Methanandamide-(R), (R)-Methanandamide, AM-356, -Drug Synthesis Database

【结构式】

【药物名称】Methanandamide-(R), (R)-Methanandamide, AM-356

【化学名称】(all-Z)-N-[2-Hydroxy-1(R)-methylethyl]-5,8,11,14-icosatetraenamide

【CA登记号】157182-49-5

【分子式】C₂₃H₃₉NO₂

【分子量】361.57278

【开发单位】National Cancer Institute (Originator), University of Connecticut (Originator)

【药理作用】Cannabinoid CB1 Agonists

合成路线1

Treatment of arachidonic acid (I) with oxalyl chloride in benzene containing DMF afforded acid chloride (II), which was then coupled to (R)-2-amino-1-propanol (III) in THF to yield the corresponding arachidonic acid amide.

参考文献中间体

【1】 Abadji, V.; et al.; (R)-Methanandamide: A chiral novel anandamide possessing higher potency and metabolic stability. J Med Chem 1994, 37, 12, 1889.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(I)	21406	(5Z,8Z,11Z,14Z)-5,8,11,14-icosatetraenoic acid	7771-44-0	C₂₀H₃₂O₂	详情	详情
(II)	21407	(5Z,8Z,11Z,14Z)-5,8,11,14-icosatetraenoyl chloride		C₂₀H₃₁ClO	详情	详情
(III)	21414	(2R)-2-Amino-1-propanol; D-Alaninol; D-(-)-Alaninol	35320-23-1	C₃H₉NO	详情	详情

Extended Information