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
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
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.
N-Bromosuccinimide Price
- Product number
- SML2651
- Product name
- Elesclomol
- Purity
- ≥98% (HPLC)
- Packaging
- 5MG
- Price
- $100
- Updated
- 2025/07/31
- Product number
- SML2651
- Product name
- Elesclomol
- Purity
- ≥98% (HPLC)
- Packaging
- 25MG
- Price
- $406
- Updated
- 2025/07/31
- Product number
- FE157996
- Product name
- Elesclomol
- Packaging
- 10mg
- Price
- $95
- Updated
- 2021/12/16
- Product number
- CS-0192
- Product name
- Elesclomol
- Purity
- 99.80%
- Packaging
- 5mg
- Price
- $120
- Updated
- 2021/12/16
- Product number
- 1750AH
- Product name
- Elesclomol
- Packaging
- 5mg
- Price
- $128.6
- Updated
- 2021/12/16
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
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