(5Z)-5-[(5-{[(4-chlorophenyl)methyl]sulfanyl}-1-methyl-3-(trifluoromethyl)pyrazol-4-yl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one (CHEBI:230530)

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CHEBI:230530 - (5Z)-5-[(5-{[(4-chlorophenyl)methyl]sulfanyl}-1-methyl-3-(trifluoromethyl)pyrazol-4-yl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one

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ChEBI ID	CHEBI:230530
ChEBI Name	(5Z)-5-[(5-{[(4-chlorophenyl)methyl]sulfanyl}-1-methyl-3-(trifluoromethyl)pyrazol-4-yl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
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ASCII Name	(5Z)-5-[(5-{[(4-chlorophenyl)methyl]sulfanyl}-1-methyl-3-(trifluoromethyl)pyrazol-4-yl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
Definition	A member of the class of pyrazoles that is 1-methyl-1H-pyrazole substituted by trifluoromethyl, (4-oxo-2-sulfanylidene-1,3-thiazolidin-5-ylidene)methyl, and (4-chlorobenzyl)sulfanediyl groups at positions 3, 4 and 5, respectively. It is an ADAMTS-5 inhibitor (IC₅₀ = 1.1 μM) which prevents the degradation of aggrecan, a major component of cartilage that is lost in osteoporosis.
Last Modified	13 September 2024
Submitter	jonmuyskens
Downloads	Molfile

Formula	C16H11ClF3N3OS3
Net Charge	0
Average Mass	449.932
Monoisotopic Mass	448.97049
SMILES	Cn1nc(C(F)(F)F)c(/C=C2\SC(=S)NC2=O)c1SCc1ccc(Cl)cc1
InChI	InChI=1S/C16H11ClF3N3OS3/c1-23-14(26-7-8-2-4-9(17)5-3-8)10(12(22-23)16(18,19)20)6-11-13(24)21-15(25)27-11/h2-6H,7H2,1H3,(H,21,24,25)/b11-6-
InChIKey	CVYPRDPBCXSVBN-WDZFZDKYSA-N

Roles Classification

bone density conservation agent An agent that inhibits bone resorption and/or favor bone mineralization and bone regeneration. Used to heal bone fractures and to treat bone diseases such as osteopenia and osteoporosis.

ChEBI Ontology

Outgoing Relation(s)
	(5Z)-5-[(5-{[(4-chlorophenyl)methyl]sulfanyl}-1-methyl-3-(trifluoromethyl)pyrazol-4-yl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one (CHEBI:230530) has role bone density conservation agent (CHEBI:50646)
	(5Z)-5-[(5-{[(4-chlorophenyl)methyl]sulfanyl}-1-methyl-3-(trifluoromethyl)pyrazol-4-yl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one (CHEBI:230530) is a monochlorobenzenes (CHEBI:83403)
	(5Z)-5-[(5-{[(4-chlorophenyl)methyl]sulfanyl}-1-methyl-3-(trifluoromethyl)pyrazol-4-yl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one (CHEBI:230530) is a organic sulfide (CHEBI:16385)
	(5Z)-5-[(5-{[(4-chlorophenyl)methyl]sulfanyl}-1-methyl-3-(trifluoromethyl)pyrazol-4-yl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one (CHEBI:230530) is a organofluorine compound (CHEBI:37143)
	(5Z)-5-[(5-{[(4-chlorophenyl)methyl]sulfanyl}-1-methyl-3-(trifluoromethyl)pyrazol-4-yl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one (CHEBI:230530) is a pyrazoles (CHEBI:26410)
	(5Z)-5-[(5-{[(4-chlorophenyl)methyl]sulfanyl}-1-methyl-3-(trifluoromethyl)pyrazol-4-yl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one (CHEBI:230530) is a thiazolidinone (CHEBI:48891)

IUPAC Name
(5Z)-5-({5-[(4-chlorobenzyl)sulfanyl]-1-methyl-3-(trifluoromethyl)-1H-pyrazol-4-yl}methylidene)-2-sulfanylidene-1,3-thiazolidin-4-one

Synonyms	Source
(5Z)-5-[[5-[(4-chlorophenyl)methylsulfanyl]-1-methyl-3-(trifluoromethyl)pyrazol-4-yl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one	SUBMITTER
ADAMTS-5 inhibitor	SUBMITTER

Registry Numbers	Sources
CAS:929634-33-3	ChEBI

Citations