1-Fluoronaphthalene
目录号 : GC678441-Fluoronaphthalene 是一种来自萘衍生物和氟代芳烃的有机氟化合物。1-Fluoronaphthalene 可用于合成 LY248686，一种有效的血清素和去甲肾上腺素摄取抑制剂。
Cas No.:321-38-0
Sample solution is provided at 25 µL, 10mM.
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Quality Control & SDS
- View current batch:
- Purity: >98.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
1-Fluoronaphthalene is an organofluorine compound derived from naphthalene derivatives and fluorinated aromatics. 1-Fluoronaphthalene can be used to synthesize LY248686, a potent inhibitor of serotonin and noradrenaline uptake[1].
1-Fluoronaphthalene (3 mg, 24 h) can be oxidized by C.elegans ATCC 36112 to form trans-3,4-dihydroxy-3,4-dihydro-1-fluoronaphthalene and trans-5,6-dihydroxy-5,6-dihydro-1-fluoronaphthalene and to form 1-fluoro-8-hydroxy-5-tetralone, 5-hydroxy-1-fluoronaphthalene and 4-hydroxy-1-fluoronaphthalene as well as glucosides, sulfates and glucuronide conjugates of these phenols[1].
[1]. C E Cerniglia, et al. Effects of a fluoro substituent on the fungal metabolism of 1-fluoronaphthalene. Appl Environ Microbiol. 1984 Aug;48(2):294-300.
| Cas No. | 321-38-0 | SDF | Download SDF |
| 分子式 | C10H7F | 分子量 | 146.16 |
| 溶解度 | DMSO : 100 mg/mL (684.18 mM; Need ultrasonic) | 储存条件 | Store at -20°C |
| General tips | 请根据产品在不同溶剂中的溶解度选择合适的溶剂配制储备液；一旦配成溶液，请分装保存，避免反复冻融造成的产品失效。 储备液的保存方式和期限：-80°C 储存时，请在 6 个月内使用，-20°C 储存时，请在 1 个月内使用。 为了提高溶解度，请将管子加热至37℃，然后在超声波浴中震荡一段时间。 |
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| Shipping Condition | 评估样品解决方案：配备蓝冰进行发货。所有其他可用尺寸：配备RT，或根据请求配备蓝冰。 | ||
| 制备储备液 | |||
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1 mg | 5 mg | 10 mg |
| 1 mM | 6.8418 mL | 34.2091 mL | 68.4182 mL |
| 5 mM | 1.3684 mL | 6.8418 mL | 13.6836 mL |
| 10 mM | 0.6842 mL | 3.4209 mL | 6.8418 mL |
| 第一步：请输入基本实验信息（考虑到实验过程中的损耗，建议多配一只动物的药量） | ||||||||||
| 给药剂量 | mg/kg |  |
动物平均体重 | g | |
每只动物给药体积 | ul | |
动物数量 | 只 |
| 第二步：请输入动物体内配方组成（配方适用于不溶于水的药物；不同批次药物配方比例不同，请联系GLPBIO为您提供正确的澄清溶液配方） | ||||||||||
| % DMSO % % Tween 80 % saline | ||||||||||
| 计算重置 | ||||||||||
计算结果:
工作液浓度： mg/ml；
DMSO母液配制方法： mg 药物溶于 μL DMSO溶液（母液浓度 mg/mL，
体内配方配制方法：取 μL DMSO母液，加入 μL PEG300，混匀澄清后加入μL Tween 80，混匀澄清后加入 μL saline，混匀澄清。
1. 首先保证母液是澄清的；
2.
一定要按照顺序依次将溶剂加入，进行下一步操作之前必须保证上一步操作得到的是澄清的溶液，可采用涡旋、超声或水浴加热等物理方法助溶。
3. 以上所有助溶剂都可在 GlpBio 网站选购。
A Validated RP-HPLC Method for the Analysis of 1-Fluoronaphthalene and Its Process-Related Impurities
J Chromatogr Sci 2015 Sep;53(8):1296-302.PMID:25713107DOI:10.1093/chromsci/bmv006.
