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西美瑞韦钠
Tier B · 提前布局Simeprevir Sodium
强生创新制药
原研
2013
首批上市
-
到期年（公开口径）
$2.3B ▲
峰值销售
化学药
类型
靶点：NS3/NS4A
商品名：Olysio/Sovriad、Olysio、Sovriad、Galexos
适应症（已批准）：丙型肝炎
各地区研发/上市状态
美国
撤市
欧盟
撤市
中国
批准上市
2017-08-24
日本
批准上市
2013-09-27
合成路线与中间体3 routes
原研路线 × 1优化路线（非专利）× 2工艺路线 × 0
路线按「原研路线 → 优化路线 / 工艺路线（非专利）」排序。每条路线附本站自绘的路线流程图（中间体 → 原料药）与中间体表（编号 / CAS / 英文名），可直接用于供应商开发与询价。流程图由本站依据已授权的结构化数据自行渲染，未使用任何第三方路线图。
原研Route 1步骤 6 · 总收率 282 mg
| 编号 | CAS 号 | 中间体名称 |
|---|---|---|
| SIME-001 | 1027355-51-6 | 3-oxo-2-oxabicyclo[2.2.1]heptane-5-carboxylic acid |
| SIME-002 | 55863-02-0 | N-methylhex-5-en-1-amine |
| SIME-003 | 862174-98-9 | (1R,4R,5R)-N-(hex-5-en-1-yl)-N-methyl-3-oxo-2-oxabicyclo[2.2.1]heptane-5-carboxamide |
| SIME-004 | 922727-92-2 | (1R,2R,4R)-2-(hex-5-en-1-yl(methyl)carbamoyl)-4-hydroxycyclopentanecarboxylic acid |
| SIME-005 | 259214-56-7 | (1R,2S)-ethyl 1-amino-2-vinylcyclopropanecarboxylate hydrochloride |
| SIME-006 | 922727-93-3 | (1R,2S)-ethyl 1-((1R,2R,4S)-2-(hex-5-en-1-yl(methyl)carbamoyl)-4-hydroxycyclopentanecarboxamido)-2-vinylcyclopropanecarboxylate |
| SIME-007 | 923289-21-8 | 2-(4-isopropylthiazol-2-yl)-7-methoxy-8-methylquinolin-4-ol |
| SIME-008 | 923604-56-2 | (1R,2S)-ethyl 1-((1R,2R,4R)-2-(hex-5-en-1-yl(methyl)carbamoyl)-4-((2-(4-isopropylthiazol-2-yl)-7-methoxy-8-methylquinolin-4-yl)oxy)cyclopentanecarboxamido)-2-vinylcyclopropanecarboxylate |
| SIME-009 | 923604-57-3 | (2R,3aR,11aS,12aR,14aR,Z)-ethyl 2-((2-(4-isopropylthiazol-2-yl)-7-methoxy-8-methylquinolin-4-yl)oxy)-5-methyl-4,14-dioxo-1,2,3,3a,4,5,6,7,8,9,11a,12,12a,13,14,14a-hexadecahydrocyclopenta[c]cyclopropa[g][1,6]diazacyclotetradecine-12a-carboxylate |
| SIME-010 | 154350-29-5 | cyclopropanesulfonamide |
优化Route 2步骤 11 · 总收率 698 mg
| 编号 | CAS 号 | 中间体名称 |
|---|---|---|
| SIME-002 | 55863-02-0 | N-methylhex-5-en-1-amine |
| SIME-007 | 923289-21-8 | 2-(4-isopropylthiazol-2-yl)-7-methoxy-8-methylquinolin-4-ol |
| SIME-008 | 923604-56-2 | (1R,2S)-ethyl 1-((1R,2R,4R)-2-(hex-5-en-1-yl(methyl)carbamoyl)-4-((2-(4-isopropylthiazol-2-yl)-7-methoxy-8-methylquinolin-4-yl)oxy)cyclopentanecarboxamido)-2-vinylcyclopropanecarboxylate |
| SIME-011 | 1703-58-8 | tetraethyl butane-1,2,3,4-tetracarboxylate |
| SIME-012 | 4373-15-3 | 4-oxocyclopentane-1,2-dicarboxylic acid |
