Basic information
- CAS
68399-58-6- Standard 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- InChIKey
OWWLUIWOFHMHOQ-XGHATYIMSA-N- Molecular formula
- C35H62N4O4+2
- Average molar mass
- 602.9 g/mol
- Monoisotopic mass
- 602.47710647
Overview
Pipecuronium is a steroid ester.
Names & identifiers
- Preferred name
- Pipecuronium
- IUPAC
- [(2S,3S,5S,8R,9S,10S,13S,14S,16S,17R)-17-acetyloxy-2,16-bis(4,4-dimethylpiperazin-4-ium-1-yl)-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate
- English name
- Pipecuronium
- Molecular formula
- C35H62N4O4+2
- Molecular weight
- 602.89118
Names & synonyms
PIPECURONIUMPipecurium68399-58-61N3O74HM92DTXSID208606434-[(1S,2S,4S,5S,7S,10R,11S,13S,14R,15S)-5,14-bis(acetyloxy)-4-(4,4-dimethylpiperazin-4-ium-1-yl)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-13-yl]-1,1-dimethylpiperazin-1-ium4-((1S,2S,4S,5S,7S,10R,11S,13S,14R,15S)-5,14-bis(acetyloxy)-4-(4,4-dimethylpiperazin-4-ium-1-yl)-2,15-dimethyltetracyclo(8.7.0.0^(2,7).0^(11,15))heptadecan-13-yl)-1,1-dimethylpiperazin-1-iumDibromide PipecuroniumRefChem:863382Piperazinium, 4,4'-((2beta,3alpha,5alpha,16beta,17beta)-3,17-bis(acetyloxy)androstane-2,16-diyl)bis(1,1-dimethyl)Dihydrate Pipecuronium DibromideDibromide, Dihydrate Pipecuronium
Show more names
OWWLUIWOFHMHOQ-XGHATYIMSA-N4,4'-[3α,17β-Bis(acetyloxy)-5α-androstane-2β,16β-diyl]bis[1,1-dimethylpiperazinium]
DTXCID30820874UNII-1N3O74HM92PIPECURONIUM [VANDF][(2S,3S,5S,8R,9S,10S,13S,14S,16S,17R)-17-acetyloxy-2,16-bis(4,4-dimethylpiperazin-4-ium-1-yl)-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl] acetatePIPECURONIUM [WHO-DD]SCHEMBL359367CHEBI:8230CHEMBL1201206
Properties
Computed structural properties
- XLogP
- 4.5
- Topological polar surface area
- 59.1 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 6
- Heavy atoms
- 43
- Formal charge
- 2
- Complexity
- 1,060
Experimental & physicochemical properties
DrugsPharmaceuticals -> Listed in ZINC15
Solubility9.50e-05 g/L
Physical DescriptionSolid
Physicochemical properties
- FDA UNII
- 1 N3O74HM92 · 1N3O74HM92
Chemistry & industry
Pharmacology
Pharmacodynamics
Pipecuronium is a nondepolarizing neuromuscular blocking agent. Neuromuscular blocking agents produce skeletal muscle paralysis by blocking neural transmission at the myoneural junction. The paralysis is selective initially and usually appears in the following muscles consecutively: levator muscles of eyelids, muscles of mastication, limb muscles, abdominal muscles, muscles of the glottis, and finally, the intercostal muscles and the diaphragm. Neuromuscular blocking agents have no clinically significant effect on consciousness or the pain threshold.
Mechanism of Action
Nondepolarizing neuromuscular blocking agents inhibit neuromuscular transmission by competing with acetylcholine for the cholinergic receptors of the motor end plate, thereby reducing the response of the end plate to acetylcholine. This type of neuromuscular block is usually antagonized by anticholinesterase agents.
Biological Half-LifePipecuronium has an approximate half-life of 87 minutes.
MeSH Pharmacological Classification
Drugs that interrupt transmission at the skeletal neuromuscular junction without causing depolarization of the motor end plate. They prevent acetylcholine from triggering muscle contraction and are used as muscle relaxants during electroshock treatments, in convulsive states, and as anesthesia adjuvants.
Drugs that bind to nicotinic cholinergic receptors (RECEPTORS, NICOTINIC) and block the actions of acetylcholine or cholinergic agonists. Nicotinic antagonists block synaptic transmission at autonomic ganglia, the skeletal neuromuscular junction, and at central nervous system nicotinic synapses.
Cellular LocationsCytoplasm
Suppliers2 total
BOC Sciences1-631-485-4226; 16314854226 · [email protected]
Related reactions
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Compound notes
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