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MedKoo Cat#: 574992 | Name: Pipecuronium bromide
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Pipecuronium bromide is a bisquaternary aminosteroid muscle relaxant which acts at the nicotinic acetylcholine receptor of the neuromuscular junction. Pipecuronium is a non-depolarizing neuromuscular blocking agent which can also serve as a paralytic.

Chemical Structure

Pipecuronium bromide
Pipecuronium bromide
CAS#52212-02-9

Theoretical Analysis

MedKoo Cat#: 574992

Name: Pipecuronium bromide

CAS#: 52212-02-9

Chemical Formula: C35H62Br2N4O4

Exact Mass: 760.3138

Molecular Weight: 762.71

Elemental Analysis: C, 55.12; H, 8.19; Br, 20.95; N, 7.35; O, 8.39

Price and Availability

Size Price Availability Quantity
5mg USD 450.00 2 Weeks
25mg USD 1,025.00 2 Weeks
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Related CAS #
No Data
Synonym
Arduan; Pipecuronium bromide; RGH1106; RGH-1106; RGH 1106
IUPAC/Chemical Name
4,4'-((2beta,3alpha,5alpha,16beta,17beta)-3,17-Bis(acetoxy)androstane-2,16-diyl)bis(1,1-dimethylpiperazinium) dibromide
InChi Key
TXWBOBJCRVVBJF-YTGGZNJNSA-L
InChi Code
InChI=1S/C35H62N4O4.2BrH/c1-24(40)42-32-21-26-9-10-27-28(35(26,4)23-31(32)37-15-19-39(7,8)20-16-37)11-12-34(3)29(27)22-30(33(34)43-25(2)41)36-13-17-38(5,6)18-14-36;;/h26-33H,9-23H2,1-8H3;2*1H/q+2;;/p-2/t26-,27+,28-,29-,30-,31-,32-,33-,34-,35-;;/m0../s1
SMILES Code
[Br-].[Br-].CC(=O)O[C@H]1C[C@@H]2CC[C@@H]3[C@H](CC[C@@]4(C)[C@H]3C[C@@H]([C@@H]4OC(=O)C)N5CC[N+](C)(C)CC5)[C@@]2(C)C[C@@H]1N6CC[N+](C)(C)CC6
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Product Data
Product Data
Instruction
View handling instruction
Biological target:
Pipecuronium bromide is a potent long-acting nondepolarizing steroidal neuromuscular blocking agent (NMBA), and a bisquaternary ammonium compound. Pipecuronium bromide is a powerful competitive nAChR antagonist with a Kd of 3.06 μM.
In vitro activity:
TBD
In vivo activity:
TBD
Solvent mg/mL mM comments
Solubility
DMSO 150.0 196.67
Water 100.0 131.11
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 762.71 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
TBD
In vitro protocol:
TBD
In vivo protocol:
TBD
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[CORRECTION OF INTRAABDOMINAL PRESSURE IN RATS IN AN ACUTE PANCREATITIS, USING INFUSION OF MYORELAXANT OF A DURABLE ACTION PIPECURONIUM BROMIDE]. Klin Khir. 2017;(1):67-9. Ukrainian. PMID: 30272925. 5: Sokolov AY, Lyubashina OA, Berkovich RR, Panteleev SS. Intravenous dextromethorphan/quinidine inhibits activity of dura-sensitive spinal trigeminal neurons in rats. Eur J Pain. 2015 Sep;19(8):1086-94. doi: 10.1002/ejp.631. Epub 2014 Nov 20. PMID: 25410439. 6: Eremeev AV, Kirov MIu. [Comparison of sevoflurane and propofol anesthesia for aortocoronary bypass surgery without artificial circulation]. Anesteziol Reanimatol. 2011 May-Jun;(3):4-8. Russian. PMID: 21853611. 7: Błazewicz A, Fijałek Z, Samsel K. Determination of pipecuronium bromide and its impurities in pharmaceutical preparation by high-performance liquid chromatography with coulometric electrode array detection. J Chromatogr A. 2008 Aug 8;1201(2):191-5. doi: 10.1016/j.chroma.2008.05.008. Epub 2008 May 10. PMID: 18533165. 8: Canga JC, Lehn CN, Tonelli D, Sacco Pde C, Beltrão D, Kirsch M, Serralheiro FC, Cimerman G. Effect of priming in shortening onset of pipecuronium, a new nondepolarizing neuromuscular blocker. Rev Bras Anestesiol. 