Detail of compound @ czechem

Molecular Formula: CH₃NaO

Molecular weight: 54.02369

InChi: InChI=1S/CH3O.Na/c1-2;/h1H3;/q-1;+1

InChi Key: WQDUMFSSJAZKTM-UHFFFAOYSA-N

SMILES: [O-]C.[Na+]

Chemical Name
CH3ONa
MeONa; NaOMe
methoxy-sodium
NaOCH3
sodium methanolate
sodium methoxide
sodium methylate

External Links
PubChem

Authors of compound

Cisarova, Ivana
Naus, Petr
Bures, Filip
Kulhanek, Jiri
Ruzicka, Ales
Cerny, Miloslav
Trnka, Tomas
Budesinsky, Milos
Krecmerova, Marcela
Holy, Antonin
Dracinsky, Martin
Dvorakova, Hana
Machacek, Vladimir
Kotora, Martin
Jansa, Petr
Dvorak, Dalimil
Saman, David
Hocek, Michal
Tobrman, Tomas
Kotek, Vladislav
Chudikova, Nadezda
Krovacek, Martin
Votruba, Ivan
Maryska, Michal
Kavalek, Jaromir
Hejtmankova, Ludmila
Sterba, Vojeslav
Lycka, Antonin
Potacek, Milan
Masojidkova, Milena
Andrei, Graciela
Snoeck, Robert
Balzarini, Jan
De Clercq, Erik
Hockova, Dana
Pohl, Radek
Klepetarova, Blanka
Silhar, Peter
Shih, I-hung
Mabery, Eric
Mackman, Richard
Kuchar, Martin
Hasnik, Zbynek
Otmar, Miroslav
Slavetinska, Lenka
Dzubak, Petr
Hajduch, Marian
Kubelka, Tomas
Perlikova, Pavla
Konecny, Petr
Kubelka, Toma
Slavtinska, Lenka
Tloust'Ova, Eva
Caletkova, Olga
Bogdanova, Katerina
Kolar, Milan
Vrbkova, Jana
Rosenberg, Ivan
Spassova, Maria K.
Alexander, Petr
Janeba, Zlatko
Kovackova, Sona
DUSEK, Libor
Robins, Morris J.
Maklad, Noha
Vesely, Jan
Kacetl, Lubomir
Kavalkova, Marcela
El Bahaie, Said
Jirman, Josef
Herrmann, Pavel
Ludwig, M.
Steinborn, D.
Andrle, Jaroslav
Hassanien, Makky M.M.
Sterba,Vojeslav
Snobl, Dobroslav
NEPRAS, Marshall, J.
ALLEN, Dave R.
BERNHARDT, Randal J.
BROWN, Aaron
DAMESHEK, Anatoliy A.
HOLLAND, Brian
MALEC, Andrew, D.
MASTERS, Ronald, A.
SKELTON, Patti
WHITLOCK, Laura Lee
WOLFE, Patrick Shane
Dostal, Jiri
Nechvatal, Miloslav
Ibrahem, Ismail
Zhao, Gui-Ling
Rios, Ramon
Cordova, Armando
Dziedzic, Pawel
Sun, Junliang
Deiana, Luca

Articles

Bures, Filip; Kulhanek, Jiri; Ruzicka, Ales, Probing electronic and regioisomeric control in an asymmetric Henry reaction catalyzed by camphor-imidazoline ligands. Tetrahedron Letters 2009, 50(25), 3042 - 3045, 10.1016/j.tetlet.2009.04.010

Cerny, Miloslav; Trnka, Tomas; Budesinsky, Milos, Preparation and reactions of 2-chloroethyl 1-thio-β-D-glycopyranosides derived from D-galactose, D-glucose, and 2-acetamido-2-deoxy-D-glucose. Collect. Czech. Chem. Commun. 1996, 61(10), 1489 - 1500, 10.1135/cccc19961489

Cisarova, Ivana; Dvorakova, Hana; Dvorak, Dalimil; Krovacek, Martin; Votruba, Ivan, 6-alkynylpurines bearing electronacceptor substituents: Preparation, reactivity in cycloaddition reactions and cytostatic activity. Collect. Czech. Chem. Commun. 2011, 76(12), 1487 - 1507, 10.1135/cccc2011176

