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| Product Name | Rolipram |
| Description |
Autophagy inhibitor |
| Purity | >98% (TLC); NMR (Conforms) |
| CAS No. | 61413-54-5 |
| Molecular Formula | C16H21NO3 |
| Molecular Weight | 275.35 |
| Field of Use | Not for use in humans. Not for use in diagnostics or therapeutics. For in vitro research use only. |
Properties
| Storage Temperature | -20ºC |
| Shipping Temperature | Shipped Ambient |
| Product Type | Inhibitor |
| Solubility | Soluble to 75 mM in DMSO and to 75 mM in ethanol. |
| Source | Synthetic |
| Appearance | White to off-white solid. |
| SMILES | C1=C(C(=CC=C1C2CNC(C2)=O)OC)OC3CCCC3 |
| InChI | InChI=1S/C16H21NO3/c1-19-14-7-6-11(12-9-16(18)17-10-12)8-15(14)20-13-4-2-3-5-13/h6-8,12-13H,2-5,9-10H2,1H3,(H,17,18) |
| InChIKey | HJORMJIFDVBMOB-UHFFFAOYSA-N |
| Safety Phrases |
Classification: D2B- Toxic Material Causing Other Toxic Effects, Moderate skin irritant, Moderate respiratory irritant, Moderate eye irritant Safety Phrases: S22 - Do not breathe dust. S24/25 - Avoid contact with skin and eyes. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. Hazard statements: H315- Causes skin irritation. H319- Causes serious eye irritation. H335- May cause respiratory irritation. Precautionary statements: P261- Avoid breathing dust/ fume/ gas/ mist/ vapours/ spray. P264- Wash skin thoroughly after handling. P271- Use only outdoors or in a well-ventilated area. P280- Wear protective gloves/ eye protection/ face protection. P302 + P352- IF ON SKIN: Wash with plenty of soap and water. P304 + P340- IF INHALED: Remove victim to fresh air and keep at rest in a position comfortable for breathing. P305 + P351 + P338- IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. P312- Call a POISON CENTER or doctor/ physician if you feel unwell. P321- Specific treatment (see supplemental first aid instructions on this label). P332 + P313- If skin irritation occurs: Get medical advice/ attention. P337 + P313- If eye irritation persists: Get medical advice/ attention. P362- Take off contaminated clothing and wash before reuse. P403 + P233- Store in a well-ventilated place. Keep container tightly closed. P405- Store locked up. P501- Dispose of contents/ container to an approved waste disposal plant. |
| Cite This Product | Rolipram (StressMarq Biosciences Inc., Victoria BC CANADA, Catalog # SIH-401) |
Biological Description
| Alternative Names | 4-(3-(Cyclopentyloxy)-4-methoxyphenyl)pyrrolidin-2-one |
| Research Areas | Autophagy, Cancer |
| PubChem ID | 5092 |
| Scientific Background | Rolipram has been observed to selectively inhibit cAMP-phosphodiesterase (PDE4) by recruiting PDE4 into cytosolic aggregates that are not membrane-encapsulated. A down-stream effect of this observation is the inhibition of autophagy. Under normal conditions, autophagosomes are coated with the autophagic marker light chain 3 (LC3). LC3 binds directly to p62 protein, which shuttles protein to aggresomes, eventually leading to an autophagic event. In the absence of LC3, protein aggregates will not undergo autophagy, and will remain as cytosolic aggregates, as seen with the inhibition of PDE4 by Rolipram. |
| References |
1. Kato H., et al. (1995) Eur J Pharmacol. 272(1): 107-10. 2. Christian F., et al. (2010) Cell Signal. 22(10): 1576-96. 3. Houslay M.D., & Christian F. (2010) Autophagy. 6(8): 1198-200. |
Product Images
Chemical structure of Rolipram (SIH-401), a Autophagy inhibitor. CAS #: 61413-54-5 . Molecular Formula: C16H21NO3. Molecular Weight: 275.35 g/mol.
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