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32 Europe
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1 Australia
4 South Africa
9 Listed Dossiers

DRUG PRODUCT COMPOSITIONS

INJECTABLE;SUBCUTANEOUS - 10MG/0.8ML, INJECTABLE;SUBCUTANEOUS - 2.5MG/0.5ML, INJECTABLE;SUBCUTANEOUS - 5MG/0.4ML, INJECTABLE;SUBCUTANEOUS - 7.5MG/0.6ML

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INJECTABLE;SUBCUTANEOUS - 10MG/0.8ML
INJECTABLE;SUBCUTANEOUS - 2.5MG/0.5ML
INJECTABLE;SUBCUTANEOUS - 5MG/0.4ML
INJECTABLE;SUBCUTANEOUS - 7.5MG/0.6ML

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Synopsis

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3EXCIPIENTS BY APPLICATIONS

Chemistry

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Also known as: 114870-03-0, Arixtra, Quixidar, Fondaparin sodium, Sr-90107a, Org 31540

Molecular Formula

C₃₁H₄₃N₃Na₁₀O₄₉S₈

Molecular Weight

1728.1 g/mol

InChI Key

XEKSTYNIJLDDAZ-JASSWCPGSA-D

FDA UNII

X0Q6N9USOZ

Synthetic pentasaccharide that mediates the interaction of HEPARIN with ANTITHROMBINS and inhibits FACTOR Xa; it is used for prevention of VENOUS THROMBOEMBOLISM after surgery.

1 2D Structure

Fondaparinux Sodium

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

decasodium;(2S,3S,4R,5R,6R)-6-[(2R,3R,4R,5R,6R)-6-[(2R,3S,4S,5R,6R)-2-carboxylato-4-hydroxy-6-[(2R,3S,4R,5R,6S)-4-hydroxy-6-methoxy-5-(sulfonatoamino)-2-(sulfonatooxymethyl)oxan-3-yl]oxy-5-sulfonatooxyoxan-3-yl]oxy-5-(sulfonatoamino)-4-sulfonatooxy-2-(sulfonatooxymethyl)oxan-3-yl]oxy-3-[(2R,3R,4R,5S,6R)-4,5-dihydroxy-3-(sulfonatoamino)-6-(sulfonatooxymethyl)oxan-2-yl]oxy-4,5-dihydroxyoxane-2-carboxylate

2.1.2 InChI

InChI=1S/C31H53N3O49S8.10Na/c1-69-27-9(33-85(48,49)50)13(37)17(6(74-27)3-71-88(57,58)59)76-31-22(83-91(66,67)68)16(40)21(24(81-31)26(43)44)79-29-10(34-86(51,52)53)19(82-90(63,64)65)18(7(75-29)4-72-89(60,61)62)77-30-15(39)14(38)20(23(80-30)25(41)42)78-28-8(32-84(45,46)47)12(36)11(35)5(73-28)2-70-87(54,55)56;;;;;;;;;;/h5-24,27-40H,2-4H2,1H3,(H,41,42)(H,43,44)(H,45,46,47)(H,48,49,50)(H,51,52,53)(H,54,55,56)(H,57,58,59)(H,60,61,62)(H,63,64,65)(H,66,67,68);;;;;;;;;;/q;10*+1/p-10/t5-,6-,7-,8-,9-,10-,11-,12-,13-,14-,15-,16+,17-,18-,19-,20+,21+,22-,23+,24-,27+,28-,29-,30-,31-;;;;;;;;;;/m1........../s1

2.1.3 InChI Key

XEKSTYNIJLDDAZ-JASSWCPGSA-D

2.1.4 Canonical SMILES

COC1C(C(C(C(O1)COS(=O)(=O)[O-])OC2C(C(C(C(O2)C(=O)[O-])OC3C(C(C(C(O3)COS(=O)(=O)[O-])OC4C(C(C(C(O4)C(=O)[O-])OC5C(C(C(C(O5)COS(=O)(=O)[O-])O)O)NS(=O)(=O)[O-])O)O)OS(=O)(=O)[O-])NS(=O)(=O)[O-])O)OS(=O)(=O)[O-])O)NS(=O)(=O)[O-].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+]

2.1.5 Isomeric SMILES

CO[C@@H]1[C@@H]([C@H]([C@@H]([C@H](O1)COS(=O)(=O)[O-])O[C@H]2[C@@H]([C@H]([C@@H]([C@@H](O2)C(=O)[O-])O[C@@H]3[C@@H]([C@H]([C@@H]([C@H](O3)COS(=O)(=O)[O-])O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)C(=O)[O-])O[C@@H]5[C@@H]([C@H]([C@@H]([C@H](O5)COS(=O)(=O)[O-])O)O)NS(=O)(=O)[O-])O)O)OS(=O)(=O)[O-])NS(=O)(=O)[O-])O)OS(=O)(=O)[O-])O)NS(=O)(=O)[O-].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+]

