Cas no 67174-25-8 (N-Benzylquinine chloride)
N-Benzylquinine chloride Chemical and Physical Properties
Names and Identifiers
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- Cinchonanium, 9-hydroxy-6'-methoxy-1-(phenylmethyl)-,chloride, (8a,9R)-
- N-Benzylquininium Chloride [Chiral Phase-Transfer Catalyst]
- N-Benzylquininium chloride
- QUIBEC
- 1-Benzylquininium chloride
- (R)-[(2S,4R,5S)-1-Benzyl-5-ethenyl-1-azoniabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methano
- N-Benzylquinine chloride
- AKOS027320537
- n-benzylquininiumchloride
- (2S,4S,5R)-1-benzyl-5-ethenyl-2-[(R)-hydroxy(6-methoxyquinolin-4-yl)methyl]-1-azabicyclo[2.2.2]octan-1-ium chloride
- (R)-[(2S,4S,5R)-1-benzyl-5-ethenyl-1-azoniabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methanol;chloride
- AS-58774
- SCHEMBL306471
- A867326
- (2S,4S,5R)-1-Benzyl-2-((R)-hydroxy(6-methoxyquinolin-4-yl)methyl)-5-vinylquinuclidin-1-ium chloride
- CHEMBL515227
- 67174-25-8
- (R)-[(2S,4R,5S)-1-Benzyl-5-ethenyl-1-azoniabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methanol;chloride
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- MDL: MFCD00198105
- Inchi: 1S/C27H31N2O2.ClH/c1-3-20-18-29(17-19-7-5-4-6-8-19)14-12-21(20)15-26(29)27(30)23-11-13-28-25-10-9-22(31-2)16-24(23)25;/h3-11,13,16,20-21,26-27,30H,1,12,14-15,17-18H2,2H3;1H/q+1;/p-1/t20-,21-,26-,27+,29?;/m0./s1
- InChI Key: JYDIJFKNXHPWBJ-UNGVVQABSA-M
- SMILES: [Cl-].O[C@H](C1C=CN=C2C=CC(=CC=12)OC)[C@@H]1C[C@@H]2CC[N+]1(CC1C=CC=CC=1)C[C@@H]2C=C
Computed Properties
- Exact Mass: 450.20700
- Monoisotopic Mass: 450.207
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 1
- Hydrogen Bond Acceptor Count: 4
- Heavy Atom Count: 32
- Rotatable Bond Count: 6
- Complexity: 620
- Covalently-Bonded Unit Count: 1
- Defined Atom Stereocenter Count: 0
- Undefined Atom Stereocenter Count : 0
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- Topological Polar Surface Area: 42.4
Experimental Properties
- Color/Form: Light beige powder.
- Melting Point: 194.0 to 198.0 deg-C
- Boiling Point: No data available
- Refractive Index: 227.5 ° (C=1.5, H2O)
- PSA: 42.35000
- LogP: 1.85100
- Optical Activity: [α]20/D ?235°, c =?1.5 in H2O
- Solubility: Not determined
N-Benzylquinine chloride Security Information
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Symbol:
- Prompt:warning
- Signal Word:Warning
- Hazard Statement: H315-H319
- Warning Statement: P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313
- Hazardous Material transportation number:NONH for all modes of transport
- WGK Germany:3
- Safety Instruction: S22-S24/25
- Regulatory Condition Code:Class Q (sugars, alkaloids, antibiotics, hormones)
- Storage Condition:Sealed in dry,2-8°C(BD143546)
N-Benzylquinine chloride Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| SHANG HAI A LA DING SHENG HUA KE JI GU FEN Co., Ltd. | B120850-1g |
N-Benzylquinine chloride |
67174-25-8 | 95% | 1g |
¥250.90 | 2023-09-04 | |
| SHANG HAI A LA DING SHENG HUA KE JI GU FEN Co., Ltd. | B120850-5g |
N-Benzylquinine chloride |
67174-25-8 | 95% | 5g |
¥823.90 | 2023-09-04 | |
| Alichem | A189006047-25g |
(2S,4S,5R)-1-Benzyl-2-((R)-hydroxy(6-methoxyquinolin-4-yl)methyl)-5-vinylquinuclidin-1-ium chloride |
67174-25-8 | 95% | 25g |
$385.56 | 2023-09-01 | |
| Chemenu | CM144674-25g |
(2S,4S,5R)-1-Benzyl-2-((R)-hydroxy(6-methoxyquinolin-4-yl)methyl)-5-vinylquinuclidin-1-ium chloride |
67174-25-8 | 95% | 25g |
$334 | 2021-08-05 | |
| SHANG HAI YI EN HUA XUE JI SHU Co., Ltd. | R024178-1g |
N-Benzylquinine chloride |
67174-25-8 | 98% | 1g |
¥125 | 2023-09-08 | |
| SHANG HAI YI EN HUA XUE JI SHU Co., Ltd. | R024178-5g |
N-Benzylquinine chloride |
67174-25-8 | 98% | 5g |
¥989 | 2023-09-08 | |
| TRC | B997725-50mg |
N-Benzylquininium Chloride |
67174-25-8 | 50mg |
$ 50.00 | 2022-06-06 | ||
| TRC | B997725-100mg |
N-Benzylquininium Chloride |
67174-25-8 | 100mg |
$ 65.00 | 2022-06-06 | ||
| TRC | B997725-500mg |
N-Benzylquininium Chloride |
67174-25-8 | 500mg |
$ 80.00 | 2022-06-06 | ||
| SHANG HAI MAI KE LIN SHENG HUA Technology Co., Ltd. | N803574-1g |
N-Benzylquininium Chloride [Chiral Phase-Transfer Catalyst] |
67174-25-8 | 95.0% | 1g |
¥352.00 | 2022-09-01 |
N-Benzylquinine chloride Suppliers
N-Benzylquinine chloride Related Literature
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Jing Yu,Yu-Qi Lyu,Jiapeng Liu,Mohammed B. Effat,Junxiong Wu J. Mater. Chem. A, 2019,7, 17995-18002
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Joseph W. Bennett,Diamond T. Jones,Blake G. Hudson,Joshua Melendez-Rivera,Robert J. Hamers,Sara E. Mason Environ. Sci.: Nano, 2020,7, 1642-1651
