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Synopsis

Synopsis

ACTIVE PHARMA INGREDIENTS

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Chemistry

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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
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 Weight 357.3 g/mol
Molecular Formula C16H14F3NO3S
XLogP33.7
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count7
Rotatable Bond Count4
Exact Mass357.06464897 g/mol
Monoisotopic Mass357.06464897 g/mol
Topological Polar Surface Area81.9 Ų
Heavy Atom Count24
Formal Charge0
Complexity486
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
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

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ABOUT THIS PAGE

Tolrestat Manufacturers

A Tolrestat manufacturer is defined as any person or entity involved in the manufacture, preparation, processing, compounding or propagation of Tolrestat, including repackagers and relabelers. The FDA regulates Tolrestat manufacturers to ensure that their products comply with relevant laws and regulations and are safe and effective to use. Tolrestat API Manufacturers are required to adhere to Good Manufacturing Practices (GMP) to ensure that their products are consistently manufactured to meet established quality criteria.

Tolrestat Suppliers

A Tolrestat supplier is an individual or a company that provides Tolrestat active pharmaceutical ingredient (API) or Tolrestat finished formulations upon request. The Tolrestat suppliers may include Tolrestat API manufacturers, exporters, distributors and traders.

click here to find a list of Tolrestat suppliers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PharmaCompass.

Tolrestat USDMF

A Tolrestat DMF (Drug Master File) is a document detailing the whole manufacturing process of Tolrestat active pharmaceutical ingredient (API) in detail. Different forms of Tolrestat DMFs exist exist since differing nations have different regulations, such as Tolrestat USDMF, ASMF (EDMF), JDMF, CDMF, etc.

A Tolrestat DMF submitted to regulatory agencies in the US is known as a USDMF. Tolrestat USDMF includes data on Tolrestat's chemical properties, information on the facilities and procedures used, and details about packaging and storage. The Tolrestat USDMF is kept confidential to protect the manufacturer’s intellectual property.

click here to find a list of Tolrestat suppliers with USDMF on PharmaCompass.

Tolrestat GMP

Tolrestat Active pharmaceutical ingredient (API) is produced in GMP-certified manufacturing facility.

GMP stands for Good Manufacturing Practices, which is a system used in the pharmaceutical industry to make sure that goods are regularly produced and monitored in accordance with quality standards. The FDA’s current Good Manufacturing Practices requirements are referred to as cGMP or current GMP which indicates that the company follows the most recent GMP specifications. The World Health Organization (WHO) has its own set of GMP guidelines, called the WHO GMP. Different countries can also set their own guidelines for GMP like China (Chinese GMP) or the EU (EU GMP).

PharmaCompass offers a list of Tolrestat GMP manufacturers, exporters & distributors, which can be sorted by USDMF, JDMF, KDMF, CEP (COS), WC, API price, and more, enabling you to easily find the right Tolrestat GMP manufacturer or Tolrestat GMP API supplier for your needs.

Tolrestat CoA

A Tolrestat CoA (Certificate of Analysis) is a formal document that attests to Tolrestat's compliance with Tolrestat specifications and serves as a tool for batch-level quality control.

Tolrestat CoA mostly includes findings from lab analyses of a specific batch. For each Tolrestat CoA document that a company creates, the USFDA specifies specific requirements, such as supplier information, material identification, transportation data, evidence of conformity and signature data.

Tolrestat may be tested according to a variety of international standards, such as European Pharmacopoeia (Tolrestat EP), Tolrestat JP (Japanese Pharmacopeia) and the US Pharmacopoeia (Tolrestat USP).

Inform the supplier about your product requirements, specifying if you need a product with particular monograph like EP (Ph. Eur.), USP, JP, BP, or any other quality. In addition, clarify whether you need hydrochloride (HCl), anhydricum, base, micronisatum or a specific level of purity. To find reputable suppliers, utilize the filters and select those certified by GMP, FDA, or any other certification as per your requirement.
For your convenience, we have listed synonyms and CAS numbers to help you find the best supplier. The use of synonyms and CAS numbers can be helpful in identifying potential suppliers, but it is crucial to note that they might not always indicate the exact same product. It is important to confirm the product details with the supplier before making a purchase to ensure that it meets your requirements.
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