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Rivaroxaban
- Iupac Name：5-chloro-N-[[(5S)-2-oxo-3-[4-(3-oxomorpholin-4-yl)phenyl]-1,
3-oxazolidin-5-yl]methyl]thiophene-2-carboxamide
- CAS No.: 366789-02-8
- Molecular Weight：435.88132
- Modify Date.: 2022-11-12 07:04
- Introduction:
Rivaroxaban, with the chemical formula C19H18ClN3O5S and CAS registry number 366789-02-8, is a compound known for its anticoagulant properties. This oral medication is used to prevent and treat blood clots in conditions such as deep vein thrombosis and atrial fibrillation. Rivaroxaban works by inhibiting the activity of factor Xa, an enzyme involved in the blood clotting process. It is commonly prescribed to reduce the risk of stroke and systemic embolism in patients with nonvalvular atrial fibrillation. Rivaroxaban is also used as a prophylaxis for deep vein thrombosis after hip or knee replacement surgery. Side effects may include bleeding, bruising, and gastrointestinal discomfort. It is important to follow the prescribed dosage and consult a healthcare professional for personalized advice.
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1. Names and Identifiers
- 1.1 Name
- Rivaroxaban
- 1.2 Synonyms
(S)-5-Chloro-N-((2-oxo-3-(4-(3-oxomorpholino)phenyl)-oxazolidin-5-yl)methyl)thiophene-2-carbox (S)-Rivaroxaban 2-Thiophenecarboxamide, 5-chloro-N-[[(5S)-2-oxo-3-[4-(3-oxo-4-morpholinyl)phenyl]-5-oxazolidinyl]methyl]- 5-Chlor-N-({(5S)-2-oxo-3-[4-(3-oxomorpholin-4-yl)phenyl]-1,3-oxazolidin-5-yl}methyl)thiophen-2-carboxamid 5-Chloro-N-(((5S)-2-oxo-3-(4-(3-oxomorpholin-4-yl)phenyl)-1,3-oxazolidin-5-yl)methyl)thiophene-2-carboxamide 5-Chloro-N-([(5S)-2-oxo-3-[4-(3-oxo-4-morpholinyl)-phenyl]-1,3-oxazolidin-5-yl]-methyl)-2-thiophenecarboxamide 5-Chloro-N-({(5S)-2-oxo-3-[4-(3-oxo-4-morpholinyl)phenyl]-1,3-oxazolidin-5-yl}methyl)-2-thiophenecarboxamide 5-chloro-N-({(5S)-2-oxo-3-[4-(3-oxomorpholin-4-yl)phenyl]-1,3-oxazolidin-5-yl}methyl)thiophene-2-carboxamide 5-Chloro-N-[[(5S)-2-oxo-3-[4-(3-oxo-4-morpholinyl)phenyl]-1,3-oxazolidin-5-yl]methyl]-2-thiophenecarboxamide 5-Chloro-N-[[(5S)-2-oxo-3-[4-(3-oxo-4-morpholinyl)phenyl]-5-oxazolidinyl]methyl]-2-thiophenecarboxamide 5-Chloro-N-[[(S)-3-(4-(3-oxomorpholin-4-yl)phenyl)-2-oxo-1,3-oxazolidin-5-yl]methyl]-thiophene-2-carboxamide BAY 59-7939 rivaraoxaban Rivarobaxan Rivaroxaba Rivaroxaban Isomer RIVAROXABAN STAGE-IV [5-CHLORO-N-({5S)-2-OXO-3-[4-(3-OXO-4-MORPHOLINYL)PHENYL]-1,3-OXAZOLIDIN-5-YL}-METHYL)-2(AS PER INV T5SJ BG EVM1- DT5NVOTJ AR D- AT6NV DOTJ &&S Form Xarelto
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- 1.3 CAS No.
- 366789-02-8
- 1.4 CID
- 9875401
- 1.5 Molecular Formula
- C19H18ClN3O5S (isomer)
- 1.6 Inchi
- InChI=1S/C19H18ClN3O5S/c20-16-6-5-15(29-16)18(25)21-9-14-10-23(19(26)28-14)13-3-1-12(2-4-13)22-7-8-27-11-17(22)24/h1-6,14H,7-11H2,(H,21,25)/t14-/m0/s1
- 1.7 InChIkey
- KGFYHTZWPPHNLQ-AWEZNQCLSA-N
- 1.8 Canonical Smiles
- C1COCC(=O)N1C2=CC=C(C=C2)N3CC(OC3=O)CNC(=O)C4=CC=C(S4)Cl
- 1.9 Isomers Smiles
- C1COCC(=O)N1C2=CC=C(C=C2)N3C[C@@H](OC3=O)CNC(=O)C4=CC=C(S4)Cl
2. Properties
- 2.1 Density
- 1.46
- 2.1 Melting point
- 228-229°C
- 2.1 Boiling point
- 732.6°Cat760mmHg
- 2.1 Refractive index
- 1.633
- 2.1 Flash Point
- 396.9°C
- 2.1 Precise Quality
- 435.06600
- 2.1 PSA
- 116.42000
- 2.1 logP
- 3.04080
- 2.1 Solubility
- In water, 25.05 mg/L at 25 °C (est)
- 2.2 Storage
- Refrigerator
- 2.3 Chemical Properties
- White Solid
- 2.4 Color/Form
- Powder
- 2.5 Decomposition
- Dangerous products of decomposition: thermal ecomposition may produce toxic gases such as carbon monoxide, carbon dioxide, and nitrogen oxides.
