Nonivamide
- CAS No.
- 2444-46-4
- Chemical Name:
- Nonivamide
- Synonyms
- SYNTHETIC CAPSAICIN;N-VANILLYLNONANAMIDE;NON-4-ENE;capscaisin;Capsaicinoid;nonivamide powder;NONYLIC VANILLYLAMIDE;Nonylic acid vanillylamide;PELARGONIC ACID VANILLYLAMIDE;PAVA
- CBNumber:
- CB8103743
- Molecular Formula:
- C17H27NO3
- Molecular Weight:
- 293.4
- MDL Number:
- MFCD00017286
- MOL File:
- 2444-46-4.mol
- MSDS File:
- SDS
| Product description | Number | Pack Size | Price |
| N-Vanillylnonanamide ≥97%, powder | V9130 | 1g | $70.1 |
| N-VANILLYLNONANOAMIDE AldrichCPR | S567868 | 1 unit | $185 |
| N-Vanillylnonanamide phyproof? Reference Substance | PHL89820 | 25MG | $252 |
| N-Vanillylnonanamide analytical standard | 15971 | 50MG | $98.7 |
| N-VANILLYLNONANOAMIDE AldrichCPR | S567868 | 50mg | $179 |
| More product size | |||
| 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 |
| Flash point | 190°C |
| storage temp. | Sealed in dry,2-8°C |
| solubility | methanol: 100 mg/mL, clear to slightly hazy |
| pka | 9.76±0.20(Predicted) |
| form | powder |
| color | white to off-white |
| Odor | bland odorless |
| Odor Type | bland |
| JECFA Number | 1599 |
| BRN | 2144300 |
| Stability | Stable. Incompatible with strong oxidizing agents. |
| Major Application |
cleaning products cosmetics flavors and fragrances food and beverages personal care |
| Cosmetics Ingredients Functions | FRAGRANCE |
| InChI | 1S/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) |
| InChIKey | RGOVYLWUIBMPGK-UHFFFAOYSA-N |
| SMILES | CCCCCCCCC(=O)NCc1ccc(O)c(OC)c1 |
| LogP | 3.43 |
| CAS DataBase Reference | 2444-46-4(CAS DataBase Reference) |
| Substances Added to Food (formerly EAFUS) | NONANOYL 4-HYDROXY-3-METHOXYBENZYLAMIDE |
| EWG's Food Scores | 1 |
| FDA UNII | S846B891OR |
| EPA Substance Registry System | Nonanamide, N-[(4-hydroxy-3-methoxyphenyl)methyl]- (2444-46-4) |
| UNSPSC Code | 41116107 |
| NACRES | NA.24 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |    GHS05,GHS07,GHS08 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Danger | |||||||||
| Hazard statements | H315-H317-H318-H334-H335 | |||||||||
| Precautionary statements | P261-P264-P271-P280-P302+P352-P305+P351+P338 | |||||||||
| target organs | Respiratory system | |||||||||
| 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 | |||||||||
| F | 19 | |||||||||
| TSCA | TSCA listed | |||||||||
| HazardClass | 6.1 | |||||||||
| PackingGroup | II | |||||||||
| HS Code | 29242990 | |||||||||
| Storage Class | 11 - Combustible Solids | |||||||||
| Hazard Classifications | Eye Dam. 1 Resp. Sens. 1 Skin Irrit. 2 Skin Sens. 1 STOT SE 3 |
|||||||||
| Toxicity | mouse,LD50,intraperitoneal,8mg/kg (8mg/kg),Journal of Medicinal Chemistry. Vol. 36, Pg. 2595, 1993. | |||||||||
| NFPA 704 |
|
Nonivamide price More Price(49)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | V9130 | N-Vanillylnonanamide ≥97%, powder | 2444-46-4 | 1g | $70.1 | 2025-07-31 | Buy |
| Sigma-Aldrich | S567868 | N-VANILLYLNONANOAMIDE AldrichCPR | 2444-46-4 | 1 unit | $185 | 2025-07-31 | Buy |
| Sigma-Aldrich | PHL89820 | N-Vanillylnonanamide phyproof? Reference Substance | 2444-46-4 | 25MG | $252 | 2025-07-31 | Buy |
| Sigma-Aldrich | 15971 | N-Vanillylnonanamide analytical standard | 2444-46-4 | 50MG | $98.7 | 2025-07-31 | Buy |
| Sigma-Aldrich | S567868 | N-VANILLYLNONANOAMIDE AldrichCPR | 2444-46-4 | 50mg | $179 | 2024-03-01 | Buy |
Nonivamide Chemical Properties,Uses,Production
Description
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.
