Nonivamide

Nonivamide
  • CAS No.:2444-46-4
Other grades of this product :
Nonivamide Basic information
Description References
Product Name:Nonivamide
Synonyms:Nonivamide(Synthetic Capsaicin);N-((Hydroxy-3-methoxyphenyl)methyl)4-nonanamide;N-Nonanoyl vanillylamide;Nonanamide, N-((4-hydroxy-3-methoxyphenyl)meth;SYNTHETIC CAPSAICIN;PELARGONYL VANILLYLAMIDE;PELARGONIC ACID VANILLYLAMIDE;N-PELARGONIC ACID VANILLYLAMIDE
CAS:2444-46-4
MF:C17H27NO3
MW:293.4
EINECS:219-484-1
Product Categories:Anilines, Aromatic Amines and Nitro Compounds;INORGANIC & ORGANIC CHEMICALS;Plant extract;Herb extract;Inhibitors;API
Mol File:2444-46-4.mol
Nonivamide Chemical Properties
Melting point 54°C
Boiling point 200-210 °C(Press: 0.05 Torr)
density 1,1 g/cm3
FEMA 2787 | NONANOYL 4-HYDROXY-3-METHOXYBENZYLAMIDE
Fp 190°C
storage temp. Sealed in dry,2-8°C
solubility methanol: 100 mg/mL, clear to slightly hazy
form powder
pka9.76±0.20(Predicted)
color white to off-white
JECFA Number1599
BRN 2144300
Stability:Stable. Incompatible with strong oxidizing agents.
InChIKeyRGOVYLWUIBMPGK-UHFFFAOYSA-N
CAS DataBase Reference2444-46-4(CAS DataBase Reference)
EPA Substance Registry SystemNonanamide, N-[(4-hydroxy-3-methoxyphenyl)methyl]- (2444-46-4)
Safety Information
Hazard Codes T,Xi
Risk Statements 25-36/37/38-43
Safety Statements 26-45-37/39-36/37
RIDADR UN 3462 6.1/PG 2
WGK Germany 3
RTECS RA5998000
19
HazardClass 6.1
PackingGroup II
HS Code 29242990
MSDS Information
ProviderLanguage
SigmaAldrich English
Nonivamide Usage And Synthesis
DescriptionNonivamide 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.
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
DescriptionNonanoyl-4-hydroxy-3-methoxybenzylamide is odorless with a pungent, burning taste. Synthesized from nonanyl chloride and vanillylamine.
Chemical Propertiesn-Nonanyl-4-hydroxy-3-methoxybenzyl-amide is an odorless compound, but has a pungent, burning taste
Chemical Propertiessolid
Usesanalgesic (topical), depletes Substance P
UsesN-Vanillylnonanamide is a synthetic analogue of Capsaicin (175680) with similar bioactivity.
DefinitionChEBI: 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.
PreparationFrom nonanyl chloride and vanillylamine.
references1. 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.>
Nonivamide Preparation Products And Raw materials
Preparation ProductsCAPSANTHIN

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