Reaxys
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Reactions (1092)
Substances (2)
Citations (487)
Structure
Structure/Compound Data Chemical Name: acetonedicarboxylic acid Reaxys Registry Number: 1447081
CAS Registry Number: 542-05-2 Type of Substance: acyclic Molecular Formula: C5H6O5
Linear Structure Formula: OC(CH2CO2H)2 Molecular Weight: 146.1 InChI Key: OXTNCQMOKLOUAM-UHFFFAOYSA-N
1
Synthesize | Hide Details Find similar Chemical Names and Synonyms acetonedicarboxylic acid, 3-oxo-pentanedioic acid Identification Substance Label (23) Label
Reference
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N° of preparations All Preps | All Reactions 28 prep out of 1092 reactions.
Available Data
N° of ref.
Identification Physical Data (23) Spectra (4) Bioactivity (27)
487
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O=C(CH2COOH)2
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Label
Reference
Scheme I
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2. educt to 18
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β-keto
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Patent-Specific Data (2) Prophetic Compound
Location in Patent
Reference
Claim
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Toyo Jozo Company, Ltd.
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Derivative (4)
Comment (Derivative)
Reference
iron (III)-<3-oxo glutarate> Further Data see Handbook (UV/VIS Spectrum, Electrochemical behaviour)
Ferroni; Susini
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ammonium salt Further Data see Handbook (Chemical Behaviour)
Walker; Subramaniam; Challenger
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calcium salt Further Data see Handbook (Chemical Behaviour)
Menzies; Robinson
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disodium salt Further Data see Handbook (Chemical Behaviour)
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Physical Data Melting Point (8) Melting Point
Solvent (Melting Point)
Comment (Melting Point)
Jiang; Wang
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137 - 138 °C
138 °C
benzene petroleum ether
135 °C
diethyl ether
Walther, Dirk; Ritter, Uwe; Kempe, Rhett; Sieler, Joachim; Undeutsch, Bernd
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Decomposition
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135 - 136 °C
137 °C
ethyl acetate
135 °C
ethyl acetate
Werner et al.
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Prue
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Decomp.
Willstaetter; Pfannenstiel
Justus Liebigs Annalen der Chemie, 1921 , vol. 422, p. 11 Full Text View citing articles Show Details
138 °C
135 °C
Reference
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ethyl acetate
Density (1) Density
Type (Density)
Reference
1.55 g·cm-3
crystallographic
Martuscelli; Avitabile
Ricerca Scientifica, 1967 , vol. 37, p. 102,103, 107 Full Text View citing articles Show Details
Crystal Phase (2) Description (Crystal Phase)
Comment (Crystal Phase)
Reference
Crystal structure determination
a=4.9 Angstroem, b=15.93 Angstroem, c=8 Angstroem, n=4.
Martuscelli; Avitabile
Ricerca Scientifica, 1967 , vol. 37, p. 102,103, 107 Full Text View citing articles Show Details
Martuscelli; Avitabile
Ricerca Scientifica, 1967 , vol. 37, p. 102,103, 107 Full Text View citing articles Show Details
Crystal structure determination
Crystal Property Description (3) Colour & Other Properties
Location
Reference
white
Paragraph 0015
Chengdu Chiba Longhua Petroleum Engineering Consulting Co., Ltd; Guan, Genan
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white
Jiang; Wang
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Nadeln
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Crystal System (1) Crystal System
Reference
rhombic
Martuscelli; Avitabile
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Dissociation Exponent (5) Method (Dissociation Exponent)
Type (Dissociation Exponent)
25 °C
potentiometric
a1/apparent
Tripathi, S. P.; Chaturvedi, G. K.; Sharma, R. C.
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25 °C
potentiometric
a2/apparent
Tripathi, S. P.; Chaturvedi, G. K.; Sharma, R. C.
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Dissociation Exponent (pK)
Temperature (Dissociation Exponent)
2.3
5.12
Solvent (Dissociation Exponent)
Reference
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H2O
potentiometric
a1/apparent
Prue
Journal of the Chemical Society, 1952 , p. 2331 Full Text View citing articles Show Details
3.72
H2O
potentiometric
a2/apparent
Prue
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thermodynamic
Angeli
Gazzetta Chimica Italiana, 1892 , vol. 22 II, p. 30 Full Text View citing articles Show Details
3.1
25 °C
Further Information (1) Description (Further Information)
Reference
Further information
Moroni
Zeitschrift fuer Physikalische Chemie (Muenchen, Germany), 1968 , vol. 59, p. 1 Full Text Show Details
Interatomic Distances and Angles (1) Description
Comment (Interatomic Distances and Angles)
Reference
Interatomic distances and angles
(Roentgen-Diagramm).