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
Description
Nonanoyl-4-hydroxy-3-methoxybenzylamide is odorless with a pungent, burning taste. Synthesized from nonanyl chloride and vanillylamine.
Chemical Properties
n-Nonanyl-4-hydroxy-3-methoxybenzyl-amide is an odorless compound, but has a pungent, burning taste
Chemical Properties
solid
Uses
analgesic (topical), depletes Substance P
Uses
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.
Synthesis
764-85-2
1196-92-5
2444-46-4
The general procedure for the synthesis of N-(4-hydroxy-3-methoxybenzyl)nonanamide from nonanoyl chloride and 4-(aminomethyl)-2-methoxyphenol was as follows: first, the hydrochloride or hydrobromide of 4-(aminomethyl)-2-methoxyphenol (1 mmol) was dissolved in anhydrous N,N-dimethylformamide (DMF) (2 mL). Subsequently, N,N-diisopropylethylamine (DIPEA) (2 mmol) was added to neutralize the salt and release the free amine. After stirring the reaction mixture for 10 minutes at room temperature, nonanoyl chloride (1 mmol) was slowly added. The reaction continued to be stirred at room temperature for 6 to 24 hours. Upon completion of the reaction, water (40 mL) was added to the reaction mixture to quench the reaction. The mixture was transferred to a partition funnel and extracted with dichloromethane (CH2Cl2) (3 x 6 mL). The organic phases were combined and concentrated under reduced pressure to obtain the crude product. Finally, the crude product was purified by silica gel column chromatography (eluent: hexane/ethyl acetate, 2:1 v/v) or preparative high-performance liquid chromatography (HPLC) (according to the analytical scheme described above) to afford the target compound N-(4-hydroxy-3-methoxybenzyl)nonanamide.
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.>
Nonivamide Preparation Products And Raw materials
Raw materials
1of2
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Xiamen AmoyChem Co., Ltd | +86-86-5926051114 +8615060885618 | sales@amoychem.com | China | 6369 | 58 |
| QINGDAO HONG JIN CHEMCIAL CO.,LTD. | +86-86-532-83657313 +86-18663969289 | hjt@hong-jin.com | China | 226 | 58 |
| Hangzhou Zelixir Biotech Co., Ltd. | +8618867646786 | neal.chen@zelixir.com | China | 232 | 58 |
| Hebei Chuanghai Biotechnology Co., Ltd | +8615350571055 | Sibel@chuanghaibio.com | China | 8753 | 58 |
| Shaanxi Dideu Medichem Co. Ltd | +86-29-81148696 +86-17392712697 | 1022@dideu.com | China | 3995 | 58 |
| Hebei Yanxi Chemical Co., Ltd. | +8618531123677 | faithe@yan-xi.com | China | 5853 | 58 |
| Hebei Chuanghai Biotechnology Co,.LTD | +86-13131129325 | sales1@chuanghaibio.com | China | 5242 | 58 |
| PNP Biotech Co. Ltd | +8618516098983 | sales@pnpbiotech.com | China | 1001 | 58 |
| Hebei Zhuanglai Chemical Trading Co.,Ltd | +8613343047651 | admin@zlchemi.com | China | 3692 | 58 |
| JINING XINHE CHEMICAL CO., LTD | +8615318402391 | sales@xinhepharma.com | China | 809 | 58 |
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View Lastest Price from Nonivamide manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
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2026-02-11 | Nonivamide
2444-46-4
|
0.99 | RongNa Biotechnology Co.,Ltd | ||||
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2026-02-09 | Nonivamide
2444-46-4
|
US $0.00 / KG | 1KG | ≥98% HPLC | 1000KG | Changsha Staherb Natural Ingredients Co., Ltd.
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2026-02-02 | Nonivamide
2444-46-4
|
US $37.00 / mg | 99.88% | 10g | TargetMol Chemicals Inc. |
-
- Nonivamide
2444-46-4
- 0.99
- RongNa Biotechnology Co.,Ltd
-
- Nonivamide
2444-46-4
- US $0.00 / KG
- ≥98% HPLC
- Changsha Staherb Natural Ingredients Co., Ltd.
-
- Nonivamide
2444-46-4
- US $37.00 / mg
- 99.88%
- TargetMol Chemicals Inc.
