pipecuronium

Trade name: arduan

Small moleculeapproved

Approved

Jun 26, 1990

Pipecuronium is a piperazinyl androstane derivative, which is a non-depolarizing neuromuscular blocking agent, which was approved under brand name arduan for injection. It is a long-acting neuromuscular blocking agent, indicated as an adjunct to general anesthesia, to provide skeletal muscle relaxation during surgery. Arduan can also be used to provide skeletal muscle relaxation for endotracheal intubation. Pipecuronium undergoes very little metabolism and is excreted by the kidney and the liver. Owing to its relatively long duration of action and to the residual postoperative neuromuscular block (RPONB), the use of pipecuronium was discontinued in the United States and in several European countries. Because of its excellent safety profile, the use of pipecuronium has been maintained in several countries including China, Russia, Brazil, and Hungary, among others. Its safe use, however, is dependent on the availability of a reliable reversal drug. Although widely used, there are concerns with the use of neostigmine for reversal. Arduan is a powerful competitive antagonist of acetylcholine, since it can bind pre- and postsynaptic (N1) receptors of the transmitters. — NCATS

Chemistry & pharmacology

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SMILES

CC(=O)O[C@H]1C[C@@H]2CC[C@@H]3[C@H](CC[C@@]4(C)[C@H]3C[C@H](N3CC[N+](C)(C)CC3)[C@@H]4OC(C)=O)[C@@]2(C)C[C@@H]1N1CC[N+](C)(C)CC1
Mol. weight
602.91 g/mol
Lipinski Ro5
1 violation(s)
Rule of 3
No
Chirality
Single Stereoisomer
Inorganic
No
Polymer
No
Delivery
Parenteral
Availability
Discontinued

Oral

No

Parenteral

Yes

Topical

No

Sources

Also known as

  • arduan
  • arduan
  • arduan
  • pipecurium
  • pipecurium
  • pipecuronium
  • pipecuronium
  • pipecuronium
  • pipecuronium
  • pipecuronium
  • pipecuronium
  • pipecuronium
  • pipecuronium
  • pipecuronium
  • pipecuronium bromide
  • pipecuronium bromide
  • pipecuronium bromide
  • pipecuronium bromide
  • rgh-1106
  • rgh-1106

Organizations

Marketing (2)

OrganizationOrg typeRelationshipDate
OrganonFor profitNDAJun 26, 1990
OrganonFor profitSYNJun 26, 1990