Nonivamide

Synonym(s):Nonivamide;Pseudocapsaicin;Nonanoic acid vanillylamide;Capsaicin synthetic;N-(4-Hydroxy-3-methoxybenzyl)nonanamide

CAS NO.：2444-46-4
Empirical Formula: C17H27NO3
Molecular Weight: 293.4
MDL number: MFCD00017286
EINECS: 219-484-1
SAFETY DATA SHEET (SDS)
Update Date: 2026-04-03 14:17:14

What is Nonivamide?

Description

Nonanoyl-4-hydroxy-3-methoxybenzylamide is odorless with a pungent, burning taste. Synthesized from nonanyl chloride and vanillylamine.

Chemical properties

solid

Chemical properties

n-Nonanyl-4-hydroxy-3-methoxybenzyl-amide is an odorless compound, but has a pungent, burning taste

The Uses of Nonivamide

analgesic (topical), depletes Substance P

The Uses of Nonivamide

N-Vanillylnonanamide is a synthetic analogue of Capsaicin (175680) with similar bioactivity.

What are the applications of Application

Nonivamide is a capscaicin analog and less potent agonist of the TRPV1

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.>

Properties of Nonivamide

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
form	powder
pka	9.76±0.20(Predicted)
color	white to off-white
Odor	bland odorless
JECFA Number	1599
BRN	2144300
Stability:	Stable. Incompatible with strong oxidizing agents.
CAS DataBase Reference	2444-46-4(CAS DataBase Reference)
EPA Substance Registry System	Nonanamide, N-[(4-hydroxy-3-methoxyphenyl)methyl]- (2444-46-4)

Safety information for Nonivamide

Signal word	Danger
Pictogram(s)	Corrosion Corrosives GHS05 Exclamation Mark Irritant GHS07 Health Hazard GHS08
GHS Hazard Statements	H315:Skin corrosion/irritation H317:Sensitisation, Skin H318:Serious eye damage/eye irritation H334:Sensitisation, respiratory H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes	P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P271:Use only outdoors or in a well-ventilated area. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of soap and water. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.