ChemicalBook > CAS DataBase List > Elesclomol

Elesclomol

Product Name: Elesclomol
CAS No.: 488832-69-5
Chemical Name: Elesclomol
Synonyms: CS-482;STA-4783;elesclomol;STA-4783;STA4783;Elesclomol USP/EP/BP;ElescloMol (STA-4783);Enzastaurin Impurity 6;Elesclomol, 10 mM in DMSO;N'1,N'3-Dimethyl-N'1,N'3-di(phenylcarbonothioyl)malonohydrazide;N1',N3'-dimethyl-N1',N3'-di(phenylcarbonothioyl)malonohydrazide
CBNumber: CB31518510
Molecular Formula: C19H20N4O2S2
Formula Weight: 400.52
MOL File: 488832-69-5.mol

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Elesclomol Property

Density: 1.313
storage temp.: Store at -20°C
solubility: insoluble in H2O; ≥20.15 mg/mL in DMSO; ≥5.68 mg/mL in EtOH with gentle warming and ultrasonic
form: solid
pka: 7.99±0.70(Predicted)
color: Light yellow to yellow
InChI: InChI=1S/C19H20N4O2S2/c1-22(18(26)14-9-5-3-6-10-14)20-16(24)13-17(25)21-23(2)19(27)15-11-7-4-8-12-15/h3-12H,13H2,1-2H3,(H,20,24)(H,21,25)
InChIKey: BKJIXTWSNXCKJH-UHFFFAOYSA-N
SMILES: C1=CC(C(=S)N(C)NC(=O)CC(=O)NN(C)C(=S)C2C=CC=CC=2)=CC=C1

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: SML2651
Product name: Elesclomol
Purity: ≥98% (HPLC)
Packaging: 5MG
Price: $100
Updated: 2025/07/31

Sigma-Aldrich

Product number: SML2651
Product name: Elesclomol
Purity: ≥98% (HPLC)
Packaging: 25MG
Price: $406
Updated: 2025/07/31

American Custom Chemicals Corporation

Product number: API0005195
Product name: ELESCLOMOL
Purity: 95.00%
Packaging: 1MG
Price: $603.95
Updated: 2021/12/16

Biorbyt Ltd

Product number: orb180784
Product name: Elesclomol (STA-4783)
Purity: >98%
Packaging: 100mg
Price: $690.2
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FE157996
Product name: Elesclomol
Packaging: 50mg
Price: $270
Updated: 2021/12/16

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Elesclomol Chemical Properties,Usage,Production

Uses

Elesclomol (STA-4783) is a potent copper ionophore and promotes copper-dependent cell death (cuproptosis). Elesclomol specifically binds ferredoxin 1 (FDX1) α2/α3 helices and β5 strand. Elesclomol inhibits FDX1-mediated Fe-S cluster biosynthesis. Elesclomol is an oxidative stress inducer that induces cancer cell apoptosis. Elesclomol is a reactive oxygen species (ROS) inducer. Elesclomol can be used for Menkes and associated disorders of hereditary copper deficiency research[1][2][3][4].

Definition

ChEBI: A carbohydrazide obtained by formal condensation of the carboxy groups of malonic acid with the hydrino groups of two molar equivalents of N-methylbenzenecarbothiohydrazide

Biological Activity

elesclomol (also known as sta-4783), originally identified in a cell-based phenotypic screen for proapoptotic activity, is a novel small-molecule that potently induces apoptosis of cancer cells through the rapid generation of reactive oxygen species (ros) and the induction of unmanageable levels of oxidative stress. elesclomol exhibits autitumor activity against a broad spectrum of types of cancer cell in human tumor xengograft models due to its excessive ros production and elevated levels of oxidative stress leading to the death of cancer cells. elesclomol is currently being studies as a novel cancer therapeutic, in which it has demonstrated ability to prolong progression-free survival in study subjects.ronald k. blackman, kahlin cheung-ong, marinella gebbia, david a. proia, suqin he, jane kepros, aurelie jonneaux, philippe marchetti, jerome kluza, patricia e. rao, yumiko wada, guri giaever, corey nislow. mitochondrial electron transport is the cellular target of the oncology drug elesclomol. plos one 2012; 7(1): e29798jessica r. kirshner, suqin he, vishwasenani balasubramanyam, jane kepros, chin-yu yang, mei zhang, zhenjian du, james barsoum, and john bertin. elesclomol induces cancer cell apoptosis through oxidative stress. mol cancer ther 2008; 7:2319-2327

in vivo

Elesclomol (10 mg/kg; subcutaneous injection; every three days from post-natal day 5 to 26 and once weekly until post-natal day 54) treatment ameliorates severe cardiac pathology with a partial reduction in hypertrophy. Cardiac [Cu] increased with Elesclomol treatment from a vehicle knockout level of 34 to 55%^[4].
Elesclomol escorted copper to the mitochondria and increased cytochrome c oxidase levels in the brain. Elesclomol prevents detrimental neurodegenerative changes and improved the survival of the mottled-brindled mouse^[4].

Animal Model:	Cardiac Ctr1 knockout mice^[4]
Dosage:	10 mg/kg
Administration:	Subcutaneous injection; every three days from post-natal day 5 to 26 and once weekly until post-natal day 54
Result:	Ameliorated severe cardiac pathology with a partial reduction in hypertrophy.

target

HSP70

References

[1] Peter Tsvetkov, et al. Copper induces cell death by targeting lipoylated TCA cycle proteins. Science. 2022 Mar 18;375(6586):1254-1261. DOI:10.1126/science.abf0529
[2] Peter Tsvetkov, et al. Mitochondrial metabolism promotes adaptation to proteotoxic stress. Nat Chem Biol. 2019 Jul;15(7):681-689. DOI:10.1038/s41589-019-0291-9
[3] Kirshner JR, et al. Elesclomol induces cancer cell apoptosis through oxidative stress. Mol Cancer Ther. 2008 Aug;7(8):2319-27. DOI:10.1158/1535-7163.MCT-08-0298
[4] Liam M Guthrie, et al. Elesclomol alleviates Menkes pathology and mortality by escorting Cu to cuproenzymes in mice. Science. 2020 May 8;368(6491):620-625. DOI:10.1126/science.aaz8899
[5] Bair JS, et al. Chemistry and biology of deoxynyboquinone, a potent inducer of cancer cell death. J Am Chem Soc. 2010 Apr 21;132(15):5469-7 DOI:10.1021/ja100610m

Elesclomol Preparation Products And Raw materials

Raw materials

Preparation Products

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488832-69-5, ElesclomolRelated Search:

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elescloMol, N'1,N'3-diMethyl-N'1,N'3-di(phenylcarbonothioyl)Malonohydrazide

elesclomol

1,3-Bis[2-methyl-2-(phenylthioxomethyl)hydrazide]propanedioic acid

STA-4783

ElescloMol (STA-4783)

N1',N3'-dimethyl-N1',N3'-di(phenylcarbonothioyl)malonohydrazide

STA-4783;STA4783

CS-482

Propanedioic acid, 1,3-bis[2-methyl-2-(phenylthioxomethyl)hydrazide]

Elesclomol USP/EP/BP

N'1,N'3-Dimethyl-N'1,N'3-di(phenylcarbonothioyl)malonohydrazide

Enzastaurin Impurity 6

Elesclomol, 10 mM in DMSO

N'1,N'3-dibenzenecarbothioyl-N'1,N'3-dimethylpropanedihydrazide

488832-69-5

Inhibitors

APIs