(R)-Methanandamide

Names

[ Name ]:
(R)-Methanandamide

[Synonym ]:
(5Z,8Z,11Z,14Z)-N-[(2R)-1-Hydroxy-2-propanyl]-5,8,11,14-icosatetraenamide
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)-
(5Z,8Z,11Z,14Z)-N-[(2R)-1-Hydroxypropan-2-yl]icosa-5,8,11,14-tetraenamide

Chemical & Physical Properties

[ Density]:
0.9±0.1 g/cm3

[ Boiling Point ]:
529.0±50.0 °C at 760 mmHg

[ Molecular Formula ]:
C₂₃H₃₉NO₂

[ Molecular Weight ]:
361.561

[ Flash Point ]:
273.8±30.1 °C

[ Exact Mass ]:
361.298065

[ PSA ]:
49.33000

[ LogP ]:
6.01

[ Vapour Pressure ]:
0.0±3.2 mmHg at 25°C

[ Index of Refraction ]:
1.501

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS02, GHS07

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H225-H319

[ Precautionary Statements ]:
P210-P280-P305 + P351 + P338-P337 + P313-P403 + P235

[ Personal Protective Equipment ]:
Eyeshields;Faceshields;full-face respirator (US);Gloves;multi-purpose combination respirator cartridge (US);type ABEK (EN14387) respirator filter

[ Hazard Codes ]:
F: Flammable;

[ Risk Phrases ]:
R11

[ Safety Phrases ]:
7-16

[ RIDADR ]:
UN 1170 3

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Articles

(R)-methanandamide: a chiral novel anandamide possessing higher potency and metabolic stability.

J. Med. Chem. 37 , 1889-1893, (1994)

Four chiral congeners of arachidonylethanolamide (anandamide) have been synthesized and evaluated for (a) their ability to bind to the cannabinoid receptor in rat forebrain membranes and (b) their pha...

Anandamide capacitates bull spermatozoa through CB1 and TRPV1 activation.

PLoS ONE 6 , e16993, (2011)

Anandamide (AEA), a major endocannabinoid, binds to cannabinoid and vanilloid receptors (CB1, CB2 and TRPV1) and affects many reproductive functions. Nanomolar levels of anandamide are found in reprod...