
Linsidomine hydrochloride | CAS 16142-27-1
| Catalog Number | A03-0004 |
| Category | NO & ROS Probes |
| Molecular Formula | C6H11ClN4O2 |
| Molecular Weight | 206.63 |
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Product Introduction
An impurity of Molsidomine. Molsidomine is a long-acting vasodilator primarily used for the treatment of angina pectoris, heart failure, and cardiovascular diseases following myocardial infarction.
Chemical Information
Product Specification
Application
Chemical Information
| Related CAS | 744953-71-7 (free base) 33876-97-0 (free base inner salt) |
| Synonyms | 1,2,3-Oxadiazolium, 5-amino-3-(4-morpholinyl)-, chloride (1:1); Sydnone imine, 3-(4-morpholinyl)-, monohydrochloride; Sydnone imine, 3-morpholino-, monohydrochloride; 3-Morpholinosydnone imine monohydrochloride; 3-Morpholinosydnonimine hydrochloride; 5-Amino-3-(4-morpholinyl)-1,2,3-oxadiazolium chloride; Linsidomine chlorhydrate |
| Purity | ≥95% |
| IUPAC Name | 3-morpholin-4-yloxadiazol-3-ium-5-amine;chloride |
| SMILES | C1COCCN1[N+]2=NOC(=C2)N.[Cl-] |
| InChI | InChI=1S/C6H11N4O2.ClH/c7-6-5-10(8-12-6)9-1-3-11-4-2-9;/h5H,1-4,7H2;1H/q+1;/p-1 |
| InChIKey | ZRFWHHCXSSACAW-UHFFFAOYSA-M |
| Solubility | Soluble in DMSO, Water |
| Appearance | White Solid |
| Melting Point | 171-173 °C (dec.) |
Product Specification
| Storage | Store at -20 °C |
Application
Linsidomine hydrochloride is a nitric-oxide donor used in chemical biology and fluorescence-based assay development where controlled NO release is required. In research workflows, it is commonly employed to generate NO-derived signaling conditions that can be coupled to NO-sensitive fluorescent readouts, redox chemistry studies, and downstream bioconjugation or biomaterial experiments that depend on nitrosative chemistry. As a salt form, it is handled as a small-molecule reagent for preparing NO-releasing solutions in buffered lab media for time-resolved measurements.
1. NO-Driven Fluorescence Assays
Linsidomine hydrochloride is frequently used by assay developers to generate NO under defined incubation conditions for fluorescence readouts driven by NO-dependent chemistry. Researchers use it to establish working conditions for NO-sensitive dyes and probe systems in microplate formats, enabling time-course studies of NO generation and consumption in reaction mixtures. This reagent format supports routine lab workflows where NO release is initiated by adding the compound to buffered solutions containing the chosen fluorescent reporter, and signal changes are monitored on standard fluorescence plate readers.
2. Nitrosative Redox Studies
Linsidomine hydrochloride supports mechanistic studies of nitrosative/NO-related redox chemistry in systems such as cell lysates, protein reaction mixtures, and model redox buffers. Chemical biology groups often use it to drive NO-dependent transformations that can be monitored by fluorescence tagging strategies, redox-sensitive probes, or complementary analytical readouts. The reagent's role is typically to provide a reproducible NO source so that experimental variables such as buffer composition, scavengers, or competing nucleophiles can be evaluated with fluorescence-based monitoring.
3. NO-Releasing Biomaterial Experiments
Linsidomine hydrochloride is used in materials research to incorporate NO-generating conditions into biomaterial and surface chemistry experiments where nitrosative reactivity is part of the experimental design. Biomaterials groups may prepare NO-releasing formulations or coatings and then quantify resulting chemical effects using fluorescence-based reporters that respond to NO-derived species. In these workflows, the compound serves as a controllable small-molecule NO donor to probe how nitrosative chemistry influences material-biomolecule interactions and time-dependent surface reactivity.
4. Flow Cytometry-Compatible NO Treatments
Linsidomine hydrochloride is applied in fluorescence workflows where NO exposure conditions are generated prior to readout by flow cytometry using NO-responsive fluorescent indicators. Cell biology and chemical biology teams commonly treat prepared cell suspensions or experimental samples with the NO donor and then stain or read fluorescence signals associated with NO-dependent chemical changes. This use case emphasizes standardized reagent handling and timed incubation so that flow cytometry measurements reflect the intended NO exposure window rather than uncontrolled NO generation.
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