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Showing 1 to 12 of 17 entries
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Aluminum chloride-induced heteroarylation of arenes and heteroarenes. 2. A new synthesis of 4-substituted phthalazin-1(2H)-ones.

The Journal of organic chemistry

Pal M, Batchu VR, Parasuraman K, Yeleswarapu KR.
PMID: 12919054
J Org Chem. 2003 Aug 22;68(17):6806-9. doi: 10.1021/jo034510y.

We herein report the efficient syntheses of 4-(hetero)aryl-substituted 1-chlorophthalazines via heteroarylation of arenes/heteroarenes through AlCl(3)-induced C[bond]C formation reactions. A number of (hetero)arenes were reacted with 1,4-dichlorophthalazine to give aryl/heteroaryl-substituted phthalazines in good to excellent yields. Many of them were...

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Pal M, Batchu VR, Parasuraman K, et al. Aluminum chloride-induced heteroarylation of arenes and heteroarenes. 2. A new synthesis of 4-substituted phthalazin-1(2H)-ones. J Org Chem. 2003;68(17):6806-9doi: 10.1021/jo034510y.
Pal, M., Batchu, V. R., Parasuraman, K., & Yeleswarapu, K. R. (2003). Aluminum chloride-induced heteroarylation of arenes and heteroarenes. 2. A new synthesis of 4-substituted phthalazin-1(2H)-ones. The Journal of organic chemistry, 68(17), 6806-9. https://doi.org/10.1021/jo034510y
Pal, Manojit, et al. "Aluminum chloride-induced heteroarylation of arenes and heteroarenes. 2. A new synthesis of 4-substituted phthalazin-1(2H)-ones." The Journal of organic chemistry vol. 68,17 (2003): 6806-9. doi: https://doi.org/10.1021/jo034510y
Pal M, Batchu VR, Parasuraman K, Yeleswarapu KR. Aluminum chloride-induced heteroarylation of arenes and heteroarenes. 2. A new synthesis of 4-substituted phthalazin-1(2H)-ones. J Org Chem. 2003 Aug 22;68(17):6806-9. doi: 10.1021/jo034510y. PMID: 12919054.
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Visible light amination/Smiles cascade: access to phthalazine derivatives.

Chemical science

Brachet E, Marzo L, Selkti M, König B, Belmont P.
PMID: 30155150
Chem Sci. 2016 Aug 01;7(8):5002-5006. doi: 10.1039/c6sc01095d. Epub 2016 May 06.

We report the synthesis of various phthalazines

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Brachet E, Marzo L, Selkti M, et al. Visible light amination/Smiles cascade: access to phthalazine derivatives. Chem Sci. 2016;7(8):5002-5006doi: 10.1039/c6sc01095d.
Brachet, E., Marzo, L., Selkti, M., König, B., & Belmont, P. (2016). Visible light amination/Smiles cascade: access to phthalazine derivatives. Chemical science, 7(8), 5002-5006. https://doi.org/10.1039/c6sc01095d
Brachet, Etienne, et al. "Visible light amination/Smiles cascade: access to phthalazine derivatives." Chemical science vol. 7,8 (2016): 5002-5006. doi: https://doi.org/10.1039/c6sc01095d
Brachet E, Marzo L, Selkti M, König B, Belmont P. Visible light amination/Smiles cascade: access to phthalazine derivatives. Chem Sci. 2016 Aug 01;7(8):5002-5006. doi: 10.1039/c6sc01095d. Epub 2016 May 06. PMID: 30155150; PMCID: PMC6018559.
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Convenient Access to 2,3-Disubstituted-cyclobut-2-en-1-ones under Suzuki Conditions and Their Synthetic Utility.

Chemistry (Weinheim an der Bergstrasse, Germany)

Alcaide B, Almendros P, Lázaro-Milla C.
PMID: 30840329
Chemistry. 2019 Jun 04;25(31):7547-7552. doi: 10.1002/chem.201900690. Epub 2019 Apr 18.

