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Chemistry

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Also known as: 238750-77-1, Chr 2797, Chr-2797, Tosedostat (chr2797), Kzk563j2uw, Unii-kzk563j2uw
Molecular Formula
C21H30N2O6
Molecular Weight
406.5  g/mol
InChI Key
FWFGIHPGRQZWIW-SQNIBIBYSA-N
FDA UNII
KZK563J2UW

Tosedostat
Tosedostat is a proprietary orally bioavailable inhibitor of the M1 family of aminopeptidases with potential antineoplastic activity. Aminopeptidase inhibitor CHR-2797 is converted intracellularly into a poorly membrane-permeable active metabolite (CHR-79888) which inhibits the M1 family of aminopeptidases, particularly puromycin-sensitive aminopeptidase (PuSA), and leukotriene A4 (LTA4) hydrolase; inhibition of these aminopeptidases in tumor cells may result in amino acid deprivation, inhibition of protein synthesis due to a decrease in the intracellular free amino acid pool, an increase in the level of the proapoptotic protein Noxa, and cell death. Noxa is a member of the BH3 (Bcl-2 homology 3)-only subgroup of the proapoptotic Bcl-2 (B-cell CLL/lymphoma 2) protein family.
1 2D Structure

Tosedostat

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
cyclopentyl (2S)-2-[[(2R)-2-[(1S)-1-hydroxy-2-(hydroxyamino)-2-oxoethyl]-4-methylpentanoyl]amino]-2-phenylacetate
2.1.2 InChI
InChI=1S/C21H30N2O6/c1-13(2)12-16(18(24)20(26)23-28)19(25)22-17(14-8-4-3-5-9-14)21(27)29-15-10-6-7-11-15/h3-5,8-9,13,15-18,24,28H,6-7,10-12H2,1-2H3,(H,22,25)(H,23,26)/t16-,17+,18+/m1/s1
2.1.3 InChI Key
FWFGIHPGRQZWIW-SQNIBIBYSA-N
2.1.4 Canonical SMILES
CC(C)CC(C(C(=O)NO)O)C(=O)NC(C1=CC=CC=C1)C(=O)OC2CCCC2
2.1.5 Isomeric SMILES
CC(C)C[C@H]([C@@H](C(=O)NO)O)C(=O)N[C@@H](C1=CC=CC=C1)C(=O)OC2CCCC2
2.2 Other Identifiers
2.2.1 UNII
KZK563J2UW
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 2-(2-(hydroxy(hydroxycarbamoyl)methyl)-4-methylpentanoylamino)-2-phenylethanoic Acid Cyclopentyl Ester

2. Chr 2797

3. Chr-2797

4. Chr2797

2.3.2 Depositor-Supplied Synonyms

1. 238750-77-1

2. Chr 2797

3. Chr-2797

4. Tosedostat (chr2797)

5. Kzk563j2uw

6. Unii-kzk563j2uw

7. (s)-cyclopentyl 2-((r)-2-((s)-1-hydroxy-2-(hydroxyamino)-2-oxoethyl)-4-methylpentanamido)-2-phenylacetate

8. Cyclopentyl (s)-2-((r)-2-((s)-1-hydroxy-2-(hydroxyamino)-2-oxoethyl)-4-methylpentanamido)-2-phenylacetate

9. Tosedostat [inn]

10. Tosedostat [usan:inn]

11. Bb-76163

12. Tosedostat (usan/inn)

13. Tosedostat [usan]

14. Chr-2797(tosedostat)

15. Chr-2797; Tosedostat

16. Chr2797 - Tosedostat

17. Tosedostat [who-dd]

18. Mls006011104

19. Chembl2103847

20. Schembl19236550

21. Chebi:95044

22. Dtxsid60178577

23. Bcpp000283

24. Hms3414a15

25. Hms3678a15

26. Cyclopentyl (2s)-2-[[(2r)-2-[(1s)-1-hydroxy-2-(hydroxyamino)-2-oxoethyl]-4-methylpentanoyl]amino]-2-phenylacetate

27. Ex-a2628

28. Bdbm50277143

29. Nsc806020

30. Zinc13914293

31. Akos024457707

32. At25061

33. Bcp9000524

34. Db11781

35. Nsc-806020

36. Ncgc00263175-01

37. Ac-35830

38. As-55983

39. Hy-14807

40. Smr004676647

41. Cs-0003570

42. D10026

43. 750t771

44. A857789

45. Brd-k92241597-001-01-1

46. Q27166812

47. Alpha-[[(2r)-2-[(1s)-1-hydroxy-2-(hydroxyamino)-2-oxoethyl]-4-methyl-1-oxopentyl]amino]benzeneacetic Acid Cyclopentyl Ester

