Netoglitazone

Synopsis, Chemistry

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Also known as: 161600-01-7, Mcc-555, Isaglitazone, Rwj-241947, Mcc 555, Pgx-510

Molecular Formula

C₂₁H₁₆FNO₃S

Molecular Weight

381.4 g/mol

InChI Key

PKWDZWYVIHVNKS-UHFFFAOYSA-N

FDA UNII

QOV2JZ647A

Netoglitazone is an agent belonging to the glitazone class of antidiabetic agents with antihyperglycemic activity. Netoglitazone exerts both peroxisome proliferator-activated receptor (PPAR) alpha and gamma agonist activity. Netoglitazone decreases bone formation and increases marrow adipocyte formation in vivo.

1 2D Structure

Netoglitazone

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

5-[[6-[(2-fluorophenyl)methoxy]naphthalen-2-yl]methyl]-1,3-thiazolidine-2,4-dione

2.1.2 InChI

InChI=1S/C21H16FNO3S/c22-18-4-2-1-3-16(18)12-26-17-8-7-14-9-13(5-6-15(14)11-17)10-19-20(24)23-21(25)27-19/h1-9,11,19H,10,12H2,(H,23,24,25)

2.1.3 InChI Key

PKWDZWYVIHVNKS-UHFFFAOYSA-N

2.1.4 Canonical SMILES

C1=CC=C(C(=C1)COC2=CC3=C(C=C2)C=C(C=C3)CC4C(=O)NC(=O)S4)F

2.2 Other Identifiers

2.2.1 UNII

QOV2JZ647A

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 2,4-thiazolidinedione, 5-((6-((2-fluorophenyl)methoxy)-2-naphthalenyl)methyl)-

2. 5-((6-((2-fluorophenyl)methoxy)-2-naphthalenyl)methyl)-2,4-thiazolidinedione

3. Isaglitazone

4. Mcc 555

5. Mcc-555

6. Pgx 510

7. Pgx-510

8. Rwj-241947

9. Rwj241947

2.3.2 Depositor-Supplied Synonyms

1. 161600-01-7

2. Mcc-555

3. Isaglitazone

4. Rwj-241947

5. Mcc 555

6. Pgx-510

7. Qov2jz647a

8. 5-((6-((2-fluorobenzyl)oxy)naphthalen-2-yl)methyl)thiazolidine-2,4-dione

9. 5-((6-((2-fluorophenyl)methoxy)-2-naphthalenyl)methyl)-2,4-thiazolidinedione

10. 5-[[6-[(2-fluorophenyl)methoxy]naphthalen-2-yl]methyl]-1,3-thiazolidine-2,4-dione

11. 2,4-thiazolidinedione, 5-((6-((2-fluorophenyl)methoxy)-2-naphthalenyl)methyl)-

12. Netoglitazone [usan]

13. (5rs)-5-((6-((2-fluorobenzyl)oxy)-2-naphthyl)methyl)thiazolidine-2,4-dione

14. Unii-qov2jz647a

15. Netoglitazone (usan/inn)

16. Netoglitazone [usan:inn]

17. Netoglitazone [inn]

18. Mls006010812

19. Chembl93747

20. Schembl142658

21. Gtpl2707

22. Mcc555

23. Dtxsid5043712

24. Db09199

25. 5-({6-[(2-fluorobenzyl)oxy]naphthalen-2-yl}methyl)-1,3-thiazolidine-2,4-dione

26. Ncgc00370742-06

27. As-16475

28. Smr004701744

29. Hy-100428

30. Cs-0018884

31. D05150

32. A899346

33. Q6999822

2.4 Create Date

2005-08-09

3 Chemical and Physical Properties

Molecular Formula	C₂₁H₁₆FNO₃S
Molecular Weight	381.4 g/mol
XLogP3	4.9
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	5
Exact Mass	381.08349271 g/mol
Monoisotopic Mass	381.08349271 g/mol
Topological Polar Surface Area	80.7 Å²
Heavy Atom Count	27
Formal Charge	0
Complexity	560
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	1
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1