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Key Documents

T2379

Sigma-Aldrich

Tubocurarine hydrochloride pentahydrate

≥97%

Synonym(s):

(+)-Tubocurarine hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C37H41ClN2O6 · HCl · 5H2O
CAS Number:
Molecular Weight:
771.72
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Assay

≥97%

solubility

H2O: soluble 50 mg/ml, with heating as required, clear to slightly hazy, colorless to yellow
ethanol: soluble
methanol: soluble

storage temp.

2-8°C

SMILES string

O.O.O.O.O.Cl.[Cl-].COc1cc2CCN(C)[C@H]3Cc4ccc(Oc5c(O)c(OC)cc6CC[N+](C)(C)[C@H](Cc7ccc(O)c(Oc1cc23)c7)c56)cc4

InChI

1S/C37H40N2O6.2ClH.5H2O/c1-38-14-12-24-19-32(42-4)33-21-27(24)28(38)16-22-6-9-26(10-7-22)44-37-35-25(20-34(43-5)36(37)41)13-15-39(2,3)29(35)17-23-8-11-30(40)31(18-23)45-33;;;;;;;/h6-11,18-21,28-29H,12-17H2,1-5H3,(H-,40,41);2*1H;5*1H2/t28-,29+;;;;;;;/m0......./s1

InChI key

WMIZITXEJNQAQK-GGDSLZADSA-N

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Application

Tubocurarine hydrochloride pentahydrate has been used as a acetylcholinesterase inhibitor (Ach) inhibitor in myotubes, muscle and as neuromuscular junction blocker in zebra fish embryos.

Biochem/physiol Actions

Tubocurarine is a muscle relaxant and a nicotinic acetylcholine receptor antagonist. It can induce neuromuscular blocking.

Features and Benefits

This compound is featured on the Potassium Channels page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Preparation Note

Tubocurarine hydrochloride pentahydrate is soluble in water at 50 mg/ml (with heat as required) and yields a clear to slightly hazy, colorless to yellow solution. It is also soluble in methanol and ethanol.

Pictograms

Skull and crossbones

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 3 Oral

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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K Sato et al.
British journal of anaesthesia, 82(6), 904-909 (1999-11-24)
We have studied the effect of non-depolarizing neuromuscular blocking agents, at concentrations present in serum during anaesthesia, on release of [3H]-norepinephrine ([3H]NE) from superfused atrial appendage obtained during cardiac surgery from 48 patients. Three of the neuromuscular blocking agents (pancuronium
A Ashkenazi et al.
Journal of the neurological sciences, 164(2), 124-128 (1999-07-13)
The pharmacology of auditory brain-stem evoked potentials (ABEP) pathways is poorly understood. There are anecdotal reports on the involvement of various neurotransmitters but they were not investigated systematically. The aim of this study was to investigate the effects on ABEP
Matthew Lovett-Barron et al.
Nature neuroscience, 23(8), 959-967 (2020-06-24)
The hypothalamus is composed of many neuropeptidergic cell populations and directs multiple survival behaviors, including defensive responses to threats. However, the relationship between the peptidergic identity of neurons and their roles in behavior remains unclear. Here, we address this issue
Natural bizbenzoquinoline derivatives protect zebrafish lateral line sensory hair cells from aminoglycoside toxicity
Kruger M, et al.
Frontiers in Cellular Neuroscience, 10, 83-83 (2016)
M F Usiak et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 19(18), 7925-7939 (1999-09-10)
To understand better how spontaneous motoneuron activity and intramuscular nerve branching influence motoneuron survival, we chronically treated chicken embryos in ovo with either d-tubocurarine (dTC) or muscimol during the naturally occurring cell death period, assessing their effects on activity by

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