48. Benzeneacetic Acid, .alpha.-(((2r)-2-((1s)-1-hydroxy-2-(hydroxyamino)-2-oxoethyl)-4- Methyl-1-oxopenty)lamino)-, Cyclopentyl Ester, (.alpha.s)-

49. Benzeneacetic Acid, Alpha-(((2r)-2-((1s)-1-hydroxy-2-(hydroxyamino)-2-oxoethyl)-4-methyl-1-oxopentyl)amino)-, Cyclopentyl Ester, (alphas)-

50. Cyclopentyl (2s)-2-((2r)-2-((1s)-1-hydroxy-2-(hydroxyamino)-2-oxoethyl)-4- Methylpentanamido)-2-phenylacetate

2.4 Create Date
2007-02-10
3 Chemical and Physical Properties
Molecular Weight 406.5 g/mol
Molecular Formula C21H30N2O6
XLogP32.3
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count6
Rotatable Bond Count10
Exact Mass406.21038668 g/mol
Monoisotopic Mass406.21038668 g/mol
Topological Polar Surface Area125 Ų
Heavy Atom Count29
Formal Charge0
Complexity555
Isotope Atom Count0
Defined Atom Stereocenter Count3
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Pharmacology and Biochemistry
4.1 Pharmacology

Tosedostat has pleiotropic effects against a range of human tumor cell lines originating from diverse tumor types in vitro and in vivo.


4.2 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.)


4.3 Mechanism of Action

Tosedostat is anti-proliferative agent which induces apoptosis in leukemic cell lines in vitro. The mechanism underlying these anti-cancer actions is unclear, particularly since normal cells are much less sensitive to the agents than transformed cells. It exerts potent anti-proliferative, pro-apoptotic and anti-angiogenic effects in vitro and shows selectivity for transformed over non-transformed cells. It inhibits a number of M1 aminopeptidase enzyme family members in vitro (eg puromycin-sensitive aminopeptidase (PSA), leukotriene A4 hydrolase (LTA4H)).


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Looking for 238750-77-1 / Tosedostat API manufacturers, exporters & distributors?

Tosedostat manufacturers, exporters & distributors 1

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

Send us enquiries for free, and we will assist you in establishing a direct connection with your preferred Tosedostat manufacturer or Tosedostat supplier.

PharmaCompass also assists you with knowing the Tosedostat API Price utilized in the formulation of products. Tosedostat API Price is not always fixed or binding as the Tosedostat Price is obtained through a variety of data sources. The Tosedostat Price can also vary due to multiple factors, including market conditions, regulatory modifications, or negotiated pricing deals.

API | Excipient name

Tosedostat

Synonyms

238750-77-1, Chr 2797, Chr-2797, Tosedostat (chr2797), Kzk563j2uw, Unii-kzk563j2uw

Cas Number

238750-77-1

Unique Ingredient Identifier (UNII)

KZK563J2UW

About Tosedostat

Tosedostat is a proprietary orally bioavailable inhibitor of the M1 family of aminopeptidases with potential antineoplastic activity. Aminopeptidase inhibitor CHR-2797 is converted intracellularly into a poorly membrane-permeable active metabolite (CHR-79888) which inhibits the M1 family of aminopeptidases, particularly puromycin-sensitive aminopeptidase (PuSA), and leukotriene A4 (LTA4) hydrolase; inhibition of these aminopeptidases in tumor cells may result in amino acid deprivation, inhibition of protein synthesis due to a decrease in the intracellular free amino acid pool, an increase in the level of the proapoptotic protein Noxa, and cell death. Noxa is a member of the BH3 (Bcl-2 homology 3)-only subgroup of the proapoptotic Bcl-2 (B-cell CLL/lymphoma 2) protein family.

Tosedostat Manufacturers

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

Tosedostat Suppliers

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

Tosedostat GMP

Tosedostat 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 Tosedostat 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 Tosedostat GMP manufacturer or Tosedostat GMP API supplier for your needs.

Tosedostat CoA

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

Tosedostat CoA mostly includes findings from lab analyses of a specific batch. For each Tosedostat 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.

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