|
【结 构 式】 
|
【分子编号】21408 【品名】2-propyn-1-amine; 2-propynylamine; 2-propylamine 【CA登记号】2450-71-7 |
【 分 子 式 】C3H5N 【 分 子 量 】55.07944 【元素组成】C 65.42% H 9.15% N 25.43% |
合成路线1
该中间体在本合成路线中的序号：(II)By condensation of N-cyano-N'-[2-[(5-methyl-4-imidazolyl)methylthio]ethyl]-S-methylisothiourea (I) with propargylamine (II) in refluxing acetonitrile.
| 【1】 Crenshaw, R.R.; Luke, G.M. (Bristol-Myers Squibb Co.); Imidazolylmethylthioethyl alkynyl guanidines. US 4112234 . |
| 【2】 Serradell, M.N.; Blancafort, P.; Castaner, J.; Etintidine hydrochloride. Drugs Fut 1982, 7, 10, 732. |
合成路线2
该中间体在本合成路线中的序号：(II)The reaction of propargylamine (II) with dimethyl cyanoiminodithiocarbonate (III) in refluxing acetonitrile gives N-cyano-N'-propargyl-S-methylisothiourea (IV), which is then condensed with 2-[(5-methyl-4-imidazolyl)methylthio]ethylamine (V) in refluxing methanol.
| 【1】 Crenshaw, R.R.; Luke, G.M. (Bristol-Myers Squibb Co.); Imidazolylmethylthioethyl alkynyl guanidines. US 4112234 . |
| 【2】 Serradell, M.N.; Blancafort, P.; Castaner, J.; Etintidine hydrochloride. Drugs Fut 1982, 7, 10, 732. |
| 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) | 18174 | [[bis(methylsulfanyl)methylene]amino](nitrilo)methane | 10191-60-3 | C4H6N2S2 | 详情 | 详情 |
| (II) | 21408 | 2-propyn-1-amine; 2-propynylamine; 2-propylamine | 2450-71-7 | C3H5N | 详情 | 详情 |
| (III) | 37101 | 3-[[(cyanoimino)(methylsulfanyl)methyl]amino]-1-propyne | C6H7N3S | 详情 | 详情 | |
| (IV) | 34071 | 2-[[(5-methyl-1H-imidazol-4-yl)methyl]sulfanyl]-1-ethanamine; 2-[[(5-methyl-1H-imidazol-4-yl)methyl]sulfanyl]ethylamine | C7H13N3S | 详情 | 详情 |
合成路线3
该中间体在本合成路线中的序号：(III)Title compound was prepared by formation of the arachidonic acid chloride (II) upon treatment of the corresponding acid (I) with oxalyl chloride in CH2Cl2 containing DMF at 0 C, followed by condensation with propargylamine (III).
| 【1】 Lin, S.; Khanolkar, A.D.; Fan, P.; Goutopoulos, A.; Qin, C.; Papahadjis, D.; Makriyannis, A.; Novel analogues of arachidonylethanolamide (anandamide): Affinities for the CB1 and CB2 cannabinoid receptors and metabolic stability. J Med Chem 1998, 41, 27, 5353. |