116064-77-8

Basic information

• Product Name: dehydromiltirone
• Synonyms: dehydromiltirone;1,2-Didehydromiltirone;20-Norabieta-1,5,7,9,13-pentene-11,12-dione;2-Isopropyl-8,8-dimethyl-7,8-dihydrophenanthrene-3,4-dione;7,8-Dihydro-2-isopropyl-8,8-dimethylphenanthrene-3,4-dione;Dehydrorosmariquinone;1,5,7,9,13-Abietapentaene-11,12-dione;7,8-Dihydro-8,8-dimethyl-2-(1-methylethyl)-3,4-phenanthrenedione
• CAS NO: 116064-77-8
• Molecular Formula: C₁₉H₂₀O₂
• Molecular Weight: 280.36
• Mol File: 116064-77-8.mol
• Article Data: 4

Chemical Properties

• Melting Point: 71-75℃ (hexane )
• Boiling Point: 423.8°Cat760mmHg
• Flash Point: 180.5°C
• Appearance: /
• Density: 1.116±0.06 g/cm3 (20 ºC 760 Torr)
• Vapor Pressure: 2.17E-07mmHg at 25°C
• Refractive Index: 1.57
• CAS DataBase Reference: dehydromiltirone(CAS DataBase Reference)
• NIST Chemistry Reference: dehydromiltirone(116064-77-8)
• EPA Substance Registry System: dehydromiltirone(116064-77-8)

Safety Data

• Hazardous Substances Data: 116064-77-8(Hazardous Substances Data)

Usage

Description

Dehydromiltirone is a naturally occurring compound that has been found to possess significant biological activities, particularly in the realm of enzyme inhibition. It is derived from various plant sources and has been the subject of research due to its potential therapeutic applications.

Uses

Used in Pharmaceutical Applications:
Dehydromiltirone is used as an enzyme inhibitor for its ability to inhibit acetylcholinesterase (AChE) and butyrylcholinesterase (BChE). These enzymes are responsible for the breakdown of acetylcholine, a neurotransmitter that plays a crucial role in cognitive function and memory. By inhibiting these enzymes, dehydromiltirone can potentially improve cognitive function and memory, making it a promising candidate for the treatment of neurodegenerative diseases such as Alzheimer's disease.
In addition to its use in the pharmaceutical industry, dehydromiltirone may also find applications in other industries, such as agriculture or environmental science, where enzyme inhibition could be beneficial. However, further research would be required to explore these potential applications fully.

InChI:InChI=1/C19H20O2/c1-11(2)14-10-12-7-8-15-13(6-5-9-19(15,3)4)16(12)18(21)17(14)20/h5-8,10-11H,9H2,1-4H3

Upstream product

• 126979-91-7 1,2-Dihydro-1,1-dimethyl-7-isopropylphenanthren-6-ol 
• 153661-62-2 7-Isopropyl-5,6-dimethoxy-1,1-dimethyl-2,3,9,10-tetrahydro-1H-phenanthren-4-one 
• 195001-73-1 7-Isopropyl-5,6-dimethoxy-1,1-dimethyl-1,2-dihydro-phenanthrene 
• 195001-37-7 7‐isopropyl‐5,6‐dimethoxy‐1,1‐dimethyl‐2,3‐dihydrophenanthren‐4 (1H)‐one 
• 88-69-7 2-(1-methylethyl)phenol 
• 2944-47-0 o-isopropylanisole 
• 22009-41-2 6-isopropyl-7-methoxy-3,4-dihydronaphthalen-1(2H)-one 
• 39863-68-8 1,2,3,4-Tetrahydro-1,1-dimethyl-6-methoxy-7-isopropylphenanthrene 
• 39863-61-1 4-(3'-Isopropyl-4'-methoxyphenyl)butyric acid 
• 39863-67-7 Methyl 4-(6-isopropyl-7-methoxy-1-naphthyl)butanoate 
• 94112-85-3 4-Oxo-4-(3'-isopropyl-4'-methoxyphenyl)butyric acid 
• 125554-15-6 5-(6-Isopropyl-7-methoxy-naphthalen-1-yl)-2-methyl-pentan-2-ol 
• 126979-90-6 1,2-Dihydro-1,1-dimethyl-6-methoxy-7-isopropylphenanthrene 
• 125554-08-7 7‐isopropyl‐6‐methoxy‐1,1‐dimethyl‐2,3‐dihydrophenanthren‐4(1H)‐one 

Relevant articles and documents

Semisynthesis of miltirone, 1,2-dehydromiltirone, saligerone from carnosic acid and cytotoxities of their derivatives

Miltirone, 1,2-dehydromiltirone, saligerone have been synthesized form carnosic acid. Among them, one step transformation of carnosic acid into miltirone was realized when decarboxylation/aromatization was promoted by Lewis acid. Moreover, 4 derivatives e

Use of conjugated dienones in cyclialkylations: Total syntheses of arucadiol, 1,2-didehydromiltirone, (±)-hinokione, (±)-nimbidiol, sageone, and miltirone

Functionalized hydrophenanthrenes can be prepared using a cyclialkylation-based strategy. These annulations are highly dependent on the directing effects of the arene substitutents and on conformational considerations. The utility of this methodology was featured in the syntheses of six diterpenoids.