Thiocolchicoside

AdipoGen Life Sciences
Product Code: AG-CN2-0076
CodeSizePrice
AG-CN2-0076-M0011 mg£50.00
Quantity:
AG-CN2-0076-M0055 mg£85.00
Quantity:
AG-CN2-0076-M02525 mg£310.00
Quantity:
Prices exclude any Taxes / VAT

Overview

Regulatory Status: RUO
Shipping:
Ambient
Storage:
-20°C

Images

1 / 1
Chemical Structure

Chemical Structure

Further Information

Alternate Names/Synonyms:
BRN 0072205; NSC 147755; Coltramyl; 10-thio-Colchicoside; 2-Demethoxy-2-glucosidoxythiocolchicine
Appearance:
Yellow solid.
CAS:
602-41-5
EClass:
32160000
Form (Short):
liquid
GHS Symbol:
GHS07
Handling Advice:
Protect from light and moisture.
Hazards:
H302, H317, H335
InChi:
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-/m1/s1
InChiKey:
LEQAKWQJCITZNK-MSQQGMGVSA-N
Long Description:
Chemical. CAS: 602-41-5. Formula: C27H33NO10S. MW: 563.6. Semisynthetic. Potent competitive gamma-aminobutyric acid type A (GABAA) receptor antagonist and glycine receptor agonist. Weak nicotinic acetylcholine receptor agonist. Muscle relaxant. Anti-inflammatory. Has analgesic properties. Shows strong epileptogenic and convulsant activity. Anticancer compound through inhibition of NF-kappaB and NF-kappaB-regulated gene products Apoptosis inducer. Suppressed osteoclastogenesis induced by RANKL and tumor cells via the NF-kappaB signaling pathway. Therapeutic option for the management of bone metastatic disease.
MDL:
MFCD07995056
Molecular Formula:
C27H33NO10S
Molecular Weight:
563.6
Package Type:
Vial
Precautions:
P301, P312, P302, P352, P304, P340, P330
Product Description:
Potent competitive gamma-aminobutyric acid type A (GABAA) receptor antagonist and glycine receptor agonist. Weak nicotinic acetylcholine receptor agonist. Muscle relaxant. Anti-inflammatory. Has analgesic properties. Shows strong epileptogenic and convulsant activity. Anticancer compound through inhibition of NF-kappaB and NF-kappaB-regulated gene products Apoptosis inducer. Suppressed osteoclastogenesis induced by RANKL and tumor cells via the NF-kappaB signaling pathway. Therapeutic option for the management of bone metastatic disease.
Purity:
>95% (NMR)
Signal word:
Warning
SMILES:
COC1=C(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C=C2CCC(NC(C)=O)C3=CC(=O)C(SC)=CC=C3C2=C1OC
Solubility Chemicals:
Soluble in water or ethanol.
Source / Host:
Semisynthetic.
Transportation:
Non-hazardous
UNSPSC Category:
Natural Products/Extracts
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at -20°C.

References

Affinity of thiocolchicoside and thiocolchicoside analogues for the postsynaptic GABA receptor site: K. Biziere, et al.; Eur. J. Pharmacol. 75, 167 (1981) | Review of the toxicology, pharmacodynamics and pharmacokineticss of thiocolchicoside, a GABA-agonist muscle relaxant with anti-inflammatory and analgesic actions: J.M. Janbroers; Acta Ther. 13, 221 (1987) | Interaction of thiocolchicoside with [3H]strychnine binding sites in rat spinal cord and brainstem: M. Cimino, et al.; Eur. J. Pharmacol. 318, 201 (1996) | Focal and secondarily generalised convulsive status epilepticus induced by thiocolchicoside in the rat: G. Sechi, et al.; Seizure 12, 508 (2003) | Multicenter, randomized, double-blinded, placebo-controlled trial of thiocolchicoside in acute low back pain: F. T?z?n, et al.; Joint Bone Spine 70, 356 (2003) | The muscle relaxant thiocolchicoside is an antagonist of GABAA receptor function in the central nervous system: M. Carta, et al.; Neuropharmacology 51, 805 (2006) | Thiocolchicoside inhibits the activity of various subtypes of recombinant GABA(A) receptors expressed in Xenopus laevis oocytes: M.P. Mascia, et al.; Eur. J. Pharmacol. 558, 37 (2007) | Thiocolchicoside exhibits anticancer effects through downregulation of NF-kappaB pathway and its regulated gene products linked to inflammation and cancer: S. Reuter, et al.; Cancer Prev. Res. 3, 1462 (2010) | Thiocolchicoside suppresses osteoclastogenesis induced by RANKL and cancer cells through inhibition of inflammatory pathways: a new use for an old drug: S. Reuter, et al.; Br. J. Pharmacol. 165, 2127 (2012) | Thiocolchicoside a semi-synthetic derivative of the Glory Lily: a new weapon to fight metastatic bone resorption? O. Micheau, et al.; Br. J. Pharmacol. 165, 2124 (2012)

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