R(+)-ARACHIDONYL-1'-HYDROXY-2'-PROPYLAMIDE
- Product Name
- R(+)-ARACHIDONYL-1'-HYDROXY-2'-PROPYLAMIDE
- 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
- Formula Weight
- 361.56
- MOL File
- 157182-49-5.mol
R(+)-ARACHIDONYL-1'-HYDROXY-2'-PROPYLAMIDE Property
- 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
- form
- Colorless oil.
- pka
- 14.51±0.10(Predicted)
- optical activity
- [α]/D +8.7°, c = 4 in chloroform(lit.)
- Sensitive
- Air & Light Sensitive
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H225Highly Flammable liquid and vapour
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P337+P313IF eye irritation persists: Get medical advice/attention.
P403+P235Store in a well-ventilated place. Keep cool.
P405Store locked up.
N-Bromosuccinimide Price
- Product number
- J67358
- Product name
- Methanandamide, 98%
- Packaging
- 5mg
- Price
- $96.8
- Updated
- 2021/12/16
- Product number
- 90070
- Product name
- R-1 Methanandamide
- Purity
- ≥98%
- Packaging
- 5mg
- Price
- $51
- Updated
- 2024/03/01
- Product number
- 90070
- Product name
- R-1 Methanandamide
- Purity
- ≥98%
- Packaging
- 10mg
- Price
- $92
- Updated
- 2024/03/01
- Product number
- 90070
- Product name
- R-1 Methanandamide
- Purity
- ≥98%
- Packaging
- 25mg
- Price
- $178
- Updated
- 2024/03/01
- Product number
- 90070
- Product name
- R-1 Methanandamide
- Purity
- ≥98%
- Packaging
- 50mg
- Price
- $330
- Updated
- 2024/03/01
R(+)-ARACHIDONYL-1'-HYDROXY-2'-PROPYLAMIDE Chemical Properties,Usage,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).
Definition
ChEBI: Methanandamide is a fatty amide.
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™ .
Biochem/physiol Actions
R(+)-Methanandamide is metabolically stable congener of anandamide that has higher affinity for the cannabinoid receptor. Of the analogs tested, (R)-methanandamide exhibited the highest affinity for the cannabinoid receptor with a Ki of 20 +/- 1.6 nM, 4-fold lower than that of anandamide (Ki = 78 +/- 2 nM). (R)-methanandamide exhibits high stability to aminopeptidase hydrolysis. Experiments with mice have demonstrated that (R)-methanandamide also posseses cannabimimetric properties in vivo, as established by the four tests of hypothermia, hypokinesia, ring immobility, and antinociception.