2.2 Other Identifiers

2.2.1 UNII

X0Q6N9USOZ

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Arixtra

2. Fondaparinux

3. Quixidar

2.3.2 Depositor-Supplied Synonyms

1. 114870-03-0

2. Arixtra

3. Quixidar

4. Fondaparin Sodium

5. Sr-90107a

6. Org 31540

7. Sr 90107a

8. Fondaparinux Sodium For Assay

9. Org-31540

10. Fondaparinux Sodium Identification

11. X0q6n9usoz

12. Ic-851589

13. Xantidar

14. Arixtra (tn)

15. Unii-x0q6n9usoz

16. Fondaparinux Sodium [usan]

17. Fondaparinux Sodium [usan:inn:ban]

18. Gsk-576428

19. Ic 85158

20. Sr-90107

21. Chembl1200644

22. Fondaparinux Sodium [mi]

23. Fondaparinux Sodium [inn]

24. Fondaparinux Sodium [jan]

25. Dtxsid501027612

26. Fondaparinux Sodium [mart.]

27. Fondaparinux Sodium (jan/usp/inn)

28. Fondaparinux Sodium [usp-rs]

29. Fondaparinux Sodium [who-dd]

30. Natural Heparin Pentasaccharide Sodium

31. Akos005146286

32. Fondaparinux Sodium [ema Epar]

33. Ccg-270693

34. Fondaparinux Sodium [orange Book]

35. As-80003

36. Fondaparinux Sodium [usp Monograph]

37. C71476

38. D01844

39. A803253

40. Q421218

41. Alpha-d-glucopyranoside, Methyl O-2-deoxy-6-o-sulfo-2-(sulfoamino)-alpha-d-glucopyranosyl-(1-4)-o-beta-d-glucopyranuronosyl(1-4)-o-2-deoxy-3,6-di-o-sulfo-2-(sulfoamino)-alpha-d-glucopyranosyl-(1-4)-o-2-o-sulfo-alpha-l-idopyranuronosyl-(1-4)-2-deoxy-2-(sulfoamino)-, 6-(hydrogen Sulfate), Decasodium Salt

42. Decasodium 6-[6-[2-carboxylato-4-hydroxy-6-[4-hydroxy-6-methoxy-5-(sulfonatoamino)-2-(sulfonatooxymethyl)tetrahydropyran-3-yl]oxy-5-sulfonatooxy-tetrahydropyran-3-yl]oxy-5-(sulfonatoamino)-4-sulfonatooxy-2-(sulfonatooxymethyl)tetrahydropyran-3-yl]oxy-3-[4;fondaparinux Sodium

43. Methly O-2-deoxy-6-o-sulfo-2-(sulfoamino)-alpha-d-glucopyranosyl-(1-4)-o-beta-d-glucopyranuronosyl-(1-4)-o-2-deoxy-3,6-di-o-sulfo-2-(sulfoamino)-alpha-d-glucopyranosyl-(1-4)-o-2-o-sulfo-alpha-l-idopyranuronosyl-(1-4)-2-deoxy-6-o-sulfo-2-(sulfoamino)-alpha-d-glucopyranoside, Decasodium Salt

2.4 Create Date

2005-06-24

3 Chemical and Physical Properties

Molecular Formula	C₃₁H₄₃N₃Na₁₀O₄₉S₈
Molecular Weight	1728.1 g/mol
Hydrogen Bond Donor Count	9
Hydrogen Bond Acceptor Count	52
Rotatable Bond Count	20
Exact Mass	1726.7707769 g/mol
Monoisotopic Mass	1726.7707769 g/mol
Topological Polar Surface Area	901 Å²
Heavy Atom Count	101
Formal Charge	0
Complexity	3330
Isotope Atom Count	0
Defined Atom Stereocenter Count	25
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	11

4 Drug and Medication Information

4.1 Drug Information

1 of 4
Drug Name	Arixtra
Drug Label	ARIXTRA (fondaparinux sodium) Injection is a sterile solution containing fondaparinux sodium. It is a synthetic and specific inhibitor of activated Factor X (Xa). Fondaparinux sodium is methyl O-2-deoxy-6-O-sulfo-2-(sulfoamino)--D-glucopyranosyl-(1...
Active Ingredient	Fondaparinux sodium
Dosage Form	Injectable
Route	Subcutaneous
Strength	5mg/0.4ml; 2.5mg/0.5ml; 7.5mg/0.6ml; 10mg/0.8ml
Market Status	Prescription
Company	Agi

2 of 4
Drug Name	Fondaparinux sodium
PubMed Health	Fondaparinux (Injection)
Drug Classes	Anticoagulant
Drug Label	ARIXTRA (fondaparinux sodium) Injection is a sterile solution containing fondaparinux sodium. It is a synthetic and specific inhibitor of activated Factor X (Xa). Fondaparinux sodium is methyl O-2-deoxy-6-O-sulfo-2-(sulfoamino)--D-glucopyranosyl-(1...
Active Ingredient	Fondaparinux sodium
Dosage Form	Injectable
Route	Subcutaneous
Strength	2.5mg/0.5ml; 7.5mg/0.6ml; 5mg/0.4ml; 10mg/0.8ml
Market Status	Prescription
Company	Dr Reddys Labs

