Granules India Limited has high volume world-class facilities for APIs, PFIs, & FDFs, serving customers in over 80 countries.

Contact Supplier

Jai Radhe Sales is your partner for all your sourcing needs.

ACCESS ALL DATA
Browse all information
CHEMISTRY
Discover Molecule Insights

ACTIVE PHARMA INGREDIENTS

3 API Suppliers, 3 USDMF

3 API Suppliers
3 USDMF

INTERMEDIATES

1 Intermediates Suppliers

1 Intermediates Suppliers

Synopsis

ACTIVE PHARMA INGREDIENTS

API Suppliers

USDMF

CEP/COS

JDMF

EU WC

KDMF

NDC API

VMF

Listed Suppliers

API REF. PRICE (USD/KG)

$ 0

MARKET PLACE

API

FDF

1INTERMEDIATES

FINISHED DOSAGE FORMULATIONS

FDF Dossiers

FDA Orange Book

Europe

Canada

Australia

South Africa

Listed Dossiers

0 DRUGS IN DEVELOPMENT

DRUG PRODUCT COMPOSITIONS

REF. STANDARDS OR IMPURITIES

EDQM

USP

Others

PATENTS & EXCLUSIVITIES

US Patents

US Exclusivities

Health Canada Patents

DIGITAL CONTENT

Data Compilation #PharmaFlow

Stock Recap #PipelineProspector

Weekly News Recap #Phispers

News #PharmaBuzz

GLOBAL SALES INFORMATION

US Medicaid (USD)

Annual Reports (USD Million)

Finished Drug Prices

0RELATED EXCIPIENT COMPANIES

0EXCIPIENTS BY APPLICATIONS

Chemistry

Click the arrow to open the dropdown

Click the button for full data set

Also known as: 82964-04-3, Alredase, Lorestat, Tolrestatin, Ay-27773, Tolrestatum

Molecular Formula

C₁₆H₁₄F₃NO₃S

Molecular Weight

357.3 g/mol

InChI Key

LUBHDINQXIHVLS-UHFFFAOYSA-N

FDA UNII

0T93LG5NMK

Tolrestat (INN) (AY-27773) is an aldose reductase inhibitor which was approved for the control of certain diabetic complications. While it was approved for marketed in several countries, it failed a Phase III trial in the U.S. due to toxicity and never received FDA approval. It was sold under the tradename Alredase but was discontinued by Wyeth in 1997 because of the risk of severe liver toxicity and death.

1 2D Structure

Tolrestat

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

2-[[6-methoxy-5-(trifluoromethyl)naphthalene-1-carbothioyl]-methylamino]acetic acid

2.1.2 InChI

InChI=1S/C16H14F3NO3S/c1-20(8-13(21)22)15(24)11-5-3-4-10-9(11)6-7-12(23-2)14(10)16(17,18)19/h3-7H,8H2,1-2H3,(H,21,22)

2.1.3 InChI Key

LUBHDINQXIHVLS-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CN(CC(=O)O)C(=S)C1=CC=CC2=C1C=CC(=C2C(F)(F)F)OC

2.2 Other Identifiers

2.2.1 UNII

0T93LG5NMK

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Ay 27773

2. Ay-27,773

3. N-((5-(trifluoromethyl)-6-methoxy-1-naphthalenyl)thioxomethyl)-n-methylglycine

4. N-5-trifluoromethyl-6-methoxy-1-thionaphthoyl-n-methylglycine

2.3.2 Depositor-Supplied Synonyms

1. 82964-04-3

2. Alredase

3. Lorestat

4. Tolrestatin

5. Ay-27773

6. Tolrestatum

7. Ay-27,773

8. Ay 27773

9. 2-(6-methoxy-n-methyl-5-(trifluoromethyl)naphthalene-1-carbothioamido)acetic Acid

