Acetazolamide Sodium

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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 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 Formula	C₄H₅N₄NaO₃S₂
Molecular Weight	244.2 g/mol
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	7
Rotatable Bond Count	2
Exact Mass	243.97007666 g/mol
Monoisotopic Mass	243.97007666 g/mol
Topological Polar Surface Area	127 Å²
Heavy Atom Count	14
Formal Charge	0
Complexity	302
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

4 Drug and Medication Information

4.1 Drug Information

1 of 2
Drug Name	Acetazolamide sodium
PubMed Health	Acetazolamide sodium
Active Ingredient	Acetazolamide sodium
Dosage Form	Injectable
Route	Injection
Strength	eq 500mg base/vial
Market Status	Prescription
Company	Sagent Agila; X Gen Pharms; Eurohlth Intl

2 of 2
Drug Name	Acetazolamide sodium
PubMed Health	Acetazolamide sodium
Active Ingredient	Acetazolamide sodium
Dosage Form	Injectable
Route	Injection
Strength	eq 500mg base/vial
Market Status	Prescription
Company	Sagent Agila; X Gen Pharms; Eurohlth Intl