82586-55-8
基本信息
盐酸三羰苯喹
盐酸喹那普利
喹那普列
喹那普利盐酸盐
(3S-(2(R*(R*)),3R*))-2-(2-((1-乙氧羰基-3-苯丙基)氨基)-1-氧代丙基)-1,2,3,4-四氢-3-异喹啉羧酸盐酸盐
ACCUPRIL
ACCUPRIN
ACCUPRO
CI-906
PD-109452-2
QUINAPRIL HCL
QUINAPRIL HYDROCHLORIDE
3-isoquinolinecarboxylicacid,1,2,3,4-tetrahydro-2-(2-((1-(ethoxycarbonyl)-3-p
monohydrochloride,(3s-(2(r*(r*)),3r*))-henylpropyl)amino)-1-oxopropyl)
QUINAPRIL HYDROCHLORIDE, RELATED COMPOUND B3-ISOQUINOLINECARBOXYLIC ACID, 2-[2-[(1-CARBOXY-3-PHENYLPROPYL)AMINO]-1-OXOPROPYL]-1,2,3,4-TETRAHYDRO-,[3S-[2[R*(R*)],3R*]]- USP STANDARD
QUINAPRIL HYDROCHLORIDE, RELATED COMPOUND A ETHYL[3S-[2(R*),3A,11A BETA]]-1,3,4,6,11,11A-HEXAHYDRO-3-METHYL-1,4-DIOXO-ALPHA-(2-PHENYLETHYL)-2H-PYRAZINO[1,2-B]ISOQUINOLINE-2-ACETATE USP STANDARD
QuinaprilHclC25H30N205.HC1
CI-906, PD-109452-2, Accupril, Accuprin, Accupro
Accupron
3-Isoquinolinecarboxylic acid, 2-[(2S)-2-[[(1S)-1-(ethoxycarbonyl)-3-phenylpropyl]amino]-1-oxopropyl]-1,2,3,4-tetrahydro-, monohydrochloride, (3S)- (9CI)
3-Isoquinolinecarboxylic acid, 2-[2-[[1-(ethoxycarbonyl)-3-phenylpropyl]amino]-1-oxopropyl]-1,2,3,4-tetrahydro-, monohydrochloride, [3S-[2[R*(R*)],3R*]]-
Acequide
Acequin
Acuitel
物理化学性质
| 外观性状 | 白色或类白色结晶性粉末 |
| 熔点 | 120-130°C |
| 比旋光度 | D23 +14.5° (c = 1.2 in ethanol) (Klutchko); D25 +15.4° (c = 2 in methanol) (Goel, Krolls) |
| 储存条件 | 2-8°C |
| 溶解度 | H2O:>10mg/mL |
| 形态 | 固体 |
| 颜色 | 白色 |
| 水溶解性 | H2O: >10mg/mL |
| InChIKey | IBBLRJGOOANPTQ-ZKASTLJSNA-N |
| SMILES | N1(C(=O)[C@H](C)N[C@H](C(=O)OCC)CCC2C=CC=CC=2)CC2C(=CC=CC=2)C[C@H]1C(=O)O.Cl |&1:3,6,28,r| |
| CAS 数据库 | 82586-55-8(CAS DataBase Reference) |
安全数据
| 危险性符号(GHS) | ![]() GHS08 |
| 警示词 | 警告 |
| 危险性描述 | H303-H361 |
| 防范说明 | P201-P202-P270-P281-P301+P312-P308+P313-P403-P501c |
| 安全说明 | S22-S24/25 |
| WGK Germany | 2 |
| RTECS号 | NW7176000 |
| 海关编码 | 2933492250 |
| 存储类别 | 6.1C - Combustible acute toxic Cat.3 toxic compounds or compounds which causing chronic effects |
| 危险性类别 | Repr. 2 STOT RE 1 |
| 毒害物质数据 | 82586-55-8(Hazardous Substances Data) |
| 毒性 | Freely sol in aq solvents. LD50 in male, female mice, rats (mg/kg): 1739, 1840, 4280, 3541 orally; 504, 523, 158, 107 i.v. (Kaplan, 1989) |
制备方法
82586-54-7
82586-55-8
以喹那普利苄酯马来酸盐为原料合成(S)-2-((S)-2-(((S)-1-乙氧基-1-氧代-4-苯基丁-2-基)氨基)丙酰基)-1,2,3,4-四氢异喹啉-3-羧酸盐酸盐的一般步骤如下:将实施例6所得的1.73g(3.29mmol)喹那普利苄酯(IlIc,R = Bn)溶解于40ml乙酸乙酯中,加入约1ml干燥的HCl。在15-20℃及大气压(使用氢气气球)下,加入5% Pd/C催化剂(约100mg)进行氢化反应。通过LC-MS监测反应进程,待原料完全消耗后,过滤去除催化剂,浓缩滤液。用甲基叔丁基醚(MTBE)研磨,得到目标产物(S)-2-((S)-2-(((S)-1-乙氧基-1-氧代-4-苯基丁-2-基)氨基)丙酰基)-1,2,3,4-四氢异喹啉-3-羧酸盐酸盐,为无色粉末,产量1.40g(收率90%),LC-MS纯度>98%(MH+ 439)。1H NMR(显示两个旋转异构体)数据如下:δ 1.18, 1.25(2t, 3H, OCH2CH3), 1.52(2d, 3H, CH3), 2.08-2.30(m, 2H, PhCH2CH2), 2.62, 2.78(2m, 2H, PhCH2), 3.10-3.35(m, 2H, H-4), 3.80, 3.93(2m, 1H, NCHC=O), 4.14, 4.21(2m, 2H, OCH2), 4.45-4.90(3m, 3H, Hi, H-i', H-3), 5.15(m, 1H, NHCHCH3), 7.15-7.35(m, 9H, ArH), 9.80(宽m, 2H, NH2), 12.80(宽m, 1H, COOH)。根据S.Klutchko等人所述(J. Med. Chem. 1986, 29, 1953-1961),可通过乙酸乙酯/甲苯混合溶剂结晶进一步纯化喹那普利盐酸盐。
参考文献:
[1] Patent: WO2014/202659, 2014, A1. Location in patent: Page/Page column 22
[2] Patent: WO2004/54980, 2004, A1. Location in patent: Page 25;13;16
常见问题列表
| Target | Value |
| ACE |
Quinapril (hydrochloride) (CI-906) is an angiotensin-converting enzyme inhibitor (ACE inhibitor) used in the treatment of hypertension and congestive heart failure. Quinapril is rapidly de-esterified after absorption to quinaprilat (the active diacid metabolite), a potent angiotensin converting enzyme (ACE) inhibitor.
知名试剂公司产品信息
盐酸喹那普利价格(试剂级)
| 报价日期 | 产品编号 | 产品名称 | CAS号 | 包装 | 价格 |
| 2026/09/15 | HY-B0477R | 盐酸喹那普利 Quinapril hydrochloride (Standard) | 82586-55-8 | 5 mg | 300元 |
| 2026/09/15 | HY-B0477R | 盐酸喹那普利 Quinapril hydrochloride (Standard) | 82586-55-8 | 10 mg | 450元 |
| 2026/09/15 | HY-B0477R | 盐酸喹那普利 Quinapril hydrochloride (Standard) | 82586-55-8 | 25 mg | 850元 |
