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Type HazMat fee for 500 gram (Estimated)
Excepted Quantity USD 0.00
Limited Quantity USD 15-60
Inaccessible (Haz class 6.1), Domestic USD 80+
Inaccessible (Haz class 6.1), International USD 150+
Accessible (Haz class 3, 4, 5 or 8), Domestic USD 100+
Accessible (Haz class 3, 4, 5 or 8), International USD 200+
Chemical Structure| 2564-83-2 Chemical Structure| 2564-83-2
Chemical Structure| 2564-83-2

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CAS No.: 2564-83-2

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Tempo is a classic nitroxide radical and is a selective scavenger of mitochondrial ROS that dismutases superoxide in the catalytic cycle. Tempo induces DNA-strand breakage. Tempo can be used as an organocatalyst for the oxidation of primary alcohols to aldehydes. Tempo has mutagenic and antioxidant effects.

4.5 *For Research Use Only !

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Product Citations

Product Citations      Show More

Semenya, Julius ; Yang, Yuanjie ; Lee, Hye Joon ; Giannantonio, Kimberly A ; Manduva, Rikhil ; Picazo, Elias

Abstract: Carbon-heteroatom bonds are of great importance due to their prevalence in pharmaceuticals, agrochemicals, materials, and natural products. Despite the effective use of metal-catalyzed crosscoupling reactions between sp2-hybridized organohalides and soft heteroatomic nucleophiles for carbon-heteroatom bond formation, the use of sp3-hybridized organohalides remain limited and the coupling with thiols remains elusive. Here, we report the coupling of sp3-hybridized benzyl or tertiary halides with soft thiol nucleophiles catalyzed by iron and extend the utility to alcohol and amine nucleophiles. The reaction is broad in substrate scope for both coupling partners and applicable in the construction of congested tri- and tetrasubstituted carbon centers as well as β-quaternary heteroatomic products. The synthetic utility is further emphasized by gram-scale synthesis and rapid herbicide library synthesis. Overall, we provide an efficient method to prepare pharmaceutically and materially relevant carbon-heteroatom bonds by expanding iron-catalyzed cross-coupling reactions to the coupling of sp3-hybridized organohalides with soft nucleophiles.

Fischer, Thomas ; Frasson, David ; Sievers, Martin ; Riedl, Rainer ;

Abstract: The severe acute respiratory syndrome coronavirus 2 (SARS-CoV-2) papain-like cysteine protease (PLpro) represents one of only two essential cysteine proteases involved in the regulation of viral replication. It, therefore, qualifies as a promising therapeutic target for the development of antiviral agents. We identified a previously synthesized protease inhibitor, resulting from an earlier project, as a PLpro inhibitor and crafted a structure-activity relationship around the hit, leading to the more potent inhibitors ZHAWOC6941 (17h) and ZHAWOC25153 (17o) displaying IC50 values of 8 and 7 μM, respectively. The two compounds represent a new class of PLpro inhibitors and, with single‐digit micromolar IC50 values, are comparable to inhibitors found in the literature.

Keywords: Inhibitor ; papain-like protease ; SARS-CoV-2 ; structure-activity relationship

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Lim, Taeho ; Ryoo, Jeong Yup ; Han, Min Su ;

Abstract: In this study, we developed a simple transition-metal-free borylation reaction of aryl bromides. Bis-boronic acid (BBA), was used, and the borylation reaction was performed using a simple procedure at a mild temperature. Under mild conditions, aryl bromides were converted to arylboronic acids directly without any deprotection steps and purified by conversion to trifluoroborate salts. The functional group tolerance was considerably high. The mechanism study suggested that this borylation reaction proceeds via a radical pathway.

Alternative Products

Product Details of Tempo

CAS No. :2564-83-2
Formula : C9H18NO
M.W : 156.25
SMILES Code : CC1(C)CCCC(C)(C)N1[O]
MDL No. :MFCD00009599
InChI Key :QYTDEUPAUMOIOP-UHFFFAOYSA-N
Pubchem ID :2724126

Safety of Tempo

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H314
Precautionary Statements:P280-P305+P351+P338-P310
Class:8
UN#:3263
Packing Group:

Application In Synthesis of Tempo

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Upstream synthesis route of [ 2564-83-2 ]
  • Downstream synthetic route of [ 2564-83-2 ]

[ 2564-83-2 ] Synthesis Path-Upstream   1~3

  • 1
  • [ 2564-83-2 ]
  • [ 67-68-5 ]
  • [ 2835-77-0 ]
  • [ 79-55-0 ]
  • [ 34672-84-9 ]
  • [ 17629-01-5 ]
References: [1] Organic and Biomolecular Chemistry, 2016, vol. 14, # 27, p. 6561 - 6567.
  • 2
  • [ 2564-83-2 ]
  • [ 75-05-8 ]
  • [ 79-55-0 ]
  • [ 34557-54-5 ]
  • [ 74-84-0 ]
References: [1] Dalton Transactions, 2012, vol. 41, # 46, p. 14046 - 14050.
  • 3
  • [ 2564-83-2 ]
  • [ 75-05-8 ]
  • [ 79-55-0 ]
  • [ 34557-54-5 ]
  • [ 74-84-0 ]
References: [1] Dalton Transactions, 2012, vol. 41, # 46, p. 14046 - 14050.
 

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