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Ziconotide information


Ziconotide
Clinical data
Pronunciation/zˈkɒntd/
zy-KON-oh-tyd
Other namesSNX–111
AHFS/Drugs.comMonograph
License data
  • EU EMA: by INN
  • US DailyMed: Ziconotide
Routes of
administration
Intrathecal – directly into cerebrospinal fluid by a catheter
ATC code
  • N02BG08 (WHO)
Legal status
Legal status
  • US: ℞-only
  • EU: Rx-only
  • In general: ℞ (Prescription only)
Pharmacokinetic data
Bioavailability50%
Elimination half-life2.9 to 6.5 hours
Excretion<1% urine
Identifiers
CAS Number
  • 107452-89-1 checkY
PubChem CID
  • 16135415
IUPHAR/BPS
  • 2536
ChemSpider
  • 17291932 ☒N
UNII
  • 7I64C51O16
KEGG
  • D06363 checkY
ChEMBL
  • ChEMBL1201418 ☒N
CompTox Dashboard (EPA)
  • DTXSID60883174 Edit this at Wikidata
ECHA InfoCard100.212.174 Edit this at Wikidata
Chemical and physical data
FormulaC102H172N36O32S7
Molar mass2639.14 g·mol−1
3D model (JSmol)
  • Interactive image
SMILES
  • CSCC[C@@H]1NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CO)NC(=O)[C@@H]2CSSC[C@@H]3NC(=O)[C@H](CO)NC(=O)CNC(=O)[C@H]([C@@H](C)O)NC(=O)[C@H](CSSC[C@H](N)C(=O)N[C@@H](CCCCN)C(=O)NCC(=O)N[C@@H](CCCCN)C(=O)NCC(=O)N[C@@H](C)C(=O)N[C@@H](CCCCN)C(=O)N2)NC(=O)[C@H](CSSC[C@@H](C(N)=O)NC(=O)[C@H](CCCCN)NC(=O)CNC(=O)[C@H](CO)NC(=O)[C@H](CCCNC(=N)N)NC3=O)NC(=O)[C@H](CC(=O)O)NC(=O)[C@H](Cc2ccc(O)cc2)NC1=O
InChI
  • InChI=1S/C102H172N36O32S7/c1-50(2)34-63-91(161)127-62(26-33-171-5)90(160)129-64(35-53-22-24-54(143)25-23-53)92(162)130-65(36-78(148)149)93(163)135-72-48-175-173-45-69(80(108)150)133-86(156)58(18-8-12-29-105)121-76(146)39-117-85(155)66(41-139)131-88(158)61(21-15-32-114-102(111)112)126-96(166)70-46-176-177-47-71(97(167)132-68(43-141)95(165)125-60(87(157)128-63)20-14-31-113-101(109)110)134-89(159)59(19-9-13-30-106)123-81(151)51(3)119-74(144)37-115-83(153)56(16-6-10-27-103)120-75(145)38-116-84(154)57(17-7-11-28-104)124-82(152)55(107)44-172-174-49-73(137-98(72)168)99(169)138-79(52(4)142)100(170)118-40-77(147)122-67(42-140)94(164)136-70/h22-25,50-52,55-73,79,139-143H,6-21,26-49,103-107H2,1-5H3,(H2,108,150)(H,115,153)(H,116,154)(H,117,155)(H,118,170)(H,119,144)(H,120,145)(H,121,146)(H,122,147)(H,123,151)(H,124,152)(H,125,165)(H,126,166)(H,127,161)(H,128,157)(H,129,160)(H,130,162)(H,131,158)(H,132,167)(H,133,156)(H,134,159)(H,135,163)(H,136,164)(H,137,168)(H,138,169)(H,148,149)(H4,109,110,113)(H4,111,112,114)/t51-,52+,55-,56-,57-,58-,59-,60-,61-,62-,63-,64-,65-,66-,67-,68-,69-,70-,71-,72-,73-,79-/m0/s1 ☒N
  • Key:BPKIMPVREBSLAJ-QTBYCLKRSA-N ☒N
 ☒NcheckY (what is this?)  (verify)

Ziconotide, sold under the brand name Prialt, also called intrathecal ziconotide (ITZ) because of its administration route, is an atypical analgesic agent for the amelioration of severe and chronic pain. Derived from Conus magus, a cone snail, it is the synthetic form of an ω-conotoxin peptide.[1] It is 1,000 times as powerful as morphine.[citation needed]

In December 2004 the Food and Drug Administration approved ziconotide when delivered as an infusion into the cerebrospinal fluid using an intrathecal pump system.

  1. ^ "Prialt solution for infusion - Summary of Product Characteristics (SmPC) - (eMC)". Electronic Medicines Compendium. January 2017. Retrieved April 21, 2018.

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Ziconotide, sold under the brand name Prialt, also called intrathecal ziconotide (ITZ) because of its administration route, is an atypical analgesic agent...

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usually does not develop. However, tolerance may develop in some cases. Ziconotide, a blocker of potent N‐type voltage‐gated calcium channels, is administered...

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analogues (enalapril, lisinopril, perindopril, ramipril, etc.) were produced. Ziconotide is a synthetically made version of the ω-conotoxin made by the cone snail...

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intrathecal pump system can be used to deliver a local anaesthetic, such as ziconotide.[citation needed] Amphotericin B is administered intrathecally for CNS...

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channels. They are used primarily to treat epilepsy and neuropathic pain. Ziconotide, a peptide compound derived from the omega-conotoxin, is a selective N-type...

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2004 that the first FDA approval of a drug came directly from the sea: ziconotide, which was isolated from a marine cone snail. With 79% of the Earth's...

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version of ω-conotoxin M VII A has found application as an analgesic drug ziconotide (Prialt). Alpha conotoxins have two types of cysteine arrangements, and...

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Intrathecal pump

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baclofen, bupivacaine, clonidine, morphine, hydromorphone, fentanyl or ziconotide may be delivered in this manner to minimize the side effects often associated...

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