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Merck

V9130

N-Vanillylnonanamide

≥97%, nicotinamide adenine dinucleotide phosphate inhibitor, powder

Synonym(s):

Capsaicin synthetic, N-(4-Hydroxy-3-methoxybenzyl)nonanamide, N-Vanillylpelargonamide, Nonanoic acid vanillylamide, Nonylvanylamide, Pelargonic acid vanillylamide, Pseudocapsaicin

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About This Item

Empirical Formula (Hill Notation):
C17H27NO3
CAS Number:
2444-46-4
Molecular Weight:
293.40
NACRES:
NA.77
PubChem Substance ID:
24278775
UNSPSC Code:
12352200
EC Number:
219-484-1
MDL number:
MFCD00017286
Beilstein/REAXYS Number:
2144300

Product Name

N-Vanillylnonanamide, ≥97%, powder

form

powder

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)

InChI key

RGOVYLWUIBMPGK-UHFFFAOYSA-N

SMILES string

CCCCCCCCC(=O)NCc1ccc(O)c(OC)c1

assay

≥97%

color

white to off-white

solubility

methanol: 100 mg/mL, clear to slightly hazy, colorless to deep brown-yellow

storage temp.

2-8°C

Quality Level

200

Gene Information

rat ... Trpv1(83810), Trpv4(66026)

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Application

N-Vanillylnonanamide has been used for the preparation of spicules. It has also been used to reduce the firing of most extrinsic sensory axons.

General description

N-Vanillylnonanamide has antifouling properties. It acts as an nicotinamide adenine dinucleotide phosphate (NADPH) inhibitor.

Other Notes

Synthetic analogue of capsaicin with similar bioactivity.

signalword

Danger

Hazard Classifications

Eye Dam. 1 - Resp. Sens. 1 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF5995V
WXBF3795V
WXBF2083V
BCCH3379
BCCH9144

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Coping with Biological Growth on Stone Heritage Objects: Methods, Products, Applications, and Perspectives (2017)
Measurement of strains experienced by viscerofugal nerve cell bodies during mechanosensitive firing using digital image correlation
Palmer G, et al.
American Journal of Physiology. Heart and Circulatory Physiology (2016)
Sphingolipids in Disease (2013)
S M Gardiner et al.
The American journal of physiology, 257(6 Pt 2), R1429-R1435 (1989-12-01)
The vasopressin-mediated recovery of arterial pressure observed in adult rats following pharmacological blockade of the sympathetic nervous and renin-angiotensin systems is reduced by neonatal capsaicin treatment. We now demonstrate a similar but reversible effect following treatment of adult Wistar or
Federica Villa et al.
Biotechnology letters, 31(9), 1407-1413 (2009-06-03)
The potential on N-vanillylnonanamide (NVN) in preventing the attachment of Pseudomonas stutzeri and a Bacillus cereus-group strain was investigated. NVN up to 852 microM was not toxic, nor was it an energy source for either organism. Microbial attachment assays were
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