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Chemistry

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Also known as: Mk-1775, 955365-80-7, Mk1775, Mk 1775, Azd1775, Azd-1775
Molecular Formula
C27H32N8O2
Molecular Weight
500.6  g/mol
InChI Key
BKWJAKQVGHWELA-UHFFFAOYSA-N
FDA UNII
K2T6HJX3I3

Adavosertib
Adavosertib is a small molecule inhibitor of the tyrosine kinase WEE1 with potential antineoplastic sensitizing activity. Adavosertib selectively targets and inhibits WEE1, a tyrosine kinase that phosphorylates cyclin-dependent kinase 1 (CDK1, CDC2) to inactivate the CDC2/cyclin B complex. Inhibition of WEE1 activity prevents the phosphorylation of CDC2 and impairs the G2 DNA damage checkpoint. This may lead to apoptosis upon treatment with DNA damaging chemotherapeutic agents. Unlike normal cells, most p53 deficient or mutated human cancers lack the G1 checkpoint as p53 is the key regulator of the G1 checkpoint and these cells rely on the G2 checkpoint for DNA repair to damaged cells. Annulment of the G2 checkpoint may therefore make p53 deficient tumor cells more vulnerable to antineoplastic agents and enhance their cytotoxic effect.
1 2D Structure

Adavosertib

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
1-[6-(2-hydroxypropan-2-yl)pyridin-2-yl]-6-[4-(4-methylpiperazin-1-yl)anilino]-2-prop-2-enylpyrazolo[3,4-d]pyrimidin-3-one
2.1.2 InChI
InChI=1S/C27H32N8O2/c1-5-13-34-25(36)21-18-28-26(29-19-9-11-20(12-10-19)33-16-14-32(4)15-17-33)31-24(21)35(34)23-8-6-7-22(30-23)27(2,3)37/h5-12,18,37H,1,13-17H2,2-4H3,(H,28,29,31)
2.1.3 InChI Key
BKWJAKQVGHWELA-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CC(C)(C1=NC(=CC=C1)N2C3=NC(=NC=C3C(=O)N2CC=C)NC4=CC=C(C=C4)N5CCN(CC5)C)O
2.2 Other Identifiers
2.2.1 UNII
K2T6HJX3I3
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 2-allyl-1-(6-(2-hydroxy-2-propanyl)-2-pyridinyl)-6-((4-(4-methyl-1-piperazinyl)phenyl)amino)-1,2-dihydro-3h-pyrazolo(3,4-d)pyrimidin-3-one

2. 3h-pyrazolo(3,4-d)pyrimidin-3-one, 1,2-dihydro-1-(6-(1-hydroxy-1-methylethyl)-2-pyridinyl)-6-((4-(4-methyl-1-piperazinyl)phenyl)amino)-2-(2-propen-1-yl)-

3. Azd 1775

4. Azd-1775

5. Azd1775

6. Mk 1775

7. Mk-1775

8. Mk1775

2.3.2 Depositor-Supplied Synonyms

1. Mk-1775

2. 955365-80-7

3. Mk1775

4. Mk 1775

5. Azd1775

6. Azd-1775

7. Azd 1775

8. 1-[6-(2-hydroxypropan-2-yl)pyridin-2-yl]-6-[4-(4-methylpiperazin-1-yl)anilino]-2-prop-2-enylpyrazolo[3,4-d]pyrimidin-3-one

9. 2-allyl-1-(6-(2-hydroxypropan-2-yl)pyridin-2-yl)-6-((4-(4-methylpiperazin-1-yl)phenyl)amino)-1h-pyrazolo[3,4-d]pyrimidin-3(2h)-one

10. 2-allyl-1-(6-(2-hydroxypropan-2-yl)pyridin-2-yl)-6-(4-(4-methylpiperazin-1-yl)phenylamino)-1h-pyrazolo[3,4-d]pyrimidin-3(2h)-one

11. K2t6hjx3i3

12. Mfcd17215200

13. Adavosertib (usan)

14. 1-[6-(2-hydroxypropan-2-yl)pyridin-2-yl]-6-{[4-(4-methylpiperazin-1-yl)phenyl]amino}-2-(prop-2-en-1-yl)pyrazolo[3,4-d]pyrimidin-3-one

15. Adavosertib [usan]

16. 3h-pyrazolo(3,4-d)pyrimidin-3-one, 1,2-dihydro-1-(6-(1-hydroxy-1-methylethyl)-2-pyridinyl)-6-((4-(4-methyl-1-piperazinyl)phenyl)amino)-2-(2-propen-1-yl)-

17. 1-[6-(2-hydroxypropan-2-yl)pyridin-2-yl]-6-{[4-(4-methylpiperazin-1-yl)phenyl]amino}-2-(prop-2-en-1-yl)-1,2-dihydro-3h-pyrazolo[3,4-d]pyrimidin-3-one

18. 3h-pyrazolo[3,4-d]pyrimidin-3-one, 1,2-dihydro-1-[6-(1-hydroxy-1-methylethyl)-2-pyridinyl]-6-[[4-(4-methyl-1-piperazinyl)phenyl]amino]-2-(2-propen-1-yl)-