A regioselective synthesis of general applicability has been designed for the one-pot preparation of 2,3-disubstituted-cyclobutenones from iodoalkynes through cyclobutenylation, Suzuki CC coupling, and ketone formation. This one-pot methodology has been applied to the selective synthesis of an orally active...

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Alcaide B, Almendros P, Lázaro-Milla C. Convenient Access to 2,3-Disubstituted-cyclobut-2-en-1-ones under Suzuki Conditions and Their Synthetic Utility. Chemistry. 2019;25(31):7547-7552doi: 10.1002/chem.201900690.
Alcaide, B., Almendros, P., & Lázaro-Milla, C. (2019). Convenient Access to 2,3-Disubstituted-cyclobut-2-en-1-ones under Suzuki Conditions and Their Synthetic Utility. Chemistry (Weinheim an der Bergstrasse, Germany), 25(31), 7547-7552. https://doi.org/10.1002/chem.201900690
Alcaide, Benito, et al. "Convenient Access to 2,3-Disubstituted-cyclobut-2-en-1-ones under Suzuki Conditions and Their Synthetic Utility." Chemistry (Weinheim an der Bergstrasse, Germany) vol. 25,31 (2019): 7547-7552. doi: https://doi.org/10.1002/chem.201900690
Alcaide B, Almendros P, Lázaro-Milla C. Convenient Access to 2,3-Disubstituted-cyclobut-2-en-1-ones under Suzuki Conditions and Their Synthetic Utility. Chemistry. 2019 Jun 04;25(31):7547-7552. doi: 10.1002/chem.201900690. Epub 2019 Apr 18. PMID: 30840329.
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Design, synthesis, docking, and anticancer evaluations of phthalazines as VEGFR-2 inhibitors.

Archiv der Pharmazie

El-Adl K, Ibrahim MK, Khedr F, Abulkhair HS, Eissa IH.
PMID: 34596910
Arch Pharm (Weinheim). 2022 Jan;355(1):e2100278. doi: 10.1002/ardp.202100278. Epub 2021 Oct 01.

Twenty new N-substituted-4-phenylphthalazin-1-amine derivatives were designed, synthesized, and evaluated for their anticancer activities against HepG2, HCT-116, and MCF-7 cells as VEGFR-2 inhibitors. HCT-116 was the most sensitive cell line to the influence of the new derivatives. In particular, compound...

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El-Adl K, Ibrahim MK, Khedr F, et al. Design, synthesis, docking, and anticancer evaluations of phthalazines as VEGFR-2 inhibitors. Arch Pharm (Weinheim). 2021;355(1):e2100278doi: 10.1002/ardp.202100278.
El-Adl, K., Ibrahim, M. K., Khedr, F., Abulkhair, H. S., & Eissa, I. H. (2022). Design, synthesis, docking, and anticancer evaluations of phthalazines as VEGFR-2 inhibitors. Archiv der Pharmazie, 355(1), e2100278. https://doi.org/10.1002/ardp.202100278
El-Adl, Khaled, et al. "Design, synthesis, docking, and anticancer evaluations of phthalazines as VEGFR-2 inhibitors." Archiv der Pharmazie vol. 355,1 (2022): e2100278. doi: https://doi.org/10.1002/ardp.202100278
El-Adl K, Ibrahim MK, Khedr F, Abulkhair HS, Eissa IH. Design, synthesis, docking, and anticancer evaluations of phthalazines as VEGFR-2 inhibitors. Arch Pharm (Weinheim). 2022 Jan;355(1):e2100278. doi: 10.1002/ardp.202100278. Epub 2021 Oct 01. PMID: 34596910.
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Regiocontrolled and Stereoselective Syntheses of Tetrahydrophthalazine Derivatives using Radical Cyclizations.