| SIME-013 | 1703-61-3 | 4-hydroxycyclopentane-1,2-dicarboxylic acid |
| SIME-014 | 1458173-82-4 | 4-hydroxycyclopentane-1,2-dicarboxylic acid |
| SIME-015 | 541-41-3 | ethyl carbonochloridate |
| SIME-016 | 1027355-51-6 | 3-oxo-2-oxabicyclo[2.2.1]heptane-5-carboxylic acid |
| SIME-017 | 1042695-82-8 | (1S,4R,5R)-benzyl 3-oxo-2-oxabicyclo[2.2.1]heptane-5-carboxylate |
| SIME-018 | 1042695-89-5 | butane-1,2,3,4-tetracarboxylic acid |
| SIME-019 | 1042695-85-1 | (1R,2R,4R)-1-benzyl 2-methyl 4-((2-(4-isopropylthiazol-2-yl)-7-methoxy-8-methylquinolin-4-yl)oxy)cyclopentane-1,2-dicarboxylate |
| SIME-020 | 1042695-86-2 | (1R,2R,4S)-4-((2-(4-isopropylthiazol-2-yl)-7-methoxy-8-methylquinolin-4-yl)oxy)-2-(methoxycarbonyl)cyclopentanecarboxylic acid |
| SIME-021 | 1042695-87-3 | (1R,2R,4S)-methyl 2-(hex-5-en-1-yl(methyl)carbamoyl)-4-((2-(4-isopropylthiazol-2-yl)-7-methoxy-8-methylquinolin-4-yl)oxy)cyclopentanecarboxylate |
| SIME-022 | - | lithium (1R,2R,4S)-2-(hex-5-en-1-yl(methyl)carbamoyl)-4-((2-(4-isopropylthiazol-2-yl)-7-methoxy-8-methylquinolin-4-yl)oxy)cyclopentanecarboxylate |
| SIME-023 | 213316-32-6 | (1R,2S)-ethyl 1-amino-2-vinylcyclopropanecarboxylate |
优化Route 3步骤 4 · 总收率 24.3 g
| 编号 | CAS 号 | 中间体名称 |
|---|---|---|
| SIME-002 | 55863-02-0 | N-methylhex-5-en-1-amine |
| SIME-003 | 862174-98-9 | (1R,4R,5R)-N-(hex-5-en-1-yl)-N-methyl-3-oxo-2-oxabicyclo[2.2.1]heptane-5-carboxamide |
| SIME-007 | 923289-21-8 | 2-(4-isopropylthiazol-2-yl)-7-methoxy-8-methylquinolin-4-ol |
| SIME-013 | 1703-61-3 | 4-hydroxycyclopentane-1,2-dicarboxylic acid |
| SIME-021 | 1042695-87-3 | (1R,2R,4S)-methyl 2-(hex-5-en-1-yl(methyl)carbamoyl)-4-((2-(4-isopropylthiazol-2-yl)-7-methoxy-8-methylquinolin-4-yl)oxy)cyclopentanecarboxylate |
| SIME-024 | 1233219-41-4 | (1R)-quinolin-4-yl((1S,4S,5R)-5-vinylquinuclidin-2-yl)methanol (1R,4R,5R)-3-oxo-2-oxabicyclo[2.2.1]heptane-5-carboxylate |
| SIME-025 | 1042695-84-0 | (1R,2R,4R)-methyl 2-(hex-5-en-1-yl(methyl)carbamoyl)-4-hydroxycyclopentanecarboxylate |
常见问题（FAQ）
西美瑞韦钠的适应症有哪些？
已批准的适应症包括：丙型肝炎。
西美瑞韦钠的专利什么时候到期？
西美瑞韦钠的专利到期年暂无公开口径，本页会在数据管道核实后更新。
西美瑞韦钠有几条合成路线？
本站收录 3 条合成路线，最短路线 4 步、总收率 24.3 g。每条路线的中间体均带登记编号与 CAS 号。
西美瑞韦钠的关键中间体在哪里可以采购？
西美瑞韦钠路线中的中间体均已建立 CAS 档案，可直接按 CAS 发起询价，需求会进入供应网络撮合池。
如何获取西美瑞韦钠中间体的报价？
在本页选择目标中间体的 CAS 进入档案页，或在询价页直接提交需求；CAS 会自动带入供需撮合流程，由供应网络反馈报价。
数据来源：多源数据交叉核实（仅结构化字段） · 2026-09-24