573-13-7

Basic information

• Product Name: 6-METHOXY-2,2-DIMETHYL-2H-BENZO[H]CHROMENE
• Synonyms: 6-METHOXY-2,2-DIMETHYL-2H-BENZO[H]CHROMENE;LAPACHENOL;2,2-Dimethyl-6-methoxy-2H-naphtho[1,2-b]pyran;6-Methoxy-2,2-dimethyl-2H-naphtho[1,2-b]pyran;Lapachenole
• CAS NO: 573-13-7
• Molecular Formula: C₁₆H₁₆O₂
• Molecular Weight: 240.29704
• Mol File: 573-13-7.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 374.4°Cat760mmHg
• Flash Point: 152°C
• Appearance: /
• Density: 1.106g/cm³
• Vapor Pressure: 1.81E-05mmHg at 25°C
• Refractive Index: 1.592
• CAS DataBase Reference: 6-METHOXY-2,2-DIMETHYL-2H-BENZO[H]CHROMENE(CAS DataBase Reference)
• NIST Chemistry Reference: 6-METHOXY-2,2-DIMETHYL-2H-BENZO[H]CHROMENE(573-13-7)
• EPA Substance Registry System: 6-METHOXY-2,2-DIMETHYL-2H-BENZO[H]CHROMENE(573-13-7)

Safety Data

• Hazardous Substances Data: 573-13-7(Hazardous Substances Data)

Usage

Description

Lapachenol is the allergen of Paratecomba peroba.

Contact allergens

Lapachenol is contained in the heart-wood of Lapacho wood (Tabebuia avellanedae Lorentz, Bignoniaceae family). It is a secondary allergen, after lapachol and deoxylapachol, and likely a prohapten transformed in vivo into a quinone hapten.

InChI:InChI=1/C16H16O2/c1-16(2)9-8-11-10-14(17-3)12-6-4-5-7-13(12)15(11)18-16/h4-10H,1-3H3

Upstream product

• 917-64-6 methyl magnesium iodide 
• 24052-01-5 6-methoxy-7,8-benzocoumarin 
• 181364-86-3 4-Methoxy-naphthyl-⁽¹⁾-(1,1-dimethyl-propargyl)-aether 
• 107-86-8 3,3-dimethyl acrylaldehyde 
• 84-85-5 4-methoxynaphth-1-ol 
• 101431-60-1 6-methoxy-2,2-dimethyl-3,4-dihydro-2H-benzo[h]chromen-4-ol 
• 909576-35-8 5-bromo-6-methoxy-2,2-dimethyl-2H-naphtho[1,2-b]pyran 
• 79-22-1 methyl chloroformate 
• 909576-31-4 2-(2,3-epoxy-3-methylbutyl)-1,4-naphthoquinone 
• 645413-83-8 6-methoxy-2,2-dimethyl-3,4-dihydro-2H-naphtho[1,2-b]pyran-3-ol 
• 909576-32-5 2,2-dimethyl-3,4-dihydro-2H-naphtho[1,2-b]pyran-3,6-diol 
• 909576-33-6 5-bromo-6-methoxy-2,2-dimethyl-3,4-dihydro-2H-naphtho[1,2-b]pyran-3-ol 
• 909576-34-7 5-bromo-6-methoxy-2,2-dimethyl-3-tosyloxy-3,4-dihydro-2H-naphtho[1,2-b]pyran 
• 3568-90-9 deoxylapachol 

Downstream Products

• 102598-69-6 6-methoxy-2,2-dimethyl-2,3-dihydro-benzo[h]chromen-4-one-(2,4-dinitro-phenylhydrazone) 
• 20213-26-7 6-methoxy-2,2-dimethyl-3,4-dihydro-2H-benzo[h]chromene 
• 4707-32-8 2,2-dimethyl-3,4-dihydro-2H-benzo[h]chromene-5,6-dione 
• 4707-33-9 α-lapachone 
• 15297-92-4 2,2-dimethyl-2H-benzo[g]chromene-5,10-dione 

Relevant articles and documents

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Mollugin derivatives, optical isomer thereof, or pharmaceutically acceptable salts thereof, and a pharmaceutical composition for preventing or treating inflammatory bowel disease comprising the same as an active ingredient

The present invention relates to mollugin derivatives, an optical isomer thereof, or pharmaceutically acceptable salts thereof, and a pharmaceutical composition for preventing or treating inflammatory bowel disease comprising the same as an active ingredient. The mollugin derivatives of the present invention become salts easily by introducing an amine group, so that a solubility improvement effect is remarkable compared to existing poorly-soluble substances, and in the case of treatment with the mollugin derivatives, the activity of inhibiting the adhesion of U937 cells, which are monocytic cells, in TNF-andalpha; or IL-6-inducible HT-29 cells was excellent, thereby being useful as pharmaceutical compositions for prevention or treatment of inflammatory bowel disease.(AA) Example 7 (10 andmu;M)(BB) Example 21 (10 andmu;M)COPYRIGHT KIPO 2017

Molecular iodine catalyst promoted synthesis of chromans and 4-aryl-3,4-dihydrobenzopyran-2-ones via [3+3] cyclocoupling

Molecular iodine as an inexpensive catalyst is described in the construction of 2-substituted or 2,2-disubstituted chromans and 4-aryl-3,4-dihydrobenzopyran-2-ones via [3+3] cyclocoupling. For the synthesis of chromans, phenols and allylic alcohols were refluxed in chloroform in presence of 20 mol % I2while [3+3] cyclocoupling of phenols and cinnamic acids proceeded to give 4-aryl-3,4-dihydrobenzopyran-2-ones using 30 mol % I2. Later reaction occurs via a tandem hydroarylation-esterification process at 120-130 °C under solvent free conditions. Chromans were obtained in 20-92% yields and substituted 4-aryl-3,4-dihydrobenzopyran-2-ones were obtained in 5-85% yields.