Chemistry (Weinheim an der Bergstrasse, Germany)

Zhang W, Mo JY, He W, Kennepohl P, Sammis GM.
PMID: 30350381
Chemistry. 2019 Jan 18;25(4):976-980. doi: 10.1002/chem.201805249. Epub 2018 Dec 12.

Tetrahydrophthalazine derivatives have found important applications in pharmaceutical research, but existing synthetic methods are unable to access them regio- and stereoselectively. Here, a new approach is presented that addresses these challenges by utilizing a 6-endo-trig radical cyclization in the...

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Zhang W, Mo JY, He W, et al. Regiocontrolled and Stereoselective Syntheses of Tetrahydrophthalazine Derivatives using Radical Cyclizations. Chemistry. 2018;25(4):976-980doi: 10.1002/chem.201805249.
Zhang, W., Mo, J. Y., He, W., Kennepohl, P., & Sammis, G. M. (2019). Regiocontrolled and Stereoselective Syntheses of Tetrahydrophthalazine Derivatives using Radical Cyclizations. Chemistry (Weinheim an der Bergstrasse, Germany), 25(4), 976-980. https://doi.org/10.1002/chem.201805249
Zhang, Wei, et al. "Regiocontrolled and Stereoselective Syntheses of Tetrahydrophthalazine Derivatives using Radical Cyclizations." Chemistry (Weinheim an der Bergstrasse, Germany) vol. 25,4 (2019): 976-980. doi: https://doi.org/10.1002/chem.201805249
Zhang W, Mo JY, He W, Kennepohl P, Sammis GM. Regiocontrolled and Stereoselective Syntheses of Tetrahydrophthalazine Derivatives using Radical Cyclizations. Chemistry. 2019 Jan 18;25(4):976-980. doi: 10.1002/chem.201805249. Epub 2018 Dec 12. PMID: 30350381.
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Phthalazine-based VEGFR-2 inhibitors: Rationale, design, synthesis, in silico, ADMET profile, docking, and anticancer evaluations.

Archiv der Pharmazie

Khedr F, Ibrahim MK, Eissa IH, Abulkhair HS, El-Adl K.
PMID: 34411344
Arch Pharm (Weinheim). 2021 Nov;354(11):e2100201. doi: 10.1002/ardp.202100201. Epub 2021 Aug 19.

In the designed compounds, a new linker was inserted in the form of fragments with verified VEGFR-2 inhibitory potential, including an α,β-unsaturated ketonic fragment, pyrazole, and pyrimidine. Also, new distal hydrophobic moieties were attached to these linkers that are...

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Khedr F, Ibrahim MK, Eissa IH, et al. Phthalazine-based VEGFR-2 inhibitors: Rationale, design, synthesis, in silico, ADMET profile, docking, and anticancer evaluations. Arch Pharm (Weinheim). 2021;354(11):e2100201doi: 10.1002/ardp.202100201.
Khedr, F., Ibrahim, M. K., Eissa, I. H., Abulkhair, H. S., & El-Adl, K. (2021). Phthalazine-based VEGFR-2 inhibitors: Rationale, design, synthesis, in silico, ADMET profile, docking, and anticancer evaluations. Archiv der Pharmazie, 354(11), e2100201. https://doi.org/10.1002/ardp.202100201
Khedr, Fathalla, et al. "Phthalazine-based VEGFR-2 inhibitors: Rationale, design, synthesis, in silico, ADMET profile, docking, and anticancer evaluations." Archiv der Pharmazie vol. 354,11 (2021): e2100201. doi: https://doi.org/10.1002/ardp.202100201
Khedr F, Ibrahim MK, Eissa IH, Abulkhair HS, El-Adl K. Phthalazine-based VEGFR-2 inhibitors: Rationale, design, synthesis, in silico, ADMET profile, docking, and anticancer evaluations. Arch Pharm (Weinheim). 2021 Nov;354(11):e2100201. doi: 10.1002/ardp.202100201. Epub 2021 Aug 19. PMID: 34411344.
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Design, synthesis, docking, and anticancer evaluations of phthalazines as VEGFR-2 inhibitors.