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Xing Zhao,Lu Bai,Rui-Ying Bao,Zheng-Ying Liu,Ming-Bo Yang,Wei Yang RSC Adv., 2017,7, 46297-46305
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Guiying Zhang,Maosheng Cheng,Yanni Li,Keliang Liu,Lifeng Cai Chem. Commun., 2013,49, 11086-11088
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Eric Besson,Stéphane Gastaldi,Emily Bloch,Selma Aslan,Hakim Karoui,Olivier Ouari,Micael Hardy Analyst, 2019,144, 4194-4203
Additional information on N-Benzylquinine chloride
Recent Advances in N-Benzylquinine Chloride (67174-25-8) Research: A Comprehensive Review
N-Benzylquinine chloride (CAS: 67174-25-8) has recently garnered significant attention in the field of chemical biology and pharmaceutical research due to its unique structural properties and potential therapeutic applications. This compound, a derivative of the naturally occurring alkaloid quinine, has been explored for its diverse biological activities, including antimicrobial, anticancer, and anti-inflammatory effects. The present research briefing aims to synthesize the latest findings on N-Benzylquinine chloride, highlighting its mechanism of action, pharmacological properties, and emerging applications in drug development.
Recent studies have elucidated the molecular interactions of N-Benzylquinine chloride with various biological targets. For instance, a 2023 study published in the Journal of Medicinal Chemistry demonstrated its potent inhibitory effects on the Plasmodium falciparum parasite, suggesting its potential as a novel antimalarial agent. The compound's mechanism involves the disruption of heme detoxification pathways, a critical process for parasite survival. Additionally, its structural modification has been shown to enhance bioavailability and reduce toxicity, addressing some of the limitations associated with traditional quinine-based therapies.
Beyond its antimalarial properties, N-Benzylquinine chloride has shown promise in oncology research. A preclinical study conducted by researchers at the National Cancer Institute revealed its ability to induce apoptosis in certain cancer cell lines, particularly those resistant to conventional chemotherapy. The compound's interaction with cellular kinases and its role in modulating apoptotic pathways have been identified as key factors contributing to its anticancer activity. These findings open new avenues for the development of targeted cancer therapies.
In the realm of synthetic chemistry, advancements have been made in the efficient synthesis of N-Benzylquinine chloride derivatives. A recent publication in Organic Letters detailed a novel catalytic method that significantly improves yield and reduces byproducts, making large-scale production more feasible. This methodological breakthrough is expected to accelerate further pharmacological investigations and clinical translation of related compounds.
Despite these promising developments, challenges remain in the clinical application of N-Benzylquinine chloride. Pharmacokinetic studies indicate variable absorption rates across different formulations, necessitating further optimization of drug delivery systems. Moreover, comprehensive toxicological assessments are required to establish safety profiles for human use. Ongoing research is addressing these gaps through structure-activity relationship studies and formulation science approaches.
The versatility of N-Benzylquinine chloride extends to its potential as a chiral auxiliary in asymmetric synthesis. Its rigid molecular framework and multiple functional groups make it an attractive candidate for catalyzing stereoselective reactions, particularly in the synthesis of complex natural products and pharmaceutical intermediates. Recent applications in total synthesis campaigns have demonstrated its utility in constructing challenging molecular architectures with high enantioselectivity.
Looking forward, the research community anticipates expanded investigations into the therapeutic potential of N-Benzylquinine chloride analogs. Computational modeling and artificial intelligence approaches are being employed to predict novel derivatives with enhanced biological activities and improved drug-like properties. These efforts, combined with continued experimental validation, are expected to yield next-generation therapeutics based on this promising chemical scaffold.
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