R(+)-ARACHIDONYL-1'-HYDROXY-2'-PROPYLAMIDE

R(+)-ARACHIDONYL-1'-HYDROXY-2'-PROPYLAMIDE Structure
CAS No.
157182-49-5
Chemical Name:
R(+)-ARACHIDONYL-1'-HYDROXY-2'-PROPYLAMIDE
Synonyms
AM 356;R-2 METHANANDAMIDE;R-1 METHANANDAMIDE;(R)-METHANANDAMIDE;R(+)-METHANANDAMIDE;Methanandamide (R)-(+)-;(R)-Methanandamide? (Synonyms: AM-356);(R)-ARACHIDONIC ACID PROPAN-1-OL-2-AMIDE;(R)-(+)-Methanandamide (ethanol solution);R(+)-ARACHIDONYL-1'-HYDROXY-2'-PROPYLAMIDE
CBNumber:
CB2780041
Molecular Formula:
C23H39NO2
Molecular Weight:
361.56
MOL File:
157182-49-5.mol
Modify Date:
2023/6/8 9:03:07

R(+)-ARACHIDONYL-1'-HYDROXY-2'-PROPYLAMIDE Properties

Boiling point 529.0±50.0 °C(Predicted)
Density 0.935±0.06 g/cm3(Predicted)
RTECS JX3848000
Flash point 14℃
storage temp. −20°C
solubility DMF: >10 mg/ml; DMSO: >30 mg/ml; Ethanol: >100 mg/ml; Ethanol:PBS (1:2): 8.5 mg/ml; PBS (pH 7.2): <100 μg/ml
pka 14.51±0.10(Predicted)
form Colorless oil.
optical activity [α]/D +8.7°, c = 4 in chloroform(lit.)
Sensitive Air & Light Sensitive

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS02,GHS07
Signal word  Danger
Hazard statements  H315-H335-H225-H319
Precautionary statements  P261-P280a-P304+P340-P405-P501a-P210-P280-P305+P351+P338-P337+P313-P403+P235
Hazard Codes  F
Risk Statements  11
Safety Statements  7-16
RIDADR  UN 1170 3/PG 2
WGK Germany  1
NFPA 704
3
2 0

R(+)-ARACHIDONYL-1'-HYDROXY-2'-PROPYLAMIDE Chemical Properties,Uses,Production

Description

R-1 methanandamide is a potent cannabinoid (CB) receptor 1 agonist in the methanandamide series. It is selective for CB1 over CB2 receptors with Ki values ranging from 17.9 to 28.3 and 815 to 868 nM, respectively. R-1 methanandamide is more potent than arachidonoyl ethanolamide (AEA; ). In addition, R-1 methanandamide is more resistant than AEA to hydrolytic inactivation by fatty acid amide hydrolase (FAAH).

Uses

Methanandamide is a metabolically stable endocannabinoid analogue of the mammalian brain ligand Anandamide. Methanandamide is known to improve myocardial resistance against arrhythmogenic effects and can also be used to modulate behaviors caused by Amphetamine (HCl: A634248).

Biological Activity

Stable anandamide analog that is a selective agonist for the CB 1 receptor (K i values are 20 and 815 nM for CB 1 and CB 2 receptors respectively). Also displays agonist activity at vanilloid receptors. Also available in water-soluble emulsion ((R)-N-(2-Hydroxy-1-methylethyl)-5Z,8Z,11Z,14Z-eicosatetraenamide ) and as part of the Cannabinoid CB 1 Receptor Tocriset™ .

R(+)-ARACHIDONYL-1'-HYDROXY-2'-PROPYLAMIDE Preparation Products And Raw materials

Raw materials

Preparation Products

R(+)-ARACHIDONYL-1'-HYDROXY-2'-PROPYLAMIDE Suppliers

Global( 26)Suppliers
Supplier Tel Country ProdList Advantage Inquiry
EMD Biosciences, Inc. 858 450 5500 United States 6529 66 Inquiry
VWR International 800 932 5000 United Kingdom 6554 82 Inquiry
SIGMA-RBI 800 736 3690 (Orders) Switzerland 6913 91 Inquiry
Spectrum Info. Ltd. 380 44 573 23 97 Ukraine 2742 53 Inquiry
Biomol Feinchemikalien GmbH 49-40-8532600 Germany 479 74 Inquiry
Alexis Corporation +41 61 926 8989 Switzerland 3599 74 Inquiry
BIOMOL INTERNATIONAL, LP (800) 942-0430 United States 1503 77 Inquiry
Wako Pure Chemical Industries, Ltd. +81 6 6203 3741 Japan 6828 80 Inquiry
BIOTREND Chemicals AG +41 44 805 76 76 Germany 1250 62 Inquiry
Service Chemical Inc. 888-895-6920 Germany 6373 71 Inquiry
AM 356 (R)-METHANANDAMIDE R(+)-METHANANDAMIDE (R)-N-(2-HYDROXY-1-METHYLETHYL)-5Z,8Z,11Z,14Z-EICOSATETRAENAMIDE N-(2-HYDROXY-1R-METHYLETHYL)-5Z,8Z,11Z,14Z-EICOSATETRAENAMIDE N-(2R-HYDROXYPROPYL)-5Z,8Z,11Z,14Z-EICOSATETRAENAMIDE R-1 METHANANDAMIDE R-2 METHANANDAMIDE (R)-ARACHIDONIC ACID PROPAN-1-OL-2-AMIDE (R)-(+)-ARACHIDONOYL-1'-HYDROXY-2'-PROPYLAMIDE (R)-(-)-ARACHIDONOYL-2'-HYDROXY-1'-PROPYLAMIDE R(+)-ARACHIDONYL-1'-HYDROXY-2'-PROPYLAMIDE R(+)-METHANANDAMIDE >96% CONGENER OF ANA NDAMID Methanandamide (R)-(+)- (R)-(+)-Methanandamide (in Tocrisolve(TM) 100) (R)-(+)-Methanandamide (in Tocrisolve 100) (R)-(+)-Methanandamide (ethanol solution) (5Z,8Z,11Z,14Z)-N-[(2R)-1-hydroxypropan-2-yl]icosa-5,8,11,14-tetraenamide 5,8,11,14-Eicosatetraenamide, N-[(1R)-2-hydroxy-1-methylethyl]-, (5Z,8Z,11Z,14Z)- (R)-Methanandamide? (Synonyms: AM-356) 157182-49-5 C23H39NO2 Cannabinoid receptor Cannabinoid