74863-84-6

• 常用中文名：阿加曲班(MCI-9038)
• 常用英文名：Argatroban
• CAS号：74863-84-6
• 分子式：C₂₃H₃₆N₆O₅S
• 分子量：508.634
• 相关类别： 原料药 血液系统用药 抗凝血药及抗血小板药
• 发布时间：2018-03-25 08:00:00
• 更新时间：2024-01-02 08:21:14
• Argatroban是凝血酶选择性抑制剂。

名称

• 中文名: 阿加曲班
• 英文名: Argatroban anhydrous
• 中文别名: (2R,4R)-4-甲基-1-[N-[(3-甲基-1,2,3,4-四氢-8-喹啉基)磺酰]-L-精氨酰]-2-哌啶甲酸; (2R,4R)-1-[5-[(氨基亚氨基甲基)氨基]-1-氧代-2-[[(1,2,3,4-四氢-3-甲基-8-喹啉基)磺酰基]氨基]戊基]-4-甲基-2-哌啶羧酸; 阿各卓泮
• 英文别名: Novastan; (2R,4R)-4-Methyl-1-{N-[(3-methyl-1,2,3,4-tetrahydro-8-quinolinyl)sulfonyl]arginyl}-2-piperidinecarboxylic acid; Argatroban; (2R,4R)-4-Methyl-1-{N-[(3-methyl-1,2,3,4-tetrahydroquinolin-8-yl)sulfonyl]arginyl}piperidine-2-carboxylic acid; (2R,4R)-1-{N-(Diaminomethylene)-N-[(3-methyl-1,2,3,4-tetrahydro-8-quinolinyl)sulfonyl]-L-ornithyl}-4-methyl-2-piperidinecarboxylic acid; 2-Piperidinecarboxylic acid, 1-[(2S)-5-[(aminoiminomethyl)amino]-1-oxo-2-[[(1,2,3,4-tetrahydro-3-methyl-8-quinolinyl)sulfonyl]amino]pentyl]-4-methyl-, (2R,4R)-, hydrate (1:1); (2R,4R)-1-{N-(diaminomethylidene)-N-[(3-methyl-1,2,3,4-tetrahydroquinolin-8-yl)sulfonyl]-L-ornithyl}-4-methylpiperidine-2-carboxylic acid; (2R,4R)-4-Methyl-1-{N-[(3-methyl-1,2,3,4-tetrahydroquinolin-8-yl)sulfonyl]-L-arginyl}piperidine-2-carboxylic acid; (2R,4R)-1-(5-Carbamimidamido-2-{[(3-methyl-1,2,3,4-tetrahydro-8-quinolinyl)sulfonyl]amino}pentanoyl)-4-methyl-2-piperidinecarboxylic acid; MQPA; Argipidine; (2R,4R)-4-Methyl-1-[N2-(3-methyl-1,2,3,4-tetrahydro-8-quinolinesulfonyl)-L-arginyl]-2-piperidinecarboxylic Acid; Slonnon; [2R-[1(2S*),2a,4b]]-[partial]-1-[5-[(Aminoiminomethyl)amino]-1-oxo-2-[[(1,2,3,4-tetrahydro-3-methyl-8-quinolinyl)sulfonyl]amino]pentyl]-4-methyl-2-piperidinecarboxylic Acid; 2-Piperidinecarboxylic acid, 1-[5-[(aminoiminomethyl)amino]-1-oxo-2-[[(1,2,3,4-tetrahydro-3-methyl-8-quinolinyl)sulfonyl]amino]pentyl]-4-methyl-, (2R,4R)-; (2R,4R)-4-Methyl-1-{N-[(3-methyl-1,2,3,4-tetrahydro-8-quinolinyl)sulfonyl]-L-arginyl}-2-piperidinecarboxylic acid hydrate (1:1); Argatroban monohydrate; MFCD00866789; 2-Piperidinecarboxylic acid, 1-[(2S)-5-[(diaminomethylene)amino]-1-oxo-2-[[(1,2,3,4-tetrahydro-3-methyl-8-quinolinyl)sulfonyl]amino]pentyl]-4-methyl-, (2R,4R)-; Argatroban anhydrous; UNII:IY90U61Z3S; UNII:OCY3U280Y3; (2R,4R)-4-Methyl-1-[(S)-N2-[[(R,S)-1,2,3,4-tetrahydro-3-methyl-8-quinolinyl]sulfonyl]arginyl]pipecolic Acid

