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SML1476

Thiocolchicoside

≥98% (HPLC)

Synonym(s):

(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

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About This Item

Empirical Formula (Hill Notation):
C27H33NO10S
CAS Number:
602-41-5
Molecular Weight:
563.62
NACRES:
NA.77
PubChem Substance ID:
329825907
UNSPSC Code:
12352200
EC Number:
210-017-7
MDL number:
MFCD07995056
Assay:
≥98% (HPLC)
Form:
powder
Quality level:
100
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Quality Level

100

assay

≥98% (HPLC)

form

powder

optical activity

[α]/D -510 to -610°, c = 0.5 in H2O

color

light yellow to dark yellow

solubility

H2O: 10 mg/mL, clear

storage temp.

−20°C

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

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

Related Categories

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.
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 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.

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

Hazard Classifications

Acute Tox. 3 Oral - Muta. 2 - Repr. 2 - STOT RE 1

target_organs

Gastro-intestinal system

Storage Class

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

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000359114
0000359115
0000359115
0000359114
0000151053

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Impact of using thiocolchicoside during endoscopic ureteral calculi removal: A preliminary study.
Akin Y, et al.
Minimally Invasive Therapy & Allied Technologies : MITAT : Official Journal of the Society for Minimally Invasive Therapy, 25(1), 29-34 (2016)
Thiocolchicoside: review of adverse effects.
Prescrire International, 25(168), 3-41 (2016)

Global Trade Item Number

SKUGTIN
SML1476-5MG04061832077567
SML1476-25MG04061832077550

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