Martuscelli; Avitabile
Ricerca Scientifica, 1967 , vol. 37, p. 102,103, 107 Full Text View citing articles Show Details
Space Group (1) Space Group
Reference
62 62
Martuscelli; Avitabile
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Spectra NMR Spectroscopy (2) Description (NMR Spectroscopy)
Nucleus (NMR Spectroscopy)
Solvents (NMR Spectroscopy)
Frequency (NMR Spectroscopy)
Chemical shifts
1H
dimethylsulfoxide-d6
400 MHz
Chemical shifts
13C
acetone-d6
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Mass Spectrometry (1) Description (Mass Spectrometry)
Reference
gas chromatography mass spectrometry (GCMS) spectrum
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ESR Spectroscopy (1) Description (ESR Spectroscopy)
Reference
ESR
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Bioactivity Pharmacological Data (27) 1 of 27
Comment (Pharmacological Data)
Bioactivities present
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2 of 27
Comment (Pharmacological Data)
Bioactivities present
Reference
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3 of 27
Comment (Pharmacological Data)
Bioactivities present
Reference
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4 of 27
Comment (Pharmacological Data)
Bioactivities present
Reference
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5 of 27
Comment (Pharmacological Data)
Bioactivities present
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Preobrashenskii et al.
Zhurnal Obshchei Khimii, 1945 , vol. 15, p. 952,955 Chem.Abstr., 1946 , p. 6488 Full Text Show Details
Kuffner; Kaiser
Monatshefte fuer Chemie, 1954 , vol. 85, p. 896,898,903 Full Text View citing articles Show Details
De Cat; Van Dormael
Bulletin des Societes Chimiques Belges, 1950 , vol. 59, p. 573,583 Full Text View citing articles Show Details
Petrenko-Kritschenko
Chemische Berichte, 1899 , vol. 32, p. 811 Journal fuer Praktische Chemie (Leipzig), 1899 , vol. <2> 60, p. 147 Full Text View citing articles Show Details
Posnjakow
Zhurnal Russkago Fiziko-Khimicheskago Obshchestva, 1901 , vol. 33, p. 667
Chem. Zentralbl., 1902 , vol. 73, # I p. 205 Full Text View citing articles Show Details
Nieme; v. Pechmann
Justus Liebigs Annalen der Chemie, 1891 , vol. 261, p. 202 Full Text View citing articles Show Details
6 of 27
7 of 27
Comment (Pharmacological Data)
Bioactivities present
Reference
Coen
Gazzetta Chimica Italiana, 1900 , vol. 30 I, p. 4 Full Text View citing articles Show Details
Petrenko-Kritschenko; Arzybaschew
Chemische Berichte, 1896 , vol. 29, p. 2053 Full Text View citing articles Show Details
v. Pechmann
Justus Liebigs Annalen der Chemie, 1891 , vol. 261, p. 167 Full Text View citing articles Show Details
Mueller
Chemische Berichte, 1925 , vol. 58, p. 2207 Full Text View citing articles Show Details
Schroeter
Chemische Berichte, 1926 , vol. 59, p. 990 Chemische Berichte, 1916 , vol. 49, p. 2716 Full Text View citing articles Show Details
Chakravarti; Ghosh
Journal of the Indian Chemical Society, 1935 , vol. 12, p. 622,626 Full Text View citing articles Show Details
Mehta et al.
