137945-53-0

Basic information

• Product Name: [(6AR,10AR)-1-(TERT-BUTYL-DIMETHYL-SILANYLOXY)-3-(1,1-DIMETHYL-HEPTYL)-6,6-DIMETHYL-6A,7,10,10A-TETRAHYDRO-6H-BENZO[C]CHROMEN-9-YL]-METHANOL
• Synonyms: [(6AR,10AR)-1-(TERT-BUTYL-DIMETHYL-SILANYLOXY)-3-(1,1-DIMETHYL-HEPTYL)-6,6-DIMETHYL-6A,7,10,10A-TETRAHYDRO-6H-BENZO[C]CHROMEN-9-YL]-METHANOL
• CAS NO: 137945-53-0
• Molecular Formula: C31H52O3Si
• Molecular Weight: 500.82828
• Mol File: 137945-53-0.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: [(6AR,10AR)-1-(TERT-BUTYL-DIMETHYL-SILANYLOXY)-3-(1,1-DIMETHYL-HEPTYL)-6,6-DIMETHYL-6A,7,10,10A-TETRAHYDRO-6H-BENZO[C]CHROMEN-9-YL]-METHANOL(CAS DataBase Reference)
• NIST Chemistry Reference: [(6AR,10AR)-1-(TERT-BUTYL-DIMETHYL-SILANYLOXY)-3-(1,1-DIMETHYL-HEPTYL)-6,6-DIMETHYL-6A,7,10,10A-TETRAHYDRO-6H-BENZO[C]CHROMEN-9-YL]-METHANOL(137945-53-0)
• EPA Substance Registry System: [(6AR,10AR)-1-(TERT-BUTYL-DIMETHYL-SILANYLOXY)-3-(1,1-DIMETHYL-HEPTYL)-6,6-DIMETHYL-6A,7,10,10A-TETRAHYDRO-6H-BENZO[C]CHROMEN-9-YL]-METHANOL(137945-53-0)

Safety Data

• Hazardous Substances Data: 137945-53-0(Hazardous Substances Data)

Usage

General Description

The chemical compound [(6AR,10AR)-1-(tert-butyl-dimethyl-silanyloxy)-3-(1,1-dimethyl-heptyl)-6,6-dimethyl-6A,7,10,10A-tetrahydro-6H-benzo[c]chromen-9-yl]-methanol, also known as a synthetic cannabinoid, is a derivative of the natural compound THC. It contains a silanyloxy group and a tertiary butyl group, which confer stability and enhance its pharmacological properties. [(6AR,10AR)-1-(TERT-BUTYL-DIMETHYL-SILANYLOXY)-3-(1,1-DIMETHYL-HEPTYL)-6,6-DIMETHYL-6A,7,10,10A-TETRAHYDRO-6H-BENZO[C]CHROMEN-9-YL]-METHANOL acts as a potent agonist at the cannabinoid receptors in the brain and peripheral tissues, producing effects similar to those of THC. It has attracted interest for its potential therapeutic applications, particularly in the treatment of pain, inflammation, and neurodegenerative disorders. However, its use is also associated with various health risks and regulatory concerns due to its psychoactive properties and potential for abuse.

Upstream product

• 18162-48-6 tert-butyldimethylsilyl chloride 
• 113418-02-3 2,2-Dimethyl-propionic acid (6aR,10aR)-3-(1,1-dimethyl-heptyl)-1-hydroxy-6,6-dimethyl-6a,7,10,10a-tetrahydro-6H-benzo[c]chromen-9-ylmethyl ester 
• 137945-54-1 2,2-Dimethyl-propionic acid (6aR,10aR)-1-(tert-butyl-dimethyl-silanyloxy)-3-(1,1-dimethyl-heptyl)-6,6-dimethyl-6a,7,10,10a-tetrahydro-6H-benzo[c]chromen-9-ylmethyl ester 

Downstream Products

• 137945-48-3 ajulemic acid 
• 137945-49-4 (6aR,10aR)-1-((tert-butyldimethylsilyl)oxy)-6,6-dimethyl-3-(2-methyloctan-2-yl)-6a,7,10,10a-tetrahydro-6H-benzo[c]chromene-9-carboxylic acid 
• 137945-57-4 (6aR,10aR)-1-(tert-Butyl-dimethyl-silanyloxy)-3-(1,1-dimethyl-heptyl)-6,6-dimethyl-6a,7,10,10a-tetrahydro-6H-benzo[c]chromene-9-carbaldehyde 

Relevant articles and documents

ANTI-EMETIC USES OF (3R, 4R)-DELTA8-TETRAHYDROCANNABINOL-11-OIC ACIDS

The present invention relates to non-psychoactive derivatives of tetrahydrocannabinol, (3R,4R)-Δ8-THC-11-oic acids, for treating or preventing nausea and relieving symptoms thereof.

Synthetic Nonpsychotropic Cannabinoids with Potent Antiinflammatory, Analgesic, and Leukocyte Antiadhesion Activities

Two strategies for the design of therapeutically useful cannabinoids have been combined to produce compounds with greatly increased antiinflammatory activity and with a low potential for adverse side effects.Enantiomeric cannabinoids with a carboxylic acid group at position 7 and with an elongated and branched alkyl sidechain at position 5' have been synthesized and tested for antiinflammatory activity.They were effective when given orally at doses of 10 μg/kg in reducing paw edema in mice that had been induced by either arachidonic acid or platelet activating factor.Leukocyte adhesion to culture dishes was also reduced in peritoneal cells from mice in which the cannabinoids were orally administered in the same dose range as for the paw edema tests.Antinociception could be observed in the mouse hot plate assay; however, little stereochemical preference was seen in contrast to the above tests where the 3R,4R compounds are more active than the 3S,4S enantiomers.Finally, in agreement with earlier reports on the naturally occurring pentyl side chain acids, the synthetic acids showed little activity in producing catalepsy in the mouse, suggesting that they would be nonpsychotropic in humans.