Archiv der Pharmazie

El-Adl K, Ibrahim MK, Khedr F, Abulkhair HS, Eissa IH.
PMID: 34596910
Arch Pharm (Weinheim). 2022 Jan;355(1):e2100278. doi: 10.1002/ardp.202100278. Epub 2021 Oct 01.

Twenty new N-substituted-4-phenylphthalazin-1-amine derivatives were designed, synthesized, and evaluated for their anticancer activities against HepG2, HCT-116, and MCF-7 cells as VEGFR-2 inhibitors. HCT-116 was the most sensitive cell line to the influence of the new derivatives. In particular, compound...

Cite
El-Adl K, Ibrahim MK, Khedr F, et al. Design, synthesis, docking, and anticancer evaluations of phthalazines as VEGFR-2 inhibitors. Arch Pharm (Weinheim). 2021;355(1):e2100278doi: 10.1002/ardp.202100278.
El-Adl, K., Ibrahim, M. K., Khedr, F., Abulkhair, H. S., & Eissa, I. H. (2022). Design, synthesis, docking, and anticancer evaluations of phthalazines as VEGFR-2 inhibitors. Archiv der Pharmazie, 355(1), e2100278. https://doi.org/10.1002/ardp.202100278
El-Adl, Khaled, et al. "Design, synthesis, docking, and anticancer evaluations of phthalazines as VEGFR-2 inhibitors." Archiv der Pharmazie vol. 355,1 (2022): e2100278. doi: https://doi.org/10.1002/ardp.202100278
El-Adl K, Ibrahim MK, Khedr F, Abulkhair HS, Eissa IH. Design, synthesis, docking, and anticancer evaluations of phthalazines as VEGFR-2 inhibitors. Arch Pharm (Weinheim). 2022 Jan;355(1):e2100278. doi: 10.1002/ardp.202100278. Epub 2021 Oct 01. PMID: 34596910.
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Design, synthesis, docking, and anticancer evaluations of phthalazines as VEGFR-2 inhibitors.

Archiv der Pharmazie

El-Adl K, Ibrahim MK, Khedr F, Abulkhair HS, Eissa IH.
PMID: 34596910
Arch Pharm (Weinheim). 2021 Oct 01;e2100278. doi: 10.1002/ardp.202100278. Epub 2021 Oct 01.

Twenty new N-substituted-4-phenylphthalazin-1-amine derivatives were designed, synthesized, and evaluated for their anticancer activities against HepG2, HCT-116, and MCF-7 cells as VEGFR-2 inhibitors. HCT-116 was the most sensitive cell line to the influence of the new derivatives. In particular, compound...

Cite
El-Adl K, Ibrahim MK, Khedr F, et al. Design, synthesis, docking, and anticancer evaluations of phthalazines as VEGFR-2 inhibitors. Arch Pharm (Weinheim). 2021;e2100278doi: 10.1002/ardp.202100278.
El-Adl, K., Ibrahim, M. K., Khedr, F., Abulkhair, H. S., & Eissa, I. H. (2021). Design, synthesis, docking, and anticancer evaluations of phthalazines as VEGFR-2 inhibitors. Archiv der Pharmazie, e2100278. https://doi.org/10.1002/ardp.202100278
El-Adl, Khaled, et al. "Design, synthesis, docking, and anticancer evaluations of phthalazines as VEGFR-2 inhibitors." Archiv der Pharmazie vol. (2021): e2100278. doi: https://doi.org/10.1002/ardp.202100278
El-Adl K, Ibrahim MK, Khedr F, Abulkhair HS, Eissa IH. Design, synthesis, docking, and anticancer evaluations of phthalazines as VEGFR-2 inhibitors. Arch Pharm (Weinheim). 2021 Oct 01;e2100278. doi: 10.1002/ardp.202100278. Epub 2021 Oct 01. PMID: 34596910.
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Synthesis of Medium-Sized Carbocycles via a Bidentate Lewis Acid-Catalyzed Inverse Electron-Demand Diels-Alder Reaction Followed by Photoinduced Ring-Opening.

