Structure of Argatroban
CAS No.: 74863-84-6
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The BI-3802 was designed by Boehringer Ingelheim and could be obtained free of charge through the Boehringer Ingelheim open innovation portal opnMe.com, associated with its negative control.
Argatroban is a potent and selective synthetic thrombin inhibitor with Ki ranging from 5 nM to 39 nM, used as an anticoagulant.
Synonyms: MCI-9038; MD-805; Argipidine
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| CAS No. : | 74863-84-6 |
| Formula : | C23H36N6O5S |
| M.W : | 508.63 |
| SMILES Code : | O=C([C@@H]1N(C([C@@H](NS(=O)(C2=CC=CC3=C2NCC(C)C3)=O)CCCNC(N)=N)=O)CC[C@@H](C)C1)O |
| Synonyms : |
MCI-9038; MD-805; Argipidine
|
| MDL No. : | MFCD23102419 |
| GHS Pictogram: |
|
| Signal Word: | Warning |
| Hazard Statements: | H302-H312-H319-H332 |
| Precautionary Statements: | P280-P305+P351+P338 |
| Target |
|
In Vitro:
|
Cell Line
|
Concentration | Treated Time | Description | References |
| PC-3 | 10 µM, 50 µM, 100 µM | 24 h | To evaluate the inhibitory effect of Argatroban on the E2F1:MTA1 complex and its impact on HAS2 expression. Results showed that Argatroban significantly reduced HAS2 transcript and protein levels without affecting E2F1 and MTA1 expression. | Theranostics. 2019 Feb 20;9(5):1490-1509. |
| SK-Mel-147 | 10 µM, 50 µM, 100 µM | 24 h | To evaluate the inhibitory effect of Argatroban on the E2F1:MTA1 complex and its impact on HAS2 expression. Results showed that Argatroban significantly reduced HAS2 transcript and protein levels without affecting E2F1 and MTA1 expression. | Theranostics. 2019 Feb 20;9(5):1490-1509. |
| Murine lung epithelial cells | 100 nM | Argatroban inhibited Morf4l1-dependent histone acetylation, reduced its cytotoxicity, and improved survival of mice with experimental lung injury at doses that had no anticoagulant activity. | Sci Transl Med. 2015 Oct 28;7(311):311ra171. | |
| Platelets | 0.4-16 μg/mL | 30 minutes | To evaluate the effect of Argatroban on VITT IgG binding to PF4, results showed Argatroban at therapeutic concentrations did not significantly inhibit VITT IgG binding to PF4 | Blood Adv. 2024 Nov 26;8(22):5744-5752. |
In Vivo:
|
Species
|
Animal Model
|
Administration | Dosage | Frequency | Description | References |
| NMRI nude mice | Melanoma metastasis model | Intraperitoneal injection | 9 mg/kg | Every other day for 4 weeks | To evaluate the inhibitory effect of Argatroban on melanoma metastasis in vivo. Results showed that Argatroban significantly reduced the formation of lung metastases and decreased HAS2 expression and infiltration of tumor-associated macrophages. | Theranostics. 2019 Feb 20;9(5):1490-1509. |
| Mice | Experimental pneumonia model | Intratracheal | 5 µg/mouse | Single dose, for 24 hours | Argatroban inhibited Morf4l1-dependent histone acetylation, reduced its cytotoxicity, and improved survival of mice with experimental lung injury at doses that had no anticoagulant activity. | Sci Transl Med. 2015 Oct 28;7(311):311ra171. |
| DdY mice | Oxaliplatin-induced peripheral neuropathy model | Intraperitoneal injection | 10 mg/kg | Single administration | To evaluate the impact of thrombin inhibitor on TMα's anti-neuropathic activity | J Neuroinflammation. 2019 Oct 30;16(1):199. |
| Mice | K/BxN transgenic mice and serum transfer-induced arthritis (STIA) model | Ex vivo co-incubation | 350 µM | Single treatment | Argatroban inhibited the fluorescence signal of RACPP NleTPRSFL, indicating that it reduced probe cleavage by inhibiting thrombin activity. | Arthritis Rheumatol. 2018 Jan;70(1):69-79 |
| C57BL/6J mice | Carotid artery thrombolysis stroke model (iCAT) | Intravenous | 80 mg/kg bolus; 40 mg/kg/min infusion over 60 minutes | Single administration, duration of 60 minutes | To evaluate the effect of argatroban combined with rtPA on thrombolysis and recanalization. Results showed that argatroban increased recanalization rates to 50%, but also increased carotid artery embolization and stroke-related mortality. | Blood Adv. 2022 Sep 27;6(18):5449-5462 |
