1-(4-甲氧苯基)-2-芐胺基丙烷
| 中文名稱 | 1-(4-甲氧苯基)-2-芐胺基丙烷 |
|---|---|
| 中文同義詞 | 1-(4-甲氧苯基)-2-芐胺基丙烷;N-芐基-1-(4-甲氧苯基)丙-2-胺;1-4-(甲氧基苯基)-2-芐基氨基丙烷;1-(4-甲氧苯基)-2-芐氨基丙烷;對-甲氧苯基-2-芐胺基丙烷;1-(4-甲氧苯基)-2-芐胺基丙烷(哮喘/支氣管藥福莫特羅中間體);富馬酸福莫特羅雜質(zhì)M;福莫特羅雜質(zhì)22 |
| 英文名稱 | 2-(Benzylamino)-1-(4-methoxyphenyl)-propane |
| 英文同義詞 | P-METHOXYPHENYL-2-BENZYLAMINOPROPANE;N-Benzyl-4-methoxy-alpha-methylphenethylamine;1-(4-METHOXYPHENYL)-2-(BENZYLAMINO)PROPANE;4-Methoxy-α-methyl-N-(phenylmethyl)benzeneethanamine;N-Benzyl-N-(4-methoxy-α-methylphenethyl)amine;1-(3-aMino-2-benzylpropyl)-4-Methoxybenzene;N-BENZYL-1-(4-METHOXYPHENYL)PROPANAMINE;1-(4-Methoxyphenyl)-2-benzylaminopropane.HCl |
| CAS號 | 43229-65-8 |
| 分子式 | C17H21NO |
| 分子量 | 255.35 |
| EINECS號 | 256-155-1 |
| 相關(guān)類別 | 醫(yī)藥原料;190-福莫特羅;(intermediate of formoterol fumarate);Intermediate |
| Mol文件 | 43229-65-8.mol |
| 結(jié)構(gòu)式 |  |
1-(4-甲氧苯基)-2-芐胺基丙烷 性質(zhì)
| 沸點 | 377.8±22.0 °C(Predicted) |
|---|---|
| 密度 | 1.024±0.06 g/cm3(Predicted) |
| 儲存條件 | Keep in dark place,Inert atmosphere,Room temperature |
| 溶解度 | 與甲醇、二氯甲烷混溶。與水混溶 |
| 形態(tài) | 油狀 |
| 酸度系數(shù)(pKa) | 9.54±0.19(Predicted) |
| 顏色 | 淡黃色至黃色液體 |
| InChI | InChI=1S/C17H21NO/c1-14(18-13-16-6-4-3-5-7-16)12-15-8-10-17(19-2)11-9-15/h3-11,14,18H,12-13H2,1-2H3 |
| InChIKey | CVGPWMGXKOKNFD-UHFFFAOYSA-N |
| SMILES | C(C1=CC=C(OC)C=C1)C(NCC1=CC=CC=C1)C |
| LogP | 4.8 |
| CAS 數(shù)據(jù)庫 | 43229-65-8(CAS DataBase Reference) |
122-84-9
100-46-9
43229-65-8
通用方法：將1-(4-甲氧基苯基)丙-2-酮(8.22 g, 50.0 mmol)和芐胺(5.35 g, 50.0 mmol)溶解于甲醇中，加入5% Pt/C催化劑(0.83 g)。將反應(yīng)混合物在60°C下攪拌，并進行氫化反應(yīng)24小時。反應(yīng)完成后，通過過濾移除催化劑，并通過旋轉(zhuǎn)蒸發(fā)除去溶劑，得到中間體N-芐基-1-(4-甲氧基苯基)丙-2-胺，產(chǎn)率為95%。產(chǎn)物經(jīng)1H NMR (400 MHz, CDCl3)表征：δ 7.25 (ddd, J = 16.5, 11.1, 6.8 Hz, 5H), 7.07 (d, J = 8.5 Hz, 2H), 6.83 (d, J = 8.5 Hz, 2H), 3.86 (d, J = 13.3 Hz, 1H), 3.79 (s, 3H), 3.73 (d, J = 13.3 Hz, 1H), 2.90 (dd, J = 13.0, 6.5 Hz, 1H), 2.71 (dd, J = 13.5, 7.1 Hz, 1H), 2.61 (dd, J = 13.5, 6.4 Hz, 1H), 1.10 (d, J = 6.2 Hz, 3H)。LC/MS (ESI m/z): 256.4 (M + H)+。
參考文獻：
[1] Tetrahedron Letters, 1997, vol. 38, # 7, p. 1125 - 1128
[2] Organic Process Research and Development, 1998, vol. 2, # 2, p. 96 - 99
[3] Journal of Medicinal Chemistry, 2007, vol. 50, # 12, p. 2903 - 2915
[4] Bioorganic and Medicinal Chemistry Letters, 2014, vol. 24, # 1, p. 249 - 253
[5] Patent: US2011/313199, 2011, A1. Location in patent: Page/Page column 14