(5Z,8Z,11Z,14Z)-N-(4-HYDROXY-2-METHYLPHENYL)-5,8,11,14-EICOSATETRAENAMIDE

Product Name: (5Z,8Z,11Z,14Z)-N-(4-HYDROXY-2-METHYLPHENYL)-5,8,11,14-EICOSATETRAENAMIDE
CAS No.: 313998-81-1
Chemical Name: (5Z,8Z,11Z,14Z)-N-(4-HYDROXY-2-METHYLPHENYL)-5,8,11,14-EICOSATETRAENAMIDE
Synonyms: VDM 11;VDM 11 (in Tocrisolve 100);VDM-11 (Solution in Ethanol);VDM 11 (in Tocrisolve(TM) 100);N-ARACHIDONYL-4-HYDROXY-2-METHYLANILIN;N-ARACHIDONOYL-4-HYDROXY-2-METHYLANILIN;N-(4-HYDROXY-2-METHYLPHENYL)ARACHIDONYLAMIDE;N-(4-HYDROXY-2-METHYLPHENYL)-5Z,8Z,11Z,14Z-EICOSATETRAENAMIDE;(5Z,8Z,11Z,14Z)-N-(4-hydroxy-2-methylphenyl)icosa-5,8,11,14-tetraenamide;(5Z,8Z,11Z,14Z)-N-(4-HYDROXY-2-METHYLPHENYL)-5,8,11,14-EICOSATETRAENAMIDE
CBNumber: CB4164533
Molecular Formula: C27H39NO2
Formula Weight: 409.6
MOL File: 313998-81-1.mol

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(5Z,8Z,11Z,14Z)-N-(4-HYDROXY-2-METHYLPHENYL)-5,8,11,14-EICOSATETRAENAMIDE Property

storage temp.: −20°C
solubility: DMSO: >5 mg/mL, soluble
form: oil
color: gold
Stability:: Light Sensitive

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Safety

Hazard Codes: Xn
Risk Statements: 20/21/22-42
Safety Statements: 23-36-45
WGK Germany: 3

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H302Harmful if swallowed

H312Harmful in contact with skin

H332Harmful if inhaled

H334May cause allergy or asthma symptoms or breathing difficulties if inhaled

Precautionary statements

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

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

P342+P311IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: V3264
Product name: VDM 11
Purity: Light-sensitive; store under argon.
Packaging: 5mg
Price: $92.7
Updated: 2022/05/15

Cayman Chemical

Product number: 10006731
Product name: VDM 11
Purity: >98%
Packaging: 5mg
Price: $41
Updated: 2024/03/01

Cayman Chemical

Product number: 10006731
Product name: VDM 11
Purity: >98%
Packaging: 10mg
Price: $78
Updated: 2024/03/01

Cayman Chemical

Product number: 10006731
Product name: VDM 11
Purity: >98%
Packaging: 25mg
Price: $183
Updated: 2024/03/01

Cayman Chemical

Product number: 10006731
Product name: VDM 11
Purity: >98%
Packaging: 50mg
Price: $322
Updated: 2024/03/01

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(5Z,8Z,11Z,14Z)-N-(4-HYDROXY-2-METHYLPHENYL)-5,8,11,14-EICOSATETRAENAMIDE Chemical Properties,Usage,Production

Description

Numerous analogs of arachidonoyl ethanolamide (AEA) potentiate its biological activity. This potentiation is ascribed either to inhibition of AEA reuptake into neurons, or inhibition of fatty amide acyl hydrolase (FAAH) within the neurons. VDM11 is an AEA transport inhibitor with essentially no activity on either the central cannabinoid receptor (CB₁), peripheral cannabinoid receptor (CB₂), or the vanilloid receptor 1 (VR1). However, VDM11 inhibits FAAH and monoacylglycerol lipase (MAGL) and may act as an alternative FAAH substrate. At a concentration of 3 μM, VDM11, like AM404, inhibits glutamergic synaptic transmission between hippocampal neurons. The mechanism of this effect may be a direct action on sodium channels. Thus, the use of anandamide analogs as uptake inhibitors and interpretation of the results must be undertaken with care.

Uses

VDM-11 is a selective inhibitor of the anandamide membrane transporter.

Biological Activity

A potent and selective inhibitor of the anandamide membrane transporter (AMT), in water-soluble emulsion (for details see TocrisolveTM 100). IC 50 values for inhibition of AMT are 4-11 mM. Displays negligible agonist activity at the hVR1 receptor and very weak action at CB 1 and CB 2 receptors. K i values are > 5-10 mM at CB 1 and CB 2 . Active in vivo . Also available as pure oil dissolved in ethanol ((5Z,8Z,11Z,14Z)-N-(4-Hydroxy-2-methylphenyl)-5,8,11,14-eicosatetraenamide ).

(5Z,8Z,11Z,14Z)-N-(4-HYDROXY-2-METHYLPHENYL)-5,8,11,14-EICOSATETRAENAMIDE Preparation Products And Raw materials

Raw materials

Preparation Products

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(5Z,8Z,11Z,14Z)-N-(4-HYDROXY-2-METHYLPHENYL)-5,8,11,14-EICOSATETRAENAMIDE Suppliers

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313998-81-1, (5Z,8Z,11Z,14Z)-N-(4-HYDROXY-2-METHYLPHENYL)-5,8,11,14-EICOSATETRAENAMIDERelated Search:

AM 404 (5Z,8Z,11Z,14Z)-N-(4-HYDROXY-2-METHYLPHENYL)-5,8,11,14-EICOSATETRAENAMIDE

(5Z,8Z,11Z,14Z)-N-(4-HYDROXY-2-METHYLPHENYL)-5,8,11,14-EICOSATETRAENAMIDE

N-(4-HYDROXY-2-METHYLPHENYL)-5Z,8Z,11Z,14Z-EICOSATETRAENAMIDE

N-(4-HYDROXY-2-METHYLPHENYL)ARACHIDONYLAMIDE

N-ARACHIDONOYL-4-HYDROXY-2-METHYLANILIN

N-ARACHIDONYL-4-HYDROXY-2-METHYLANILIN

VDM 11

N-(4-Hydroxy-2-methylphenyl)arachidonylamide, (5Z,8Z,11Z,14Z)-N-(4-Hydroxy-2-methylphenyl)-5,8,11,14-eicosatetraenamide

VDM 11 (in Tocrisolve(TM) 100)

VDM 11 (in Tocrisolve 100)

(5Z,8Z,11Z,14Z)-N-(4-hydroxy-2-methylphenyl)icosa-5,8,11,14-tetraenamide

5,8,11,14-Eicosatetraenamide, N-(4-hydroxy-2-methylphenyl)-, (5Z,8Z,11Z,14Z)-

VDM-11 (Solution in Ethanol)

313998-81-1

Cannabinoid receptor