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Synopsis

Synopsis

ACTIVE PHARMA INGREDIENTS

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Chemistry

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Also known as: 82159-09-9, Kinedak, Epalrestatum, Epalrestat [inn], Ono 2235, Ono-2235
Molecular Formula
C15H13NO3S2
Molecular Weight
319.4  g/mol
InChI Key
CHNUOJQWGUIOLD-NFZZJPOKSA-N
FDA UNII
424DV0807X

Epalrestat
Epalrestat is an orally available, a non-competitive, reversible inhibitor of aldose reductase (AR), with potential antineoplastic, antioxidant, and anti-inflammatory activities. Upon oral administration, epalrestat non-competitively binds to AR, a polyol pathway enzyme that catalyzes reactive oxygen species (ROS)-initiated lipid peroxidation-generated lipid aldehydes and their glutathione conjugates, which have been implicated in the activation of transcription factors such as nuclear factor kappa-light-chain-enhancer of activated B cells (NF-kappa B) and activator protein-1 (AP-1), which control the transcription of many inflammatory cytokines. Increased inflammatory cytokines and growth factors promote cell proliferation, a primary feature in the tumorigenesis process. AR is overexpressed in several oxidative stress- and inflammation-related conditions, including cancer.
1 2D Structure

Epalrestat

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
2-[(5Z)-5-[(E)-2-methyl-3-phenylprop-2-enylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]acetic acid
2.1.2 InChI
InChI=1S/C15H13NO3S2/c1-10(7-11-5-3-2-4-6-11)8-12-14(19)16(9-13(17)18)15(20)21-12/h2-8H,9H2,1H3,(H,17,18)/b10-7+,12-8-
2.1.3 InChI Key
CHNUOJQWGUIOLD-NFZZJPOKSA-N
2.1.4 Canonical SMILES
CC(=CC1=CC=CC=C1)C=C2C(=O)N(C(=S)S2)CC(=O)O
2.1.5 Isomeric SMILES
C/C(=C\C1=CC=CC=C1)/C=C\2/C(=O)N(C(=S)S2)CC(=O)O
2.2 Other Identifiers
2.2.1 UNII
424DV0807X
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 3-carboxymethyl-5-(methyl-3-phenylpropenylidene)rhodanine

2. Ono 2

3. Ono 2235

4. Ono-2

5. Ono-2235

2.3.2 Depositor-Supplied Synonyms

1. 82159-09-9

2. Kinedak

3. Epalrestatum

4. Epalrestat [inn]

5. Ono 2235

6. Ono-2235

7. Ono-2

8. 2-((z)-5-((e)-2-methyl-3-phenylallylidene)-4-oxo-2-thioxothiazolidin-3-yl)acetic Acid

9. Aldonil

10. Aldorin

11. Tanglin

12. 2-[(5z)-5-[(e)-2-methyl-3-phenylprop-2-enylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]acetic Acid

13. Chembl56337

14. 5-((1z,2e)-2-methyl-3-phenylpropenylidene)-4-oxo-2-thioxo-3-thiazolidineacetic Acid

15. Chebi:31539

16. Ono2235

17. 5-((z,e)-beta-methylcinnamylidene)-4-oxo-2-thioxo-3-thiazolidineacetic Acid

18. Mfcd00865484

19. 424dv0807x

20. {(5z)-5-[(2e)-2-methyl-3-phenylprop-2-en-1-ylidene]-4-oxo-2-thioxo-1,3-thiazolidin-3-yl}acetic Acid

21. Epalrestatum [latin]

22. {5-[(e)-2-methyl-3-phenyl-prop-2-en-(z)-ylidene]-4-oxo-2-thioxo-thiazolidin-3-yl}-acetic Acid

23. 2-[(5z)-5-[(2e)-2-methyl-3-phenylprop-2-en-1-ylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]acetic Acid

24. Ono 2

25. Kinedak (tn)

26. Unii-424dv0807x

27. Ncgc00164613-01

28. Epalrestat- Bio-x

29. 5-[(1z, 2e)-2-methyl-3-phenylpropenylidene]-4-oxo2-thioxo-3-thiazolidineacetic Acid