A simple and precise reversed-phase high-performance liquid chromatography method was developed and validated for the determination of 1-Fluoronaphthalene and its process-related impurities, 1-aminonaphthalene, 1-nitronaphthalene, naphthalene and 2-fluoronaphthalene. 1-Fluoronaphthalene is the key starting material for the synthesis of duloxetine hydrochloride active pharmaceutical ingredient and is therefore a potential impurity of the API. The determination of the impurity profile is critical for the safety assessment of a substance and manufacturing process thereof. In duloxetine hydrochloride active pharmaceutical ingredient, only 1-Fluoronaphthalene is detected and neither of its related impurities of 1-aminonaphthalene, 1-nitronaphthalene, naphthalene and 2-fluoronaphthalene. Chromatography was carried out on a Symmetry C18 (250 × 4.6 mm, 5 μm) column, using mobile phase A-a mixture of 0.01 Μ KH2PO4 buffer (pH 2.5 ± 0.1):methanol:acetonitrile in the ratio of 35:52:13 v/v/v and mobile phase B-a mixture of methanol:acetonitrile in the ratio of 80:20 v/v at a flow rate of 1.0 mL/min. The analytes were monitored using photo diode array detector at 230 nm. The proposed method is found to be having linearity in the concentration of 0.075-5.000 μg/mL, 0.150-5.000 μg/mL, 0.3125-5.000 μg/mL and 0.3125-5.000 μg/mL for 1-aminonaphthalene, 1-nitronaphthalene, naphthalene and 2-fluoronaphthalene, respectively, with correlation coefficients of 0.9998, 0.9998, 0.9997 and 0.9997, respectively. The proposed method was validated as per the International Conference on Harmonization guidelines. The mean recoveries for all the studied impurities are in the range of 90-110%. Due to its specificity, high precision and accuracy, the developed method can be used for the determination of 1-Fluoronaphthalene, key starting material for the synthesis of duloxetine hydrochloride API.
Effects of a fluoro substituent on the fungal metabolism of 1-Fluoronaphthalene
Appl Environ Microbiol 1984 Aug;48(2):294-300.PMID:6486779DOI:10.1128/aem.48.2.294-300.1984.
The metabolism of 1-Fluoronaphthalene by Cunninghamella elegans ATCC 36112 was studied. The metabolites were isolated by reverse-phase high-pressure liquid chromatography and characterized by the application of UV absorption, 1H nuclear magnetic resonance, and mass spectral techniques. C. elegans oxidized 1-Fluoronaphthalene predominantly at the 3,4- and 5,6-positions to form trans-3,4-dihydroxy-3,4-dihydro-1-fluoronaphthalene and trans-5,6-dihydroxy-5,6-dihydro-1-fluoronaphthalene. In addition, 1-fluoro-8-hydroxy-5-tetralone, 5-hydroxy-1-fluoronaphthalene, and 4-hydroxy-1-fluoronaphthalene as well as glucoside, sulfate, and glucuronic acid conjugates of these phenols were formed. Circular dichroism spectra of the trans-3,4- and trans-5,6-dihydrodiols formed from 1-Fluoronaphthalene indicated that the major enantiomers of the dihydrodiols have S,S absolute stereochemistries. In contrast, the trans-5,6-dihydrodiol formed from 1-Fluoronaphthalene from 3-methylcholanthrene-treated rats had Cotton effects that are opposite in sign (R,R) to those formed by C. elegans. The results indicate that the fungal monooxygenase-epoxide hydrolase systems are highly stereoselective in the metabolism of 1-Fluoronaphthalene and that a fluoro substituent blocks epoxidation at the fluoro-substituted double bond, decreases oxidation at the aromatic double bond that is peri to the fluoro substituent, and enhances metabolism at the 3,4- and 5,6-positions of 1-Fluoronaphthalene.