19. Unii-k2t6hjx3i3

20. 8x7

21. Kinome_2656

22. Adavosertib [inn]

23. Adavosertib (mk-1775)

24. Adavosertib [who-dd]

25. Mls006011025

26. Gtpl7702

27. Schembl1504444

28. Chembl1976040

29. Chebi:91414

30. Dtxsid30241868

31. Ex-a331

32. Hms3295k03

33. Hms3654h20

34. Hms3744i13

35. Bcp01928

36. Bdbm50240826

37. Mk-1775 (wee-1)

38. Nsc754352

39. Nsc800793

40. S1525

41. Zinc63539231

42. Akos024259153

43. Mk-1775(azd-1775,adavosertib)

44. Adavosertib Pound Mk-1775 Pound(c)

45. Am90274

46. Bcp9000937

47. Ccg-264905

48. Cs-0105

49. Db11740

50. Nsc-754352

51. Nsc-800793

52. Sb16663

53. Ncgc00263183-01

54. Ncgc00263183-09

55. Ncgc00263183-10

56. 2-allyl-1-(6-(2-hydroxy-2-propanyl)-2-pyridinyl)-6-((4-(4-methyl-1-piperazinyl)phenyl)amino)-1,2-dihydro-3h-pyrazolo(3,4-d)pyrimidin-3-one

57. 2-allyl-1-[6-(2-hydroxy-2-propyl)-2-pyridyl]-6-[[4-(4-methyl-1-piperazinyl)phenyl]amino]pyrazolo[3,4-d]pyrimidin-3(2h)-one

58. Ac-28416

59. As-17001

60. Bm161385

61. Hy-10993

62. Smr004702820

63. Sy258875

64. Ft-0699265

65. Sw218122-2

66. D11361

67. Brd-k54256913-001-01-2

68. Q27074716

69. 1,2-dihydro-1-(6-(1-hydroxy-1-methylethyl)-2-pyridinyl)-6-((4-(4-methyl-1-piperazinyl)phenyl)amino)-2-(2-propen-1-yl)-3h-pyrazolo(3,4-d)pyrimidin-3-one

70. 1-(6-(2-hydroxypropan-2-yl)pyridin-2-yl)-6-(4-(4-methylpiperazin-1-yl)anilino)-2-(prop-2-en-1-yl)-1,2-dihydro-3h-pyrazolo(3,4-d)pyrimidin-3-one

71. 1075739-30-8

72. 2-allyl-1-(6-(2-hydroxypropan-2-yl)pyridin-2-yl)-6-(4-(4-methylpiperazin-1-yl)phenylamino)-1h-pyrazo

73. 2-allyl-1-[6-(1-hydroxy-1-methyl-ethyl)-pyridin-2-yl]-6-[4-(4-methyl-piperazin-1-yl)-phenylamino]-1,2-dihydro-pyrazolo[3,4-d]pyrimidin-3-one

74. 2-allyl-1-[6-(1-hydroxy-1-methylethyl)pyridin-2-yl]-6-[[4-(4-methylpiperazin-1-yl)phenyl]amino]-1,2-dihydro-3h-pyrazolo[3,4-d]pyrimidin-3-one

2.4 Create Date
2008-07-28
3 Chemical and Physical Properties
Molecular Weight 500.6 g/mol
Molecular Formula C27H32N8O2
XLogP33.1
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count9
Rotatable Bond Count7
Exact Mass500.26482229 g/mol
Monoisotopic Mass500.26482229 g/mol
Topological Polar Surface Area101 Ų
Heavy Atom Count37
Formal Charge0
Complexity795
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
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.)


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Adavosertib manufacturers, exporters & distributors 1

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

API | Excipient name

Adavosertib

Synonyms

Mk-1775, 955365-80-7, Mk1775, Mk 1775, Azd1775, Azd-1775

Cas Number

955365-80-7

Unique Ingredient Identifier (UNII)

K2T6HJX3I3

About Adavosertib

Adavosertib is a small molecule inhibitor of the tyrosine kinase WEE1 with potential antineoplastic sensitizing activity. Adavosertib selectively targets and inhibits WEE1, a tyrosine kinase that phosphorylates cyclin-dependent kinase 1 (CDK1, CDC2) to inactivate the CDC2/cyclin B complex. Inhibition of WEE1 activity prevents the phosphorylation of CDC2 and impairs the G2 DNA damage checkpoint. This may lead to apoptosis upon treatment with DNA damaging chemotherapeutic agents. Unlike normal cells, most p53 deficient or mutated human cancers lack the G1 checkpoint as p53 is the key regulator of the G1 checkpoint and these cells rely on the G2 checkpoint for DNA repair to damaged cells. Annulment of the G2 checkpoint may therefore make p53 deficient tumor cells more vulnerable to antineoplastic agents and enhance their cytotoxic effect.

Adavosertib Manufacturers

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

Adavosertib Suppliers

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

Adavosertib GMP

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

Adavosertib CoA

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

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

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