridine and 14- epi-4″- O-Demethyllythridine

The first asymmetric total synthesis of new biphenylquinolizidine alkaloids 4″-O-demethyllythridine and 14-epi-4″-O-demethyllythridine isolated from Heimia salicifolia was accomplished. The key steps in the synthesis were a copper(I)-catalyzed asymmetric intramolecular aza-Michael reaction to build a chiral 4-arylquinolizidine unit and an intramolecular Suzuki-Miyaura cross-coupling reaction to construct a macrolactone ring comprising a biphenyl moiety.

ALKALOIDS OF HEIMIA MONTANA

The alkaloid composition of the little known Heimia species, H. montana has been determined.A new alkaloid, demethylvertine, has been isolated from this species and a close biogenetic correlation with other members of the genus has been established.Differences in alkaloid metabolism among the three species of Heimia have been demonstrated.