Dvorak, Dalimil; Tobrman, Tomas; Kotek, Vladislav; Chudikova, Nadezda; Maryska, Michal, Regioselective and efficient synthesis of N -substituted adenines, guanines, and 6-mercaptopurines. Monatshefte fur Chemie 2013, 144(4), 501 - 507, 10.1007/s00706-012-0899-x

Hocek, Michal; Votruba, Ivan; Pohl, Radek; Kuchar, Martin, Synthesis of purines bearing functionalized C-substituents by the conjugate addition of nucleophiles to 6-vinylpurines and 6-ethynylpurines. European Journal of Organic Chemistry 2006(22), 5083 - 5098, 10.1002/ejoc.200600545

Hocek, Michal; Votruba, Ivan; Pohl, Radek; Shih, I-hung; Mabery, Eric; Mackman, Richard; Kuchar, Martin, Synthesis, cytostatic, and antiviral activity of novel 6-[2-(dialkylamino)ethyl]-, 6-(2-alkoxyethyl)-, 6-[2-(alkylsulfanyl)ethyl]-, and 6-[2-(dialkylamino)vinyl]purine nucleosides. Bioorganic and Medicinal Chemistry 2008, 16(3), 1400 - 1424, 10.1016/j.bmc.2007.10.063

Hocek, Michal; Votruba, Ivan; Pohl, Radek; Silhar, Peter; Shih, I-hung; Mabery, Eric; Mackman, Richard, Synthesis, cytostatic and anti-HCV activity of 6-(N-substituted aminomethyl)-, 6-(O-substituted hydroxymethyl)- and 6-(S-substituted sulfanylmethyl)purine nucleosides. Bioorganic and Medicinal Chemistry 2008, 16(5), 2329 - 2366, 10.1016/j.bmc.2007.11.067

Hocek, Michal; Pohl, Radek; Klepetarova, Blanka; Kuchar, Martin, Synthesis of diverse 6-(1,2-disubstituted ethyl)purine bases and nucleosides via 6-(oxiran-2-yl)purines. Tetrahedron 2008, 64(45), 10355 - 10364, 10.1016/j.tet.2008.08.074

Hocek, Michal; Pohl, Radek; Klepetarova, Blanka; Hasnik, Zbynek, Synthesis of (purin-6-yl)acetates and their transformations to 6-(2-hydroxyethyl)-and 6-(carbamoylmethyl)purines. Collect. Czech. Chem. Commun. 2009, 74(7-8), 1035 - 1059, 10.1135/cccc2009042

Hocek, Michal; Klepetarova, Blanka; Slavetinska, Lenka; Kubelka, Tomas, Synthesis of 2,4-disubstituted pyrimidin-5-yl C-2′- deoxyribonucleosides by sequential regioselective reactions of 2,4-dichloropyrimidine nucleosides. European Journal of Organic Chemistry 2010(14), 2666 - 2669, 10.1002/ejoc.201000164

Hocek, Michal; Kubelka, Toma; Slavtinska, Lenka, A general regioselective approach to 2,4-disubstituted pyrimidin-5-yl C-2-deoxyribonucleosides. Synthesis 2012, 44(6), 953 - 965, 10.1055/s-0031-1289694

Naus, Petr; Hocek, Michal; Slavetinska, Lenka; Dzubak, Petr; Hajduch, Marian; Perlikova, Pavla; Konecny, Petr; Tloust'Ova, Eva; Caletkova, Olga; Bogdanova, Katerina; Kolar, Milan; Vrbkova, Jana, Synthesis, cytostatic, antimicrobial, and anti-HCV activity of 6-substituted 7-(het)aryl-7-deazapurine ribonucleosides. Journal of Medicinal Chemistry 2014, 57(3), 1097 - 1110, 10.1021/jm4018948

Holy, Antonin; Rosenberg, Ivan, SYNTHESIS OF POTENTIAL PRODRUGS AND METABOLITES OF 9-(S)-(3-HYDROXY-2-PHOSPHONYLMETHOXYPROPYL)ADENINE. Collect. Czech. Chem. Commun. 1987, 52(11), 2792 - 2800.