Organic letters

Ruhl J, Ahles S, Strauss MA, Leonhardt CM, Wegner HA.
PMID: 33629862
Org Lett. 2021 Mar 19;23(6):2089-2093. doi: 10.1021/acs.orglett.1c00249. Epub 2021 Feb 25.

The combination of a Lewis acid-catalyzed inverse electron-demand Diels-Alder (IEDDA) reaction with a photoinduced ring-opening (PIRO) reaction in a domino process has been established as an efficient synthetic method to access medium-sized carbocycles. From readily available electron-rich and electron-poor...

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Ruhl J, Ahles S, Strauss MA, et al. Synthesis of Medium-Sized Carbocycles via a Bidentate Lewis Acid-Catalyzed Inverse Electron-Demand Diels-Alder Reaction Followed by Photoinduced Ring-Opening. Org Lett. 2021;23(6):2089-2093doi: 10.1021/acs.orglett.1c00249.
Ruhl, J., Ahles, S., Strauss, M. A., Leonhardt, C. M., & Wegner, H. A. (2021). Synthesis of Medium-Sized Carbocycles via a Bidentate Lewis Acid-Catalyzed Inverse Electron-Demand Diels-Alder Reaction Followed by Photoinduced Ring-Opening. Organic letters, 23(6), 2089-2093. https://doi.org/10.1021/acs.orglett.1c00249
Ruhl, Julia, et al. "Synthesis of Medium-Sized Carbocycles via a Bidentate Lewis Acid-Catalyzed Inverse Electron-Demand Diels-Alder Reaction Followed by Photoinduced Ring-Opening." Organic letters vol. 23,6 (2021): 2089-2093. doi: https://doi.org/10.1021/acs.orglett.1c00249
Ruhl J, Ahles S, Strauss MA, Leonhardt CM, Wegner HA. Synthesis of Medium-Sized Carbocycles via a Bidentate Lewis Acid-Catalyzed Inverse Electron-Demand Diels-Alder Reaction Followed by Photoinduced Ring-Opening. Org Lett. 2021 Mar 19;23(6):2089-2093. doi: 10.1021/acs.orglett.1c00249. Epub 2021 Feb 25. PMID: 33629862.
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Iptycene-derived pyridazines and phthalazines.

The Journal of organic chemistry

Bouffard J, Eaton RF, Müller P, Swager TM.
PMID: 18001104
J Org Chem. 2007 Dec 21;72(26):10166-80. doi: 10.1021/jo702000d. Epub 2007 Nov 15.

The synthesis of new heterocyclic oligo(phenylene) analogues based on soluble, nonaggregating 1,2-diazines is reported. Improved palladium-catalyzed reductive coupling methods were developed to allow for the preparation of large quantities of iptycene-derived bipyridazines and biphthalazines, and the controlled synthesis of...

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Bouffard J, Eaton RF, Müller P, et al. Iptycene-derived pyridazines and phthalazines. J Org Chem. 2007;72(26):10166-80doi: 10.1021/jo702000d.
Bouffard, J., Eaton, R. F., Müller, P., & Swager, T. M. (2007). Iptycene-derived pyridazines and phthalazines. The Journal of organic chemistry, 72(26), 10166-80. https://doi.org/10.1021/jo702000d
Bouffard, Jean, et al. "Iptycene-derived pyridazines and phthalazines." The Journal of organic chemistry vol. 72,26 (2007): 10166-80. doi: https://doi.org/10.1021/jo702000d
Bouffard J, Eaton RF, Müller P, Swager TM. Iptycene-derived pyridazines and phthalazines. J Org Chem. 2007 Dec 21;72(26):10166-80. doi: 10.1021/jo702000d. Epub 2007 Nov 15. PMID: 18001104.
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An Amine Group Transfer Reaction Driven by Aromaticity.

