Spirapril

Chemical compound
  • D
Routes of
administrationOralATC code
  • C09AA11 (WHO)
Legal statusLegal status
  • In general: ℞ (Prescription only)
Pharmacokinetic dataBioavailability50%Metabolismconverted to spiraprilatElimination half-life30 to 35 hoursExcretionHepatic and renalIdentifiers
  • (8S)-7-[(2S)-2-[[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino]propanoyl]-1,4-dithia-7-azaspiro[4.4]nonane-8-carboxylic acid
CAS Number
  • 83647-97-6 checkY
PubChem CID
  • 5311447
IUPHAR/BPS
  • 6575
DrugBank
  • DB01348 ☒N
ChemSpider
  • 4470933 checkY
UNII
  • 96U2K78I3V
KEGG
  • D08529 checkY
ChEBI
  • CHEBI:135756
ChEMBL
  • ChEMBL431 checkY
CompTox Dashboard (EPA)
  • DTXSID1044300 Edit this at Wikidata
Chemical and physical dataFormulaC22H30N2O5S2Molar mass466.61 g·mol−13D model (JSmol)
  • Interactive image
  • O=C(OCC)[C@@H](N[C@H](C(=O)N2[C@H](C(=O)O)CC1(SCCS1)C2)C)CCc3ccccc3
  • InChI=1S/C22H30N2O5S2/c1-3-29-21(28)17(10-9-16-7-5-4-6-8-16)23-15(2)19(25)24-14-22(30-11-12-31-22)13-18(24)20(26)27/h4-8,15,17-18,23H,3,9-14H2,1-2H3,(H,26,27)/t15-,17-,18-/m0/s1 checkY
  • Key:HRWCVUIFMSZDJS-SZMVWBNQSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Spirapril, sold under the brand name Renormax among others, is an ACE inhibitor antihypertensive drug used to treat hypertension. It belongs to dicarboxy group of ACE inhibitors.[citation needed]

It was patented in 1980 and approved for medical use in 1995.[1]

Chemistry

Like many ACE inhibitors, this prodrug is converted to the active metabolite spiraprilat following oral administration. Unlike other members of the group, it is eliminated both by renal and hepatic routes, which may allow for greater use in patients with renal impairment.[2] However, data on its effect upon the renal function are conflicting.[3]

References

  1. ^ Fischer J, Ganellin CR (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 468. ISBN 978-3-527-60749-5.
  2. ^ Shohat J, Wittenberg C, Erman A, Rosenfeld J, Boner G (February 1999). "Acute and chronic effects of spirapril, alone or in combination with isradipine on kidney function and blood pressure in patients with reduced kidney function and hypertension". Scandinavian Journal of Urology and Nephrology. 33 (1): 57–62. doi:10.1080/003655999750016294. PMID 10100366.
  3. ^ Noble S, Sorkin EM (May 1995). "Spirapril. A preliminary review of its pharmacology and therapeutic efficacy in the treatment of hypertension". Drugs. 49 (5): 750–766. doi:10.2165/00003495-199549050-00008. PMID 7601014. S2CID 195691037.

External links

  • Media related to Spirapril at Wikimedia Commons
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ACE inhibitors
("-pril")AIIRAs
("-sartan")Renin inhibitors
("-kiren")Dual ACE/NEP inhibitors
Neprilysin inhibitors
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ATRTooltip Angiotensin receptor
Combinations:
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