14320-81-1

Basic information

• Product Name: verazine
• Synonyms: verazine;(20R)-20-[[(S)-3,4,5,6-Tetrahydro-5-methylpyridin]-2-yl]pregn-5-en-3β-ol;20-epi-Verazine
• CAS NO: 14320-81-1
• Molecular Formula: C₂₇H₄₃NO
• Molecular Weight: 397.65
• Mol File: 14320-81-1.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 510.9°Cat760mmHg
• Flash Point: 341.7°C
• Appearance: /
• Density: 1.19g/cm³
• Vapor Pressure: 1.42E-12mmHg at 25°C
• Refractive Index: 1.628
• CAS DataBase Reference: verazine(CAS DataBase Reference)
• NIST Chemistry Reference: verazine(14320-81-1)
• EPA Substance Registry System: verazine(14320-81-1)

Safety Data

• Hazardous Substances Data: 14320-81-1(Hazardous Substances Data)

Usage

Description

Verazine is an alkaloid that can be found in Veratrum album subsp. lobelianum. Its chemical structure has been confirmed through the synthesis of the alkaloid.
Usage:
Since the provided materials do not specify any particular uses for verazine, it is not possible to list its applications or the reasons for its use in different industries. However, if there were any known uses, the format for listing them would be as follows:
Used in [Application Industry]
Verazine is used as [application type] for [application reason]
For example, if verazine had known applications, it might look like this:
Used in Pharmaceutical Industry
Verazine is used as a therapeutic agent for [specific medical condition] due to its [particular property or effect].
Used in Chemical Industry
Verazine is used as a chemical intermediate for [specific chemical process] because of its [unique characteristic or reactivity].

References

Guenter Adam, Schreiber, Tomko., Justus Liebig's Ann. Chem., 707,203 ( 1967)

InChI:InChI=1/C27H43NO/c1-17-5-10-25(28-16-17)18(2)22-8-9-23-21-7-6-19-15-20(29)11-13-26(19,3)24(21)12-14-27(22,23)4/h6,17-18,20-24,29H,5,7-16H2,1-4H3/t17-,18-,20-,21-,22+,23-,24-,26-,27+/m0/s1

Upstream product

• 97763-02-5 verazinine 
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• 637029-17-5 (22R,25R)-3β-O-tert-butyldiphenylsilyloxy-26-hydroxy-5-furosten 

Relevant articles and documents

ALKALOIDS OF Zygadenus sibiricus. THE STRUCTURE OF VERAZININE

The alkaloids verazine, veratoylzygadenine, a base with mp 224-226 deg C, and a new alkaloid verazinine have been isolated from Zygadenus sibiricus (L).A.Gray.It has been established by chemical and spectral methods that verazinine is verazine 3-O-β-D-glycopyranoside.

Stereoselective Synthesis of (-)-Verazine and Congeners via a Cascade Ring-Switching Process of Furostan-26-acid

An efficient synthetic strategy for three natural seco-type cholestane alkaloids isolated from the Veratrum plants, based on commercially available naturally occurring and abundant (-)-diosgenin (1), as exemplified in the concise asymmetric synthesis of (-)-verazine (4), (-)-veramiline (5) (proposed structure), and its 22-epimer, (-)-oblonginine (6), is presented. This work highlights the application of a cascade ring-switching process of (-)-diosgenin to achieve the E-ring opening and construction of chiral six-membered lactone challenges in seco-type cholestane alkaloid synthesis. This approach enables the synthesis of related natural and nature-like novel cholestane alkaloids, opening up opportunities for more extensive exploration of cholestane alkaloid biology.

Synthesis of the veratrum alkaloids verazin from tomatid-5-en-3-beta-ol

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