65281-77-8

Usage

Uses

Used in Analytical Chemistry:
12,14-Dichlorodehydroabietic acid is used as a flocculation agent in analytical pre-concentration steps. It aids in the aggregation and separation of particles, enhancing the efficiency of sample preparation and analysis.
Used in Environmental Management:
As a known chloro-organic pollutant found in paper mill wastewater, 12,14-Dichlorodehydroabietic acid is a target for environmental monitoring and pollution control efforts. Its presence in wastewater necessitates the development and implementation of effective treatment methods to mitigate its impact on the environment and human health.

InChI:InChI=1/C20H26Cl2O2/c1-11(2)16-14(21)10-13-12(17(16)22)6-7-15-19(13,3)8-5-9-20(15,4)18(23)24/h10-11,15H,5-9H2,1-4H3,(H,23,24)/t15-,19-,20-/m1/s1

Upstream product

• 1740-19-8 dehydroabietic acid 

Downstream Products

• 915150-89-9 12,14-dichloro-13-isopropyl-7-tosyloxyiminepodocarpe-8,11,13-triene-15-carboxylic acid methyl ester 
• 915151-14-3 12,14-dichloro-13-isopropyl-8,11a-dimethyl-6-oxo-5-(5-phenylpent-4-ynyl)-6,7,7a,8,9,10,11,11a-octahydro-5H-dibenzo[b,d]azepine-8-carboxylic acid methyl ester 
• 915151-01-8 12,14-dichloro-13-isopropyl-8,11a-dimethyl-6-oxo-5-[5-(3-iodophenyl)pent-4-ynyl]-6,7,7a,8,9,10,11,11a-octahydro-5H-dibenzo[b,d]azepine-8-carboxylic acid methyl ester 
• 915151-02-9 12,14-dichloro-13-isopropyl-8,11a-dimethyl-6-oxo-5-[5-(4-iodophenyl)pent-4-ynyl]-6,7,7a,8,9,10,11,11a-octahydro-5H-dibenzo[b,d]azepine-8-carboxylic acid methyl ester 

Relevant academic research and scientific papers

Novel oxime and oxime ether derivatives of 12,14-dichlorodehydroabietic acid: Design, synthesis, and BK channel-opening activity

Oxime ether derivatives of the benzylic ketone of 12,14-dichlorodehydroabietic acid (diCl-DHAA, 4b) were synthesised, and their BK channel-opening activity was evaluated in an assay system of CHO-K1 cells expressing hBKα channels. Oxime ether structure on the B ring of diCl-DHAA significantly increased the BK channel-opening activity.

Design, synthesis, and characterization of BK channel openers based on oximation of abietane diterpene derivatives

Oxime ether derivatives at the benzylic position of unsubstituted, dichloro, trichloro, and monobromo derivatives of the aromatic C-ring of dehydroabietic acid and podocarpic acid were synthesized and evaluated as BK channel openers in an assay system of CHO-K1 cells expressing hBKα channels. Detailed SAR analysis showed that the oximation was particularly effective in the cases of dehydroabietic acid derivatives, and some of these oxime derivatives showed more potent BK channel activities than the standard compound, NS1619. The present studies provide a new structural basis for development of efficient BK channel openers.

Design, synthesis, and BK channel-opening activity of hexahydrodibenzazepinone derivatives

In order to explore new scaffolds for large-conductance Ca2+-activated K+ channel (BK channel) openers, we carried out molecular design and synthesis on the basis of the following two concepts: (1) introduction of a heteroatom into t

Dehydroabietic acid derivatives as a novel scaffold for large-conductance calcium-activated K+ channel openers

We found that the dehydroabietic acid structure is a new scaffold for chemical modulators of large-conductance calcium-activated K+ channels (BK channels). Structure-activity relationship (SAR) studies of the dehydroabietic acid derivatives and related non-aromatic compounds such as pimaric acid revealed the importance of the carboxyl functionality and an appropriate hydrophobic moiety of the molecules for BK channel-opening ability.