| Mice | VITT mouse model | Osmotic pump | 120 μg/kg/h | Continuous infusion | To assess the effect of Argatroban on thrombosis in VITT mice, results showed Argatroban significantly reduced clot formation but did not ameliorate thrombocytopenia | Blood Adv. 2024 Nov 26;8(22):5744-5752. |
| Mice | Bleomycin-induced pulmonary fibrosis model | Intraperitoneal injection | 9 mg/kg | Daily for 14 days | Argatroban significantly improved the survival of PN-1?/? mice by inhibiting thrombin activity, reducing the accumulation of inflammatory cells and platelets in the lungs. | Blood Adv. 2018 Sep 25;2(18):2389-2399 |
Clinical Trial:
| NCT Number | Conditions | Phases | Recruitment | Completion Date | Locations |
| NCT00603824 | Heparin-Induced Thrombocytopen... More >>ia Less << | Phase 4 | Withdrawn(PI relocated) | - | - |
| NCT01911624 | Staphylococcus Aureus Bacterae... More >>mia Less << | Phase 2 | Completed | - | Belgium ... More >> KUleuven/UZ Gasthuisberg Leuven, Belgium, 3000 Less << |
| NCT00921856 | Coronary Vasospasm ... More >> Microvascular Angina Coronary Artery Disease Less << | Not Applicable | Recruiting | December 2019 | Germany ... More >> Robert Bosch Medical Center Recruiting Stuttgart, Germany, 70376 Contact: Peter Ong, MD +4971181016048 petereong@gmail.com Contact: Anastasios Athanasiadis, MD +4971181015444 Less << |
| NCT01162824 | Endothelial Dysfunction ... More >> Atherosclerosis Inflammation Myocardial Ischemia Less << | Not Applicable | Unknown | December 2011 | United Kingdom ... More >> Department of Cardiology, St George's Healthcare NHS Trust Recruiting London, England, United Kingdom, SW17 0RE Contact: Peter E Ong, MD +44208725 ext 2628 pong@sgul.ac.uk Sub-Investigator: Peter E Ong, MD Less << |
| NCT02935530 | Gynecologic Neoplasms ... More >> Venous Thromboembolism Low Molecular Weight Heparin Argatroban Less << | Phase 3 | Unknown | December 2017 | China, Hubei ... More >> Tongji Hospital Recruiting Wuhan, Hubei, China, 430000 Contact: Danhui Weng, M.D. 027-83663351 dhweng@tjh.tjmu.edu.cn Less << |
| NCT03735979 | Acute Ischemic Stroke | Phase 3 | Not yet recruiting | April 2023 | United States, Ohio ... More >> University of Cincinnati Medical Center Not yet recruiting Cincinnati, Ohio, United States, 45267 Contact: Natalie Kreitzer, MD kreitzne@UCMAIL.UC.EDU Less << |
| NCT01304238 | - | Completed | - | - | |
| NCT01304238 | - | Completed | - | - | |
| NCT00508924 | Coronary Artery Disease ... More >> Angina, Unstable Less << | Phase 2 | Completed | - | Belgium ... More >> Aalst, Belgium Germany Bad Nauheim, Germany Cologne, Germany Dachau, Germany Dueren, Germany Frankfurt, Germany Halle, Germany Mainz, Germany Less << |
| NCT00153946 | Stroke | Phase 4 | Completed | - | Japan ... More >> EAST Study Office c/o National Cardiovascular Center Suita, Osaka, Japan, 565-8565 Less << |
| NCT00035178 | Kidney Failure, Chronic|Renal ... More >>Disease, End-Stage Less << | PHASE4 | COMPLETED | 2025-11-02 | University of Chicago, Section... More >> of Nephrology, Chicago, Illinois, 60637, United States|DaVita Clinical Research, Minneapolis, Minnesota, 55404, United States Less << |
| NCT00039858 | Thrombocytopenia|Thrombosis | PHASE4 | COMPLETED | 2025-03-06 | Mattel Children's Hospital at ... More >>UCLA, Los Angeles, California, 90095, United States|Children's Hospital of Orange County, Orange, California, 92868, United States|Rush University Medical Center, Chicago, Illinois, 60612, United States|University of Chicago Children's Hospital, Chicago, Illinois, 60637, United States|Children's Hospital of Illinois, Peoria, Illinois, 61614, United States|Kosair Children's Hospital, University of Louisville, Louisville, Kentucky, 40202, United States|Children's Hospital of Boston, Boston, Massachusetts, 02115, United States|Michigan Congenital Heart Center, Ann Arbor, Michigan, 48109, United States|Rainbow Babies at Children's Hospital, Cleveland, Ohio, 44106, United States|Oregon Health & Science University, Portland, Oregon, 97201, United States|Children's Hospital of Philadelphia, Philadelphia, Pennsylvania, 19104, United States|Primary Children's Medical Center, Salt Lake City, Utah, 84113, United States|Children's Hospital and Regional Medical Center, Seattle, Washington, 98105, United States Less << |
