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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

Sodium Orinase

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 Formula	C₁₂H₁₇N₂NaO₃S
Molecular Weight	292.33 g/mol
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	5
Exact Mass	292.08575786 g/mol
Monoisotopic Mass	292.08575786 g/mol
Topological Polar Surface Area	72.6 Å²
Heavy Atom Count	19
Formal Charge	0
Complexity	360
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