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Details

Stereochemistry ABSOLUTE
Molecular Formula C27H33NO10S
Molecular Weight 563.617
Optical Activity UNSPECIFIED
Defined Stereocenters 6 / 6
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of THIOCOLCHICOSIDE

SMILES

COC1=C(OC)C2=C(CC[C@H](NC(C)=O)C3=CC(=O)C(SC)=CC=C23)C=C1O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O

InChI

InChIKey=LEQAKWQJCITZNK-AXHKHJLKSA-N
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

HIDE SMILES / InChI

Molecular Formula C27H33NO10S
Molecular Weight 563.617
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 6 / 6
E/Z Centers 0
Optical Activity UNSPECIFIED

Thiocolchicoside is a muscle relaxant that has been authorised by national procedures in several EU Member States for use by mouth or injection into the muscles in the treatment of painful muscular disorders. Thiocolchicoside is marketed under the brand name Muscoril among others. Thiocolchicoside (TCC) is used clinically for its muscle relaxant, anti-inflammatory, and analgesic properties, and it has been shown to interact with gamma-aminobutyric acid (GABA) type A receptors (GABAARs) and strychnine-sensitive glycine receptors in the rat central nervous system.

CNS Activity

Curator's Comment: Intraperitoneal injection of Thiocolchicoside in rats either alone or in combination with negative modulators of GABAergic transmission revealed convulsant and proconvulsant actions of this drug.

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Palliative
Muscoril

Approved Use

Muscoril capsules and injections are used as an adjuvant treatment of painful muscle contractures in acute spinal pathology.
PubMed

PubMed

TitleDatePubMed
Skin atrophy caused by thiocolchicoside injections.
2006 Dec
Thiocolchicoside inhibits the activity of various subtypes of recombinant GABA(A) receptors expressed in Xenopus laevis oocytes.
2007 Mar 8
Novel 3-O-glycosyl-3-demethylthiocolchicines as ligands for glycine and gamma-aminobutyric acid receptors.
2007 May 3
Development of a list of potentially inappropriate drugs for the korean elderly using the delphi method.
2010 Dec
Patents