30. Epalrestat [mi]

31. Epalrestat [jan]

32. Epalrestat (jp17/inn)

33. Epalrestat [mart.]

34. 3-thiazolidineacetic Acid, 5-(2-methyl-3-phenyl-2-propenylidene)-4-oxo-2-thioxo-, (e,e)-

35. Epalrestat [who-dd]

36. Schembl49049

37. Mls000806985

38. Dtxsid1046479

39. Gtpl11371

40. Regid_for_cid_1549120

41. Hms2747m09

42. Hms3887a17

43. Zinc1533688

44. Bbl029067

45. Bdbm50049730

46. S2035

47. Stk337187

48. Akos000274207

49. Bcp9000649

50. Ccg-267693

51. Db15293

52. Ncgc00164613-08

53. Ncgc00164613-12

54. As-13345

55. Be164412

56. Hy-66009

57. Smr000414799

58. Bcp0726000053

59. E0906

60. Sw219826-1

61. D01688

62. Ab00647195_06

63. 159e099

64. Q5382029

65. [5-(2-methyl-3-phenyl-allylidene)-4-oxo-2-thioxo-thiazolidin-3-yl]-acetic Acid

66. 2-(5-(2-methyl-3-phenylallylidene)-4-oxo-2-thioxothiazolidin-3-yl)acetic Acid

67. 5-((z,e)-.beta.-methylcinnamylidene)-4-oxo-2-thioxo-3-thiazolidineacetic Acid

68. (5-[(e)-2-methyl-3-phenyl-prop-2-en-(z)-ylidene]-4-oxo-2-thioxo-thiazolidin-3-yl)-acetic Acid 82159-

69. {(5z)-5-[(2e)-2-methyl-3-phenylprop-2-enylidene]-4-oxo-2-thioxo-1,3-thiazolidin-3-yl}acetic Acid

70. 2-[(5z)-5-[(e)-3-phenil-2-methylprop-2-enylidene]-4-oxo-2-thioxo-3-thiazolidinyl]acetic Acid

2.4 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 319.4 g/mol
Molecular Formula C15H13NO3S2
XLogP33.8
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count5
Rotatable Bond Count4
Exact Mass319.03368562 g/mol
Monoisotopic Mass319.03368562 g/mol
Topological Polar Surface Area115 Ų
Heavy Atom Count21
Formal Charge0
Complexity519
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count2
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Pharmacology and Biochemistry
4.1 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.)


JDMF

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BioFlorida Conference
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Epalrestat (for manufacturing only)

Registration Number : 218MF10360

Registrant's Address : 1062-8 Honjo, Nishikata-cho, Tochigi City, Tochigi Prefecture

Initial Date of Registration : 2006-03-20

Latest Date of Registration : 2014-02-05

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BioFlorida Conference
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Japanese Pharmacopoeia Epalrestat

Registration Number : 229MF10005

Registrant's Address : Visakha Pharmacity Limited (SEZ), Plot Nos. 96,97,98,124 & 126, Parawada-531 019, Ana...

Initial Date of Registration : 2017-01-10

Latest Date of Registration : 2019-06-05

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BioFlorida Conference
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Japanese Pharmacopoeia Epalrestat (for manufacturing only)

Registration Number : 229MF10117

Registrant's Address : 1-31 Kannanbecho, Sakai-ku, Sakai-shi, Osaka

Initial Date of Registration : 2017-07-05

Latest Date of Registration : 2018-02-26

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BioFlorida Conference
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Japanese Pharmacopoeia Epalrestat (for manufacturing only)

Registration Number : 301MF10017

Registrant's Address : 7-4, Nihonbashi Kofunecho, Chuo-ku, Tokyo

Initial Date of Registration : 2019-06-07

Latest Date of Registration : 2019-06-07

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JP Epalrestat (for manufacturing only)

Registration Number : 306MF10045

Registrant's Address : 7-4, Nihonbashi Kofunecho, Chuo-ku, Tokyo

Initial Date of Registration : 2024-03-21

Latest Date of Registration : 2024-03-21

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BioFlorida Conference
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Epalrestat (for manufacturing only)

Registration Number : 217MF10698

Registrant's Address : 7-4, Nihonbashi Kofunecho, Chuo-ku, Tokyo

Initial Date of Registration : 2005-10-07

Latest Date of Registration : 2008-02-25

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BioFlorida Conference
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Japanese Pharmacopoeia Epalrestat

Registration Number : 303MF10164

Registrant's Address : No. 5, Chuangxin Road, New Industrial Park, Gaoxin District, Xi'an, Shaanxi, China

Initial Date of Registration : 2021-11-17

Latest Date of Registration : 2021-11-17

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Sanyo Chemical Research Institute C...

