529-05-5

Basic information

• Product Name: CHAMAZULEN
• Synonyms: 7-Ethyl-1,4-dimethylazulene;Azulene, 1,4-dimethyl-7-ethyl-;Azulene, 7-ethyl-1,4-dimethyl-;Ba 2784;ba2784;Camazulene;Dimethulen;Dimethulene
• CAS NO: 529-05-5
• Molecular Formula: C₁₄H₁₆
• Molecular Weight: 184.28
• EINECS: 208-449-6
• Product Categories: Active Pharmaceutical Ingredients
• Mol File: 529-05-5.mol
• Article Data: 10

Chemical Properties

• Melting Point: <25℃
• Boiling Point: bp12 161°; bp11 145°
• Flash Point: 137.4°C
• Appearance: /
• Density: 0.975±0.06 g/cm3 (20 ºC 760 Torr)
• Vapor Pressure: 0.00216mmHg at 25°C
• Refractive Index: 1.5500 (estimate)
• Storage Temp.: 2-8°C
• BRN: 1306577
• CAS DataBase Reference: CHAMAZULEN(CAS DataBase Reference)
• NIST Chemistry Reference: CHAMAZULEN(529-05-5)
• EPA Substance Registry System: CHAMAZULEN(529-05-5)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 529-05-5(Hazardous Substances Data)

Usage

Description

Chamazulene, an essential oil extract derived from the flowers of Matricaria chamomilla var. Chamomilla, is known for its potent anti-inflammatory and antibacterial properties. This natural compound has garnered significant attention for its potential therapeutic applications in various fields.

Uses

Used in Pharmaceutical Industry:
CHAMAZULEN is used as an active ingredient for its anti-inflammatory and antibacterial properties. It is particularly beneficial in the development of medications aimed at treating various inflammatory conditions and infections.
Used in Cosmetics Industry:
CHAMAZULEN is used as a key component in skincare products for its soothing and anti-inflammatory effects. It helps in reducing redness, irritation, and inflammation, making it an ideal ingredient for sensitive skin care formulations.
Used in Aromatherapy:
CHAMAZULEN is used as an essential oil in aromatherapy for its calming and relaxing effects. It can help alleviate stress, anxiety, and promote a sense of well-being.
Used in Agricultural Industry:
CHAMAZULEN is used as a natural pesticide and fungicide due to its antibacterial properties. It can help protect crops from harmful pathogens and improve overall plant health.
Used in Food and Beverage Industry:
CHAMAZULEN is used as a natural preservative and flavor enhancer in the food and beverage industry. Its anti-inflammatory and antibacterial properties can help extend the shelf life of products while adding a unique flavor profile.

InChI:InChI=1/C14H16/c1-4-12-7-5-10(2)13-8-6-11(3)14(13)9-12/h5-9H,4H2,1-3H3

Upstream product

• 10467-10-4 ethylmagnesium iodide 
• 3721-63-9 (+/-)-3t,8t-dimethyl-(3ar,8ac)-octahydro-azulen-5-one 
• 94162-99-9 dihydrodehydrocostus lactone 
• 37936-58-6 eremanthine 
• 856627-56-0 1,4-Dimethyl-7-aethyl-bicyclo<5.3.0>decanol-(8) 
• 68151-26-8 isodehydrocostus lactone 
• 38236-17-8 grilactone 
• 93552-70-6 anobin 
• 113807-34-4 artenolide 
• 26146-27-0 lindenenol A 
• 71267-06-6 (11S)-4ξ,6α,8β-trihydroxy-ambrosan-12-oic acid-8-lactone 
• 18454-88-1 3,6-dihydrochamazulene 
• 867380-17-4 1-chloro-7-ethyl-4-methyl-azulene 
• 13061-96-6 dihydroxy-methyl-borane 

Downstream Products

• 754229-18-0 1-(5-ethyl-3,8-dimethylazulen-1-yl)ethanone 

Relevant articles and documents

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ARTENOLIDE - A NEW DISESQUITERPENOID FROM Artemisia absinthium

A new sesquiterpene lactone, artenolide - C30H40O8, mp 163-174 deg C (ethanol) - has been isolated from the epigeal part of Artemisia absinthium L.On the basis of an analysis of spectral characteristics (IR, mass, and 1H and 13C NMR spectra) of the lactone itself and of a transformation product, a diguaiane structure is suggested for artenolide.

ARTAUSIN - A NEW SESQUITERPENE LACTONE FROM Artemesia austriaca

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ISODEHYDROCOSTUS LACTONE AND ISOZALUZANIN C, TWO GUAIANOLIDES FROM SAUSSUREA LAPPA

Two new guaianolides have been isolated from Saussurea lappa as minor components and have been named isodehydrocostus lactone and isozaluzanin C.A structure has been assigned to isodehydrocostus lactone on the basis of spectral data and correlation with estafiatin.The 1H NMR data and dehydrogenation studies show that the other highly crystalline guaianolide is isomeric with zaluzanin C.Earlier 3β-H-zaluzanin C has however been reported to occur as a colourless oil.Key Word Index-Saussurea lappa; Compositae; sesquiterpene lactone; guaianolides; dehydrocostus lactone; eremanthine; estafiatin; zaluzanin C; isozaluzanin C; isodehydrocostuslactone.

Approach to the blues: A highly flexible route to the azulenes

(Chemical Equation Presented) A palette of blues: Chlorobicyclo-[5.3.0] decatrienones are readily prepared from cycloheptatrienes by cycloaddition of dichloroketene, ring expansion with a diazoalkane, and dehydrochlorination in dimethylformamide. These compounds are used as intermediates in the regiocontrolled synthesis of a wide variety of natural and nonnatural azulenes (see scheme).