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Chemistry

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Also known as: Sodium acetazolamide, 1424-27-7, Acetazolamide sodium salt, Acetazolamide sodium [jan], Chebi:31163, N-(5-sulfamoyl-1,3,4-thiadiazol-2-yl)acetamide monosodium salt
Molecular Formula
C4H5N4NaO3S2
Molecular Weight
244.2  g/mol
InChI Key
MRSXAJAOWWFZJJ-UHFFFAOYSA-M
FDA UNII
429ZT169UH

Acetazolamide Sodium
Acetazolamide Sodium is the sodium salt of acetazolamide, a nonbacteriostatic sulfonamide derivative with diuretic and anticonvulsant properties. Acetazolamide is a potent inhibitor of carbonic anhydrase that plays an important role in the control of fluid secretion. Inhibition of this enzyme in the kidney results in a reduction in the availability of hydrogen ions for active transport in the renal tubule lumen, thereby leading to increased bicarbonate and cation excretion, and increased urinary volume. Reduced bicarbonate level in circulation induces reduction of intraocular pressure via osmotic mechanism. The anticonvulsant activity of acetazolamide may contribute to inhibition of carbonic anhydrase in the CNS, which decreases carbon dioxide tension in the pulmonary alveoli, thus increasing arterial oxygen tension.
1 2D Structure

Acetazolamide Sodium

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
sodium;(5-acetamido-1,3,4-thiadiazol-2-yl)sulfonylazanide
2.1.2 InChI
InChI=1S/C4H6N4O3S2.Na/c1-2(9)6-3-7-8-4(12-3)13(5,10)11;/h1H3,(H3,5,6,7,9,10,11);/q;+1/p-1
2.1.3 InChI Key
MRSXAJAOWWFZJJ-UHFFFAOYSA-M
2.1.4 Canonical SMILES
CC(=O)NC1=NN=C(S1)S(=O)(=O)[NH-].[Na+]
2.2 Other Identifiers
2.2.1 UNII
429ZT169UH
2.3 Synonyms
2.3.1 Depositor-Supplied Synonyms

1. Sodium Acetazolamide

2. 1424-27-7

3. Acetazolamide Sodium Salt

4. Acetazolamide Sodium [jan]

5. Chebi:31163

6. N-(5-sulfamoyl-1,3,4-thiadiazol-2-yl)acetamide Monosodium Salt

7. 429zt169uh

8. Sodium;(5-acetamido-1,3,4-thiadiazol-2-yl)sulfonylazanide

9. Diamox (tn)

10. Acetamide, N-(5-(aminosulfonyl)-1,3,4-thiadiazol-2-yl)-, Monosodium Salt

11. Acetazolamide Sodium (jan)

12. Schembl40813

13. Unii-429zt169uh

14. Chembl1200814

15. Dtxsid00162031

16. Acetazolamide Sodium [vandf]

17. Acetazolamide Sodium [mart.]

18. Acetazolamide Sodium [who-dd]

19. Acetamide, N-(5-sulfamoyl-1,3,4-thiadiazol-2-yl)-, Monosodium Salt

20. Acetazolamide Sodium Salt [mi]

21. Acetazolamide Sodium [green Book]

22. Acetazolamide Sodium [orange Book]

23. D01196

24. Q27114185

25. Sodium [(5-acetamido-1,3,4-thiadiazol-2-yl)sulfonyl]azanide

2.4 Create Date
2007-02-08
3 Chemical and Physical Properties
Molecular Weight 244.2 g/mol
Molecular Formula C4H5N4NaO3S2
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count7
Rotatable Bond Count2
Exact Mass243.97007666 g/mol
Monoisotopic Mass243.97007666 g/mol
Topological Polar Surface Area127 Ų
Heavy Atom Count14
Formal Charge0
Complexity302
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Drug and Medication Information
4.1 Drug Information
1 of 2  
Drug NameAcetazolamide sodium
PubMed HealthAcetazolamide sodium
Active IngredientAcetazolamide sodium
Dosage FormInjectable
RouteInjection
Strengtheq 500mg base/vial
Market StatusPrescription
CompanySagent Agila; X Gen Pharms; Eurohlth Intl

2 of 2  
Drug NameAcetazolamide sodium
PubMed HealthAcetazolamide sodium
Active IngredientAcetazolamide sodium
Dosage FormInjectable
RouteInjection
Strengtheq 500mg base/vial
Market StatusPrescription
CompanySagent Agila; X Gen Pharms; Eurohlth Intl

5 Pharmacology and Biochemistry
5.1 FDA Pharmacological Classification
5.1.1 Pharmacological Classes
Carbonic Anhydrase Inhibitors [MoA]; Sulfonamides [CS]; Carbonic Anhydrase Inhibitor [EPC]

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