anakinra

Also known as Antril, IL-1RN, ICIL-1RA, IL1 inhibitor, IRAP, IL-1ra, interleukin-1 receptor antagonist protein precursor

Anakinra, sold under the brand name Kineret, is a biopharmaceutical medication used to treat rheumatoid arthritis, cryopyrin-associated periodic syndromes, familial Mediterranean fever, and Still's disease. It is a slightly modified recombinant version of the human interleukin 1 receptor antagonist protein. It is marketed by Swedish Orphan Biovitrum. Anakinra is administered by subcutaneous injection.

Chemical data

Formula: C20H23N5O7S2
Molecular weight: 509.6 g/mol
IUPAC name: (7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(2,2-dimethylpropanoyloxymethoxyimino)acetyl]amino]-3-ethenyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
SMILES: CC(C)(C)C(=O)OCO/N=C(/C1=CSC(=N1)N)\C(=O)N[C@H]2C3N(C2=O)C(=C(CS3)C=C)C(=O)O
InChIKey: HMLGSIZOMSVISS-ONJSNURVSA-N
XLogP: 1.1
Polar surface area: 227 Å²
H-bond donors: 3
H-bond acceptors: 12
Formal charge: 0

via PubChem

Wikidata facts

Mass: 509.103890076

Show 5 more facts

defined daily dose: 0.1
NCI Thesaurus ID: C38717
chemical formula: C₂₀H₂₃N₅O₇S₂
isomeric SMILES: C=CC1=C(C(=O)O)N2C(=O)[C@@H](NC(=O)/C(=N\OCOC(=O)C(C)(C)C)c3csc(=N)[nH]3)C2SC1
canonical SMILES: C=CC1=C(C(=O)O)N2C(=O)C(NC(=O)C(=NOCOC(=O)C(C)(C)C)c3csc(=N)[nH]3)C2SC1

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Contents

Medical uses
Safety
Adverse reactions
Chemistry
History
Society and culture
Legal status
Research
COVID-19
References

==Medical uses== It is used as a second line treatment to manage symptoms of rheumatoid arthritis after treatment with a disease-modifying antirheumatic drug (DMARD) has failed. It can be used in combination with some DMARDs.