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2D Structure
Also known as: Tolbutamide sodium salt, 473-41-6, Sodium tolbutamide, Orinase diagnostic, Tolbutamide sodium, sterile, Tolbutamide sodium, sterile [usp]
Molecular Formula
C12H17N2NaO3S
Molecular Weight
292.33  g/mol
InChI Key
QKHDBRQBSNZFAK-UHFFFAOYSA-M
FDA UNII
E830VC49W5

Tolbutamide Sodium is the sodium salt form of tolbutamide, a short-acting, first-generation sulfonylurea with hypoglycemic activity. Compared to second-generation sulfonylureas, tolbutamide is more likely to cause adverse effects, such as jaundice. This agent is rapidly metabolized by CYPC29.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
sodium;butylcarbamoyl-(4-methylphenyl)sulfonylazanide
2.1.2 InChI
InChI=1S/C12H18N2O3S.Na/c1-3-4-9-13-12(15)14-18(16,17)11-7-5-10(2)6-8-11;/h5-8H,3-4,9H2,1-2H3,(H2,13,14,15);/q;+1/p-1
2.1.3 InChI Key
QKHDBRQBSNZFAK-UHFFFAOYSA-M
2.1.4 Canonical SMILES
CCCCNC(=O)[N-]S(=O)(=O)C1=CC=C(C=C1)C.[Na+]
2.2 Other Identifiers
2.2.1 UNII
E830VC49W5
2.3 Synonyms
2.3.1 Depositor-Supplied Synonyms

1. Tolbutamide Sodium Salt

2. 473-41-6

3. Sodium Tolbutamide

4. Orinase Diagnostic

5. Tolbutamide Sodium, Sterile

6. Tolbutamide Sodium, Sterile [usp]

7. E830vc49w5

8. Benzenesulfonamide, N-((butylamino)carbonyl)-4-methyl-, Monosodium Salt

9. Sodium;butylcarbamoyl-(4-methylphenyl)sulfonylazanide

10. Sodium Butamide

11. Sodium Orinase

12. Unii-e830vc49w5

13. 1-butyl-3-(p-tolylsulfonyl)urea Monosodium Salt

14. P-toluenosulfonylbutylomocznik, Sol Sodowa [polish]

15. P-toluenosulfonylbutylomocznik, Sol Sodowa

16. Orinase Diagnostic (tn)

17. Urea, 1-butyl-3-(p-tolylsulfonyl)-, Sodium Salt

18. Chembl1200874

19. Dtxsid50197090

20. Tolbutamide Sodium [vandf]

21. Tolbutamide Sodium [who-dd]

22. Tolbutamide Sodium Salt [mi]

23. Tolbutamide Sodium [orange Book]

24. D06177

25. Q27276989

26. 1-butyl-3-(p-tolylsulfonyl)urea, Monosodium Salt

27. Sodium;n'-butyl-n-(4-methylphenyl)sulfonylcarbamimidate

2.4 Create Date
2008-02-05
3 Chemical and Physical Properties
Molecular Weight 292.33 g/mol
Molecular Formula C12H17N2NaO3S
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count4
Rotatable Bond Count5
Exact Mass292.08575786 g/mol
Monoisotopic Mass292.08575786 g/mol
Topological Polar Surface Area72.6 Ų
Heavy Atom Count19
Formal Charge0
Complexity360
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2