| NCT00508924 | - | Completed | - | - | |
| NCT00798525 | Heparin Induced Thrombocytopen... More >>ia (HIT) Less << | Phase 4 | Terminated(Supply of Lepirudin... More >> ended on 01. April 2012, thus trial terminated on 31. March 2012) Less << | - | Germany ... More >> Universitätsklinikum Düsseldorf Klinik für Anästhesiologie Düsseldorf, Germany, 40225 Less << |
| NCT00198588 | Heparin-Induced Thrombocytopen... More >>ia Less << | Phase 3 | Completed | - | Japan ... More >> National Hospital Organization Nagoya Medical Center Nagoya, Aichi, Japan, 4600001 Nagoya University Hospital Nagoya, Aichi, Japan, 4668560 Nagoya Daini Red Cross Hospital Nagoya, Aichi, Japan, 4668650 National Hospital Organization Hakodate National Hospital Hakodate, Hokkaido, Japan, 0418512 National Hospital Organization Hokkaido Cancer Center Sapporo, Hokkaido, Japan, 0030804 Kurume University Hospital Kurume, Hukuoka, Japan, 8300011 Kobe University Hospital Kobe, Hyogo, Japan, 6500017 Kobe City General Hospital Kobe, Hyogo, Japan, 6500046 Iwate Medical University Hospital Morioka, Iwate, Japan, 0208505 Tokai University Hospital Isehara, Kanagawa, Japan, 2591193 Mie University Hospital Tsu, Mie, Japan, 5148507 National Cardiovascular Center Suita, Osaka, Japan, 5658565 Sakakibara Memorial Hospital Fuchu, Tokyo, Japan, 1830003 National Hospital Organization Iwakuni Clinical Center Iwakuni, Yamaguchi, Japan, 7408510 Yamaguchi University Hospital Ube, Yamaguchi, Japan, 7558505 Kyoto Second Red Cross Hospital Kyoto, Japan, 6028026 Kyoto University Hospital Kyoto, Japan, 6068507 The University of Tokyo Hospital Tokyo, Japan, 1138655 National Hospital Organization Tokyo Medical Center Tokyo, Japan, 1528902 Keio University Hospital Tokyo, Japan, 1608582 Less << |
| NCT00787332 | - | Terminated(Low enrollment) | - | - | |
| NCT00861692 | Heparin-induced Thrombocytopen... More >>ia Type II Less << | Phase 2 | Completed | - | France ... More >> Saint Etienne, France Less << |
| NCT01246011 | - | Terminated(Enrollment was too ... More >>slow.) Less << | - | - | |
| NCT00787332 | Suspected Heparin-Induced Thro... More >>mbocytopenia Less << | Phase 4 | Terminated(Low enrollment) | - | - |
| NCT00268762 | Ischemic Stroke | Phase 1 Phase 2 | Completed | - | United States, Alabama ... More >> University of Alabama-Birmingham Birmingham, Alabama, United States, 35249 United States, California Cedars-Sinai Medical Center Los Angeles, California, United States, 90048 United States, Louisiana Tulane University New Orleans, Louisiana, United States, 70112 United States, Texas University of Texas-Southwestern Dallas Dallas, Texas, United States, 75390 Memorial Hermann Hospital-Medical Center Houston, Texas, United States, 77030 Memorial Hermann Southwest Hospital Houston, Texas, United States, 77074 Less << |
| NCT00268762 | - | Completed | - | - | |
| NCT01246011 | Coronary Artery Bypass Graft S... More >>urgery Presence of Heparin/Platelet Factor 4 Antibody Less << | Phase 4 | Terminated(Enrollment was too ... More >>slow.) Less << | - | United States, Massachusetts ... More >> Massachusetts General Hospital Boston, Massachusetts, United States, 02474 Less << |
| NCT01163604 | CVD | Phase 4 | Completed | - | China, Jiangsu ... More >> Department of Neurology, Jinling Hospital, Nanjing University School of Medicine Nanjing, Jiangsu, China, 210002 Less << |
| NCT01464788 | - | Terminated(The study was halte... More >>d prematurely at 90 of 105 planned patients due to the beneficial results of embolectomy clinical trials.) Less << | - | - | |
| NCT01734252 | Achievement of a Sufficient Th... More >>rombosis Prohpylaxis in Clitically Ill Patients With Heparin Resistance Less << | PHASE2 | COMPLETED | 2016-04-01 | Medical University Innsbruck /... More >> Department for General and Surgical Intensive Care Medicine, Innsbruck, 6020, Austria Less << |
| NCT03552354 | Stroke, Ischemic | Phase 4 | Recruiting | January 8, 2019 | China, Liaoning ... More >> General Hospital of Shenyang Military Region Recruiting Shenyang, Liaoning, China, 10016 Contact: Hui-sheng Chen, Doctor Less << |
| NCT00861692 | - | Completed | - | - | |
