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Substance Name: Bortezomib [USAN:INN:BAN]
RN: 179324-69-7
UNII: 69G8BD63PP
InChIKey: GXJABQQUPOEUTA-RDJZCZTQSA-N

Notes

  • A pyrazine and boronic acid derivative that functions as a reversible PROTEASOME INHIBITOR. It is used as an ANTINEOPLASTIC AGENT in the treatment of MULTIPLE MYELOMA and MANTLE CELL LYMPHOMA.
  • A pyrazine and boronic acid derivative that functions as a reversible PROTEASOME INHIBITOR. It is used as an ANTINEOPLASTIC AGENT in the treatment of MULTIPLE MYELOMA and MANTLE CELL LYMPHOMA.

    NCI: A dipeptide boronic acid analogue with antineoplastic activity. Bortezomib reversibly inhibits the 26S proteasome, a large protease complex that degrades ubiquinated proteins. By blocking the targeted proteolysis normally performed by the proteasome, bortezomib disrupts various cell signaling pathways, leading to cell cycle arrest, apoptosis, and inhibition of angiogenesis. Specifically, the agent inhibits nuclear factor (NF)-kappaB, a protein that is constitutively activated in some cancers, thereby interfering with NF-kappaB-mediated cell survival, tumor growth, and angiogenesis. In vivo, bortezomib delays tumor growth and enhances the cytotoxic effects of radiation and chemotherapy. (NCI Thesaurus)

Molecular Formula

  • C19-H25-B-N4-O4

Molecular Weight

  • 384.2415
 

Classification Codes

  • Antineoplastic Agents
  • Enzyme Inhibitors
  • Protease Inhibitors
  • Treatment of Multiple Cancers, Including Multiple Myeloma, Chroniclymphocytic Leukemia, Non-Hodgkins Lymphoma, and Pancreatic, Colon, Lung, and Prostate Cancers (Proteasome Inhibitor)

Names and Synonyms

Name of Substance

  • Bortezomib
  • Bortezomib [USAN:INN:BAN]

MeSH Heading

  • Bortezomib

Synonyms

  • ((1R)-3-Methyl-1-(((2S)-3-phenyl-2-((pyrazinylcarbonyl)amino)propanoyl)amino)butyl)boronic acid
  • Boronic acid, ((1R)-3-methyl-1-(((2S)-1-oxo-3-phenyl-2-((pyrazinylcarbonyl)amino)propyl)amino)butyl)-
  • Bortezomib
  • HSDB 7666
  • LDP 341
  • LDP-341
  • MG 341
  • MLN-341
  • N-((1S)-1-Benzyl-2-(((1R)-1-(dihydroxyboranyl)-3-methylbutyl)amino)-2-oxoethyl)pyrazinecarboxamide
  • NSC 681239
  • PS 341
  • PS 341 (pharmaceutical)
  • PS-341
  • UNII-69G8BD63PP
  • Velcade

Systematic Names

  • Boronic acid, ((1R)-3-methyl-1-(((2S)-1-oxo-3-phenyl-2-((pyrazinylcarbonyl)amino)propyl)amino)butyl)-
  • Boronic acid, (3-methyl-1-((1-oxo-3-phenyl-2-((pyrazinylcarbonyl)amino)propyl)amino)butyl)-, (S-(R*,S*))-
  • N-((1S)-1-benzyl-2-(((1R)-1-(dihydroxyboranyl)-3-methylbutyl)amino)2-oxoethylpyrazinecarboxamide

Registry Numbers

CAS Registry Number

  • 179324-69-7

FDA UNII

  • 69G8BD63PP

Other Registry Number

  • 197730-97-5

System Generated Number

  • 0179324697

Structure Descriptors

InChI

1S/C19H25BN4O4/c1-13(2)10-17(20(27)28)24-18(25)15(11-14-6-4-3-5-7-14)23-19(26)16-12-21-8-9-22-16/h3-9,12-13,15,17,27-28H,10-11H2,1-2H3,(H,23,26)(H,24,25)/t15-,17-/m0/s1

InChIKey

GXJABQQUPOEUTA-RDJZCZTQSA-N

Smiles

CC(C)C[C@H](NC(=O)[C@H](Cc1ccccc1)NC(=O)c2cnccn2)B(O)O