Gabon
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Sanyo Chemical Research Institute C...

Gabon
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Epallestat

Registration Number : 224MF10240

Registrant's Address : 148-1 Tajii, Mihara-ku, Sakai City, Osaka Prefecture

Initial Date of Registration : 2012-12-28

Latest Date of Registration : 2012-12-28

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Epalrestat

Registration Number : 230MF10015

Registrant's Address : 23rd Floor, Chamber of Commerce Building North Laodong Road, Huangyan, Zhejiang, Chin...

Initial Date of Registration : 2018-01-30

Latest Date of Registration : 2018-01-30

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Epallestat

Registration Number : 219MF10317

Registrant's Address : 23rd Floor, Chamber of Commerce Building North Loading Road, Huangyan, Zhejiang, Chin...

Initial Date of Registration : 2007-10-24

Latest Date of Registration : 2007-10-24

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EU WC

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Symed Labs

India
American Pharma Summit
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Symed Labs

India
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Epalrestat IH

Date of Issue : 2019-10-07

Valid Till : 2022-09-08

Written Confirmation Number : WC-0072

Address of the Firm : Plot No. 25/B, Phase-III, I.D.A., Jeedimetla, Hyderabad-500 055. AP.

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Listed Suppliers

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Virtual BoothMetrochem has been delivering customized volume & quality products to customers across the world, taking utmost care of their needs.

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Digital Content Digital Content

Epalrestat

About the Company :

Established in 2004, Metrochem API is one of the fastest-growing APIs, pellets & intermediates manufacturers. It has 6 dedicated manufacturing facilities for its 3 core product ...

Established in 2004, Metrochem API is one of the fastest-growing APIs, pellets & intermediates manufacturers. It has 6 dedicated manufacturing facilities for its 3 core product groups and has been approved by ISO 9001-2015, USFDA, WHO GMP, Cofepris & Japanese authorities. Metrochem’s in-depth industry knowledge, & hi-tech & advanced infrastructure, helps it provide quality products to its customers. Note: None of the products will be supplied to the countries where this could conflict with existing patents. Further, any products under patent will be offered for R&D purposes only. However, the final responsibility lies with the buyer
Metrochem

02

euroPLX 86 Munich
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euroPLX 86 Munich
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Epalrestat

About the Company : Anhui Sinotech Industrial Co.,Ltd is specially engaged in international marketing of food/feed additive,pesticides and chemicals. We are devoted ourselves to make the life better,a...

Anhui Sinotech Industrial Co.,Ltd is specially engaged in international marketing of food/feed additive,pesticides and chemicals. We are devoted ourselves to make the life better,always ready to provide top quality products combined with competitive price and comprehensive commercial service. By continuously efforts,the company has already established stable long-term business relationships with hundreds of oversea customers and domestic suppliers.Our products has exported to many countries and regions, including Southeast Asia,South America, Europe,etc.
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Epalrestat

About the Company : Guangzhou Tosun Pharmaceutical was founded in 1999, which mainly focuses on importation & exportation of Active Pharmaceutical Ingrediants, Chemical Raw Materials, Intermediate, Ex...

Guangzhou Tosun Pharmaceutical was founded in 1999, which mainly focuses on importation & exportation of Active Pharmaceutical Ingrediants, Chemical Raw Materials, Intermediate, Excipients, Herbal extracts, Formulation of Chinese & Western Medicine. With abundant economic strength, the group has successfully developed to a pharmaceutical group enterprise wich intergrets operation of medicine & related products, processing & manufacturing, and importation & exportation together.
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Epalrestat

About the Company : Sichuan Renan Pharmaceutical Co., Ltd., founded in June 2013 with 325 acres and more than 1000 employees , located in Yuechi Pharmaceutical Industrial Park, Guangan city Sichuan pr...