Organic letters

Ahles S, Götz S, Schweighauser L, Brodsky M, Kessler SN, Heindl AH, Wegner HA.
PMID: 30362764
Org Lett. 2018 Nov 16;20(22):7034-7038. doi: 10.1021/acs.orglett.8b02967. Epub 2018 Oct 26.

A stereoselective domino inverse electron-demand Diels-Alder/amine group transfer reaction catalyzed by a bidentate Lewis acid provides 1-amino-1,2-dihydronaphthalenes, a core structure in many bioactive compounds. A concerted mechanism is proposed based on experimental studies as well as DFT computations demonstrating...

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Ahles S, Götz S, Schweighauser L, et al. An Amine Group Transfer Reaction Driven by Aromaticity. Org Lett. 2018;20(22):7034-7038doi: 10.1021/acs.orglett.8b02967.
Ahles, S., Götz, S., Schweighauser, L., Brodsky, M., Kessler, S. N., Heindl, A. H., & Wegner, H. A. (2018). An Amine Group Transfer Reaction Driven by Aromaticity. Organic letters, 20(22), 7034-7038. https://doi.org/10.1021/acs.orglett.8b02967
Ahles, Sebastian, et al. "An Amine Group Transfer Reaction Driven by Aromaticity." Organic letters vol. 20,22 (2018): 7034-7038. doi: https://doi.org/10.1021/acs.orglett.8b02967
Ahles S, Götz S, Schweighauser L, Brodsky M, Kessler SN, Heindl AH, Wegner HA. An Amine Group Transfer Reaction Driven by Aromaticity. Org Lett. 2018 Nov 16;20(22):7034-7038. doi: 10.1021/acs.orglett.8b02967. Epub 2018 Oct 26. PMID: 30362764.
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Tandem Construction of Indole-Fused Phthalazines from (2-Alkynylbenzylidene)hydrazines under Metal-Free Conditions.

The Journal of organic chemistry

Shi Z, Wang L, Yang Z, Jie L, Liu X, Cui X.
PMID: 32031804
J Org Chem. 2020 Mar 06;85(5):3029-3040. doi: 10.1021/acs.joc.9b02937. Epub 2020 Feb 21.

An efficient approach to invent diversely substituted indole-fused phthalazines from in situ formed (2-alkynylbenzylidene)hydrazines under metal-free conditions via selective radical cyclization has been developed. Notably, this 6-

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Shi Z, Wang L, Yang Z, et al. Tandem Construction of Indole-Fused Phthalazines from (2-Alkynylbenzylidene)hydrazines under Metal-Free Conditions. J Org Chem. 2020;85(5):3029-3040doi: 10.1021/acs.joc.9b02937.
Shi, Z., Wang, L., Yang, Z., Jie, L., Liu, X., & Cui, X. (2020). Tandem Construction of Indole-Fused Phthalazines from (2-Alkynylbenzylidene)hydrazines under Metal-Free Conditions. The Journal of organic chemistry, 85(5), 3029-3040. https://doi.org/10.1021/acs.joc.9b02937
Shi, Zhaojiang, et al. "Tandem Construction of Indole-Fused Phthalazines from (2-Alkynylbenzylidene)hydrazines under Metal-Free Conditions." The Journal of organic chemistry vol. 85,5 (2020): 3029-3040. doi: https://doi.org/10.1021/acs.joc.9b02937
Shi Z, Wang L, Yang Z, Jie L, Liu X, Cui X. Tandem Construction of Indole-Fused Phthalazines from (2-Alkynylbenzylidene)hydrazines under Metal-Free Conditions. J Org Chem. 2020 Mar 06;85(5):3029-3040. doi: 10.1021/acs.joc.9b02937. Epub 2020 Feb 21. PMID: 32031804.
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Showing 1 to 12 of 17 entries