7553-53-9

Usage

Uses

Used in Neurobiological Research:
Capsaicin (E/Z-Mixture) is used as a research tool in the field of neurobiology, where it helps in understanding the mechanisms of pain perception and the role of vanilloid receptors in the nervous system. Its agonistic properties allow researchers to study the interactions between these receptors and other molecules, leading to a better understanding of pain signaling and potential therapeutic targets.
Used as a Topical Analgesic:
Capsaicin (E/Z-Mixture) is utilized as a topical analgesic to provide relief from pain, particularly in conditions such as arthritis, neuropathic pain, and muscle soreness. Its ability to activate vanilloid receptors on sensory neurons leads to a temporary desensitization of these neurons, reducing the sensation of pain and providing relief to the affected area.
Used in the Food Industry:
Capsaicin (E/Z-Mixture) is also used in the food industry to add spiciness and flavor to various dishes. Its presence in paprika and cayenne gives these spices their characteristic heat and taste, making them popular ingredients in a wide range of cuisines worldwide.
Used in Pharmaceutical Applications:
Due to its analgesic properties, Capsaicin (E/Z-Mixture) is employed in the development of pharmaceutical products for pain management. It is used in the formulation of creams, gels, and patches that provide targeted relief for localized pain, making it a valuable component in the treatment of various painful conditions.

Upstream product

• 1031721-21-7 (E)-{7-[bis(carboxymethyl)amino]coumarin-4-yl}methyl 2-methoxy-4-[(8-methylnon-6-enamido)methyl]phenyl carbonate 
• 1196-92-5 Vanillylamin 
• 498-00-0 4-hydroxymethyl-2-methoxyphenol 
• 61152-59-8 4-hydroxy-4-(4-hydroxy-3-methoxyphenyl)butan-2-one 
• 121-33-5 vanillin 
• 7149-10-2 vanillylamine hydrochloride 
• 2067-33-6 5-bromopentanoic acid 
• 598-23-2 3-methyl-but-1-yne 

Downstream Products

• 1196-92-5 Vanillylamin 
• 19408-84-5 dihydrocapsaicin 
• 1031721-28-4 (E)-{7-[bis(tert-butoxycarbonylmethyl)amino]coumarin-4-yl}methyl 2-methoxy-4-[(8-methylnon-6-enamido)methyl]phenyl carbonate 

Relevant academic research and scientific papers

All Non-Carbon B3NO2 Exotic Heterocycles: Synthesis, Dynamics, and Catalysis

The B3NO2 six-membered heterocycle (1,3-dioxa-5-aza-2,4,6-triborinane=DATB), comprising three different non-carbon period 2 elements, has been recently demonstrated to be a powerful catalyst for dehydrative condensation of carboxylic acids and amines. The tedious synthesis of DATB, however, has significantly diminished its utility as a catalyst, and thus the inherent chemical properties of the ring system have remained virtually unexplored. Here, a general and facile synthetic strategy that harnesses a pyrimidine-containing scaffold for the reliable installation of boron atoms is disclosed, giving rise to a series of Pym-DATBs from inexpensive materials in a modular fashion. The identification of a soluble Pym-DATB derivative allowed for the investigation of the dynamic nature of the B3NO2 ring system, revealing differential ring-closing and -opening behaviors depending on the medium. Readily accessible Pym-DATBs proved their utility as efficient catalysts for dehydrative amidation with broad substrate scope and functional-group tolerance, offering a general and practical catalytic alternative to reagent-driven amidation.

SYNTHESIS OF AMIDES AND AMINES FROM ALDEHYDES OR KETONES BY HETEROGENEOUS METAL CATALYSIS

This invention concerns the first mild and efficient synthesis of primary amines and amides from aldehydes or ketones using a heterogeneous metal catalystand amine donor. The initial heterogeneous metal- catalyzed reaction between the carbonyl and the amine donor components is followed up with the addition of a suitable acylating agent component in one-pot. Hence, the present invention provides a novel catalytic one-pot three-component synthesis of amides. Moreover, the integration of enzyme catalysis allows for eco-friendly one-pot co-catalytic synthesis ofamides from aldehyde and ketone substrates, respectively. The process can be applied to the co-catalytic one-pot three-component synthesis of capsaicin and its analogues from vanillin or vanillyl alcohol. It can also be applied for asymmetric synthesis. In the present invention, a novel co-catalytic reductive amination/dynamic kinetic resolution (dkr) relay sequence for the asymmetric synthesis of optically active amides from ketones is disclosed. Moreover, implementation of a catalytic reductive amination/kinetic resolution (kr) relay sequence produces the corresponding optically active amide product and optical active primary amine product with the opposite stereochemistry from the starting ketones.

Integrated Heterogeneous Metal/Enzymatic Multiple Relay Catalysis for Eco-Friendly and Asymmetric Synthesis

Organic synthesis is in general performed using stepwise transformations where isolation and purification of key intermediates is often required prior to further reactions. Herein we disclose the concept of integrated heterogeneous metal/enzymatic multiple relay catalysis for eco-friendly and asymmetric synthesis of valuable molecules (e.g., amines and amides) in one-pot using a combination of heterogeneous metal and enzyme catalysts. Here reagents, catalysts, and different conditions can be introduced throughout the one-pot procedure involving multistep catalytic tandem operations. Several novel cocatalytic relay sequences (reductive amination/amidation, aerobic oxidation/reductive amination/amidation, reductive amination/kinetic resolution and reductive amination/dynamic kinetic resolution) were developed. They were next applied to the direct synthesis of various biologically and optically active amines or amides in one-pot from simple aldehydes, ketones, or alcohols, respectively.

EFFICIENT SYNTHESIS OF AMINES AND AMIDES FROM ALCOHOLS AND ALDEHYDES BY USING CASCADE CATALYSIS

The present invention relates generally to an eco-friendly methodology for the conversion of alcohols and aldehydes to amines and amides using an integrated enzyme cascade system with metal-and organocatalysis. More specifically, the present invention relates to synthesis of capsaicinoids starting from vanillin alcohol and using a combination of an enzyme cascade system and catalysts. Furthermore, the method also relates to synthesis of capsaicinoids derivatives starting from vanillin alcohol derivatives and using a combination of an enzyme cascade system and catalysts.

COMPOSITIONS AND METHODS FOR THE TREATMENT OF LOCAL PAIN

The invention relates to the compounds of formula I or its pharmaceutical acceptable salts, as well as polymorphs, solvates, enantiomers, stereoisomers and hydrates thereof. The pharmaceutical compositions comprising an effective amount of compounds of formula I, and methods for the treatment of local pain may be formulated for oral, buccal, rectal, topical, transdermal, transmucosal, intravenous, parenteral administration, syrup, or injection. Such compositions may be used to treatment of moderate to severe pain, neuropathic pain, post herpetic neuralgia and rheumatic pains.

{7-[Bis(carboxymethyl)amino]coumarin-4-yl}methoxycarbonyl derivatives for photorelease of carboxylic acids, alcohols/phenols, thioalcohols/thiophenols, and amines

Light-induced release of biomolecules from inactive precursor molecules represents a powerful method to study cellular processes with high temporal and spatial resolution. Here we report the synthesis and photochemistry of a series of {7-[bis(carboxymethyl)amino]coumarin-4-yl}methyl carboxylates, carbonates, carbamates, and thiocarbonates as potential phototriggers for compounds with COOH, OH, NH2, and SH functions. The compounds are soluble in aqueous buffer, show low fluorescence, and are efficiently photolysed by irradiation with UV/Vis or IR light to release carboxylates, alcohols, phenols, amines, thioalcohols, or thiophenols.