- 2.6 Odor
- Odorless
- 2.7 pKa
- 13.36±0.46(Predicted)
- 2.8 Water Solubility
- In water, 25.05 mg/L at 25 °C (est)
- 2.9 Stability
- Stable if stored as directed; avoid strong oxidizing agents
- 2.10 StorageTemp
- Refrigerator
3. Use and Manufacturing
- 3.1 Definition
- ChEBI: A monocarboxylic acid amide obtained by formal condensation of the carboxy group of 5-chlorothiophene-2-carboxylic acid with the amino group of 4-{4-[(5S)-5-(aminomethyl)-2-oxo-1,3-oxazolidin-3-yl]phenyl}morpholin-3-one. An anticoagulant ued for prophylaxis of venous thromboembolism in patients with knee or hip replacement surgery.
- 3.2 Usage
- Rivaroxaban is recommended as an option for treating pulmonary embolism and preventing recurrent deep vein thrombosis and pulmonary embolism in adults.Rivaroxaban (Xarelto, Bayer) is indicated for the 'treatment of deep vein thrombosis and pulmonary embolism, and prevention of recurrent deep vein thrombosis and pulmonary embolism in adults'. For the initial treatment of acute pulmonary embolism, the recommended dosage of rivaroxaban is 15 mg twice daily for the first 21 days followed by 20 mg once daily for continued treatment and prevention of recurrent venous thromboembolism.Non-Valvular Atrial Fibrillation (NVAF)* to prevent stroke & systemic embolism.Acute VTE treatment & prevention of recurrent VTE [for deep vein thrombosis (DVT) and pulmonary embolism (PE)].Prevention of venous thromboembolic events (VTE) in elective total hip or knee replacement surgery (THR, TKR).
4. MSDS
2.Hazard identification
2.1 Classification of the substance or mixture
Hazardous to the aquatic environment, long-term (Chronic) - Category Chronic 2
2.2 GHS label elements, including precautionary statements
| Pictogram(s) |  |
| Signal word | No signal word. |
| Hazard statement(s) | H411 Toxic to aquatic life with long lasting effects |
| Precautionary statement(s) | |
| Prevention | P273 Avoid release to the environment. |
| Response | P391 Collect spillage. |
| Storage | none |
| Disposal | P501 Dispose of contents/container to ... |
2.3 Other hazards which do not result in classification
none
5. Synthesis Route
366789-02-8Total: 96 Synthesis Route
7. Computational chemical data
- Molecular Weight: 435.88132g/mol
- Molecular Formula: C19H18ClN3O5S
- Compound Is Canonicalized: True
- XLogP3-AA: 2.5
- Exact Mass: 435.0655696
- Monoisotopic Mass: 435.0655696
- Complexity: 645
- Rotatable Bond Count: 5
- Hydrogen Bond Donor Count: 1
- Hydrogen Bond Acceptor Count: 6
- Topological Polar Surface Area: 116
- Heavy Atom Count: 29
- Defined Atom Stereocenter Count: 1
- Undefined Atom Stereocenter Count: 0
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- Isotope Atom Count: 0
- Covalently-Bonded Unit Count: 1
- CACTVS Substructure Key Fingerprint: AAADceB7OABEAAAAAAAAAAAAAAAAAWJAAAA8QAAAAAAAAAABwAAAHgYQAAAACB7h0CYwyYPABAiMACVSWAKDAIAlDxBIiJlIZsgKIDLh15WPIQhglgD4yYcYAAAAAACAAAAAAAAAAQAAAAAAAAAAAAAAAA==
8. Question & Answer
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Overview Rivaroxaban is an oral antithrombotic medication available in tablet and liquid form. It is utilized for various medical conditions, including: Prevention and treatment of deep vein thrombosi..
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Introduction Rivaroxaban, a highly selective direct factor Xa inhibitor, has emerged as a prominent figure in the landscape of anticoagulant medications. Marketed under brand names such as Xarelto, it..
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Rivaroxaban is an important pharmaceutical ingredient with a wide range of applications in the field of medicine. So, how can Rivaroxaban improve production efficiency? This article will introduce so..
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Rivaroxaban is a new oral anticoagulant. Because of its good anticoagulant effect, low risk of major bleeding, convenient administration, and no need for routine monitoring, it has been widely used i..
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