Holy, Antonin, PREPARATION OF ISOMERIC 3-AMINOPROPYLAMINO DERIVATIVES OF 9-(RS)-(2,3-DIHYDROXYPROPYL)ADENINE. Collect. Czech. Chem. Commun. 1983, 48(7), 1910 - 1921.

Holy, Antonin; Masojidkova, Milena; Spassova, Maria K., RIBONUCLEOSIDES OF 3-AMINO- AND 3,5-DIAMINOPYRAZOLE-4-CARBOXYLIC ACID AND THEIR OPEN-CHAIR ANALOGUES: SYNTHESIS AND REACTIONS. Collect. Czech. Chem. Commun. 1986, 51(7), 1512 - 1531.

Holy, Antonin; Dvorakova, Hana; Alexander, Petr, SYNTHESIS AND BIOLOGICAL EFFECTS OF 9-(3-HYDROXY-2-PHOSPHONOMETHOXYPROPYL) DERIVATIVES OF DEAZAPURINE BASES. Collect. Czech. Chem. Commun. 1993, 58, 1403 - 1418, 10.1135/cccc19931403

Holy, Antonin; Masojidkova, Milena; Otmar, Miroslav, Two Synthetic Approaches to 9-Deaza Analogues of 9-(2,3-Dihydroxypropyl)adenine (DHPA). Collect. Czech. Chem. Commun. 1996, 61, S49 - S51.

Holy, Antonin; Masojidkova, Milena; Andrei, Graciela; Snoeck, Robert; Balzarini, Jan; De Clercq, Erik; Hockova, Dana, Synthesis and antiviral activity of 2,4-diamino-5-cyano-6-[2- (phosphonomethoxy)ethoxy]pyrimidine and related compounds. Bioorganic and Medicinal Chemistry 2004, 12(12), 3197 - 3202, 10.1016/j.bmc.2004.04.002

Krecmerova, Marcela; Holy, Antonin; Masojidkova, Milena, Preparation of C-5 substituted cidofovir derivatives. Collect. Czech. Chem. Commun. 2006, 71(4), 579 - 594, 10.1135/cccc20060579

Krecmerova, Marcela; Holy, Antonin; Masojidkova, Milena, Pyrimidine acyclic nucleotide analogues with aromatic substituents in C-5 position. Collect. Czech. Chem. Commun. 2007, 72(7), 927 - 951, 10.1135/cccc20070927

Budesinsky, Milos; Holy, Antonin; Dracinsky, Martin; Jansa, Petr; Kovackova, Sona, Isotopic exchange of hydrogen at C-5 in pyrimidine derivatives: tautomers with an sp-hybridised C-5 carbon atom. European Journal of Organic Chemistry 2009(24), 4117 - 4122, 10.1002/ejoc.200900529

Janeba, Zlatko; Robins, Morris J.; Maklad, Noha, An efficient alternative route to 3,6-disubstituted-furo[2,3-d]pyrimidin-2- one analogues. Nucleosides, Nucleotides and Nucleic Acids 2005, 24(10-12), 1729 - 1743, 10.1080/10810730500265757

Kavalek, Jaromir; Hejtmankova, Ludmila; Sterba, Vojeslav, KINETICS AND MECHANISM OF SOLVOLYSIS OF SUBSTITUTED PHENYL N-PHENYLBENZIMIDOESTERS. Collect. Czech. Chem. Commun. 1987, 52(5), 1285 - 1297.

Kavalek, Jaromir; Kacetl, Lubomir; Kavalkova, Marcela, KINETICS OF METHANOLYSIS OF 1-(2-HALOGENO AND 2,6-DIHALOGENOBENZOYL)-3-(4-CHLOROPHENYL)UREAS. Collect. Czech. Chem. Commun. 1989, 54(5), 1363 - 1369.

Kavalek, Jaromir; Sterba, Vojeslav; El Bahaie, Said, KINETICS AND MECHANISM OF METHANOLYSIS OF BENZOYL DERIVATIVES OF SUBSTITUTED PHENYLUREAS AND PHENYLTHIOUREAS. Collect. Czech. Chem. Commun. 1984, 49(9), 2103 - 2110.