Sichuan Renan Pharmaceutical Co., Ltd., founded in June 2013 with 325 acres and more than 1000 employees , located in Yuechi Pharmaceutical Industrial Park, Guangan city Sichuan province,China , is a wholly-owned subsidiary of Chengdu Brilliant Pharmaceutical Co., Ltd group. Renan Pharma is PMDA and EU approved , it is a high-tech innovative enterprise committed to the research & development, producing and sales of high-tech APIs and intermediates for global.
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Symed Labs

India
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Symed Labs

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Epalrestat

About the Company : Symed Labs Ltd is a leading Hyderabad based manufacturer of Active Pharmaceutical Ingredients (APIs) and an end-to-end solution provider for the pharmaceutical industry for chemist...

Symed Labs Ltd is a leading Hyderabad based manufacturer of Active Pharmaceutical Ingredients (APIs) and an end-to-end solution provider for the pharmaceutical industry for chemistry related services. We are more than 300 employees strong and our core competence is in the application of strong process chemistry to manufacturing in a regulatory environment. For the past 15 years, Symed has been at the forefront of facilitating and accelerating drug development (and GMP manufacturing) of APIs. The company's technical and scientific teams provide reliable solutions and services to the global pharmaceutical industry.
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euroPLX 86 Munich
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epalrestat

About the Company : Synergene Active Ingredients Pvt.Ltd was incorporated in 2006 and commercial operations began in the same year. The Company is a manufacturer and supplier of Active Pharmaceuticals...

Synergene Active Ingredients Pvt.Ltd was incorporated in 2006 and commercial operations began in the same year. The Company is a manufacturer and supplier of Active Pharmaceuticals Ingredients (API'S) for wide range of therapeutic categories. Therapeutic segments of focus are Anti Fungals, Anti Depressants, and Anti Hypertensive. Synergene manufacturing facilities are cGMP compliant meeting global standards in terms of infrastructure and systems. The company has two manufacturing facilities located at Hyderabad & Vishakhapatnam manufacturing Active Pharmaceutical Ingredients and Intermediates.
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Epalrestat

About the Company : Xi'an Wanlong Pharmaceutical Co., Ltd was founded in 1995 and it is comprehensive modern pharmaceutical enterprise which mainly produces formulations, API and intermediates, GMP & ...

Xi'an Wanlong Pharmaceutical Co., Ltd was founded in 1995 and it is comprehensive modern pharmaceutical enterprise which mainly produces formulations, API and intermediates, GMP & DMF available. The company's registered capital reaches CNY 75 million. The building area of company is over 2,000,000 square meters. All the workshops are compliant with GMP requirements. There are more than 700 employees including over 100 RD staffs,20 experienced production management people and 8 senior professional registration specialists. Having a dynamic, high-quality team, which ensures our company sustainable and stable development.
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Epalrestat

About the Company : Yangtze River Pharmaceutical Group (hereinafter refers to YRPG) was founded in 1971, with over 9000 employees. Comprehensive competitiveness of YRPG has been ranked in the top five...

Yangtze River Pharmaceutical Group (hereinafter refers to YRPG) was founded in 1971, with over 9000 employees. Comprehensive competitiveness of YRPG has been ranked in the top five of national pharmaceutical industry for over 10 years. YRPG was ranked top in China Pharmaceutical Industry Top 100 in 2009 and 2010.Major products of YRPG include Chinese and Western medicines, covering antibiotics, digestive system, circulatory system, anti-neoplastic, antipyretic-analgesic and other areas, owning nearly 20 dosage forms and around 200 varieties.
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Epalrestat

About the Company : Zhejiang Hisoar Pharmaceutical Co., Ltd. is located in Taizhou, Zhejiang. It is an IPO-listed company held by the DanKong Group, which mainly manufactures APIs, Formulations, Fine ...

Zhejiang Hisoar Pharmaceutical Co., Ltd. is located in Taizhou, Zhejiang. It is an IPO-listed company held by the DanKong Group, which mainly manufactures APIs, Formulations, Fine Chemicals, Dyestuffs, and Dyestuff Intermediates. It is one of the top 100 innovative companies in the national pharmaceutical industry. The main product categories are antibiotics, cardiovascular, hypoglycemic, and others, fine chemicals, formulations, dyes, and intermediates. More than 70% of pharmaceutical products are exported, in which Clindamycin series production is in the leading position worldwide.
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API Reference Price

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30-Mar-2021
02-Mar-2024
KGS
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