Description References
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Nonivamide

Description References
Product Name
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
Formula Weight
293.4
MOL File
2444-46-4.mol
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Nonivamide Property

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
Odor Type
bland
JECFA Number
1599
BRN 
2144300
Stability:
Stable. Incompatible with strong oxidizing agents.
InChIKey
RGOVYLWUIBMPGK-UHFFFAOYSA-N
LogP
3.43
CAS DataBase Reference
2444-46-4(CAS DataBase Reference)
EPA Substance Registry System
Nonanamide, N-[(4-hydroxy-3-methoxyphenyl)methyl]- (2444-46-4)
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Safety

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
HazardClass 
6.1
PackingGroup 
II
HS Code 
29242990
Toxicity
mouse,LD50,intraperitoneal,8mg/kg (8mg/kg),Journal of Medicinal Chemistry. Vol. 36, Pg. 2595, 1993.
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H315Causes skin irritation

H317May cause an allergic skin reaction

H318Causes serious eye damage

H334May cause allergy or asthma symptoms or breathing difficulties if inhaled

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
V9130
Product name
N-Vanillylnonanamide
Purity
≥97%, powder
Packaging
1g
Price
$68.2
Updated
2024/03/01
Sigma-Aldrich
Product number
S567868
Product name
N-VANILLYLNONANOAMIDE
Purity
AldrichCPR
Packaging
50mg
Price
$179
Updated
2024/03/01
Sigma-Aldrich
Product number
PHL89820
Product name
N-Vanillylnonanamide
Purity
phyproof? Reference Substance
Packaging
25MG
Price
$286
Updated
2024/03/01
Sigma-Aldrich
Product number
15971
Product name
N-Vanillylnonanamide
Purity
analytical standard
Packaging
50MG
Price
$95.8
Updated
2024/03/01
TCI Chemical
Product number
M0900
Product name
N-Vanillylnonanamide [=Capsaicin (Synthetic)]
Purity
>98.0%(HPLC)(N)
Packaging
10g
Price
$161
Updated
2024/03/01
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Nonivamide Chemical Properties,Usage,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.

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

Preparation Products

CAPSANTHIN
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Nonivamide Suppliers

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View Lastest Price from Nonivamide manufacturers

Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
Capsaicin / Nonivamide Powder 2444-46-4
Price
US $120.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20ton
Release date
2024-05-15
Changsha Staherb Natural Ingredients Co., Ltd.
Product
Nonivamide 2444-46-4
Price
US $0.00/KG
Min. Order
1KG
Purity
≥98% HPLC
Supply Ability
1000KG
Release date
2022-09-30
Hebei Weibang Biotechnology Co., Ltd
Product
Nonivamide 2444-46-4
Price
US $1.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
10 mt
Release date
2024-11-08

2444-46-4, NonivamideRelated Search:

CHLOROPHOSPHONAZO III Docosanamide Ethyl 2-(Chlorosulfonyl)acetate Methoxyacetic acid Oxamide p-Anisaldehyde CAPSAICIN, SYNTHETIC ANALOG p-Anisidine Vanillic acid Folic acid Citric acid 4-Methoxybenzoic acid Azelaic acid Nonanoic acid Anisole (Trifluoromethoxy)benzene POLY(ETHYLENE GLYCOL) METHYL ETHER ACRYLATE Stearic acid

  • 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
  • N-PELARGONYLVANILLYLAMIDE
  • NONANOIC ACID VANILLYLAMIDE
  • NONANYL VANILLYLAMIDE
  • NONYLIC VANILLYLAMIDE
  • NONIVAMIDE
  • NONYLVANYLAMIDE
  • N-NONYLVANYLAMIDE
  • N-VANILLYLNONAMIDE
  • N-VANILLYLNONANAMIDE
  • N-VANILLYLPELARGONAMIDE
  • N-(4-HYDROXY-3-METHOXYBENZYL)NONANAMIDE
  • N-[(4-HYDROXY-3-METHOXYPHENYL)METHYL]-8-METHYL NONANAMIDE
  • N-[(4-HYDROXY-3-METHOXYPHENYL)METHYL]-NONANAMIDE
  • VANILLYLNONANAMIDE
  • VANILLYL PELARGONIC AMIDE
  • 8-METHYL-N-VANILLYLNONENAMIDE
  • CAPSAICIN (SYNTHETIC)
  • CAPSAICIN SYNTHETIC ANALOG
  • CAPSAICINE SYNTHETIC
  • CAPSAICIN, DIHYDRO-
  • Capsaicin (synthesis)(=n-Pelargonylvanillylamide)
  • Capsaicinsynthesispelargonylvanillylamide)
  • PSEUDOCAPSAICIN(NONIVAMIDE)(P)
  • PSEUDOCAPSAICIN(SEEPART#03137)(P)
  • N-VanillylnonanaMide&nbsp
  • NonvaMide
  • 8-Nordihydrocapsaicin
  • N-(4-Hydroxy-3-Methoxybenzyl)nonaMide
  • NSC 172795
  • N-Nonylvanylamide N-Pelargonic Acid Vanillylamide N-Pelargonylvanillylamide Capsaicin (Synthetic)
  • NonivaMide Synthetic
  • Nonivamide Pelargonic acid vanillylamide
  • capscaisin
  • Synthetic N-Vanillylnonamide
  • N-VANILLYLNONANOAMIDE
  • Nonivamide (pelargonic acid vanillylamide/PAVA)
  • Capasaicn
  • nonivamide powder
  • casaicin
  • DIHYDROCAPSAICIN(P)
  • Dihydrocapsacine
  • NONANOYLVANILLYLAMIDE
  • N-NONANOYLVANILLYLAMINE
  • NONANOYLVANILLAMIDE
  • VANILLYLN-NONOYLAMIDE
  • PAVA
  • VANILLYLNONOYLAMIDE
  • NONYLVANILLYLAMIDE
  • NONANOYL-4-HYDROXY-3-METHOXY-BENZYLAMINE
  • N-(4-hydroxy-3-methoxy-benzyl)pelargonamide