Kavalek, Jaromir; Sterba, Vojeslav; Jirman, Josef, KINETICS AND MECHANISM OF REARRANGEMENT AND METHANOLYSIS OF ACYLPHENYLTHIOUREAS. Collect. Czech. Chem. Commun. 1985, 50(3), 766 - 778.

Machacek, Vladimir; Kavalek, Jaromir; Sterba, Vojeslav; Lycka, Antonin, FORMATION OF N-METHYL-2-NITROSO-4,6-DINITROANILINE FROM METHYL ESTER OF N-METHYL-N-(2,4,6-TRINITROPHENYL)GLYCINE. Collect. Czech. Chem. Commun. 1988, 53(5), 1033 - 1043.

Kavalek, Jaromir; Sterba, Vojeslav; DUSEK, Libor, Kinetics and mechanism of the reaction of substituted O-benzoylbenzamidoximes with sodium methoxide in methanol. J. Phys. Org. Chem. 1999, 12(8), 626 - 634.

Machacek, Vladimir; Kavalek, Jaromir; Lycka, Antonin, O NMR spectra of some Meisenheimer adducts. Magn. Reson. Chem. 2000, 38(12), 1001 - 1004.

Cisarova, Ivana; Budesinsky, Milos; Kotora, Martin; Saman, David; Herrmann, Pavel, Synthesis of (±)-3-methoxyestra-1,3,5(10)-trienes by the repetitive use of Negishi reagent. Organic Letters 2006, 8(7), 1315 - 1318, 10.1021/ol053119r

Ludwig, M.; Steinborn, D., Untersuchungen zum elektronischen Einfluss von Organoliganden. XI. Synthese und Charakterisierung von Organorhodiumbis(dimethylglyoximato)triphenylphosphin-Komplexen. Journal of Organometallic Chemistry 1993, 463(1-2), 65 - 72, 10.1016/0022-328X(93)83399-G

Machacek, Vladimir; Sterba, Vojeslav; Andrle, Jaroslav, KINETICS OF REACTION OF 1-CHLORO-2,4,6-TRINITROBENZENE WITH ENOLATE IONS OF 2,4-PENTANEDIONE AND METHYL 3-OXOBUTANOATE. Collect. Czech. Chem. Commun. 1983, 48(6), 1608 - 1617.

Machacek, Vladimir; Lycka, Antonin; Sterba,Vojeslav; Snobl, Dobroslav, 13C AND 15N NUCLEAR MAGNETIC RESONANCE SPECTRA OF MEISENHEIMER COMPLEXES OF 1,3,5-TRINITROBENZENE. Journal of the Chemical Society. Perkin Transactions 2 1982, 355 - 360.

Machacek, Vladimir; Sterba, Vojeslav; Lycka, Antonin; Hassanien, Makky M.M., Formation of 4,6-Dinitro-2-nitrosoaniline by Intramolecular Redox Reaction of Esters and Amides of 2-(2,4,6-Trinitroaniline) Carboxylic Acids. Journal of the Chemical Society. Perkin Transactions 2 1987, 867 - 874.

Potacek, Milan; Dostal, Jiri; Nechvatal, Miloslav, REACTION OF 5-METHYLPHENANTHRIDINIUM IODIDE WITH NUCLEOPHILES AND REACTION PRODUCTS CONVERSION. Collect. Czech. Chem. Commun. 1993, 58(2), 395 - 403, 10.1135/cccc19930395

Vesely, Jan; Ibrahem, Ismail; Zhao, Gui-Ling; Rios, Ramon; Cordova, Armando; Dziedzic, Pawel; Sun, Junliang; Deiana, Luca, Catalytic asymmetric aziridination of α,β-unsaturated aldehydes. Chemistry - A European Journal 2011, 17(28), 7904 - 7917, 10.1002/chem.201100042

Patents

NEPRAS, Marshall, J.; ALLEN, Dave R.; BERNHARDT, Randal J.; BROWN, Aaron; DAMESHEK, Anatoliy A.; HOLLAND, Brian; MALEC, Andrew, D.; MASTERS, Ronald, A.; SKELTON, Patti; WHITLOCK, Laura Lee; WOLFE, Patrick Shane, ESTERAMINES AND DERIVATIVES FROM NATURAL OIL METATHESIS, WO2012/61093, 2012.