Journal of the Indian Chemical Society, 1956 , vol. 33, p. 135,138 Full Text View citing articles Show Details
Limaye; Gogate
Journal of the University of Bombay, Science: Physical Sciences, Mathematics, Biological Full Text View citing articles Show Details
Limaye; Bhave
Journal of the Indian Chemical Society, 1931 , vol. 8, p. 137,139 Full Text View citing articles Show Details
Gogte
Proceedings - Indian Academy of Sciences, Section A, 1934 , # 1 p. 48,53 Full Text View citing articles Show Details
Bose; Shah
Current Science, 1956 , vol. 25, p. 333 Indian Journal of Chemistry, 1973 , vol. 11, p. 729 Full Text View citing articles Show Details
Bhave
Journal of the Indian Chemical Society, 1952 , vol. 29, p. 275,278 Full Text View citing articles Show Details
Bhagwat; Bhave
Journal of the University of Bombay, Science: Physical Sciences, Mathematics, Biological A, p. 61,64 Full Text View citing articles Show Details
Dixit; Mulay
Proceedings - Indian Academy of Sciences, Section A, 1948 , # 27 p. 14,18, 21 Full Text View citing articles Show Details
Kansara; Shah
Journal of the University of Bombay, Science: Physical Sciences, Mathematics, Biological A, p. 57,60 Full Text View citing articles Show Details
Labey
Annales Pharmaceutiques Francaises, 1949 , vol. 7, p. 439 Full Text View citing articles Show Details
Kansara; Shah
Journal of the University of Bombay, Science: Physical Sciences, Mathematics, Biological Full Text View citing articles Show Details
Leonard; Hauck
Journal of the American Chemical Society, 1957 , vol. 79, p. 5279,5286 Full Text View citing articles Show Details
Leonard; Morrow
Journal of the American Chemical Society, 1958 , vol. 80, p. 371,373 Full Text View citing articles Show Details
Merck; Wolfes; Maeder
Patent: DE386690 ; Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 14, p. 1300 Full Text Show Details
Comment (Pharmacological Data)
Bioactivities present
Reference
Menzies; Robinson
Journal of the Chemical Society, 1924 , vol. 125, p. 2167 Full Text View citing articles Show Details
Lindenmann
Helvetica Chimica Acta, 1959 , vol. 42, p. 490,494
Sciences and Medicine, 1934 , vol. 3/2, p. 135,139
Sciences and Medicine, 1949 , vol. 17/5
Sciences and Medicine, 1948 , vol. 17/3
Sciences and Medicine, 17, T. 3 A <1948> 57, 61
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Stoll et al.
Helvetica Chimica Acta, 1954 , vol. 37, p. 495,502,508 Full Text View citing articles Show Details
Stoll et al.
Helvetica Chimica Acta, 1954 , vol. 37, p. 649,653 Full Text View citing articles Show Details
Mannich
Archiv der Pharmazie (Weinheim, Germany), 1934 , vol. 272, p. 323,351 Full Text Show Details
Galinovsky; Vogl
Monatshefte fuer Chemie, 1952 , vol. 83, p. 1055,1058, 1059 Full Text View citing articles Show Details
Sterling Drug Inc.
Patent: US2798874 , 1955 ; Full Text Show Details
Galinovsky et al.
Monatshefte fuer Chemie, 1952 , vol. 83, p. 114,118 Full Text View citing articles Show Details
Alder et al.
Justus Liebigs Annalen der Chemie, 1959 , vol. 620, p. 73,87 Full Text View citing articles Show Details
Cope et al.
Journal of the American Chemical Society, 1951 , vol. 73, p. 3416 Org. Synth. Coll. Vol., 1963 , vol. IV, p. 816 Full Text View citing articles Show Details
Blount; Weissberger
Journal of the Chemical Society, 1936 , p. 336 Full Text View citing articles Show Details
Nedenskov; Clauson-Kaas
Acta Chemica Scandinavica (1947-1973), 1954 , vol. 8, p. 1295 Full Text View citing articles Show Details
Saul and Co.
Patent: US2883387 , 1954 ; Full Text Show Details
Clauson-Kaas; Nielsen
Acta Chemica Scandinavica (1947-1973), 1955 , vol. 9, p. 475,481 Full Text View citing articles Show Details
Hardegger; Furter
Helvetica Chimica Acta, 1957 , vol. 40, p. 872 Full Text View citing articles Show Details
Zeile; Heusner
Chemische Berichte, 1957 , vol. 90, p. 1869,1874 Full Text View citing articles Show Details
Schroeter
Chemische Berichte, 1905 , vol. 38, p. 3199 Full Text View citing articles Show Details
Willstaetter; Pfannenstiel
Justus Liebigs Annalen der Chemie, 1921 , vol. 422, p. 11 Full Text View citing articles Show Details
Ingold; Nickolls
Journal of the Chemical Society, 1922 , vol. 121, p. 1644 Full Text View citing articles Show Details
Findlay
Journal of Organic Chemistry, 1957 , vol. 22, p. 1385,1388, 1392 Journal of Organic Chemistry, 1958 , vol. 23, p. 391,393 Full Text View citing articles Show Details
8 of 27
Comment (Pharmacological Data)
Bioactivities present
Reference
Henle; Schupp
Chemische Berichte, 1905 , vol. 38, p. 1370 Full Text View citing articles Show Details
Emery
Chemische Berichte, 1890 , vol. 23, p. 3757 Full Text View citing articles Show Details
Butterworth; Walker
Biochemical Journal, 1929 , vol. 23, p. 929,934 Full Text View citing articles Show Details
Archer; Pratt
Journal of the American Chemical Society, 1944 , vol. 66, p. 1658 Full Text View citing articles Show Details
Huebner; Ames; Bubl
Journal of the American Chemical Society, 1946 , vol. 68, p. 1622 Full Text View citing articles Show Details
Gen.Aniline and Film Corp.