10. Chembl436

11. 0t93lg5nmk

12. N-(6-methoxythio-5-(trifluoromethyl)-1-naphthoyl)sarcosine

13. Chebi:48549

14. N-{[6-methoxy-5-(trifluoromethyl)naphthalen-1-yl]carbonothioyl}-n-methylglycine

15. 2-[[6-methoxy-5-(trifluoromethyl)naphthalene-1-carbothioyl]-methylamino]acetic Acid

16. Ncgc00183862-01

17. N-(6-methoxy-5-(trifluoromethyl)naphthalene-1-carbonothioyl)-n-methylglycine

18. Glycine, N-((6-methoxy-5-(trifluoromethyl)-1-naphthalenyl)thioxomethyl)-n-methyl-

19. Tolrestatum [latin]

20. N-{[6-methoxy-5-(trifluoromethyl)-1-naphthyl]carbonothioyl}-n-methylglycine

21. 2-{1-[6-methoxy-5-(trifluoromethyl)naphthalen-1-yl]-n-methylmethanethioamido}acetic Acid

22. N-((6-methoxy-5-(trifluoromethyl)-1-naphthalenyl)thioxomethyl)-n-methylglycine

23. N-[[6-methoxy-5-(trifluoromethyl)-1-naphthalenyl]thioxomethyl]-n-methylglycine

24. Tol

25. Unii-0t93lg5nmk

26. N-[6-methoxythio-5-(trifluoromethyl)-1-naphthoyl]sarcosine

27. Alrestin

28. Tolrestat [usan:inn:ban]

29. Glycine, N-[[6-methoxy-5-(trifluoromethyl)-1-naphthalenyl]thioxomethyl]-n-methyl-

30. Alredase (tn)

31. Tolrestat [inn]

32. Tolrestat [mi]

33. Tolrestat (usan/inn)

34. Tolrestat [usan]

35. Tolrestat [mart.]

36. Tolrestat [who-dd]

37. Dsstox_cid_28760

38. Dsstox_rid_83029

39. Dsstox_gsid_48834

40. Schembl49326

41. Gtpl7404

42. Bdbm16314

43. Dtxsid80904890

44. Bcpp000039

45. Bcp02377

46. Zinc3780343

47. Tox21_113316

48. Akos005146007

49. Cs-2040

50. Db02383

51. Vs-0127

52. N-((6-methoxy-5-(trifluoromethyl)naphthalen-1-yl)thioxomethyl)-n-methylglycine

53. Hy-16500

54. Cas-75820-08-5

55. Ft-0753651

56. A13083

57. C01621

58. D02323

59. 964t043

60. J-522752

61. Q7814620

62. [([6-methoxy-5-(trifluoromethyl)-1-naphthyl]carbothioyl)(methyl)amino]acetic Acid #

63. [(6-methoxy-5-trifluoromethyl-naphthalene-1-carbothioyl)-methyl-amino]-acetic Acid

64. 2-{[6-methoxy-5-(trifluoromethyl)naphthalen-1-yl]-n-methylmethanethioamido}acetic Acid

65. N-[[5-(trifluoromethyl)-6-methoxy-1-naphthalenyl]thioxomethyl]-n-methylglycine

2.4 Create Date

2005-03-28

3 Chemical and Physical Properties

Molecular Formula	C₁₆H₁₄F₃NO₃S
Molecular Weight	357.3 g/mol
XLogP3	3.7
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	7
Rotatable Bond Count	4
Exact Mass	357.06464897 g/mol
Monoisotopic Mass	357.06464897 g/mol
Topological Polar Surface Area	81.9 Å²
Heavy Atom Count	24
Formal Charge	0
Complexity	486
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

4 Drug and Medication Information

4.1 Drug Indication

For the pharmacological control of certain diabetic complications.

5 Pharmacology and Biochemistry

5.1 MeSH Pharmacological Classification

Enzyme Inhibitors

Compounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction. (See all compounds classified as Enzyme Inhibitors.)

5.2 ATC Code

A - Alimentary tract and metabolism

A10 - Drugs used in diabetes

A10X - Other drugs used in diabetes

A10XA - Aldose reductase inhibitors

A10XA01 - Tolrestat

API SUPPLIERS