Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C22H25Cl2N3O2 |
| Molecular Weight | 434.359 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
ClCCN(CCCl)CCOC(=O)CCNC1=C2C=CC=CC2=NC3=C1C=CC=C3
InChI
InChIKey=BDLWRIAFNYVGTC-UHFFFAOYSA-N
InChI=1S/C22H25Cl2N3O2/c23-10-13-27(14-11-24)15-16-29-21(28)9-12-25-22-17-5-1-3-7-19(17)26-20-8-4-2-6-18(20)22/h1-8H,9-16H2,(H,25,26)
| Molecular Formula | C22H25Cl2N3O2 |
| Molecular Weight | 434.359 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
Amustaline (S-303) is a quinacrine mustard compound with potential antineoplastic activity. Amustaline binds to, intercalates and crosslinks DNA and RNA. This agent is mainly used for ex vivo purposes, specifically for the inactivation of pathogens such as viruses, protozoa and bacteria in red blood cells (RBCs). When S-303 is added to red blood cells, the compound rapidly passes through membranes, including those of cells and viral envelopes, due to its amphipathic character, and intercalates into helical regions of the nucleic acids of pathogens and white blood cells. TERCEPTTMBlood System usingamustaline (S-303) and glutathione (GSH) was able to inactivate high levels of DENV and ZIKV in RBCs. S-303 system has been shown to effectively inactivate a broad spectrum of pathogens, while maintaining RBC quality.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Pathogen inactivation of Dengue virus in red blood cells using amustaline and glutathione. | 2017 Dec |
|
| Red blood cells treated with the amustaline (S-303) pathogen reduction system: a transfusion study in cardiac surgery. | 2018 Apr |
|
| Amustaline (S-303) treatment inactivates high levels of Chikungunya virus in red-blood-cell components. | 2018 Apr |
Patents
Sample Use Guides
In Vitro Use Guide
Curator's Comment: A series of experiments were performed in whole blood (WB) to measure the level of viral and bacterial inactivation.
0.2mM S-303 and 2mM glutathione (GSH) inactivated >6.5 logs of HIV, >5.7 logs of Bluetongue virus, >7.0 logs of Yersinia enterocolitica, 4.2 logs of Serratia marcescens, and 7.5 logs of Staphylococcus epidermidis. A series of studies in RBC showed that 0.2mM S-303 and 20mM GSH inactivated approximately 5 logs or greater of Y. enterocolitica, E. coli, S. marcescens, S. aureus, HIV, bovine viral diarrhoea virus, bluetongue virus and human adenovirus 5.
| Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 16:03:26 GMT 2023
by
admin
on
Fri Dec 15 16:03:26 GMT 2023
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| Record UNII |
25571657UW
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| Record Status |
Validated (UNII)
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C1590
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C75926
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ACTIVE MOIETY |
