Structure of Betrixaban
CAS No.: 330942-05-7
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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.
Betrixaban is a highly potent, selective, and orally efficacious factor Xa inhibitor with IC50 of 1.2 nM (inhibition of Factor 10a).
Synonyms: PRT054021; MK-4448; MLN1021
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Batch number can be found on the product's label following the word 'Batch'.
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Marino-Ocampo, Nory ; Rodriguez, Diego F. ; Guerra Diaz, Daniel ; Zuniga-Nunez, Daniel ; Duarte, Yorley ; Fuentealba, Denis , et al.
Abstract: Direct FXa inhibitors are an important class of bioactive mols. (rivaroxaban, apixaban, edoxaban, and betrixaban) applied for thromboprophylaxis in diverse cardiovascular pathologies. The interaction of active compounds with human serum albumin (HSA), the most abundant protein in blood plasma, is a key research area and provides crucial information about drugs' pharmacokinetics and pharmacodynamic properties. This research focuses on the study of the interactions between HSA and four com. available direct oral FXa inhibitors, applying methodologies including steady-state and time-resolved fluorescence, isothermal titration calorimetry (ITC), and mol. dynamics. The HSA complexation of FXa inhibitors was found to occur via static quenching, and the complex formation in the ground states affects the fluorescence of HSA, with a moderate binding constant of 104 M-1. However, the ITC studies reported significantly different binding constants (103 M-1) compared with the results obtained through spectrophotometric methods. The suspected binding mode is supported by mol. dynamics simulations, where the predominant interactions were hydrogen bonds and hydrophobic interactions (mainly π-π stacking interactions between the Ph ring of FXa inhibitors and the indole moiety of Trp214). Finally, the possible implications of the obtained results regarding pathologies such as hypoalbuminemia are briefly discussed.
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Keywords: FXa inhibitors ; human serum albumin ; fluorescence ; isothermal titration calorimetry ; molecular modeling ; direct oral FXa inhibitors ; commercially available FXa inhibitors ; apixaban ; rivaroxaban ; edoxaban ; betrixaban
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CAS No. : | 330942-05-7 |
Formula : | C23H22ClN5O3 |
M.W : | 451.91 |
SMILES Code : | ClC1=CN=C(NC(C2=CC(OC)=CC=C2NC(C3=CC=C(C(N(C)C)=N)C=C3)=O)=O)C=C1 |
Synonyms : |
PRT054021; MK-4448; MLN1021
|
MDL No. : | MFCD16038040 |
InChI Key : | XHOLNRLADUSQLD-UHFFFAOYSA-N |
Pubchem ID : | 10275777 |
GHS Pictogram: |
![]() ![]() |
Signal Word: | Warning |
Hazard Statements: | H302-H373 |
Precautionary Statements: | P260-P264-P270-P301+P312+P330-P314-P501 |
Clinical Trial:
NCT Number | Conditions | Phases | Recruitment | Completion Date | Locations |
NCT03728166 | Venous Thromboembolism | Phase 4 | Not yet recruiting | February 1, 2021 | - |
NCT03397888 | Hepatic Impairment | PHASE1 | COMPLETED | 2018-01-16 | Clinical Pharmacology of Miami... More >>, Hialeah, Florida, 33014, United States Less << |
NCT03613402 | - | Suspended(Due to slow enrollme... More >>nt.) Less << | January 2020 | United States, North Carolina ... More >> Durham Durham, North Carolina, United States, 27705 Less << | |
NCT00375609 | Thromboembolism | Phase 2 | Completed | - | Canada, Quebec ... More >> Montreal General Hospital Montreal, Quebec, Canada, H3Y 3B8 Less << |
NCT00375609 | - | Completed | - | - | |
NCT01229254 | - | Completed | - | - | |
NCT03330457 | Bleeding | Phase 2 | Recruiting | September 2018 | United States, California ... More >> WCCT Global Recruiting Cypress, California, United States, 90630 Contact 714-252-0700 Less << |
NCT01765855 | Health Volunteers | Phase 1 | Completed | - | - |
NCT00742859 | - | Completed | - | - | |
NCT00742859 | Atrial Fibrillation | Phase 2 | Completed | - | United States, California ... More >> Portola Investigational Site Anaheim, California, United States, 92801 United States, Colorado Portola Investigational Site Colorado Springs, Colorado, United States, 80909 United States, Florida Portola Investigational Site Melbourne, Florida, United States, 32901 Portola Investigational Site Miami, Florida, United States, 33173 Portola Investigational Site Ormond Beach, Florida, United States, 32174 Portola Investigational Site Pensacola, Florida, United States, 32501 Portola Investigational Site Port Charlotte, Florida, United States, 33952 United States, Illinois Portola Investigational Site Aurora, Illinois, United States, 60504 United States, Maine Portola Investigational