Trimethoprim Sulfate

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Also known as: 56585-33-2, Bw 72u, Trimethoprim sulphate, E377mf8eq8, Trimethoprim sulfate [usan:usp], Bw-72u

Molecular Formula

C₂₈H₃₈N₈O₁₀S

Molecular Weight

678.7 g/mol

InChI Key

UILMMYFRNCCPLK-UHFFFAOYSA-N

FDA UNII

E377MF8EQ8

Trimethoprim Sulfate is the sulfate salt form of trimethoprim, a synthetic substituted pyrimidine with antibacterial activity. Trimethoprim sulfate selectively binds to and reversibly inhibits dihydrofolate reductase, thereby blocking the production of tetrahydrofolic acid from dihydrofolic acid. This leads to an inhibition of bacterial synthesis of folic acid, thereby affecting nucleic acid and protein synthesis. Trimethoprim sulfate has a stronger binding affinity for the bacterial enzyme than for the corresponding mammalian enzyme.

1 2D Structure

Trimethoprim Sulfate

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

sulfuric acid;5-[(3,4,5-trimethoxyphenyl)methyl]pyrimidine-2,4-diamine

2.1.2 InChI

InChI=1S/2C14H18N4O3.H2O4S/c2*1-19-10-5-8(6-11(20-2)12(10)21-3)4-9-7-17-14(16)18-13(9)15;1-5(2,3)4/h2*5-7H,4H2,1-3H3,(H4,15,16,17,18);(H2,1,2,3,4)

2.1.3 InChI Key

UILMMYFRNCCPLK-UHFFFAOYSA-N

2.1.4 Canonical SMILES

COC1=CC(=CC(=C1OC)OC)CC2=CN=C(N=C2N)N.COC1=CC(=CC(=C1OC)OC)CC2=CN=C(N=C2N)N.OS(=O)(=O)O

2.2 Other Identifiers

2.2.1 UNII

E377MF8EQ8

2.3 Synonyms

2.3.1 Depositor-Supplied Synonyms

1. 56585-33-2

2. Bw 72u

3. Trimethoprim Sulphate

4. E377mf8eq8

5. Trimethoprim Sulfate [usan:usp]

6. Bw-72u

7. Trimethoprimsulfat

8. Sulfuric Acid;5-[(3,4,5-trimethoxyphenyl)methyl]pyrimidine-2,4-diamine

9. Unii-e377mf8eq8

10. Trimethoprim Sulfate [usan]

11. 2,4-pyrimidinediamine, 5-((3,4-trimethoxyphenyl)methyl)-, Sulfate (2:1)

12. Trimethoprim Sulfate (usp)

13. Chembl2110367

14. Dtxsid40205138

15. 2,4-diamino-5-(3,4,5-trimethoxybenzyl)pyrimidine Sulfate (2:1)

16. Trimethoprim Sulfate [vandf]

17. Mfcd28386658

18. Trimethoprim Sulfate [mart.]

19. Trimethoprim Sulfate [who-dd]

20. Trimethoprim Sulfate [orange Book]

21. Trimethoprim Sulfate [usp Monograph]

22. Polytrim Component Trimethoprim Sulfate

23. D06236

24. Trimethoprim Sulfate Component Of Polytrim

25. Q27276814

26. 2,4-diamino-5-(3,4,5-trimethoxybenzyl)pyrimidine Sulfate (2:1) (salt)

27. 2,4-pyrimidinediamine, 5-((3,4-trimethoxyphenyl)methyl)-, Sulfate (2:1) (salt)

2.4 Create Date

2005-08-08

3 Chemical and Physical Properties

Molecular Formula	C₂₈H₃₈N₈O₁₀S
Molecular Weight	678.7 g/mol
Hydrogen Bond Donor Count	6
Hydrogen Bond Acceptor Count	18
Rotatable Bond Count	10
Exact Mass	678.24316061 g/mol
Monoisotopic Mass	678.24316061 g/mol
Topological Polar Surface Area	294 Å²
Heavy Atom Count	47
Formal Charge	0
Complexity	388
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	3