81944-09-4

Basic information

• Product Name: Z-LIGUSTILIDE
• Synonyms: cis-Ligustilide;Ligustilide A;(3Z)-3-Butylidene-4,5-dihydro-1(3H)-isobenzofuranone;LIGUSTILIDE, Z-(IN ACETONITRILE)(10.2Mg/ML)(P)
• CAS NO: 81944-09-4
• Molecular Formula: C₁₂H₁₄O₂
• Molecular Weight: 190.23836
• Product Categories: Heterocycles
• Mol File: 81944-09-4.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 168 °C
• Appearance: /
• Density: 1.10±0.1 g/cm3 (20 ºC 760 Torr)
• CAS DataBase Reference: Z-LIGUSTILIDE(CAS DataBase Reference)
• NIST Chemistry Reference: Z-LIGUSTILIDE(81944-09-4)
• EPA Substance Registry System: Z-LIGUSTILIDE(81944-09-4)

Safety Data

• Hazardous Substances Data: 81944-09-4(Hazardous Substances Data)

Usage

General Description

Z-LIGUSTILIDE is a natural compound found in a variety of plants, including Angelica sinensis, which is commonly known as dong quai. It is a member of the class of compounds known as phthalides and has been found to have various pharmacological activities, including anti-inflammatory, antioxidant, and neuroprotective effects. Z-LIGUSTILIDE has also been shown to have potential anti-cancer properties and may help to regulate blood pressure and cholesterol levels. Additionally, it has demonstrated potential in improving cognitive function and reducing the symptoms of several neurological disorders. These properties make Z-LIGUSTILIDE a promising compound for further research and potential therapeutic applications.

Upstream product

• 119-67-5 o-carboxybenzaldehyde 
• 87-41-2 2-benzofuran-1(3H)-one 
• 168288-19-5 3-hydroxybutyl phthalide 
• 16692-58-3 2-(pent-1'-enyl)benzoic acid 
• 168288-20-8 3-hydroxybutyl-4,5-dihydrophthalide 
• 94530-85-5 senkyunolide-G 
• 90826-58-7 angelicolide 
• 117005-27-3 senkyunolide P 
• 88182-33-6 (1Z,5S,5aS,8Z,10bS,10cS)-1,8-dibutylidene-5,5a,6,7,8,10b-hexahydro-1H-5,10c-ethanonaphtho[1,2-c:7,8-c']difuran-3,10-dione 
• 81957-73-5 Angeolide 

Downstream Products

• 72917-31-8 (Z)-3-(1-butylidene)phthalide 
• 112899-62-4 tokinolide A 
• 106533-40-8 (Z)-6,7-epoxyligustilide 

Relevant articles and documents

Synthesis of (Z)-ligustilide

The first synthesis of ligustilide (1) is described, starting from 2-formylbenzoic acid (2). The key step in synthesis is the Birch reduction of 3-hydroxybutyl-phthalide (4).

Structural Reassignment of rel-(3′ Z,3 R,6 R,7 R,3a′ R,6′ R)-3,8-Dihydrodiligustilide and the Activity of Diligustilide and 3,8-Dihydro- A nd 3,8,7′,7a′-Tetrahydrodiligustilides as Progestins

Several phthalides were semisynthesized, including a 3,8-dihydrodiligustilide with progesterone-like activity, previously isolated from Ligusticum chuanxiong, the structure of which was earlier assigned to a semisynthetic product with nonidentical spectroscopic constants. The structure of this natural phthalide was reassigned with a proposal of its absolute configuration. Phthalides acted as progestins in cell viability assays, immunofluorescence microscopy, and docking analysis. Therefore, the structures for natural and semisynthetic phthalides with potential use in hormone-related therapies were reassigned.

PHTHALIDE DIMERS FROM LIGUSTICUM CHUANGXIONG Hort.

Two new phthalide dimers, senkyunolide O (1) and senkyunolide P (2), along with three known phthalide dimers were isolated from the rhizome of Ligusticum chuangxiong Hort.On the basis of spectral analyses and chemical methods, the structures of these compounds were determined.