Rolipram__Autophagy inhibitor PF-2545921
Product Name
Rolipram
Description
Autophagy inhibitor
Purity
>98% (TLC); NMR (Conforms)
CAS No.
61413-54-5
Molecular Formula
C16H21NO3
Molecular Weight
275.35
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)
Alternative Names
4-(3-(Cyclopentyloxy)-4-methoxyphenyl)pyrrolidin-2-one
Research Areas
Cancer, Autophagy
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.
Autophagy inhibitor
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.
2. Christian F., et al. (2010) Cell Signal. 22(10): 1576-96.
3. Houslay M.D., & Christian F. (2010) Autophagy. 6(8): 1198-200.