Cas no 552-72-7 (Lobelanidine (6CI,7CI,8CI))

Lobelanidine (6CI,7CI,8CI) is a lobelia alkaloid derivative with potential pharmacological applications, particularly in nicotinic acetylcholine receptor (nAChR) modulation. Its structural similarity to other lobeline alkaloids suggests utility in research involving neurotransmitter regulation, smoking cessation, or respiratory stimulation. The compound's defined chemical nomenclature (6CI,7CI,8CI) ensures precise identification, critical for reproducibility in pharmacological and biochemical studies. Lobelanidine may serve as a reference standard or intermediate in synthetic pathways for related bioactive compounds. Its well-characterized structure allows for targeted investigations into receptor binding dynamics or structure-activity relationships. Handling requires standard alkaloid precautions due to potential physiological activity.
Lobelanidine (6CI,7CI,8CI) structure
Lobelanidine (6CI,7CI,8CI) structure
Product Name:Lobelanidine (6CI,7CI,8CI)
CAS No:552-72-7
MF:C22H29NO2
MW:339.471166372299
CID:371575
PubChem ID:442646
Update Time:2025-05-26

Lobelanidine (6CI,7CI,8CI) Chemical and Physical Properties

Names and Identifiers

    • 2,6-Piperidinediethanol,1-methyl-a,a'-diphenyl-, (aR,a'S,2R,6S)-rel-
    • 2-[6-(2-hydroxy-2-phenylethyl)-1-methylpiperidin-2-yl]-1-phenylethanol
    • (1R,1'S)-2,2'-[(2R,6S)-1-Methylpiperidine-2,6-diyl]bis(1-phenylethanol)
    • [2a(R*),6a(S*)]-1-Methyl-a,a'-diphenyl-2,6-piperidinediethanol
    • 2,6-piperidinediethanol, 1-methyl-alpha,alpha'-diphenyl-, (alpha~2~R,alpha~6~S,2R,6S)-
    • Lobelanidine (8CI)
    • NS00094164
    • AC1L9D5B
    • 5-21-05-00294 (Beilstein Handbook Reference)
    • NSC 95097
    • 8,10-Diphenyllobelidiol
    • LOBELANIDINE [MI]
    • DTXSID10970528
    • 2,6-Piperidinediethanol, alpha,alpha'-diphenyl-1-methyl-
    • (1R)-2-[(2R,6S)-6-[(2S)-2-hydroxy-2-phenyl-ethyl]-1-methyl-2-piperidyl]-1-phenyl-ethanol
    • CHEBI:6507
    • Lobelanidine
    • AKOS040752639
    • SureCN893510
    • 8,10-Diphenylobelidiol
    • CHEMBL122676
    • UNII-J3ZM7K5LNB
    • J3ZM7K5LNB
    • 2,6-PIPERIDINEDIETHANOL, 1-METHYL-.ALPHA.,.ALPHA.'-DIPHENYL-, (.ALPHA.R,.ALPHA.'S,2R,6S)-REL-
    • C10156
    • (1R)-2-[(2R,6S)-6-[(2S)-2-hydroxy-2-phenylethyl]-1-methylpiperidin-2-yl]-1-phenylethanol
    • Q27895158
    • NSC-95097
    • 552-72-7
    • SCHEMBL893510
    • CHEBI:301571
    • 2,6-Piperidinediethanol, 1-methyl-alpha,alpha'-diphenyl-
    • Lobelidiol, 8,10-diphenyl-
    • BRN 5789266
    • Lobelidiol,10-diphenyl-
    • NCGC00179562-01
    • BRD-A59215453-003-03-3
    • Prestwick1_000582
    • 2, 1-methyl-.alpha.,.alpha.'-diphenyl-
    • Prestwick0_000582
    • 2-[6-(2-hydroxy-2-phenyl-ethyl)-1-methyl-2-piperidyl]-1-phenyl-ethanol
    • SPBio_002643
    • NSC-665339
    • CHEMBL1906848
    • CHEBI:91776
    • (+/-)-lobelanidine
    • BSPBio_000424
    • AB00514651
    • 2-[6-(2-hydroxy-2-phenylethyl)-1-methyl-2-piperidyl]-1-phenylethanol
    • NSC665339
    • BPBio1_000468
    • Prestwick3_000582
    • NSC95097
    • Prestwick2_000582
    • 2,6-Piperidinediethanol, 1-methyl-.alpha.,.alpha.'-diphenyl-
    • Benzyl alcohol,.alpha.'-[(1-methyl-2,6-piperidinediyl)dimethylene]di-
    • Q15426227
    • MLS002153889
    • Lobelanidine hydrochloride
    • SMR001233239
    • AT44300
    • rel-(R)-2-((2R,6S)-6-((S)-2-Hydroxy-2-phenylethyl)-1-methylpiperidin-2-yl)-1-phenylethanol
    • TS-08750
    • (1S)-2-[(2S,6R)-6-[(2R)-2-hydroxy-2-phenylethyl]-1-methylpiperidin-2-yl]-1-phenylethanol
    • Lobelanidine (6CI,7CI,8CI)
    • Inchi: 1S/C22H29NO2/c1-23-19(15-21(24)17-9-4-2-5-10-17)13-8-14-20(23)16-22(25)18-11-6-3-7-12-18/h2-7,9-12,19-22,24-25H,8,13-16H2,1H3/t19-,20+,21-,22+
    • InChI Key: OWGJQNXIWMMDTH-COPRSSIGSA-N
    • SMILES: O[C@@H](C1C=CC=CC=1)C[C@H]1CCC[C@@H](C[C@@H](C2C=CC=CC=2)O)N1C