物化性质

• 密度: 1.5±0.1 g/cm3
• 沸点: 801.3±75.0 °C at 760 mmHg
• 熔点: 188-1890C
• 分子式: C₂₃H₃₆N₆O₅S
• 分子量: 508.634
• 闪点: 438.4±37.1 °C
• 精确质量: 508.246796
• PSA: 186.09000
• LogP: 2.56
• 外观性状: 白色粉末
• 蒸汽压: 0.0±3.0 mmHg at 25°C
• 折射率: 1.674
• 储存条件: Store at +4°C
• 分子结构:

  1、 摩尔折射率：129.78

  2、 摩尔体积（cm³/mol）：345.7

  3、 等张比容（90.2K）：968.8

  4、 表面张力（dyne/cm）：61.6

  5、 极化率（10-24cm3）：51.45

• 更多:

  1.性状：从乙醇结晶

  2.熔点（ºC）：188～191

生物活性

• 描述: Argatroban是凝血酶选择性抑制剂。
• 相关类别:
  信号通路 >> 代谢酶/蛋白酶 >> 凝血酶
  天然产物 >> 生物碱
  研究领域 >> 心血管疾病
• 参考文献:

  [1]. Kawada, T., et al., Argatroban, an attractive anticoagulant, for left heart bypass with centrifugal pump for repair of traumatic aortic rupture. Jpn J Thorac Cardiovasc Surg, 1999. 47(3): p. 104-9.

  [2]. Jang, I.K., et al., A multicenter, randomized study of argatroban versus heparin as adjunct to tissue plasminogen activator (TPA) in acute myocardial infarction: myocardial infarction with novastan and TPA (MINT) study. J Am Coll Cardiol, 1999. 33(7): p. 1879-85.

安全

• 危害码 (欧洲): Xn,N
• 风险声明 (欧洲): R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . R51/53:Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment .
• 安全声明 (欧洲): S28-S61-S28A
• 危险品运输编码: UN 2020 6.1/PG 3
• WGK德国: 2
• RTECS号: SK2450000
• 包装等级: III
• 危险类别: 6.1
• 海关编码: 2935009090

合成路线

74874-10-5 ~95% 74863-84-6

文献：LUNDBECK PHARMACEUTICALS ITALY S.P.A. Patent: WO2009/124906 A2, 2009 ; Location in patent: Page/Page column 20-21 ;

367952-84-9 ~90% 74863-84-6

文献：Cossy, Janine; Belotti, Damien Bioorganic and Medicinal Chemistry Letters, 2001 , vol. 11, # 15 p. 1989 - 1992

626-58-4 ~% 74863-84-6

文献：Bioorganic and Medicinal Chemistry Letters, , vol. 11, # 15 p. 1989 - 1992

123387-50-8 ~% 74863-84-6

文献：Bioorganic and Medicinal Chemistry Letters, , vol. 11, # 15 p. 1989 - 1992

74863-82-4 ~% 74863-84-6

文献：Bioorganic and Medicinal Chemistry Letters, , vol. 11, # 15 p. 1989 - 1992

367952-82-7 ~% 74863-84-6

文献：Bioorganic and Medicinal Chemistry Letters, , vol. 11, # 15 p. 1989 - 1992

上下游产品

上游产品  6
74874-10-5 367952-84-9 626-58-4 123387-50-8
74863-82-4 367952-82-7
下游产品  0

制备

硝基-N-叔丁氧羰基精氨酸和4-甲基-2-吡啶羧酸乙酯反应，得到的化合物，再用3-甲基-8-喹啉磺酰氯酰化，得化合物，经水解成游离羧酸后，再在钯碳上催化氢化，得阿加曲班。

海关

海关编码	2935009090
中文概述	2935009090 其他磺（酰）胺. 增值税率:17.0% 退税率:9.0% 监管条件:无 最惠国关税:6.5% 普通关税:35.0%
申报要素	品名, 成分含量, 用途
Summary	2935009090 other sulphonamides VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:35.0%