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Sivelestat

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Chemical compound Pharmaceutical compound
Sivelestat
Clinical data
AHFS/Drugs.comInternational Drug Names
Routes of
administration		IV
ATC code
  • None
Legal status
Legal status
  • US: Not approved
  • In general: ℞ (Prescription only)
Identifiers
IUPAC name
  • N-{2-phenyl}sulfonyl)amino]benzoyl}glycine
CAS Number
PubChem CID
IUPHAR/BPS
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC20H22N2O7S
Molar mass434.46 g·mol
3D model (JSmol)
SMILES
  • CC(C)(C)C(=O)OC1=CC=C(C=C1)S(=O)(=O)NC2=CC=CC=C2C(=O)NCC(=O)O
InChI
  • InChI=1S/C20H22N2O7S/c1-20(2,3)19(26)29-13-8-10-14(11-9-13)30(27,28)22-16-7-5-4-6-15(16)18(25)21-12-17(23)24/h4-11,22H,12H2,1-3H3,(H,21,25)(H,23,24)
  • Key:BTGNGJJLZOIYID-UHFFFAOYSA-N
  (what is this?)  (verify)

Sivelestat (INN, research name ONO 5046, marketed as Elaspol) is an inhibitor of human neutrophil elastase.

It is used in the treatment of acute respiratory failure and preliminary studies show it may also improve neuropathic pain.

Synthesis

Sivelestat is synthesised as follows:

References

  1. Kawabata K, Suzuki M, Sugitani M, Imaki K, Toda M, Miyamoto T (June 1991). "ONO-5046, a novel inhibitor of human neutrophil elastase". Biochemical and Biophysical Research Communications. 177 (2): 814–820. doi:10.1016/0006-291X(91)91862-7. PMID 2049103.
  2. Imokawa S, Mori K, Harada M, Sagisaka S, Sano T, Uchiyama H, et al. (June 2008). "". Nihon Kokyuki Gakkai Zasshi = the Journal of the Japanese Respiratory Society (in Japanese). 46 (6): 461–465. PMID 18592991.
  3. Weyer AD, Stucky CL (May 2015). "Repurposing a leukocyte elastase inhibitor for neuropathic pain". Nature Medicine. 21 (5): 429–430. doi:10.1038/nm.3861. PMID 25951529. S2CID 10240018.
  4. US 5017610, Imaki K, Arai Y, Okegawa T, "Derivatives of p-substituted phenyl ester of pivalic acid", issued 21 May 1991, assigned to Ono Pharmaceutical Co Ltd 
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