Sample Use Guides

In Vivo Use Guide
For oral use: The recommended and maximal dose of Muscoril (Thiocolchicoside) is 8 mg every 12 hours (i.e. 16 mg per day). The treatment duration is limited to 7 consecutive days. For IM use: The recommended and maximal dose of Muscoril Injection is 4 mg every 12 hours (i.e. 8 mg per day). The treatment duration is limited to 5 consecutive days.
Route of Administration: Other
The phasic and tonic GABAAR-mediated currents recorded from Purkinje cells and granule neurons, respectively, in parasagittal cerebellar slices from adult male rats were inhibited by Thiocolchicoside in a concentration-dependent manner. The median inhibitory concentrations of Thiocolchicoside for these effects were approximately 0.15 and approximately 0.9 uM, respectively.
Substance Class Chemical
Created
by admin
on Fri Dec 15 17:32:09 UTC 2023
Edited
by admin
on Fri Dec 15 17:32:09 UTC 2023
Record UNII
T1X8S697GT
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
THIOCOLCHICOSIDE
INN   MART.   WHO-DD  
INN  
Official Name English
thiocolchicoside [INN]
Common Name English
Thiocolchicoside [WHO-DD]
Common Name English
NSC-147755
Code English
THIOCOLCHICOSIDE [MART.]
Common Name English
2-10-DI(DEMETHOXY)-2-GLUCOSYLOXY-10-METHYLTHIOCOLCHICINE
Common Name English
THIOCOLCHICINE 2-GLUCOSIDE ANALOG
MI  
Common Name English
COLTRAMYL
Brand Name English
COLTRAX
Brand Name English
THIOCOLCHICINE 2-GLUCOSIDE ANALOG [MI]
Common Name English
MIOREL
Brand Name English
MUSCO-RIL
Brand Name English
Classification Tree Code System Code
WHO-VATC QM03BX05
Created by admin on Fri Dec 15 17:32:09 UTC 2023 , Edited by admin on Fri Dec 15 17:32:09 UTC 2023
WHO-ATC M03BX05
Created by admin on Fri Dec 15 17:32:09 UTC 2023 , Edited by admin on Fri Dec 15 17:32:09 UTC 2023
NCI_THESAURUS C29696
Created by admin on Fri Dec 15 17:32:09 UTC 2023 , Edited by admin on Fri Dec 15 17:32:09 UTC 2023
WHO-ATC M03BX55
Created by admin on Fri Dec 15 17:32:09 UTC 2023 , Edited by admin on Fri Dec 15 17:32:09 UTC 2023
Code System Code Type Description
SMS_ID
100000091997
Created by admin on Fri Dec 15 17:32:09 UTC 2023 , Edited by admin on Fri Dec 15 17:32:09 UTC 2023
PRIMARY
RXCUI
38085
Created by admin on Fri Dec 15 17:32:09 UTC 2023 , Edited by admin on Fri Dec 15 17:32:09 UTC 2023
PRIMARY RxNorm
INN
671
Created by admin on Fri Dec 15 17:32:09 UTC 2023 , Edited by admin on Fri Dec 15 17:32:09 UTC 2023
PRIMARY
NCI_THESAURUS
C152589
Created by admin on Fri Dec 15 17:32:09 UTC 2023 , Edited by admin on Fri Dec 15 17:32:09 UTC 2023
PRIMARY
WIKIPEDIA
Thiocolchicoside
Created by admin on Fri Dec 15 17:32:09 UTC 2023 , Edited by admin on Fri Dec 15 17:32:09 UTC 2023
PRIMARY
DRUG CENTRAL
4731
Created by admin on Fri Dec 15 17:32:09 UTC 2023 , Edited by admin on Fri Dec 15 17:32:09 UTC 2023
PRIMARY
EPA CompTox
DTXSID5045330
Created by admin on Fri Dec 15 17:32:09 UTC 2023 , Edited by admin on Fri Dec 15 17:32:09 UTC 2023
PRIMARY
DRUG BANK
DB11582
Created by admin on Fri Dec 15 17:32:09 UTC 2023 , Edited by admin on Fri Dec 15 17:32:09 UTC 2023
PRIMARY
EVMPD
SUB10976MIG
Created by admin on Fri Dec 15 17:32:09 UTC 2023 , Edited by admin on Fri Dec 15 17:32:09 UTC 2023
PRIMARY
MESH
C004280
Created by admin on Fri Dec 15 17:32:09 UTC 2023 , Edited by admin on Fri Dec 15 17:32:09 UTC 2023
PRIMARY
FDA UNII
T1X8S697GT
Created by admin on Fri Dec 15 17:32:09 UTC 2023 , Edited by admin on Fri Dec 15 17:32:09 UTC 2023
PRIMARY
NSC
147755
Created by admin on Fri Dec 15 17:32:09 UTC 2023 , Edited by admin on Fri Dec 15 17:32:09 UTC 2023
PRIMARY
PUBCHEM
9915886
Created by admin on Fri Dec 15 17:32:09 UTC 2023 , Edited by admin on Fri Dec 15 17:32:09 UTC 2023
PRIMARY
CAS
602-41-5
Created by admin on Fri Dec 15 17:32:09 UTC 2023 , Edited by admin on Fri Dec 15 17:32:09 UTC 2023
PRIMARY
ECHA (EC/EINECS)
210-017-7
Created by admin on Fri Dec 15 17:32:09 UTC 2023 , Edited by admin on Fri Dec 15 17:32:09 UTC 2023
PRIMARY
MERCK INDEX
m10747
Created by admin on Fri Dec 15 17:32:09 UTC 2023 , Edited by admin on Fri Dec 15 17:32:09 UTC 2023
PRIMARY Merck Index
ChEMBL
CHEMBL1705373
Created by admin on Fri Dec 15 17:32:09 UTC 2023 , Edited by admin on Fri Dec 15 17:32:09 UTC 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY