AA9
- Product Name
- AA9
- CAS No.
- 1467047-25-1
- Chemical Name
- AA9
- Synonyms
- SRS11-92;SRS11-92, 10 mM in DMSO;Ethyl 3-(benzylamino)-4-(cyclohexylamino)benzoate;Benzoic acid, 4-(cyclohexylamino)-3-[(phenylmethyl)amino]-, ethyl ester;HT-1080,FRDA,Friedreich,Inhibitor,cell death,ataxia,SRS-11-92,SRS1192,Ferroptosis,inhibit,SRS11 92,SRS11-92
- CBNumber
- CB84665937
- Molecular Formula
- C22H28N2O2
- Formula Weight
- 352.47
- MOL File
- 1467047-25-1.mol
AA9 Property
- Boiling point:
- 523.7±45.0 °C(Predicted)
- Density
- 1.152±0.06 g/cm3(Predicted)
- storage temp.
- 4°C, protect from light
- solubility
- DMF: 30 mg/ml; DMF:PBS (pH 7.2) (1:4): 0.2 mg/ml; DMSO: 10 mg/ml; Ethanol: 10 mg/ml
- form
- A crystalline solid
- pka
- 5.48±0.20(Predicted)
- color
- White to off-white
- InChIKey
- VHQAJFNLPQULSV-UHFFFAOYSA-N
- SMILES
- N(C3CCCCC3)c1c(cc(cc1)C(=O)OCC)NCc2ccccc2
Safety
- WGK Germany
- WGK 3
- Storage Class
- 11 - Combustible Solids
N-Bromosuccinimide Price
- Product number
- 25689
- Product name
- AA9
- Purity
- ≥98%
- Packaging
- 1mg
- Price
- $32
- Updated
- 2024/03/01
- Product number
- 25689
- Product name
- AA9
- Purity
- ≥98%
- Packaging
- 5mg
- Price
- $139
- Updated
- 2024/03/01
- Product number
- 25689
- Product name
- AA9
- Purity
- ≥98%
- Packaging
- 10mg
- Price
- $243
- Updated
- 2024/03/01
- Product number
- 25689
- Product name
- AA9
- Purity
- ≥98%
- Packaging
- 25mg
- Price
- $533
- Updated
- 2024/03/01
- Product number
- 5392DV
- Product name
- Ethyl3-(benzylamino)-4-(cyclohexylamino)benzoate
- Packaging
- 25mg
- Price
- $691
- Updated
- 2021/12/16
AA9 Chemical Properties,Usage,Production
Uses
SRS11-92, a Ferrostatin-1 (Fer-1) analogue, is a potent ferroptosis inhibitor. SRS11-92 inhibits ferroptotic cell death induced by Erastin in HT-1080 human fibrosarcoma cells (EC50=6 nM)[1].
Definition
ChEBI: SRS11-92 is an ethyl ester resulting from the formal condensation of the carboxy group of 3-(benzylamino)-4-(cyclohexylamino)benzoic acid with ethanol. It is a potent inhibitor of ferroptosis induced by erastin in HT-1080 human fibrosarcoma cells (EC50 = 6 nM). It has a role as a ferroptosis inhibitor. It is a substituted aniline, an ethyl ester, a secondary amino compound and a diamine. It is functionally related to a ferrostatin-1.
Biological Activity
SRS11-92 is a cell penetrant and potent inhibitor of ferroptosis th at attenuates the cell death associated with frataxin knockdown in healthy human fibroblasts. SRS11-92 protects against cell death in in a brain slice model of Huntington′s disease, an oligodendrocyte model of periventricular leukomalacia, and in isolated kidney proximal tubules model of kidney disfunction.
in vivo
SRS11-92, used at 500 nM, is efficacious in protecting human and mouse cellular models of Friedreich ataxia (FRDA) treated with ferric ammonium citrate (FAC) and an inhibitor of glutathione synthesis (BSO), whereas caspase-3 inhibitors fail to show significant biological activity[2].
References
[1] Skouta R, et al. Ferrostatins inhibit oxidative lipid damage and cell death in diverse disease models. J Am Chem Soc. 2014;136(12):4551-4556. DOI:10.1021/ja411006a
[2] Cotticelli MG, et al. Ferroptosis as a Novel Therapeutic Target for Friedreich's Ataxia. J Pharmacol Exp Ther. 2019;369(1):47-54. DOI:10.1124/jpet.118.252759
AA9 Preparation Products And Raw materials
Raw materials
Preparation Products
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