Site Auburn, Maine, United States, 04210 United States, Maryland Portola Investigational Site Columbia, Maryland, United States, 21044 Portola Investigational Site Salisbury, Maryland, United States, 21804 Portola Investigational Site Towson, Maryland, United States, 21204 United States, Mississippi Portola Investigational Site Tupelo, Mississippi, United States, 38801 United States, Missouri Portola Investigational Site Saint Louis, Missouri, United States, 63110 United States, New York Portola Investigational Site Poughkeepsie, New York, United States, 12601 United States, Oregon Portola Investigational Site Hillsboro, Oregon, United States, 97123 United States, Pennsylvania Portola Investigational Site Wynnewood, Pennsylvania, United States, 19096 United States, South Dakota Portola Investigational Site Rapid City, South Dakota, United States, 57701 United States, Virginia Portola Investigational Site Norfolk, Virginia, United States, 23507 Canada, Quebec Portola Investigational Site Longueuil, Quebec, Canada Portola Investigational Site Montreal, Quebec, Canada Less << |
NCT01765868 | Healthy Subjects | PHASE1 | COMPLETED | 2025-10-07 | - |
NCT03346083 | VTE Prophylaxis | PHASE1 | TERMINATED | 2019-10-08 | Children's Hospital Los Angele... More >>s, Los Angeles, California, 90027, United States|ACTCA, Axis Clinical Trials, Los Angeles, California, 90036, United States|Children's Healthcare of Atlanta, Atlanta, Georgia, 30322, United States|Tulane Medical Center, New Orleans, Louisiana, 70001, United States|Rainbow Babies & Children's Hospital, Cleveland, Ohio, 44106, United States|Children's Hospital of Tatarstan Republic, Kazan, 420138, Russian Federation|Federal State Institution, Kemerovo, 650002, Russian Federation|Children's City Clinical Hospital, Moscow, 119049, Russian Federation|Pirogov Russian National Research Medical University, Moscow, 125412, Russian Federation|State Budgetary Institution, Nizhny Novgorod, 603136, Russian Federation|Saint Petersburg State Pediatric Medical University, Saint Petersburg, 194100, Russian Federation|Ivano-Frankivsk Regional Children Clinical Hospital, Ivano-Frankivs'k, 76000, Ukraine|Odessa Regional Children Clinical Hospital, Odesa, Ukraine|Sumy Regional Children's Hospital, Sumy, Ukraine|Vinnytsia Regional Children's Clinical Hospital, Department of Anesthesiology and Intensive Care, Vinnitsa, Ukraine|Birmingham Women's and Children's NHS Foundation Trust, Birmingham, B4 6NH, United Kingdom|Addenbrooke's Hospital, Cambridge, CB2 0QQ, United Kingdom|Children's Hospital for Wales, Cardiff, CF14 4XW, United Kingdom|Glenfield Hospital, Leicester, LE3 9QP, United Kingdom|Evelina London Children's Hospital, London, SE1 7EH, United Kingdom Less << |
NCT01229254 | Atrial Fibrillation ... More >> Atrial Flutter Less << | Phase 2 | Completed | - | - |
NCT00999336 | Renal Impairment | PHASE1 | COMPLETED | 2010-02-28 | APEX GmbH, Munich, Germany |
NCT01583218 | Venous Thromboembolism (VTE) | Phase 3 | Completed | - | - |
NCT01583218 | - | Completed | - | - | |
NCT02596100 | Healthy | PHASE1 | COMPLETED | 2025-11-15 | - |
Tags: Betrixaban | PRT054021 | Factor Xa | Metabolic Enzyme | 330942-05-7
Precautionary Statements-General | |
Code | Phrase |
P101 | If medical advice is needed,have product container or label at hand. |
P102 | Keep out of reach of children. |
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P211 | Do not spray on an open flame or other ignition source. |
P220 | Keep/Store away from clothing/combustible materials. |
P221 | Take any precaution to avoid mixing with combustibles |
P222 | Do not allow contact with air. |
P223 | Keep away from any possible contact with water, because of violent reaction and possible flash fire. |
P230 | Keep wetted |
P231 | Handle under inert gas. |
P232 | Protect from moisture. |
P233 | Keep container tightly closed. |
P234 | Keep only in original container. |
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P240 | Ground/bond container and receiving equipment. |
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P265 | Wash skin thouroughly after handling. |
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P304 | IF INHALED: |
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P322 | |
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P337 | If eye irritation persists: |
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P340 | Remove victim to fresh air and keep at rest in a position comfortable for breathing. |
P341 | If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing. |
P342 | If experiencing respiratory symptoms: |
P350 | Gently wash with plenty of soap and water. |
P351 | Rinse cautiously with water for several minutes. |