Patent: US2204188 ; Full Text Show Details
Lederer
Patent: DE98009 ; Fortschr. Teerfarbenfabr. Verw. Industriezweige, V,711
Full Text Show Details
Bergesio; Sabbatani
Chem. Zentralbl., 1899 , vol. 70, # I p. 596 Full Text Show Details
Woehlk
Fresenius' Zeitschrift fuer Analytische Chemie, 1902 , vol. 41, p. 83 Full Text View citing articles Show Details
Lederer
Patent: DE95440 ; Fortschr. Teerfarbenfabr. Verw. Industriezweige, V,710 Full Text Show Details
Angeli; Levi
Gazzetta Chimica Italiana, 1893 , vol. 23 II, p. 97 Full Text View citing articles Show Details
Lederer
Patent: DE95440 ; Fortschr. Teerfarbenfabr. Verw. Industriezweige, V,709 Full Text Show Details
Hill
American Chemical Journal, 1900 , vol. 24, p. 9 Full Text View citing articles Show Details
v. Pechmann; Wehsarg
Chemische Berichte, 1886 , vol. 19, p. 2465 Full Text View citing articles Show Details
Boeeseken; Verkade
Chem. Zentralbl., 1917 , vol. 88, # I p. 851 Full Text Show Details
Caujolle et al.
Bulletin de la Societe Chimique de France, 1950 , p. 19,20 Full Text View citing articles Show Details
Blaise
Bulletin de la Societe Chimique de France, 1903 , vol. <3>29, p. 1035 Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1903 , vol. 136, p. 1464 Full Text View citing articles Show Details
Posner
Chemische Berichte, 1899 , vol. 32, p. 2808 Full Text View citing articles Show Details
Posner
Chemische Berichte, 1899 , vol. 32, p. 2814 Full Text View citing articles Show Details
v.Pechmann
Chemische Berichte, 1884 , vol. 17, p. 2542 Justus Liebigs Annalen der Chemie, 1891 , vol. 261, p. 155 Full Text View citing articles Show Details
9 of 27
Comment (Pharmacological Data)
Bioactivities present
Reference
Deniges
Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1900 , vol. 130, p. 32 Full Text View citing articles Show Details
Haller; Held
Annales de Chimie (Cachan, France), 1891 , vol. <6> 23, p. 165 Full Text View citing articles Show Details
Deniges
Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1899 , vol. 128, p. 680 Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1900 , vol. 130, p. 33 Full Text View citing articles Show Details
v. Pechmann; Jenisch
Chemische Berichte, 1891 , vol. 24, p. 3257 Full Text View citing articles Show Details
Petrenko-Kritschenko; Plotnikow
Chemische Berichte, 1898 , vol. 31, p. 1508 Chemische Berichte, 1899 , vol. 32, p. 809 Full Text View citing articles Show Details
v. Pechmann; Burton
Justus Liebigs Annalen der Chemie, 1891 , vol. 261, p. 167 Full Text View citing articles Show Details
v. Pechmann; Wolmann
Chemische Berichte, 1898 , vol. 31, p. 2015 Full Text View citing articles Show Details
Lederer
Patent: DE95440 ; Full Text Show Details
Lederer
Patent: DE98009 ; Full Text Show Details
Nieme; v. Pechmann
Justus Liebigs Annalen der Chemie, 1891 , vol. 261, p. 499 Full Text View citing articles Show Details
v. Pechmann
Justus Liebigs Annalen der Chemie, 1891 , vol. 261, p. 158,164 Full Text View citing articles Show Details
Jerdan
Journal of the Chemical Society, 1899 , vol. 75, p. 809 Anm. Full Text View citing articles Show Details
v. Lippmann
Chemische Berichte, 1893 , vol. 26, p. 3058 Chemische Berichte, 1908 , vol. 41, p. 3981 Full Text View citing articles Show Details
Hoechster Farbw.
