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bortezomib

Structure via PubChem · Public domain (PubChem)

EntityQ419319· pop 25· linked from 346 articles

bortezomib

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Also known as peptide boronate, [(1R)-3-methyl-1-({(2S)-3-phenyl-2-[(pyrazin-2-ylcarbonyl)amino]propanoyl}amino)butyl]boronic acid, N-[(1R)-1-(dihydroxyboryl)-3-methylbutyl]-N-(pyrazin-2-ylcarbonyl)-L-phenylalaninamide

Bortezomib, sold under the brand name Velcade among others, is an anti-cancer medication used to treat multiple myeloma and mantle cell lymphoma. This includes multiple myeloma in those who have and have not previously received treatment. It is generally used together with other medications. It is given by injection.

Chemical data

Formula
C19H25BN4O4
Molecular weight
384.2 g/mol
IUPAC name
[(1R)-3-methyl-1-[[(2S)-3-phenyl-2-(pyrazine-2-carbonylamino)propanoyl]amino]butyl]boronic acid
SMILES
B([C@H](CC(C)C)NC(=O)[C@H](CC1=CC=CC=C1)NC(=O)C2=NC=CN=C2)(O)O
InChIKey
GXJABQQUPOEUTA-RDJZCZTQSA-N
Polar surface area
124 Ų
H-bond donors
4
H-bond acceptors
6
Formal charge
0

via PubChem

Wikidata facts

Mass
384.197
Manufacturer
Pfizer
Has use
medication
Show 8 more facts
chemical formula
C₁₉H₂₅BN₄O₄
medical condition treated
diffuse large B-cell lymphoma
isomeric SMILES
B([C@H](CC(C)C)NC(=O)[C@H](CC1=CC=CC=C1)NC(=O)C2=NC=CN=C2)(O)O
canonical SMILES
B(C(CC(C)C)NC(=O)C(CC1=CC=CC=C1)NC(=O)C2=NC=CN=C2)(O)O
World Health Organisation international non-proprietary name
bortezomib
Commons category
Bortezomib
subject has role
antineoplastic
significant drug interaction
phenytoin
Sources (6)

via Wikidata · CC0

~9 min read

Encyclopedic overview

12 sections
Contents
  • Medical use
  • Adverse effects
  • Drug interactions
  • Pharmacology
  • Structure
  • Mechanism
  • Pharmacokinetics and pharmacodynamics
  • History
  • Society and culture
  • Economics
  • References
  • External links

Bortezomib, sold under the brand name Velcade among others, is an anti-cancer medication used to treat multiple myeloma and mantle cell lymphoma. This includes multiple myeloma in those who have and have not previously received treatment. It is generally used together with other medications. It is given by injection.

Common side effects include nausea, diarrhea, tiredness, low platelets, fever, numbness, low white blood cells, shortness of breath, rash and abdominal pain. Other severe side effects include low blood pressure, tumour lysis syndrome, heart failure, and reversible posterior leukoencephalopathy syndrome. It is in the class of medications known as proteasome inhibitor. It works by inhibiting proteasomes, cellular complexes that break down proteins.

Excerpted from Wikipedia’s “bortezomib” article, available under the CC BY-SA 4.0 licence.

Gallery (3)