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P371 | In case of major fire and large quantities: |
P372 | Explosion risk in case of fire. |
P373 | DO NOT fight fire when fire reaches explosives. |
P374 | Fight fire with normal precautions from a reasonable distance. |
P376 | Stop leak if safe to do so. Oxidising gases (section 2.4) 1 |
P377 | Leaking gas fire: Do not extinguish, unless leak can be stopped safely. |
P378 | |
P380 | Evacuate area. |
P381 | Eliminate all ignition sources if safe to do so. |
P390 | Absorb spillage to prevent material damage. |
P391 | Collect spillage. Hazardous to the aquatic environment |
P301 + P310 | IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. |
P301 + P312 | IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell. |
P301 + P330 + P331 | IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. |
P302 + P334 | IF ON SKIN: Immerse in cool water/wrap in wet bandages. |
P302 + P350 | IF ON SKIN: Gently wash with plenty of soap and water. |
P303 + P361 + P353 | IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower. |
P304 + P312 | IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell. |
P304 + P340 | IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing. |
P304 + P341 | IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing. |
P305 + P351 + P338 | IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. |
P306 + P360 | IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes. |
P307 + P311 | IF exposed: call a POISON CENTER or doctor/physician. |
P308 + P313 | IF exposed or concerned: Get medical advice/attention. |
P309 + P311 | IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician. |
P332 + P313 | IF SKIN irritation occurs: Get medical advice/attention. |
P333 + P313 | IF SKIN irritation or rash occurs: Get medical advice/attention. |
P335 + P334 | Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages. |
P337 + P313 | IF eye irritation persists: Get medical advice/attention. |
P342 + P311 | IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician. |
P370 + P376 | In case of fire: Stop leak if safe to Do so. |
P370 + P378 | In case of fire: |
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P370 + P380 + P375 | In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion. |
P371 + P380 + P375 | In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion. |
Storage | |
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P410 | Protect from sunlight. |
P411 | |
P412 | Do not expose to temperatures exceeding 50 oC/ 122 oF. |
P413 | |
P420 | Store away from other materials. |
P422 | |
P402 + P404 | Store in a dry place. Store in a closed container. |
P403 + P233 | Store in a well-ventilated place. Keep container tightly closed. |
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P410 + P403 | Protect from sunlight. Store in a well-ventilated place. |
P410 + P412 | Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF. |
P411 + P235 | Keep cool. |
Disposal | |
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P501 | Dispose of contents/container to ... |
P502 | Refer to manufacturer/supplier for information on recovery/recycling |
Physical hazards | |
Code | Phrase |
H200 | Unstable explosive |
H201 | Explosive; mass explosion hazard |
H202 | Explosive; severe projection hazard |
H203 | Explosive; fire, blast or projection hazard |
H204 | Fire or projection hazard |
H205 | May mass explode in fire |
H220 | Extremely flammable gas |
H221 | Flammable gas |
H222 | Extremely flammable aerosol |
H223 | Flammable aerosol |
H224 | Extremely flammable liquid and vapour |
H225 | Highly flammable liquid and vapour |
H226 | Flammable liquid and vapour |
H227 | Combustible liquid |
H228 | Flammable solid |
H229 | Pressurized container: may burst if heated |
H230 | May react explosively even in the absence of air |
H231 | May react explosively even in the absence of air at elevated pressure and/or temperature |
H240 | Heating may cause an explosion |
H241 | Heating may cause a fire or explosion |
H242 | Heating may cause a fire |
H250 | Catches fire spontaneously if exposed to air |
H251 | Self-heating; may catch fire |
H252 | Self-heating in large quantities; may catch fire |
H260 | In contact with water releases flammable gases which may ignite spontaneously |
H261 | In contact with water releases flammable gas |
H270 | May cause or intensify fire; oxidizer |
H271 | May cause fire or explosion; strong oxidizer |
H272 | May intensify fire; oxidizer |
H280 | Contains gas under pressure; may explode if heated |
H281 | Contains refrigerated gas; may cause cryogenic burns or injury |
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 |
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