3 of 4
Drug Name	Arixtra
Drug Label	ARIXTRA (fondaparinux sodium) Injection is a sterile solution containing fondaparinux sodium. It is a synthetic and specific inhibitor of activated Factor X (Xa). Fondaparinux sodium is methyl O-2-deoxy-6-O-sulfo-2-(sulfoamino)--D-glucopyranosyl-(1...
Active Ingredient	Fondaparinux sodium
Dosage Form	Injectable
Route	Subcutaneous
Strength	5mg/0.4ml; 2.5mg/0.5ml; 7.5mg/0.6ml; 10mg/0.8ml
Market Status	Prescription
Company	Agi

4 of 4
Drug Name	Fondaparinux sodium
PubMed Health	Fondaparinux (Injection)
Drug Classes	Anticoagulant
Drug Label	ARIXTRA (fondaparinux sodium) Injection is a sterile solution containing fondaparinux sodium. It is a synthetic and specific inhibitor of activated Factor X (Xa). Fondaparinux sodium is methyl O-2-deoxy-6-O-sulfo-2-(sulfoamino)--D-glucopyranosyl-(1...
Active Ingredient	Fondaparinux sodium
Dosage Form	Injectable
Route	Subcutaneous
Strength	2.5mg/0.5ml; 7.5mg/0.6ml; 5mg/0.4ml; 10mg/0.8ml
Market Status	Prescription
Company	Dr Reddys Labs

4.2 Drug Indication

* 1. 5-mg/0. 3-ml and 2. 5-mg/0. 5-ml solution for injection:

Prevention of venous thromboembolic events (VTE) in adults undergoing major orthopaedic surgery of the lower limbs such as hip fracture, major knee surgery or hip-replacement surgery.

Prevention of VTE in adults undergoing abdominal surgery who are judged to be at high risk of thromboembolic complications, such as patients undergoing abdominal cancer surgery.

Prevention of VTE in adult medical patients who are judged to be at high risk for VTE and who are immobilised due to acute illness such as cardiac insufficiency and / or acute respiratory disorders, and / or acute infectious or inflammatory disease.

Treatment of adults with acute symptomatic spontaneous superficial-vein thrombosis of the lower limbs without concomitant deep-vein thrombosis.

* 2. 5-mg/0. 5-ml solution for injection:

Treatment of unstable angina or non-ST-segment-elevation myocardial infarction (UA/NSTEMI) in adult patients for whom urgent (< 120 mins) invasive management (PCI) is not indicated.

infarction (STEMI) in adult patients who are managed with thrombolytics or who initially are to receive no other form of reperfusion therapy.

* 5-mg/0. 4-ml, 7. 5-mg/0. 6-ml and 10-mg/0. 8-ml solution for injection:

Treatment of adults with acute deep-vein thrombosis (DVT) and treatment of acute pulmonary embolism (PE), except in haemodynamically unstable patients or patients who require thrombolysis or pulmonary embolectomy.

1. 5 mg/0. 3 ml and 2. 5 mg/0. 5 ml, solution for injection:

Prevention of Venous Thromboembolic Events (VTE) in patients undergoing major orthopaedic surgery of the lower limbs such as hip fracture, major knee surgery or hip replacement surgery.

Prevention of Venous Thromboembolic Events (VTE) in patients undergoing abdominal surgery who are judged to be at high risk of thromboembolic complications, such as patients undergoing abdominal cancer surgery (see section 5. 1).

Prevention of Venous Thromboembolic Events (VTE) in medical patients who are judged to be at high risk for VTE and who are immobilised due to acute illness such as cardiac insufficiency and/or acute respiratory disorders, and/or acute infectious or inflammatory disease.

2. 5 mg/0. 5 ml, solution for injection:

Treatment of unstable angina or non-ST segment elevation myocardial infarction (UA/NSTEMI) in patients for whom urgent (< 120 mins) invasive management (PCI) is not indicated (see sections 4. 4 and 5. 1).

Treatment of ST segment elevation myocardial infarction (STEMI) in patients who are managed with thrombolytics or who initially are to receive no other form of reperfusion therapy.

5 mg/0. 4 ml, 7. 5 mg/0. 6 ml and 10 mg/0. 8 ml solution for injection:

Treatment of acute Deep Vein Thrombosis (DVT) and treatment of acute Pulmonary Embolism (PE), except in haemodynamically unstable patients or patients who require thrombolysis or pulmonary embolectomy.

5 Pharmacology and Biochemistry

5.1 MeSH Pharmacological Classification

Factor Xa Inhibitors

Endogenous factors and drugs that inhibit or block the activity of FACTOR XA. (See all compounds classified as Factor Xa Inhibitors.)

5.2 FDA Pharmacological Classification

5.2.1 Pharmacological Classes

Factor Xa Inhibitors [MoA]; Factor Xa Inhibitor [EPC]

5.3 ATC Code

B01AX05

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