| NCT01464788 | Ischemic Stroke | Phase 2 | Terminated(The study was halte... More >>d prematurely at 90 of 105 planned patients due to the beneficial results of embolectomy clinical trials.) Less << | - | United States, Texas ... More >> University of Texas Health Science Center at Houston Houston, Texas, United States, 77030 Less << |
| NCT02448069 | Stroke|Cerebral Ischemia | PHASE2 | COMPLETED | 2025-08-16 | University of Texas Health Sci... More >>ence Center at Houston, Houston, Texas, 77030, United States Less << |
| NCT01163604 | - | Completed | - | - | |
| NCT03740958 | Stroke | Phase 4 | Not yet recruiting | June 30, 2021 | - |
| NCT01980316 | CVD | Phase 4 | Completed | - | China, Jiangsu ... More >> Department of Neurology, Jinling Hospital, Nanjing University School of Medicine Nanjing, Jiangsu, China, 210009 Less << |
| NCT03506009 | Argatroban, Rt-PA | Phase 4 | Terminated(it is very difficul... More >>t to recruit qualified patients) Less << | - | China, Liaoning ... More >> General Hospital of Shenyang Military Region Shenyang, Liaoning, China, 10016 Less << |
| NCT04275180 | Acute Progressive Ischemic Str... More >>oke Less << | PHASE4 | COMPLETED | 2023-01-31 | Min Lou, Hangzhou, Zhejiang, 3... More >>10000, China|People's Hospital of Anji, Anji, China|Jiaxing Second Hospital, Jiaxing, China|Ninghai First Hospital, Ninghai, China|Quzhou Kecheng People's Hospital, Quzhou, China|Tongxiang Diyi Renmin Hospital, Tongxiang, China Less << |
| NCT05740371 | Stable Coronary Artery Disease... More >> (CAD)|Unstable Angina (Troponin Negative) Less << | PHASE4 | COMPLETED | 2021-05-06 | University Hospital Frankfurt,... More >> Frankfurt am Main, Hessen, 60590, Germany|Herz-Kreislauf-Zentrum Klinikum Hersfeld-Rotenburg, Rotenburg an der Fulda, Hessen, 36199, Germany Less << |
Tags: Argatroban | MD-805 | MCI-9038 | Argipidine | MD805 | MD 805 | MCI9038 | MCI 9038 | MCI-9038 | Thrombin | 74863-84-6
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| H290 | May be corrosive to metals |
Health hazards | |
| Code | Phrase |
| H300 | Fatal if swallowed |
| H301 | Toxic if swallowed |
| H302 | Harmful if swallowed |
| H303 | May be harmful if swallowed |
| H304 | May be fatal if swallowed and enters airways |
| H305 | May be harmful if swallowed and enters airways |
| H310 | Fatal in contact with skin |
| H311 | Toxic in contact with skin |
| H312 | Harmful in contact with skin |
| H313 | May be harmful in contact with skin |
| H314 | Causes severe skin burns and eye damage |
| H315 | Causes skin irritation |
| H316 | Causes mild skin irritation |
| H317 | May cause an allergic skin reaction |
| H318 | Causes serious eye damage |
| H319 | Causes serious eye irritation |
| H320 | Causes eye irritation |
| H330 | Fatal if inhaled |
| H331 | Toxic if inhaled |
| H332 | Harmful if inhaled |
| H333 | May be harmful if inhaled |
| H334 | May cause allergy or asthma symptoms or breathing difficulties if inhaled |
| H335 | May cause respiratory irritation |
| H336 | May cause drowsiness or dizziness |
| H340 | May cause genetic defects |
| H341 | Suspected of causing genetic defects |
| H350 | May cause cancer |
| H351 | Suspected of causing cancer |
| H360 | May damage fertility or the unborn child |
| H361 | Suspected of damaging fertility or the unborn child |
| H361d | Suspected of damaging the unborn child |
| H362 | May cause harm to breast-fed children |
| H370 | Causes damage to organs |
| H371 | May cause damage to organs |
| H372 | Causes damage to organs through prolonged or repeated exposure |
| H373 | May cause damage to organs through prolonged or repeated exposure |
Environmental hazards | |
| Code | Phrase |
| H400 | Very toxic to aquatic life |
| H401 | Toxic to aquatic life |
| H402 | Harmful to aquatic life |
| H410 | Very toxic to aquatic life with long-lasting effects |
| H411 | Toxic to aquatic life with long-lasting effects |
| H412 | Harmful to aquatic life with long-lasting effects |
| H413 | May cause long-lasting harmful effects to aquatic life |
| H420 | Harms public health and the environment by destroying ozone in the upper atmosphere |
Sorry,this product has been discontinued.
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