Cas no 101246-66-6 (Phenserine)

Phenserine is a phenylcarbamate derivative of physostigmine, primarily investigated for its potential as a cholinesterase inhibitor with neuroprotective properties. It exhibits selective inhibition of acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE), making it a candidate for research in neurodegenerative disorders such as Alzheimer's disease. Unlike some cholinesterase inhibitors, Phenserine demonstrates a dual mechanism of action, potentially reducing amyloid precursor protein (APP) synthesis, which may contribute to its neuroprotective effects. Its pharmacokinetic profile includes good blood-brain barrier penetration, enhancing its therapeutic potential. Phenserine's structural modifications aim to improve tolerability and efficacy compared to earlier cholinesterase inhibitors, positioning it as a compound of interest in preclinical and clinical neuroscience research.
Phenserine structure
Phenserine structure
Product Name:Phenserine
CAS No:101246-66-6
MF:C20H23N3O2
MW:337.415524721146
CID:209929
PubChem ID:329820018
Update Time:2025-06-10

Phenserine Chemical and Physical Properties

Names and Identifiers

    • Pyrrolo[2,3-b]indol-5-ol,1,2,3,3a,8,8a-hexahydro-1,3a,8-trimethyl-, 5-(N-phenylcarbamate), (3aS,8aR)-
    • Phenserine
    • Phenserine,(3aS,8aR)-1,2,3,3a,8,8a-Hexahydro-1,3a,8-trimethylpyrrolo[2,3-b]indol-5-ol5-(N-phenylcarbamate)
    • (-)-N-PHENYLCARBAMOYLESEROLINE
    • (-)-phenserine
    • (-)-phenylcarbamoyleseroline
    • (3aS)-1,3 a,8-trimethyl-1,2,3,3 a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl phenylcarbamate
    • (3aS,8aR)-1,2,3,3a,8,8a-Hexahydro-1,3a,8-trimethylpyrrolo[2,3-b]indol-5-ol5-(N-phenylcarbamate)
    • (3as-cis)-amate(ester
    • 3-b)indol-5-ol,1,2,3,3a,8,8a-hexahydro-1,3a,8-trimethyl-pyrrolo(phenylcarb
    • (?)-N-Phenylcarbamoyleseroline
    • 1,2,3,3a,8,8a-hexahydro-1,3a,8-trimethyl-pyrrolo[2,3-b]indol-5-ol phenylcarbamate (ester)
    • (-)-Eseroline phenylcarbamate
    • N8142NV8UM
    • PHENSERINE [MI]
    • 101246-66-6
    • (3as,8ar)-1,3a,8-trimethyl-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl phenylcarbamate
    • NCGC00163250-01
    • CCG-221827
    • 101246-66-6 (free base)
    • NS00072627
    • NCGC00261208-01
    • PBHFNBQPZCRWQP-QUCCMNQESA-N
    • J-000348
    • Pyrrolo[2,3-b]indol-5-ol, 1,2,3,3a,8,8a-hexahydro-1,3a,8-trimethyl-, 5-(N-phenylcarbamate), (3aS,8aR)-
    • BUNTANETAP, (-)-
    • CS-0027770
    • BUNTANETAP, (+/-)-
    • NCGC00163250-02
    • MFCD00672748
    • LP00523
    • MS-25129
    • [(3aR,8bS)-3,4,8b-trimethyl-2,3a-dihydro-1H-pyrrolo[2,3-b]indol-7-yl] N-phenylcarbamate
    • BDBM10958
    • DB04892
    • 159652-53-6
    • Pyrrolo(2,3-b)indol-5-ol, 1,2,3,3a,8,8a-hexahydro-1,3a,8-trimethyl-, 5-(N-phenylcarbamate), (3aR,8aS)-rel-
    • (3aS,8aR)-1,3a,8-trimethyl-1H,2H,3H,3aH,8H,8aH-pyrrolo[2,3-b]indol-5-yl N-phenylcarbamate
    • HY-103374
    • DTXSID00906018
    • BRD-K46580984-001-01-0
    • Phenserine (racemate) [MI]
    • Pyrrolo(2,3-b)indol-5-ol, 1,2,3,3a,8,8a-hexahydro-1,3a,8-trimethyl-, phenylcarbamate (ester), cis-(+/-)-
    • UNII-N8142NV8UM
    • Tox21_500523
    • UNII-SUE285UG3S
    • SDCCGSBI-0633726.P001
    • CHEMBL74926
    • SCHEMBL1537384
    • NCGC00163250-05
    • N-phenylcarbamoyleseroline
    • HMS3261J07
    • AKOS015967321
    • Pyrrolo(2,3-b)indol-5-ol, 1,2,3,3a,8,8a-hexahydro-1,3a,8-trimethyl-, phenylcarbamate (ester), (3aS-cis)-
    • Phenserine, >=98% (HPLC), solid
    • phenserine.tartaric acid
    • N-phenylcarbamoyl eseroline
    • pyrrolo(2,3-b)indol-5-ol, 1,2,3,3a,8,8a-hexahydro-1,3a,8-trimethyl-, 5-(N-phenylcarbamate), (3aS,8aR)-
    • Pyrrolo[2,3-b]indol-5-ol, 1,2,3,3a,8,8a-hexahydro-1,3a,8-trimethyl-, 5-(N-phenylcarbamate), (3aS,8aR)-, (2R,3R)-2,3-dihydroxybutanedioate (1:1);Pyrrolo[2,3-b]indol-5-ol, 1,2,3,3a,8,8a-hexahydro-1,3a,8-trimethyl-, 5-(N-phenylcarbamate), (3aS,8aR)-, (2R,3R)-2,3-dihydroxybutanedioate (1:1)
    • SUE285UG3S
    • Q27095557
    • Phenserine, (+/-)-
    • (3aS,8aR)-1,2,3,3a,8,8a-Hexahydro-1,3a,8-trimethylpyrrolo[2,3-b]indol-5-ol 5-(N-phenylcarbamate)
    • Pyrrolo[2,3-b]indol-5-ol, 1,2,3,3a,8,8a-hexahydro-1,3a,8-trimethyl-, 5-(N-phenylcarbamate), (3aR,8aS)-
    • (+/-)-Phenserine
    • BRD-K46580984-001-03-6
    • (-)-Eseroline Phenylcarbamate; (-)-N-Phenylcarbamoyleseroline; (-)-Phenserine; (3aS-cis)-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-trimethyl-pyrrolo[2,3-b]indol-5-ol (N-Phenylcarbamate)
    • BRD-K46580984-001-02-8
    • G12628
    • DA-76812
    • MDL: MFCD00672748
    • Inchi: 1S/C20H23N3O2/c1-20-11-12-22(2)18(20)23(3)17-10-9-15(13-16(17)20)25-19(24)21-14-7-5-4-6-8-14/h4-10,13,18H,11-12H2,1-3H3,(H,21,24)/t18-,20+/m1/s1
    • InChI Key: PBHFNBQPZCRWQP-QUCCMNQESA-N
    • SMILES: O(C(NC1C=CC=CC=1)=O)C1C=CC2=C(C=1)[C@]1(C)CCN(C)[C@@H]1N2C

