2444-46-4 Usage
Description
Different sources of media describe the Description of 2444-46-4 differently. You can refer to the following data:
1. Nonivamide is also called pelargonic acid vanillylamide or PAVA. It is a capsaicinoid. Nonivamide, isolated from peppers, is a naturally occurring analog of capsaicin (sc-3577). Similar to capsaicin, nonivamide can activate the TRPV1 receptor, thus, stimulate the firing rate of dopaminergic neurons in the ventral tegmental area of the brain and to increase the expression of the serotonin receptor gene HTR2A. Nonivamide is with lower TRPV1 binding affinity, thus, a reduced pungency (9 200 000 scoville heat units) compared to capsaicin (16 000 000 scoville heat units).
Nonivamide is used in the food production to add a hot sensation to flavoring agents and spice mixtures. It is also used in the sweets and confectionary industries to add hot sensation into products. In pharmaceutical industries, nonivamide is used as a cheaper alternative for capsaicin. Warming or heating ointment of nonivamide is used for temporary relief of pain from conditions such as rheumatism, arthritis, lumbao, muscular aches, sprains and strains, sporting injuries and other conditions where local warmth is beneficial. Finalgon is one of the common product utilizing nonivamide for this purpose. Nonivamide is also used as an incapacitant spray, affecting the assailed person’s eyes, causing intense pain and swelling.
2. Nonanoyl-4-hydroxy-3-methoxybenzylamide is odorless with a pungent, burning taste. Synthesized from nonanyl chloride and vanillylamine.
References
[1] https://www.scbt.com/scbt/product/nonivamide-2444-46-4
[2] https://pubchem.ncbi.nlm.nih.gov/compound/N-Vanillylnonanamide#section=Clinical-Trials
[3] https://cot.food.gov.uk/sites/default/files/cot/cotsection.pdf
Chemical Properties
Different sources of media describe the Chemical Properties of 2444-46-4 differently. You can refer to the following data:
1. n-Nonanyl-4-hydroxy-3-methoxybenzyl-amide is an odorless compound, but has a pungent, burning taste
2. solid
Uses
Different sources of media describe the Uses of 2444-46-4 differently. You can refer to the following data:
1. analgesic (topical), depletes Substance P
2. N-Vanillylnonanamide is a synthetic analogue of Capsaicin (175680) with similar bioactivity.
Definition
ChEBI: A capsaicinoid that is the carboxamide resulting from the formal condensation of the amino group of 4-hydroxy-3-methoxybenzylamine with the carboxy group of nonanoic acid. It is the active ingredient in many pepper sprays.
Preparation
From nonanyl chloride and vanillylamine.
references
1. m. j. caterina, m. a. schumacher, m. tominaga, t. a. rosen, j. d. levine and d. julius, nature 1997, 389, 816-824. 2. y. g. gil and m. k. kang, life sci 2008, 82, 997-1003. 3. y. s. lee, d. h. nam and j. a. kim, cancer lett 2000, 161, 121-130. 4. h. c. chang, s. t. chen, s. y. chien, s. j. kuo, h. t. tsai and d. r. chen, hum exp toxicol 2011, 30, 1657-1665. 5. k. c. brown, t. r. witte, w. e. hardman, h. luo, y. c. chen, a. b. carpenter, j. k. lau and p. dasgupta, plos one 2010, 5, e10243.>
Check Digit Verification of cas no
The CAS Registry Mumber 2444-46-4 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,4,4 and 4 respectively; the second part has 2 digits, 4 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 2444-46:
(6*2)+(5*4)+(4*4)+(3*4)+(2*4)+(1*6)=74
74 % 10 = 4
So 2444-46-4 is a valid CAS Registry Number.
InChI:InChI=1/C17H27NO3/c1-3-4-5-6-7-8-9-17(20)18-13-14-10-11-15(19)16(12-14)21-2/h10-12,19H,3-9,13H2,1-2H3,(H,18,20)
2444-46-4Relevant articles and documents
Preparation method of capsaicin and capsaicin prepared by using method
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, (2021/06/26)
The invention relates to a capsaicin preparation method and capsaicin prepared by the method. The preparation method comprises the steps that: in the presence of an organic solvent and a catalyst, vanillylamine and carboxylic acid serve as reactants, after amidation reaction, capsaicin reaction liquid is obtained, and the catalyst comprises a boric acid ester compound. Compared with the prior art, the capsaicin preparation method provided by the invention has the following beneficial effects: 1) a large amount of water is not generated in the reaction process, violent reflux for water separation is not needed, the production cost is reduced, and the production safety is improved; 2) boric acid is replaced by the boric acid ester compound, so that the reaction time can be shortened, the reaction yield can be improved, and the product purity is very high; and 3) the boric acid ester compound can be recycled after proper treatment after the reaction, so that the production cost is saved, and green production is realized.
Novel method for preparing N-(4-hydroxy-3-methoxybenzyl) nonamine without catalyst
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Paragraph 0018; 0020-0031, (2021/07/14)
The invention belongs to the technical field of chemical synthesis, and discloses a novel catalyst-free method for preparing N-(4-hydroxy-3-methoxybenzyl) nonanolamine, which comprises the following steps: by taking 4-hydroxy-3-methoxybenzyl amine and n-nonanoic acid as raw materials and ethyl acetate as a solvent, adding a water absorbent into a high-pressure reaction kettle, heating to 75 DEG C, stirring and reacting for 14-16 hours to prepare N-(4-hydroxy-3-methoxybenzyl) nonyl amine; wherein the molar ratio of the 4-hydroxy-3-methoxybenzylamine to the n-nonanoic acid is 1: 1. The process is simple, the production cost is greatly reduced, the reaction conditions are simple, the operation is easy, the product yield is high, the purity is high, the solvent recovery rate is high, the method is green and environment-friendly, and the obtained N-(4-hydroxy-3-methoxybenzyl) nonamine product is stable in quality and suitable for industrial production.
Method for preparing azelaic acid vanilla amide (by machine translation)
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Paragraph 0005; 0032-0051, (2020/11/22)
3 - Methoxyl 3 - hydroxybenzylamine and n-nonanoic acid are subjected to dehydration reaction under the catalytic action of aryl boronic acid, and the reaction time is -4 - and after stirring, the organic solvent is 3 - removed.4 - The method further comprises the following steps 1 of cooling to room temperature under the catalysis of aryl boronic acid; stirring after 1.2 adding water to obtain a pale yellow transparent -4 - liquid; and carrying out 10% dehydration reaction under a catalytic 25 °C - 85 °C action of aryl boronic 20min - 5h acid to obtain a white solid powder of anisononanoic acid. The method is simple in process, low in cost, high in yield, high in atom economy, low in reaction condition, high in product purity and environmentally friendly. (by machine translation)