2005 Aug;55(4):381-6. English, Portuguese. doi: 10.1590/s0034-70942005000400002. PMID: 19468626. 9: Buniatian AA, Vyzhigina MA, Mizikov VM, Deshko IuV, Kozhevnikov VA, Zhukova SG, Batchaev ShS. Novyĭ otechestvennyĭ miorelaksant vero-pipekuroniĭ (pipekuroniĭ bromid) v anesteziologicheskom obespechenii operatsiĭ na organakh grudnoĭ i briushnoĭ polosti [New russian myorelaxant vero-pipecuronium (pipecuronium bromide) used for the anesthetic management of operations on the thorax and abdomen organs]. Anesteziol Reanimatol. 2004 Sep-Oct;(5):49-52. Russian. PMID: 15573726. 10: Vabishchevich AV, Ushakova IA. Izmeneniia gemodinamiki vo vremia anestezii pri ortotopicheskoĭ transplantatsii pecheni u deteĭ v vozraste 1-5 let [Hemodynamic changes during anesthesia in orthotopic liver transplantation in 1-5-year-old children]. Anesteziol Reanimatol. 2004 Sep-Oct;(5):37-42. Russian. PMID: 15573723. 11: Vyzhigina MA, Kozhevnikov VA, Evdokimov ME, Batchaev ShS, Zhukova SG, Buniatian AA. Pervyĭ opyt klinicheskogo primeneniia novogo otechestvennogo miorelaksanta aperomida (pipekuroniia bromida) [The first clinical experience with administration of new Russian myorelaxant aperomid (pipecuronium bromide)]. Anesteziol Reanimatol. 2003 Mar-Apr;(2):8-11. Russian. PMID: 12939932. 12: Görög S. Chemical and analytical characterization of related organic impurities in drugs. Anal Bioanal Chem. 2003 Nov;377(5):852-62. doi: 10.1007/s00216-003-2140-6. Epub 2003 Aug 23. PMID: 12937879. 13: Jindal DP, Piplani P, Fajrak H, Prior C, Marshall IG. Synthesis and neuromuscular blocking activity of 16beta-N-methylpiperazino steroidal derivatives. Eur J Med Chem. 2002 Nov;37(11):901-8. doi: 10.1016/s0223-5234(02)01413-7. PMID: 12446049. 14: Kárpáti E, Bíró K, Kukorelli T. Szteroid izomrelaxánsok kutatása a Richterben [Investigation of neuromuscular blocking agents at Richter Ltd]. Acta Pharm Hung. 2002;72(1):37-48. Hungarian. PMID: 12426786. 15: Tuba Z, Maho S, Vizi ES. Synthesis and structure-activity relationships of neuromuscular blocking agents. Curr Med Chem. 2002 Aug;9(16):1507-36. doi: 10.2174/0929867023369466. PMID: 12171561. 16: Dolbneva EL. Ustanovka laringeal'noĭ maski: varianty gemodinamicheskogo otveta pri razlichnykh metodikakh anestezii [Use of laryngeal masks: variants of hemodynamic response to various methods of anesthesia]. Anesteziol Reanimatol. 2000 Sep-Oct;(5):80-4. Russian. PMID: 11220946. 17: Helyes Z, Thán M, Oroszi G, Pintér E, Németh J, Kéri G, Szolcsányi J. Anti- nociceptive effect induced by somatostatin released from sensory nerve terminals and by synthetic somatostatin analogues in the rat. Neurosci Lett. 2000 Jan 14;278(3):185-8. doi: 10.1016/s0304-3940(99)00936-2. PMID: 10653024. 18: Zappi L, Song P, Nicosia S, Nicosia F, Rehder K. Do pipecuronium and rocuronium affect human bronchial smooth muscle? Anesthesiology. 1999 Dec;91(6):1616-21. doi: 10.1097/00000542-199912000-00011. PMID: 10598601. 19: Atherton DP, Hunter JM. Clinical pharmacokinetics of the newer neuromuscular blocking drugs. Clin Pharmacokinet. 1999 Mar;36(3):169-89. doi: 10.2165/00003088-199936030-00001. PMID: 10223167. 20: Dolbneva EL, Buniatian AA. Problema germetizma pri ispol'zovanii laringeal'noĭ maski v usloviiakh karboperitoneuma i miorelaksatsii [The problem of airtightness during the use of a laryngeal mask under conditions of carboperitoneum and muscle relaxation]. Anesteziol Reanimatol. 1997 Sep- Oct;(5):68-77. Russian. PMID: 9432898.