Computed Properties

  • Exact Mass: 337.17900
  • Monoisotopic Mass: 337.179
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 25
  • Rotatable Bond Count: 3
  • Complexity: 507
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 2
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 2.3
  • Topological Polar Surface Area: 44.8A^2

Experimental Properties

  • Density: 1.228
  • Boiling Point: 468.7°Cat760mmHg
  • Flash Point: 237.3°C
  • Refractive Index: 1.633
  • Solubility: H2O: <2mg/mL
  • PSA: 44.81000
  • LogP: 3.74250

Phenserine Security Information

  • Symbol: GHS07
  • Signal Word:Warning
  • Hazard Statement: H315-H319-H335
  • Warning Statement: P261-P305+P351+P338
  • Hazardous Material transportation number:NONH for all modes of transport
  • WGK Germany:3
  • Hazard Category Code: 36/37/38
  • Safety Instruction: 26
  • RTECS:UY8586000
  • Hazardous Material Identification: Xi
  • Storage Condition:2-8°C

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Phenserine Suppliers

Suzhou Senfeida Chemical Co., Ltd
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(CAS:101246-66-6)PHENSERINE
Order Number:sfd12765
Stock Status:in Stock
Quantity:200kg
Purity:99.9%
Pricing Information Last Updated:Friday, 19 July 2024 14:36
Price ($):discuss personally
Amadis Chemical Company Limited
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(CAS:101246-66-6)Phenserine
Order Number:A989531
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Quantity:10mg
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 17:49
Price ($):225.0

Additional information on Phenserine

Phenserine (CAS No. 101246-66-6): A Comprehensive Overview of Its Applications and Recent Research Findings

Phenserine, with the chemical name CAS No. 101246-66-6, is a compound that has garnered significant attention in the field of pharmaceutical research and development. This introduction aims to provide a detailed exploration of Phenserine, its chemical properties, mechanisms of action, and the most recent research findings that highlight its potential applications in medicine and biotechnology.

