93750

(+)-Tubocurarine chloride pentahydrate

≥97.0% (TLC)

• Synonym(s): (+)-Tubocurarine chloride hydrochloride pentahydrate, D-Tubocurarine dichloride pentahydrate, Tubarine pentahydrate
• Empirical Formula (Hill Notation): C₃₇H₄₂Cl₂N₂O₆ · 5H₂O
• CAS Number: 6989-98-6
• Molecular Weight: 771.72
• Beilstein: 3896374
• MDL number: MFCD00150157
• UNSPSC Code: 12352202
• PubChem Substance ID: 57653575
• NACRES: NA.77

Properties

• biological source: plant
• Quality Level: 200
• Assay: ≥97.0% (TLC)
• form: powder
• optical activity: [α]20/D +195±5°, c = 0.5% in H₂O
• impurities: ~12% water
• mp: 275-280 °C (dec.) (lit.)
• storage temp.: 2-8°C
• SMILES string: [Cl-].Cl[H].[H]O[H].[H]O[H].[H]O[H].[H]O[H].[H]O[H].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
• Gene Information: human ... CHRNA1(1134) , CHRNB1(1140) , CHRND(1144) , CHRNE(1145) , CHRNG(1146)

Description

Application

(+)-Tubocurarine chloride pentahydrate has been used:

• as an acetylcholine receptor antagonist in synapse blocking experiment to study its effect on neuromuscular junction formation (NMJ) formation in a co-culture system of human skeletal muscles and human stem cell-derived motoneurons
• to induce paralysis in zebrafish larvae to study whole-brain imaging of seizures by two-photon light-sheet microscopy
• to block NMJ to study its role in myotube contraction

Biochem/physiol Actions

(+)-Tubocurarine chloride pentahydrate serves as a neuromuscular blocker.

Classical competitive antagonist of the nicotinic acetylcholine receptor. Structure-activity relationships and conformational studies for tubocurarine binding at the nicotinic AChR.

Safety Information

• Pictograms: GHS06
• Signal Word: Danger
• Hazard Statements: H301
• Precautionary Statements: P264 - P270 - P301 + P310 - P405 - P501
• Hazard Classifications: Acute Tox. 3 Oral
• Storage Class Code: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves