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Chemistry

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Also known as: 856785-75-6, 1,4,3-oxathiazinane 4,4-dioxide, Misetionamide [inn], Gp2250, Gp-2250, 489tq24fc1

Molecular Formula

C₃H₇NO₃S

Molecular Weight

137.16 g/mol

InChI Key

GHDARLKSYBCZRE-UHFFFAOYSA-N

FDA UNII

489TQ24FC1

Misetionamide is an oxathiazine-based structural analogue of taurultam (TRLT), which is the main derivative of the anti-infective agent taurolidine (TRD), with potential antineoplastic activity. Upon administration,misetionamide selectively induces reactive oxygen species (ROS)-mediated apoptosis in and inhibits proliferation of susceptible tumor cells.

1 2D Structure

Misetionamide

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

1,4,3-oxathiazinane 4,4-dioxide

2.1.2 InChI

InChI=1S/C3H7NO3S/c5-8(6)2-1-7-3-4-8/h4H,1-3H2

2.1.3 InChI Key

GHDARLKSYBCZRE-UHFFFAOYSA-N

2.2 Other Identifiers

2.2.1 UNII

489TQ24FC1

2.3 Synonyms

2.3.1 Depositor-Supplied Synonyms

1. 856785-75-6

2. 1,4,3-oxathiazinane 4,4-dioxide

3. Misetionamide [inn]

4. Gp2250

5. Gp-2250

6. 489tq24fc1

7. 1,4,3-oxathiazine, Tetrahydro-, 4,4-dioxide

8. Unii-489tq24fc1

9. 1,4lambda6,3-oxathiazinane-4,4-dione

10. Misetionamide [who-dd]

11. Misetionamide (usan/inn)

12. Misetionamide [usan]

13. Schembl223495

14. Chembl5314425

15. 1,4,5-oxathiazinane-4,4-dioxide

16. Mfcd30530652

17. 1,4lambda,3-oxathiazinane-4,4-dione

18. Da-75559

19. Hy-147280

20. Cs-0542676

21. D12792

2.4 Create Date

2012-11-30

3 Chemical and Physical Properties

Molecular Formula	C₃H₇NO₃S
Molecular Weight	137.16 g/mol
XLogP3	-0.9
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	0
Exact Mass	g/mol
Monoisotopic Mass	g/mol
Topological Polar Surface Area	63.8
Heavy Atom Count	8
Formal Charge	0
Complexity	156
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	1