19877-89-5

Basic information

• Product Name: vincanol
• Synonyms: vincanol;(3α,14α,16α)-14,15-Dihydroeburnamenin-14-ol
• CAS NO: 19877-89-5
• Molecular Formula: C₁₉H₂₄N₂O
• Molecular Weight: 296.412
• EINECS: 243-388-9
• Mol File: 19877-89-5.mol
• Article Data: 12

Chemical Properties

• Melting Point: 108-110 °C
• Boiling Point: 484.4 °C at 760 mmHg
• Flash Point: 246.8 °C
• Appearance: /
• Density: 1.35 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.719
• PKA: 14.30±0.40(Predicted)
• CAS DataBase Reference: vincanol(CAS DataBase Reference)
• NIST Chemistry Reference: vincanol(19877-89-5)
• EPA Substance Registry System: vincanol(19877-89-5)

Safety Data

• Hazardous Substances Data: 19877-89-5(Hazardous Substances Data)

Usage

InChI:InChI=1/C19H24N2O/c1-2-19-9-5-10-20-11-8-14-13-6-3-4-7-15(13)21(16(22)12-19)17(14)18(19)20/h3-4,6-7,16,18,22H,2,5,8-12H2,1H3/t16-,18+,19-/m0/s1

Upstream product

• 111687-23-1 19-oxoeburnamonine 
• 4880-88-0 vinburnine 
• 111687-22-0 (1S,12bS)-1-ethyl-1-(2-hydroxyethyl)-4-oxo-2,3,6,7,12,12b-hexahydro-1H-indolo[2,3-a]quinolizine 
• 111687-25-3 (1S,12bR)-1-ethyl-1-(2-hydroxyethyl)-4-oxo-2,3,6,7,12,12b-hexahydro-1H-indolo[2,3-a]quinolizine 
• 102631-76-5 3-Ethyl-3-((E)-2-nitro-vinyl)-tetrahydro-pyran-2-one 
• 111154-23-5 3-(3-Ethyl-2-methoxy-tetrahydro-furan-3-yl)-propionic acid 
• 111154-20-2 3-Ethyl-5-hydroxy-3-(3-hydroxy-propyl)-dihydro-furan-2-one 
• 199190-53-9 3-(3-Ethyl-2-oxo-tetrahydro-furan-3-yl)-propionic acid 
• 1354568-46-9 (S)-2-allyl-2-ethyl-N-benzoyl-δ-valerolactam 

Downstream Products

• 1617-90-9 vincamin 
• 65026-49-5 (15S,19S)-15-ethyl-1,11-diazapentacyclo[9.6.2.0^2,7.0^8,18.0^15,19]nonadeca-2,4,6,8⁽¹⁸⁾-tetraene 
• 4880-88-0 vinburnine 
• 2580-88-3 (-)-eburnamonine 

Related news

Vincamine and vincanol (cas 19877-89-5) are potent blockers of voltage-gated Na + channels09/25/2019

The effects of three vinca derivatives on [ 3 H]batrachotoxin binding in rat cortical synaptosomes, on the inhibition of whole-cell Na + currents evoked in voltage-clamped cortical neurones of the rat, on the protection against veratridine-induced cell death in cortical cultures ...detailed

Relevant articles and documents

Intermediate and preparation method and application thereof in synthesis of vinorchine

The invention relates to the technical field of chemical drug synthesis, and discloses an application of an intermediate or a preparation method thereof in synthesis of vinorchin, adopts a modular synthetic strategy, adopts the compound D with 1 ring structures and C20 quaternary carbon centers, 5 (i.e. the compound 5) as a synthesis building block. The operation is simple and reaction conditions are easy for large-scale amplification effect.

The synthesis of melohenine B and a related natural product

A concise synthesis of melohenine B and O-ethyl-14-epimelohenine B, from eburnamonine, was achieved via a biomimetic diastereoselective singlet oxygen-mediated oxidative cleavage of the indole C2-C7 bond. These studies enabled the assignment of the absolute configuration of the natural products. In line with a proposed biosynthetic pathway, the resulting nine-membered ring containing products could be converted to the corresponding quinolones.

Synthesis of Vinca Alkaloids and Related Compounds. Part LXVIII. Two Diastereoisomeric Aspidosperma-Eburnea Type Bis-indoles: Their Synthesis and Structure Revisited

With the aim of clarifying their previously incorrectly depicted structure, the indole-indoline type compounds 11 and 12 were synthesized via different routes.The results presented here are a detailed account of the synthetic aspects of this work, and also redress some points of an earlier paper on this topic.