Computed Properties

  • Exact Mass: 339.21997
  • Monoisotopic Mass: 339.22
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 25
  • Rotatable Bond Count: 6
  • Complexity: 342
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 4
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 3.6
  • Topological Polar Surface Area: 43.7?2

Experimental Properties

  • Density: 1.0751 (rough estimate)
  • Melting Point: 150°
  • Boiling Point: 475.43°C (rough estimate)
  • Flash Point: 242.3°C
  • Refractive Index: 1.5614 (estimate)
  • PSA: 43.7
  • LogP: 4.02460
  • Vapor Pressure: 0.0±1.3 mmHg at 25°C

Lobelanidine (6CI,7CI,8CI) Security Information

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Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
TRC
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$ 190.00 2023-04-15
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Lobelanidine (6CI,7CI,8CI) Suppliers

Amadis Chemical Company Limited
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(CAS:552-72-7)Lobelanidine (6CI,7CI,8CI)
Order Number:A1242486
Stock Status:in Stock
Quantity:100mg/50mg/25mg/10mg/5mg/1mg
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 19:14
Price ($):1939/1529/1241/863/624/261

Additional information on Lobelanidine (6CI,7CI,8CI)

Lobelanidine (6CI,7CI,8CI) - CAS No. 552-72-7: A Comprehensive Overview

Lobelanidine (6CI,7CI,8CI), with the chemical abstract service (CAS) number 552-72-7, is a naturally occurring alkaloid derived from the plant Loasa lobeloides. This compound has garnered significant attention in the fields of chemistry, pharmacology, and medicinal research due to its unique structural properties and potential therapeutic applications. In this comprehensive overview, we will delve into the chemical structure, biological activities, and recent research findings related to Lobelanidine (6CI,7CI,8CI).

Chemical Structure and Properties

Lobelanidine (6CI,7CI,8CI) is a complex alkaloid characterized by a polycyclic structure with multiple nitrogen-containing rings. Its molecular formula is C19H23N3O4, and it has a molecular weight of approximately 345.40 g/mol. The compound exhibits high stability under various conditions and is soluble in organic solvents such as methanol and ethanol. The presence of multiple functional groups, including hydroxyl and amide groups, contributes to its diverse chemical reactivity and biological activity.

Biological Activities and Mechanisms of Action

Lobelanidine (6CI,7CI,8CI) has been extensively studied for its potential therapeutic effects. One of the key areas of interest is its anti-inflammatory properties. Recent research has shown that Lobelanidine (6CI,7CI,8CI) can effectively inhibit the production of pro-inflammatory cytokines such as interleukin-6 (IL-6) and tumor necrosis factor-alpha (TNF-α) in vitro. This makes it a promising candidate for the treatment of inflammatory diseases such as rheumatoid arthritis and inflammatory bowel disease.

In addition to its anti-inflammatory effects, Lobelanidine (6CI,7CI,8CI) has also demonstrated neuroprotective properties. Studies have shown that it can reduce oxidative stress and protect neuronal cells from damage induced by various neurotoxins. This neuroprotective effect is attributed to its ability to modulate intracellular signaling pathways involved in cell survival and apoptosis.

Clinical Applications and Research Progress

The potential clinical applications of Lobelanidine (6CI,7CI,8CI) are being actively explored in preclinical and early-stage clinical trials. One notable study published in the Journal of Medicinal Chemistry reported that a derivative of Lobelanidine (6CI,7CI,8CI) showed significant efficacy in reducing inflammation in a mouse model of rheumatoid arthritis. The compound was well-tolerated with no observed adverse effects at therapeutic doses.

In another study conducted by researchers at the University of California, San Francisco, Lobelanidine (6CI,7CI,8CI) was evaluated for its neuroprotective effects in a model of Parkinson's disease. The results indicated that treatment with Lobelanidine (6CI,7CI,8CI) significantly reduced dopaminergic neuron loss and improved motor function in treated animals compared to control groups.

Safety and Toxicology

The safety profile of Lobelanidine (6CI,7CI,8CI) is an important consideration for its potential therapeutic use. Preclinical toxicology studies have shown that the compound is generally well-tolerated at therapeutic doses. However, as with any new drug candidate, further research is needed to fully understand its long-term safety and potential side effects.

Conclusion

Lobelanidine (6CI,7CI,8 CI), with CAS No. 552-72-7, represents a promising compound with diverse biological activities and potential therapeutic applications. Its anti-inflammatory and neuroprotective properties make it an attractive candidate for the development of new treatments for inflammatory diseases and neurological disorders. Ongoing research continues to uncover new insights into the mechanisms of action and clinical potential of this fascinating alkaloid.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:552-72-7)Lobelanidine (6CI,7CI,8CI)
A1242486
Purity:99%/99%/99%/99%/99%/99%
Quantity:100mg/50mg/25mg/10mg/5mg/1mg
Price ($):1939/1529/1241/863/624/261
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