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[18F]Fluoromethylene toluene-4-sulfonate, also known as [18F]fluoromethyl tosylate, is a versatile reagent used for radiofluoromethylation in radiochemistry. Its synthesis involves the reaction of bis(tosyloxy)methane with [18F]fluoride, and optimization of the process—such as the choice of quaternary methyl ammonium (QMA) cartridge—can significantly improve radiochemical yields (up to 60%). This reagent is valuable for labeling base-sensitive compounds, enhancing the efficiency of [18F]-fluorinated tracer production for applications in nuclear medicine and molecular imaging.

113426-16-7

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113426-16-7 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 113426-16-7 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,1,3,4,2 and 6 respectively; the second part has 2 digits, 1 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 113426-16:
(8*1)+(7*1)+(6*3)+(5*4)+(4*2)+(3*6)+(2*1)+(1*6)=87
87 % 10 = 7
So 113426-16-7 is a valid CAS Registry Number.

113426-16-7Relevant articles and documents

Improved synthesis of [18F]fluoromethyl tosylate, a convenient reagent for radiofluoromethylations

Neal, Timothy R.,Apana, Scott,Berridge, Marc S.

, p. 557 - 568 (2005)

The utility of [18F]fluoromethyl tosylate as an [ 18F]fluoromethylation reagent has been reexamined. The preparation of this potentially useful compound from the reaction of bis(tosyloxy) methane with 18F- was reported sev

Investigation on the impact of three different quaternary methyl ammonium cartridges on the radiosynthetic yields of [18F]fluoromethyl tosylate

Stimson, Damion H.R.,Qiao, Zheng,Reutens, David C.,Venkatachalam, Taracad K.,Bhalla, Rajiv

, p. 588 - 595 (2019)

Our recent investigations for the radiosynthesis of [18F]fluoromethyl tosylate have highlighted that choice of quaternary methyl ammonium (QMA) cartridge used during the radiosynthesis can significantly impact the radiochemical yields. Often the details of the QMA cartridge used in fluourine-18 syntheses are not fully described. However, our studies demonstrate that the type, the size, and nature (method by which it has been conditioned) of the QMA cartridge used during the radiosynthesis can make a significant impact in the labelling efficiency. This paper investigates the use of three QMA cartridges and demonstrates that radiochemical yield (decay corrected) of [18F]fluoromethyl tosylate can increase from 46% to 60% by simply changing the QMA cartridge (and leaving all other reagents and labelling conditions exactly the same). These learnings may be applied to improve the radiochemical yields of a number of [18F]-fluorinated tracers (and synthons), where the labelling step is base-sensitive to increase the radiochemical yield, thereby significantly benefiting the radiochemistry and nuclear medicine community. This paper also highlights the necessity of the radiochemistry community to ensure the details of QMA cartridges used in fluorine-18 chemistry are fully and accurately described, since this will improve the translation of radiochemical methods from one laboratory to another.

Synthesis and evaluation of [18F]-fluoromethyl triphenylphosphonium cation as a novel mitochondria-specific positron emission tomography tracer

Zeng, Huahui,Wu, Xiangxiang,Song, Fahuan,Xu, Caiyun,Liu, Hao,Liu, Wendi

, p. 90 - 97 (2016)

We developed a radiosynthesis of the voltage sensitive tracer [18F]-fluoromethyltriphenylphosphonium cation ([18F]-FTPMP), giving high yield (30-34%, decay-corrected), radiochemical purity (>99%) and specific activity (about 760 GBq/

HPLC-free: In situ 18F-fluoromethylation of bioactive molecules by azidation and MTBD scavenging

Lu, Yingqing,Choi, Ji Young,Kim, Sang Eun,Lee, Byung Chul

, p. 11798 - 11801 (2019/10/02)

Sequential usage of azide and MTBD, which generates pure [18F]fluoromethyl tosylate and scavenges unreacted desmethyl precursors, provided an efficient HPLC-free strategy for the radiosynthesis of 18F-fluoromethylated compounds with

METHOD FOR PURIFICATION OF 18F-LABELED CHOLINE ANALOGUES

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Paragraph 0022, (2015/01/06)

The present invention relates to a method for purification of 18F- labeled choline analogues in a solution injectable to a patient, prepared using non-gaseous synthesis paths, comprising a step of solid phase extraction (SPE) purification using a solid support, wherein the solid support used in the solid phase extraction purification has the characteristic to retain impurities and reagents from the solution but not the 18F-labeled choline analogues.

Design and synthesis of novel 18F-radiolabelled glucosamine derivatives for cancer imaging

Carroll, Laurence,Witney, Timothy H.,Aboagye, Eric O.

, p. 653 - 656 (2013/06/26)

The radiosynthesis of glucosamine and similar analogues would be of great interest due to their role in the biochemical synthesis of glycosylated proteins and lipids. This biochemistry can be exploited for visualisation of cancer cells via molecular imagi

NOVEL PRECURSOR

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Page/Page column 37-38, (2012/04/10)

Novel radiotracer(s) for Positron Emission Tomography (PET) or Single Photon Emission Computed Tomography (SPECT) imaging of disease states related to altered choline metabolism (e.g., tumor imaging of prostate, breast, brain, esophageal, ovarian, endomet

ISOTOPIC CARBON CHOLINE ANALOGS

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Page/Page column 40-41, (2012/04/10)

Novel radiotracer(s) for Positron Emission Tomography (PET) or Single Photon Emission Computed Tomography (SPECT) imaging of disease states related to altered choline metabolism (e.g., tumor imaging of prostate, breast, brain, esophageal, ovarian, endomet

NOVEL RADIOTRACER

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Page/Page column 37-38, (2012/04/10)

Novel radiotracer(s) for Positron Emission Tomography (PET) or Single Photon Emission Computed Tomography (SPECT) imaging of disease states related to altered choline metabolism (e.g., tumor imaging of prostate, breast, brain, esophageal, ovarian, endomet

Synthesis and in vitro evaluation of 18F-labelled S-fluoroalkyl diarylguanidines: Novel high-affinity NMDA receptor antagonists for imaging with PET

Robins, Edward G.,Zhao, Yongjun,Khan, Imtiaz,Wilson, Anthony,Luthra, Sajinder K.,?rstad, Erik

supporting information; experimental part, p. 1749 - 1751 (2010/08/20)

Two S-[18F]fluoroalkylated diarylguanidines were synthesized and evaluated in vitro as potential tracers for imaging of N-methyl-d-aspartate receptors (NMDARs) with positron emission tomography (PET). [18F]1 and [18F]10 we

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