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OLVANIL

CAS No.
58493-49-5
Chemical Name:
OLVANIL
Synonyms
Ovanil;OLVANIL;NE-19550;N-VANILLYLOLEAMIDE;N-VANILLYLOLEOYLAMIDE;N-Vannilyloleoylamide;(n-vanillyl)-9-oleamide;N-VANILLYL-9-OCTADECENAMIDE;Olvanil (cis- and trans- mixture);N-(4-Hydroxy-3-methoxybenzyl)oleamide
CBNumber:
CB5461006
Molecular Formula:
C26H43NO3
Molecular Weight:
417.62
MDL Number:
MFCD00673962
MOL File:
58493-49-5.mol
Last updated:2023-06-30 15:45:59

OLVANIL Properties

Melting point 36 °C
Boiling point 596.1±50.0 °C(Predicted)
Density 0.982±0.06 g/cm3(Predicted)
storage temp. −20°C
solubility H2O: <0.2mg/mL
form powder
pka 9.76±0.20(Predicted)
color white to off-white
FDA UNII 4P7KIU7003

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS02,GHS07
Signal word  Danger
Hazard statements  H225-H319
Precautionary statements  P210-P233-P240-P241-P242-P243-P264-P280-P303+P361+P353-P305+P351+P338-P337+P313-P370+P378-P403+P235-P501
WGK Germany  3
RTECS  RG2242130
NFPA 704
3
2 0

OLVANIL price More Price(15)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich O0257 Olvanil powder 58493-49-5 10mg $191 2024-03-01 Buy
Alfa Aesar J67092 Olvanil, 98% 58493-49-5 25mg $294 2021-12-16 Buy
Alfa Aesar J67092 Olvanil, 98% 58493-49-5 5mg $73.3 2021-12-16 Buy
Cayman Chemical 90262 Olvanil ≥98% 58493-49-5 5mg $53 2024-03-01 Buy
Cayman Chemical 90262 Olvanil ≥98% 58493-49-5 10mg $96 2024-03-01 Buy
Product number Packaging Price Buy
O0257 10mg $191 Buy
J67092 25mg $294 Buy
J67092 5mg $73.3 Buy
90262 5mg $53 Buy
90262 10mg $96 Buy

OLVANIL Chemical Properties,Uses,Production

Description

Olvanil is a structural analog of capsaicin, which is the noxious active component of hot peppers of the Capsicum genus. It is the amide of vanillylamine and oleic acid. Olvanil acts as an agonist at the vanilloid receptor, VR1, inducing desensitization analgesia in rat and mouse models of pain. Olvanil has complex interactions with the cannabinoid system, in that it potentiates the agonist activity of endogenous cannabinoids by inhibiting the reuptake of arachidonyl ethanolamide (AEA). Olvanil is a more potent reuptake inhibitor than AM404, which is commonly used for this purpose (50% inhibition of reuptake at 10 μM versus 12% for AM404 at the same dose). Olvanil is also a CB1 agonist, but does not bind to CB2 receptors or inhibit fatty acid amide hydrolase. The overall activity of olvanil in most models is that of an analgesic, but it is unclear how these effects are mediated by VR1, the CB1 receptor, or other components of the endogenous pain sensation system.

Uses

Analgesic.

Uses

Olvanil is a TRPV1 agonist more potent than capsaicin.

Definition

ChEBI: N-Vanillyloleamide is a member of methoxybenzenes and a member of phenols.

Biological Activity

Potent vanilloid receptor agonist (pEC 50 values are 8.1 and 7.7 at rat and human VR1 receptors respectively). Also blocks anandamide uptake (IC 50 = 9 μ M) and may bind to CB 1 cannabinoid receptors. Antinociceptive following systemic administration. Also available as part of the Vanilloid TRPV1 Receptor Tocriset™ .

storage

Desiccate at -20°C

112-77-6
1196-92-5
58493-49-5
Synthesis of OLVANIL from OLEOYL CHLORIDE and vanillylamin

OLVANIL Preparation Products And Raw materials

OLVANIL Suppliers

Global( 53)Suppliers
Supplier Tel Email Country ProdList Advantage
TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 19892 58
Aladdin Scientific
+1-833-552-7181 sales@aladdinsci.com United States 57511 58
3B Pharmachem (Wuhan) International Co.,Ltd. 821-50328103-801 18930552037 3bsc@sina.com China 15848 69
EMMX Biotechnology LLC 888-539-0666 info@emmx.com United States 8449 60
Tianjin Kailiqi Biotechnology Co., Ltd. 15076683720 klq@cw-bio.com China 3444 55
BOC Sciences -- info@bocsci.com USA 0 65
DC Chemicals 021-58447131 13564518121 sales@dcchemicals.com China 9414 58
MedBioPharmaceutical Technology Inc 021-69568360 18916172912 order@med-bio.cn China 8141 58
Bide Pharmatech Ltd. 400-1647117 15221909166 product02@bidepharm.com China 61720 58
Changzhou Bojia Biomedical Technology Co., Ltd. 2122619822 czbjpharma@126.com China 18488 58
n-((4-hydroxy-3-methoxyphenyl)methyl)-9-octadecenamide(z)- OLVANIL NE-19550 N-VANILLYLOLEAMIDE N-VANILLYLOLEOYLAMIDE (n-vanillyl)-9-oleamide N-VANILLYL-9-OCTADECENAMIDE (N-Vanillyl)-9-oleamide, N-Vannilyloleoylamide (Z)-N-(4-Hydroxy-3-methoxybenzyl)-9-octadecenamide (Z)-N-[(4-Hydroxy-3-methoxyphenyl)methyl]-9-octadecenamide N-(3-Methoxy-4-hydroxybenzyl)oleic amide Ovanil N-Vannilyloleoylamide N-[(4-HYDROXY-3-METHOXYPHENYL)METHYL]-9Z-OCTADECENAMIDE 9-Octadecenamide, N-[(4-hydroxy-3-methoxyphenyl)methyl]-, (9Z)- N-(4-Hydroxy-3-methoxybenzyl)oleamide Olvanil (cis- and trans- mixture) 58493-49-5 Vanilloid/TRPV channel