The compound Phenserine belongs to a class of molecules known for their interaction with biological targets, particularly enzymes and receptors involved in critical cellular processes. Its molecular structure, characterized by specific functional groups, contributes to its unique pharmacological profile. The chemical formula and structural elucidation of Phenserine have been thoroughly studied, providing insights into its binding affinity and metabolic pathways.

In recent years, Phenserine has been extensively investigated for its potential therapeutic effects. One of the most promising areas of research is its role in neurodegenerative diseases. Studies have demonstrated that Phenserine can modulate the activity of acetylcholinesterase, an enzyme crucial for maintaining acetylcholine levels in the brain. This modulation has shown promise in alleviating symptoms associated with conditions such as Alzheimer's disease and other cognitive impairments.

The mechanism of action of Phenserine involves not only its interaction with acetylcholinesterase but also its ability to influence other key neurotransmitter systems. Research has indicated that Phenserine can enhance cholinergic neurotransmission, which is essential for cognitive functions like memory and learning. Furthermore, it has been observed to have neuroprotective effects by mitigating oxidative stress and inflammation, which are hallmark features of neurodegenerative disorders.

Epidemiological studies have also highlighted the potential benefits of Phenserine in aging populations. The compound's ability to cross the blood-brain barrier efficiently makes it a candidate for oral administration, which is a significant advantage in clinical settings. Preclinical trials have shown encouraging results regarding its safety profile and tolerability, suggesting that it could be a viable therapeutic option for elderly patients experiencing cognitive decline.

The synthesis and characterization of Phenserine have been refined through advanced chemical methodologies. Researchers have developed efficient synthetic routes that ensure high purity and yield, making it feasible for large-scale production. Analytical techniques such as nuclear magnetic resonance (NMR) spectroscopy, mass spectrometry (MS), and X-ray crystallography have been employed to confirm the structural integrity of the compound.

In addition to its neuropharmacological applications, Phenserine has shown promise in other therapeutic areas. Preliminary studies have explored its potential role in modulating immune responses, making it a candidate for immunomodulatory therapies. The compound's ability to interact with immune cells and regulate cytokine production has sparked interest in its use for treating inflammatory diseases.

The pharmacokinetic properties of Phenserine, including its absorption, distribution, metabolism, and excretion (ADME), have been thoroughly evaluated. These studies have provided valuable insights into how the body processes the compound and how long it remains active within the system. This information is crucial for optimizing dosing regimens and minimizing potential side effects.

The regulatory landscape for Phenserine is evolving as more research emerges. Regulatory agencies are closely monitoring the progress of clinical trials to assess its efficacy and safety for human use. The path towards regulatory approval will depend on the outcomes of ongoing studies and whether they meet stringent criteria set by health authorities.

The future directions of research on Phenserine are multifaceted. Scientists are exploring new derivatives that could enhance its therapeutic potential while reducing side effects. Additionally, investigating its interactions with other biological targets may uncover novel applications beyond its current scope.

In conclusion, Phenserine (CAS No. 101246-66-6) represents a significant advancement in pharmaceutical research with diverse applications in medicine. Its ability to modulate key neurotransmitter systems and exhibit neuroprotective properties makes it a promising candidate for treating neurodegenerative diseases. As ongoing research continues to uncover new insights into its mechanisms of action and therapeutic benefits, Phenserine is poised to play a vital role in addressing some of the most challenging health issues faced by humanity today.

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Suzhou Senfeida Chemical Co., Ltd
(CAS:101246-66-6)PHENSERINE
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Amadis Chemical Company Limited
(CAS:101246-66-6)Phenserine
A989531
Purity:99%
Quantity:10mg
Price ($):225.0
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