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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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Proteasome inhibition with bortezomib depletes plasma cells and autoantibodies in experimental autoimmune myasthenia gravis
Gomez A, et al.
Journal of immunology (Baltimore, Md. : 1950), 186(4), 2503-2513 (2011)
Resistance to d-Tubocurarine of the Rat Diaphragm as Compared to a Limb MuscleInfluence of Quantal Transmitter Release and Nicotinic Acetylcholine Receptors
Nguyen-Huu, T, et al.
Anesthesiology, 110(5), 1011-1015 (2009)
The kinetics of inhibition of nicotinic acetylcholine receptors by (+)-tubocurarine and pancuronium
Wenningmann I and Dilger JP
Molecular Pharmacology, 60(4), 790-796 (2001)
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
Proteasome inhibition with bortezomib depletes plasma cells and autoantibodies in experimental autoimmune myasthenia gravis
Muto A, et al.
Proceedings of the National Academy of Sciences of the USA, 108(13), 5425-5425 (2011)

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