Identification | Back Directory | [Name]
Dynasore | [CAS]
304448-55-3 | [Synonyms]
CS-1429 Dynasore Dynasore, >=98% Dynasore USP/EP/BP Dynamin Inhibitor I Dynasore monohydrate Dynamin Inhibitor I, Dynasore N'-(3,4-dihydroxybenzylidene)-3-hydroxy-2-naphthohydrazide (E)-N'-(3,4-DIHYDROXYBENZYLIDENE)-3-HYDROXY-2-NAPHTHOHYDRAZIDE 3-Hydroxynaphthalene-2-carboxylicacid(3,4-dihydroxybenzylidene)hydrazide N'-[(E)-(3,4-dihydroxyphenyl)methylidene]-3-hydroxynaphthalene-2-carbohydrazide 3-Hydroxy-2-naphthalenecarboxylic acid [(3,4-dihydroxyphenyl)Methylene]hydrazide 2-Naphthalenecarboxylic acid, 3-hydroxy-, 2-[(3,4-dihydroxyphenyl)methylene]hydrazide (E)-3-Hydroxy-N'-((3-hydroxy-4-oxocyclohexa-2,5-dien-1-ylidene)methyl)-2-naphthohydrazide 3-Hydroxy-2-naphthalenecarboxylic acid [(3,4-dihydroxyphenyl)methylene]hydrazide
Dynasore 3-Hydroxy-naphthalene-2-carboxylic acid (3,4-dihydroxy-benzylidene)-hydrazide monohydrate 3-hydroxy-N'-[(E)-(3-hydroxy-4-oxocyclohexa-2,5-dien-1-ylidene)methyl]naphthalene-2-carbohydrazide, 98% | [EINECS(EC#)]
200-256-5 | [Molecular Formula]
C18H14N2O4H2O | [MDL Number]
MFCD00292551 | [MOL File]
304448-55-3.mol | [Molecular Weight]
322.31 |
Chemical Properties | Back Directory | [Melting point ]
>224°C (dec.) | [density ]
1.36±0.1 g/cm3(Predicted) | [storage temp. ]
−20°C | [solubility ]
Soluble in DMSO (up to 30 mg/ml), or in Ethanol (up to 1 mg/ml). | [form ]
Off-white solid. | [pka]
8.49±0.35(Predicted) | [color ]
Beige | [Stability:]
Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 1 month. | [CAS DataBase Reference]
304448-55-3 |
Hazard Information | Back Directory | [Description]
Dynasore (304448-55-3) is a noncompetitive inhibitor of dynamin GTPase activity and blocks dynamin-dependent endocytosis in cells, including neurons. It inhibits the GTPase activity of dynamin1, dynamin2, and Drp1 (mitochondrial dynamin). It is cell permeable, fast acting (seconds) and reversible.1,2 Dynasore is a extremely useful tool for studying endocytosis and other cellular events which are dependent on dynamin.3-5 | [Uses]
Dynasore is a cell-permeable, reversible inhibitor of dynamin 1, dynamin 2, and mitochondrial dynamin, Drp1 GTPase activity (IC50 = 15 μM). Through this action, dynasore inhibits clathrin-dependent vesicle formation and endocytosis, which is necessary for internalization of certain parasites and viruses, as well as particles and receptor ligands. In some cases, dynasore can also augment the release of neurotransmitters and secreted cytokines.[Cayman Chemical] | [Uses]
Small molecule GTPase inhibitor targeting Dynamin-1, Dynamin-2 and Drp1 (mitochondrial Dynamin). Noncompetitive inhibitor of Dynamin GTPase activity. Blocks Dynamin-dependent endocytosis in cells (including neurons). Fast acting (seconds). Strong, dose dependent block of the traffic and accumulation of transferrin with 80μM dynasore (IC50 = 15μM). Has also been shown to block human papillomavirus type 16 (HPV16) and bovine papillomavirus type 1 (BPV1) (pseudovirions) infections. | [Definition]
ChEBI: A carbohydrazide resulting from the formal condensation of the hydrazone moiety of 3,4-dihydroxybenzaldehyde hydrazone with the carboxy group of 3-hydroxy-2-naphthoic acid. It is a cell-permeable, reversible noncompetitive inhibitor of the GTPase activity
f dynamin 1 and 2 and Drp1 (mitochondrial), while exhibiting no significant effect against two other small GTPases, MxA and Cdc42. | [Biological Activity]
Non-competitive inhibitor of dynamin 1, dynamin 2 and mitochondrial dynamin (Drp1) GTPase activity. Does not inhibit other small GTPases. Blocks endocytic pathways dependent on dynamin and inhibits cell spreading and migration of BSC1 cells. | [storage]
Store at -20°C | [References]
1) Macia et al. (2006), Dynasore, a cell-permeable inhibitor of dynamin; Dev. Cell, 10 839
2) Kirschhausen et al. (2008), Use of dynasore, the small molecule inhibitor of dynamin, in the regulation of endocytosis; Methods Enzymol., 438 77
3) Lu et al. (2009), Dynamin and activity regulate synaptic vesicle recycling in sympathetic neurons; J. Biol. Chem., 284 1930
4) Chung et al. (2010), Acute dynamin inhibition dissects synaptic vesicle recycling pathways that drive spontaneous and evoked neurotransmission; J. Neurosci., 30 1363
5) Poirer et al. (2009), Dissection of the endogenous cellular pathways of PCSK9-induced low density lipoprotein receptor degradation: evidence for an intracellular route; J. Biol. Chem., 284 28856 |
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