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304684-77-3

304684-77-3 Structure

304684-77-3 Structure
IdentificationBack Directory
[Name]

2-Methoxy-4-[(5,6,7,8-tetrahydro-benzo[4,5]thieno[2,3-d]pyrimidin-4-yl)-hydrazonomethyl]-phenol
[CAS]

304684-77-3
[Synonyms]

Exo2
Exo2 >=98% (HPLC)
2-Methoxy-4-[(5,6,7,8-tetrahydro-benzo[4,5]thieno[2,3-d]pyrimidin-4-yl)-hydrazonomethyl]-phenol
[Molecular Formula]

C18H18N4O2S
[MDL Number]

MFCD00380179
[MOL File]

304684-77-3.mol
[Molecular Weight]

354.43
Chemical PropertiesBack Directory
[Boiling point ]

591.0±50.0 °C(Predicted)
[density ]

1.44±0.1 g/cm3(Predicted)
[storage temp. ]

2-8°C
[solubility ]

DMSO: >20mg/mL
[form ]

powder
[pka]

8.79±0.35(Predicted)
[color ]

yellow
[Stability:]

Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 1 month.
[InChI]

1S/C18H18N4O2S/c1-24-14-8-11(6-7-13(14)23)9-21-22-17-16-12-4-2-3-5-15(12)25-18(16)20-10-19-17/h6-10,23H,2-5H2,1H3,(H,19,20,22)/b21-9+
[InChIKey]

VFNUTEMVQGLDAG-ZVBGSRNCSA-N
[SMILES]

COc1cc(ccc1O)\C=N\Nc2ncnc3sc4CCCCc4c23
Safety DataBack Directory
[WGK Germany ]

3
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Description]

Exo2 (304684-77-3) disrupts the Golgi apparatus and stimulates Golgi-ER fusion in mammalian cells.1 May be used to completely ablate the Golgi apparatus.1 Like brefeldin A (BFA), it inhibits anterograde transport and disrupts morphology of the trans-Golgi network (TGN) but unlike BFA, it does not induce tubulation and merging of the TGN and endosomal compartments.2? It perturbs trafficking of Shiga toxin between endosomes and the trans-Golgi network, in contrast to cholera toxin.1,2 Accelerates degradation of perilipin-2 proteins.3
[Uses]

Exo2 is a secretion inhibitor. Exo2 perturbs trafficking of Shiga toxin between endosomes and the trans-Golgi network. Exo2 blocks secretory cargo exit from the ER (endoplasmic reticulum) and disrupts the Golgi apparatus, but does not affect the morphology of the TGN (trans-Golgi network) Exo2 can stimulate calcium-dependent exocytosis in permeabilized adrenal chromaff in cells[1][2].
[Definition]

ChEBI: Exo2 is a member of phenols and a member of methoxybenzenes.
[References]

1) Feng et al. (2004), Retrograde transport of cholera toxin from the plasma membrane to the endoplasmic reticulum requires the trans-Golgi network but not the Golgi apparatus in Exo2-treated cells; EMBO Rep., 5 596 2) Spooner et al. (2008), The secretion inhibitor Exo2 perturbs trafficking of Shiga toxin between endosomes and the trans-Golgi network; Biochem. J., 414 471 3) Pauloin et al. (2016), The perilipin-2 (adipophilin) coat of cytosolic lipid droplets is regulated by an Arf1-dependent mechanism in the HC11 mouse mammary epithelial cells; Cell Biol. Int., 40 143
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