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Thiocolchicoside

SIGMA/SML1476 - ≥98% (HPLC)

Synonym: (S)-N-[3-(β-D-glucopyranosyloxy)-1,2-dimethoxy-10(methylthio)-9-oxo-5,6,7,9-tetrahydrobenzo [a] heptalen-7-yl] acetamide; 2-Demethoxy-2-glucosidoxythiocolchicine

CAS Number: 602-41-5
Empirical Formula (Hill Notation): C27H33NO10S
Molecular Weight: 563.62
EC Number: 210-017-7
MDL Number: MFCD07995056
Linear Formula: C27H33NO10S
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-SML1476-5MG 5 mg
$111.00
1/EA
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45-SML1476-25MG 25 mg
$359.00
1/EA
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assay ≥98% (HPLC)
color light yellow to dark yellow
form powder
InChI 1S/C27H33NO10S/c1-12(30)28-16-7-5-13-9-18(37-27-24(34)23(33)22(32)19(11-29)38-27)25(35-2)26(36-3)21(13)14-6-8-20(39-4)17(31)10-15(14)16/h6,8-10,16,19,22-24,27,29,32-34H,5,7,11H2,1-4H3,(H,28,30)/t16-,19+,22+,23-,24+,27+/m0/s1
InChI key LEQAKWQJCITZNK-AXHKHJLKSA-N
optical activity [α]/D -510 to -610°, c = 0.5 in H2O
Quality Level 100 
SMILES string O[C@H]1[C@H](O)[C@@H](CO)O[C@@H](OC2=CC(CC[C@H](NC(C)=O)C(C3=CC=C4SC)=CC4=O)=C3C(OC)=C2OC)[C@@H]1O
solubility H2O: 10 mg/mL, clear
storage temp. −20°C
Biochem/physiol Actions: Thiocolchicoside acts as a muscle relaxant. In experimental animals, thiocolchicoside results in malfunctions (teratogenic) and impairs chromosomes. It is advised to be used as an analgesic for patients with muscle pain, starting with paracetamol. Thiocolchicoside can be used in irrigation solution at the time of endoscopic treatment of ureteral calculus to reduce the movement of stones.
Biochem/physiol Actions: Thiocolchicoside is a potent competitive γ-aminobutyric acid type A (GABAA) receptor antagonist and glycine receptor agonist with muscle relaxant, anti-inflammatory, and analgesic activity. Thiocolchicoside has also been found to suppress nuclear factor kappa B ligand (RANKL) activation of NF-KB resulting in suppression of osteoclastogenesis.
Packaging: 5, 25 mg in glass bottle
Purity ≥98% (HPLC)
Storage Temp. −20°C
UNSPSC 12352200

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