1-[(1S,2S,4S,5S,7S,10R,11S,13S,14R,15S)-5,14-bis(acetyloxy)-2,15-dimethyl-13-(1-methylpiperidin-1-ium-1-yl)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-4-yl]-1-methylpiperidin-1-ium dibromide

• ChemBase ID: 73047
• Molecular Formular: C35H60Br2N2O4
• Molecular Mass: 732.6699
• Monoisotopic Mass: 730.29198241
• SMILES: [C@H]1([C@H](C[C@H]2[C@](C1)([C@@H]1[C@@H](CC2)[C@H]2[C@](CC1)([C@H]([C@H](C2)[N+]1(CCCCC1)C)OC(=O)C)C)C)OC(=O)C)[N+]1(CCCCC1)C.[Br-].[Br-]
• Canonical SMILES: CC(=O)O[C@H]1C[C@@H]2CC[C@@H]3[C@@H]([C@]2(C[C@@H]1[N+]1(C)CCCCC1)C)CC[C@]1([C@H]3C[C@@H]([C@@H]1OC(=O)C)[N+]1(C)CCCCC1)C.[Br-].[Br-]
• InChI: InChI=1S/C35H60N2O4.2BrH/c1-24(38)40-32-21-26-13-14-27-28(35(26,4)23-31(32)37(6)19-11-8-12-20-37)15-16-34(3)29(27)22-30(33(34)41-25(2)39)36(5)17-9-7-10-18-36;;/h26-33H,7-23H2,1-6H3;2*1H/q+2;;/p-2/t26-,27+,28-,29-,30-,31-,32-,33-,34-,35-;;/m0../s1
• InChIKey: NPIJXCQZLFKBMV-YTGGZNJNSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[(1S,2S,4S,5S,7S,10R,11S,13S,14R,15S)-5,14-bis(acetyloxy)-2,15-dimethyl-13-(1-methylpiperidin-1-ium-1-yl)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-4-yl]-1-methylpiperidin-1-ium dibromide; 1-[(1S,2S,4S,5S,7S,10R,11S,13S,14R,15S)-5,14-bis(acetyloxy)-2,15-dimethyl-13-(1-methylpiperidin-1-ium-1-yl)tetracyclo[8.7.0.0?,?.0??,??]heptadecan-4-yl]-1-methylpiperidin-1-ium dibromide; 1-[(1S,2S,4S,5S,7S,10R,11S,13S,14R,15S)-5,14-bis(acetyloxy)-2,15-dimethyl-13-(1-methylpiperidin-1-ium-1-yl)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-4-yl]-1-methylpiperidin-1-ium dibromide
• IUPAC Traditional name: pancuronium dibromide
• Synonyms: Pavulon; Pancuronium bromide; 1,1'-[2 β,3α,5α,16 β,17 β)-3,17-bis(acetyloxy)-androstane-2,16-diyl]bis[1-methylpiperidinium] dibromide; 1,1′-[(2β,3α,5α,16β,17β)-3,17-bis(Acetyloxy)androstane-2,16-diyl]bis(1-methylpiperidinium) dibromide; Pancuronium bromide

Database IDs

• CAS Number: 15500-66-0
• EC Number: 239-532-5
• MDL Number: MFCD00079223
• Beilstein Number: 4226892
• PubChem SID: 162037967; 24278623
• PubChem CID: 27350

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): -3.2702475
• LogD (pH = 7.4): -3.2702475
• Log P: -3.2702475
• Molar Refractivity: 185.222 cm^3
• Polarizability: 65.27438 Å^3
• Polar Surface Area: 52.6 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: H2O: soluble0.1 g/mL, clear, colorless to very faintly yellow
• Melting Point: 215°C

Safety Information

• Storage Condition: -20°C; Room Temperature (15-30°C), Desiccate, Protect from light
• RTECS: TN4930000
• European Hazard Symbols: Toxic (T); Harmful (Xn)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3; II
• Australian Hazchem: 2XE
• Risk Statements: 22; R:25
• Safety Statements: S:36/37/39-46
• EU Classification: T2
• EU Hazard Identification Number: 6.1B
• Emergency Response Guidebook(ERG) Number: 154
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301
• GHS Precautionary statements: P301 + P310
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• RID/ADR: UN 2811 6.1/PG 3

Product Information

• Purity: ≥99.0% (TLC)
• Salt Data: bromide
• Impurities: ≤10% water
• Empirical Formula (Hill Notation): C35H60Br2N2O4

DETAILS

MP Biomedicals - 02156053

(1,1′-[2β,3α,5α,16β,17β)-3,17-bis(acetyloxy)-androstane-2,16-
diyl]bis[1-methylpiperidinium] dibromide)

Selleck Chemicals - S2497

Research Area: Neurological Disease
Biological Activity:
Pancuronium (Pavulon) is a competitive acetylcholine antagonist with an IC50 of 5.5 ± 0.5 nM.It is a typical non-depolarizing curare-mimetic muscle relaxant. It acts as a competitive acetylcholine antagonist on neuromuscular junctions, displacing acetylcholine (hence competitive) from its post-synaptic nicotinic acetylcholine receptors. It is (unlike suxamethonium) a non-depolarizing agent, which means that it causes no spontaneous depolarizations upon association with the nicotinic receptor in neuromuscular junction, thus producing no muscle fasciculations upon administration. [1][2]

Sigma Aldrich - P1918

Biochem/physiol Actions
Aminosteroidal neuromuscular blocking agent; skeletal muscle relaxant

REFERENCES

• http://en.wikipedia.org/wiki/Pancuronium_bromide