PHENSERINE
- Product Name
- PHENSERINE
- CAS No.
- 101246-66-6
- Chemical Name
- PHENSERINE
- Synonyms
- PHENSERINE;(-)-Phenserine;(3as-cis)-amate(ester;(-)-Eseroline phenylcarbamate;(-)-N-PHENYLCARBAMOYLESEROLINE;3-b)indol-5-ol,1,2,3,3a,8,8a-hexahydro-1,3a,8-trimethyl-pyrrolo(phenylcarb;1,2,3,3a,8,8a-hexahydro-1,3a,8-trimethyl-pyrrolo[2,3-b]indol-5-ol phenylcarbamate (ester);(3aS,8aR)-1,2,3,3a,8,8a-Hexahydro-1,3a,8-trimethylpyrrolo[2,3-b]indol-5-ol5-(N-phenylcarbamate);Pyrrolo[2,3-b]indol-5-ol, 1,2,3,3a,8,8a-hexahydro-1,3a,8-trimethyl-, 5-(N-phenylcarbamate), (3aS,8aR)-
- CBNumber
- CB5731231
- Molecular Formula
- C20H23N3O2
- Formula Weight
- 337.42
- MOL File
- 101246-66-6.mol
PHENSERINE Property
- Melting point:
- 151-152 °C
- Boiling point:
- 468.7±45.0 °C(Predicted)
- Density
- 1.228±0.06 g/cm3(Predicted)
- storage temp.
- 2-8°C
- solubility
- H2O: <2mg/mL
- pka
- 13.05±0.70(Predicted)
- form
- solid
- color
- off-white
- Water Solubility
- H2O: <2mg/mL
DMSO: >5mg/mL
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- P0111
- Product name
- Phenserine
- Purity
- ≥98% (HPLC), solid
- Packaging
- 25mg
- Price
- $144
- Updated
- 2024/03/01
- Product number
- P0111
- Product name
- Phenserine
- Purity
- ≥98% (HPLC), solid
- Packaging
- 100mg
- Price
- $565
- Updated
- 2024/03/01
- Product number
- 21060
- Product name
- Phenserine
- Purity
- ≥98%
- Packaging
- 5mg
- Price
- $36
- Updated
- 2024/03/01
- Product number
- 21060
- Product name
- Phenserine
- Purity
- ≥98%
- Packaging
- 10mg
- Price
- $65
- Updated
- 2024/03/01
- Product number
- 21060
- Product name
- Phenserine
- Purity
- ≥98%
- Packaging
- 25mg
- Price
- $134
- Updated
- 2024/03/01
PHENSERINE Chemical Properties,Usage,Production
Uses
Phenserine is inhibitor of amyloid precursor protein (APP). Used in Alzheimer’s treatments.
Biological Activity
Physostigmine analog that inhibits acetylcholinesterase. Inhibits production of amyloid precursor protein (APP) and A β . Improves morris water maze performance of scopolamine-treated rats.
Enzyme inhibitor
This long-acting AChE inhibitor and A?42-lowering agent (FW = 337,42 g/mol; CAS 101246-66-6), also known as (–) -N-phenylcarbamoyl eseroline, is a carbamate analogue of eserine (or physostigmine) that inhibits acetylcholinesterase and is under active investigation for its potential in cholinomimetic therapy to reduce cognitive impairments associated with aging and Alzheimer's Disease. Phenserine is a potent and highly selective AChE inhibitor (IC50 = 22 nM), displaying 70x greater inhibitory action than observed with butyrylcholinesterase, or BChE (IC50 = 1560 nM), both in vitro and in clinical trials for treatment of Alzheimer's disease (1-5). Compared to physostigmine and tacrine, phenserine appears to be less toxic and robustly enhances cognition in animal models. In rats, phenserine achieves maximum acetylcholinesterase inhibition of 73.5% at 5 min, maintaining high and relatively constant inhibition for >8 hours. Phenserine decreased the levels of secreted b-amyloid precursor protein (b- APP) in the cerebrospinal fluid (CSF) of forebrain cholinergic system- lesioned rats, whereas DFP, a relatively non-specific cholinesterase inhibitor, failed to affect CSF levels of secreted b-APP. Such findings suggest that phenserine alters the induction of cortical b-APP mRNAs and increased levels of secreted b-APP in the CSF. Phenserine reduces Ab levels by regulating b-APP translation via a recently described iron regulatory element in the 5'-untranslated region of b-APP mRNA that was previously shown to be up-regulated in the presence of interleukin-1. Other dual AChE/A?42 inhibitors include: rivastigmine, ladostigil, asenapine, phenserine, amitriptyline, clomipramine, doxepin and desipramine. Posiphen, the better-tolerated (+) -enantiomer of phenserine, is devoid of anticholinesterase action, but represses translation of neural α- synuclein, a druggable target in the treatment of Parkinson Disease.
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