Additive-Induced Vertical Component Distribution Enables High-Performance Sequentially Cast Organic Solar Cells
ACS Appl Mater Interfaces 2022 Jun 8;14(22):25842-25850.PMID:35635178DOI:10.1021/acsami.2c04997.
Modulation of the active layer morphology to form a vertical component distribution structure is an effective way of improving the efficiency of organic solar cells (OSCs). In this paper, a layer-by-layer (LbL) spin-coating method was adopted combined with an additive strategy to achieve the purpose of precisely adjusting the morphology, and finally, high-performance OSCs based on a D18-Cl/Y6 system were achieved. After adding n-octane in D18-Cl, D18-Cl+/Y6 devices realized a PCE of 17.70%, while with the incorporation of 1-Fluoronaphthalene (FN) in Y6, D18-Cl/Y6+ devices obtained a power conversion efficiency (PCE) of 17.39%, both higher than the control devices (16.66%). The former resulted in a more orderly arrangement of D18-Cl, forming a suitable phase separation morphology, and the latter improved the crystallization of Y6, which facilitated carrier transport. Furthermore, the dual-additive-treated D18-Cl+/Y6+ bilayer devices with n-octane doping in the donor and FN in the acceptor had a more desirable vertical morphology, exhibiting an excellent PCE of 18.16% with an improved JSC of 27.17 mA cm-2 and FF of 76.88%, one of the highest efficiencies for LbL OSCs. The results demonstrated that combining the LbL spin-coating method with the additive strategy is a valid way to achieve hierarchical morphology control and enhance device performance, which is of great significance for the fabrication and development of OSCs.
A one-pot access to 6-substituted phenanthridines from fluoroarenes and nitriles via 1,2-arynes
Org Lett 2002 Aug 8;4(16):2687-90.PMID:12153210DOI:10.1021/ol026197c.
[reaction: see text] A one-pot, t-BuLi-induced synthesis of 6-substituted phenanthridines from fluoroarenes and nitriles via 1,2-arynes is reported. Aryl- and hetaryl nitriles, cyanamides, and trimethylacetonitrile gave phenanthridine products. The method was extended to provide bisphenanthridine 10 by a one-pot bis-cyclization, using 1,3-dicyanobenzene and PhF in 1:5 ratio. Reaction of 1-Fluoronaphthalene and 4-chlorofluorobenzene with benzonitrile afforded the regioisomerically pure products 11 and 12, respectively.
Fibrillization of Non-Fullerene Acceptors Enables 19% Efficiency Pseudo-Bulk Heterojunction Organic Solar Cells
Adv Mater 2023 Feb;35(6):e2208211.PMID:36418914DOI:10.1002/adma.202208211.
The structural order and aggregation of non-fullerene acceptors (NFA) are critical toward light absorption, phase separation, and charge transport properties of their photovoltaic blends with electron donors, and determine the power conversion efficiency (PCE) of the corresponding organic solar cells (OSCs). In this work, the fibrillization of small molecular NFA L8-BO with the assistance of fused-ring solvent additive 1-Fluoronaphthalene (FN) to substantially improve device PCE is demonstrated. Molecular dynamics simulations show that FN attaches to the backbone of L8-BO as the molecular bridge to enhance the intermolecular packing , inducing 1D self-assembly of L8-BO into fine fibrils with a compact polycrystal structure. The L8-BO fibrils are incorporated into a pseudo-bulk heterojunction (P-BHJ) active layer with D18 as a donor, and show enhanced light absorption, charge transport, and collection properties, leading to enhanced PCE from 16.0% to an unprecedented 19.0% in the D18/L8-BO binary P-BHJ OSC, featuring a high fill factor of 80%. This work demonstrates a strategy for fibrillating NFAs toward the enhanced performance of OSCs.