119018-29-0
中文名稱
4-[2-(3-乙基-4-甲基-2-氧代-3-吡咯啉-1-甲酰胺基)乙基]-苯磺酰胺
英文名稱
4-[2-[(3-Ethyl-4-methyl-2-oxo-3-pyrrolin-1-yl)carboxamido]ethyl]benzenesulfonamide
CAS
119018-29-0
EINECS 編號
411-850-0
分子式
C16H21N3O4S
MDL 編號
MFCD08460214
分子量
351.42
MOL 文件
119018-29-0.mol
更新日期
2025/07/25 16:17:15

基本信息
中文別名
4-[2-(3-乙基-4-甲基-2-氧代-3-吡咯啉-1-甲酰胺基)乙基]-苯磺酰胺4-[2-(3-乙基-4-甲基-2-氧-3-吡咯啉-甲酰胺基)乙基]苯磺酰胺
英文別名
4-[2-[(3-Ethyl-4-methyl-2-oxo-3-pyrrolin-1-yl)carboxamido]ethyl]benzenesulfonamiden-[2-[4-(aminosulfonyl)phenyl]ethyl]-3-ethyl-2,5-dihydro-4-methyl-2-oxo-1h-pyrrole-1-carboxamide
N-[2-[4-(AMINOSULFONYL)PHENYL]ETHYL]-3-ETHYL-4-METHYL-2-OXO-1H-PYRROLE-1-CARBOXAMIDE
4-(2-(3-Ethyl-4-Methyl-2-Oxo-3-Pyrroline-1-Carboxamido)-Ethyl)-Benzenesulfonyl A
4-[2-(3-Ethyl-4-methyl-2-oxo-3-pyrroline-1-carboxamidoethyl]benzenesulfonamide
N-[4-2-(3-Ethyl-4-Methyl-2-Oxo-3-Pyrroline-1-Carboxamido)-Ethyl]Benzensulfonamide
Glimepiride sulfonamide
4-[2-(3-ethyl-4-methyl-2-oxo-3-pyrroline-1-carboxamido)ethyl]benezenesulfonamide
SulfonamideofGlimepiride
4-[2-(3-ETHYL-4-METHYL-2-OXO-3-PYRROLINE-1-CARBOXAMINDO)ETHYL]BENZENESULFONAMIDE
3-Ethyl-2,5-dihydro-4-methyl-N-{2-[4-(aminosulfonyl)phenyl]ethyl}-2-oxo-1H-pyrrole--1-carboxamide
4-(2-(3-ETHYLMETHYL-2-CARBONYLPYRROLIDINYLAMINO)ETHYL)BENZENESULFONAMIDE
3-ETHYL-4-METHYL-2-OXO-N-(2-(P-AMINOSULFONYLPHENYL)ETHYL)-2,5-DIHYDRO-1H-PYRROLE-1-CARBOXAMIDE
N-[2-[4-(AMINOSULFONYL)PHENYL]-3-ETHYL-2,5-DIHYDRO-4-METHYL-2-OXO]-1H-PYRROLE-1-CARBOXAMIDE
Des[(trans-4-methylcyclohexyl)amino]carbonyl Glimepiride
4-(2-((3-ethyl-4-methyl-2-oxo-pyrrolin-1-yl)carboxamido)ethyl)benzenesulfonamide)
4-[2-(3-ethyl-4-methyl-2-oxy-3-pyrrolinyl-1-methylamide)benzene sulfonamide]
所屬類別
醫(yī)藥中間體:原料藥中間體物理化學(xué)性質(zhì)
熔點(diǎn)177-179?C
密度1.304
儲存條件Sealed in dry,Room Temperature
溶解度DMSO(微溶)、甲醇(微溶、超聲處理)
酸度系數(shù)(pKa)10.16±0.10(Predicted)
形態(tài)neat
顏色白色至灰白色
InChIInChI=1S/C16H21N3O4S/c1-3-14-11(2)10-19(15(14)20)16(21)18-9-8-12-4-6-13(7-5-12)24(17,22)23/h4-7H,3,8-10H2,1-2H3,(H,18,21)(H2,17,22,23)
InChIKeyAJEMFZRCUKJSES-UHFFFAOYSA-N
SMILESN1(C(NCCC2=CC=C(S(N)(=O)=O)C=C2)=O)CC(C)=C(CC)C1=O
CAS 數(shù)據(jù)庫119018-29-0(CAS DataBase Reference)
制備方法
方法1
![4-{2-{[(3-Ethyl-2,5-dihydro-4-methyl-2-oxo-1H-pyrrol-1-yl)-carbonyl]-amino}-ethyl}-benzenesulfonyl chloride](/CAS/GIF/119043-16-2.gif)
119043-16-2
![4-[2-(3-乙基-4-甲基-2-氧代-3-吡咯啉-1-甲酰胺基)乙基]-苯磺酰胺](/CAS/GIF/119018-29-0.gif)
119018-29-0
在100L反應(yīng)釜中依次加入38.0kg甲醇和5.1kg工業(yè)氨水,啟動攪拌。在20-30℃條件下,緩慢加入中間體2的粗濕產(chǎn)物,維持反應(yīng)2小時。通過HPLC監(jiān)測反應(yīng)進(jìn)程,反應(yīng)完全后,進(jìn)行過濾并用去離子水洗滌濾餅。將得到的白色中間體3粗濕產(chǎn)物直接轉(zhuǎn)移至200L反應(yīng)釜中。隨后,加入110.0kg甲醇,升高反應(yīng)溫度,持續(xù)攪拌4小時。反應(yīng)完成后,將混合物冷卻至20-25℃,過濾分離產(chǎn)物,干燥后得到8.47kg白色固體中間體3精制產(chǎn)物,經(jīng)HPLC檢測純度>99%,間位異構(gòu)體雜質(zhì)含量為0.2%。
參考文獻(xiàn):
[1] Tetrahedron Letters, 2003, vol. 44, # 26, p. 4853 - 4855
[2] Patent: WO2006/103690, 2006, A1. Location in patent: Page/Page column 7,14-15
[3] Patent: CN108383768, 2018, A. Location in patent: Paragraph 0101; 0102
常見問題列表
概述
4-[2-(3-乙基-4-甲基-2-氧代-3-吡咯啉-1-甲酰胺基)乙基]-苯磺酰胺 是 Glimepiride sulfonamide 的分析標(biāo)準(zhǔn)品。本產(chǎn)品用于研究及分析應(yīng)用。Glimepiride sulfonamide 是一種中間體,可用于合成格列美脲 (HY-B0104) (抗糖尿病試劑)