Patent: DE32245 ; Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 1, p. 216 Full Text Show Details
v. Pechmann
Chemische Berichte, 1884 , vol. 17, p. 2543 Full Text View citing articles Show Details
Neuberg; Karczag
Biochemische Zeitschrift, 1911 , vol. 37, p. 173 Full Text View citing articles Show Details
Organic Syntheses 5 <New York 1925>, S. 5 Full Text Show Details
Boeeseken; Verkade
Chemisches Zentralblatt, 1917 , p. I, 851 Full Text View citing articles Show Details
Organic Syntheses 5 <New York 1925>, S. 53 Full Text Show Details
Walker; Subramaniam; Challenger
Journal of the Chemical Society, 1927 , p. 3047 Nature (London, United Kingdom), vol. 119, p. 674 Chem. Zentralbl., 1927 , vol. 98, # II p. 841 Full Text View citing articles Show Details
10 of 27
Comment (Pharmacological Data)
Bioactivities present
Reference
Hale
Journal of the American Chemical Society, 1911 , vol. 33, p. 1132 Full Text View citing articles Show Details
Limaye
Quart. J. indian chem. Soc., 1927 , vol. 4, p. 159 Full Text Show Details
Wiig
Journal of Physical Chemistry, 1928 , vol. 32, p. 961 Full Text View citing articles Show Details
Malachowski
Roczniki Chemii, 1926 , vol. 6, p. 34 Chem. Zentralbl., 1926 , vol. 97, # II p. 2907 Full Text View citing articles Show Details
MacMahon; Srivastava
Journal of the Indian Chemical Society, 1946 , vol. 23, p. 262 Current Science, 1946 , vol. 15, p. 249 Chem.Abstr., 1947 , p. 1921 Full Text View citing articles Show Details
Cappuyns
Bulletin des Societes Chimiques Belges, 1945 , vol. 54, p. 80 Full Text View citing articles Show Details
Franke; Brathuhn
Justus Liebigs Annalen der Chemie, 1931 , vol. 487, p. 9,34-37,49,52 Full Text View citing articles Show Details
Kuyper
Journal of the American Chemical Society, 1933 , vol. 55, p. 1723 Full Text View citing articles Show Details
Anet; Hughes; Ritchie
Nature (London, United Kingdom), 1949 , vol. 163, p. 289 Austral. J. scient. Res., 1949 , vol. <A> 2, p. 616 Full Text View citing articles Show Details
Neuberg; Burkard
Biochemische Zeitschrift, 1932 , vol. 253, p. 223 Full Text View citing articles Show Details
Krebs
Biochemical Journal, 1942 , vol. 36, p. 304 Full Text View citing articles Show Details
Kaushal; Bhisse; Deshapande
Journal of the Indian Chemical Society, 1943 , vol. 20, p. 52 Full Text View citing articles Show Details
Hellmann,H.; Opitz,G.
α-Aminoalkylierung <Weinheim 1960> S. 206-210 Full Text Show Details
Mannich
Archiv der Pharmazie (Weinheim, Germany), 1934 , p. 354 Full Text View citing articles Show Details
Limaye; Gogte
Journal of the University of Bombay, Science: Physical Sciences, Mathematics, Biological Sciences and Medicine, vol. 3, p. Tl. 2 S. 137 Chem. Zentralbl., 1935 , vol. 106, # I p. 2981 Full Text View citing articles Show Details
Gogte
Proceedings - Indian Academy of Sciences, Section A, 1935 , # 2 p. 188,196
Chem. Zentralbl., 1936 , vol. 107, # I p. 327 Full Text View citing articles Show Details
Vyas; Bokil
Rasayanam, 1939 , vol. 1, p. 195,198 Chem. Zentralbl., 1940 , vol. 111, # I p. 3392,3393 Full Text View citing articles Show Details
Limaye; Bhave
Journal of the Indian Chemical Society, vol. 8, p. 139 Chem. Zentralbl., 1931 , vol. 102, # II p. 990 Full Text View citing articles Show Details
Sethna; Phadke
Org. Reactions, 1953 , vol. 7, p. 26 Full Text Show Details
Gogte
Proceedings - Indian Academy of Sciences, Section A, 1937 , # 5 p. 535 Chem. Zentralbl., 1938 , vol. 109, # I p. 304 Full Text View citing articles Show Details
11 of 27
Comment (Pharmacological Data)
Bioactivities present
Reference
Dixit
Journal of the University of Bombay, Science: Physical Sciences, Mathematics, Biological Sciences and Medicine, 1935 , vol. 4/2, p. 153 Chem. Zentralbl., 1936 , vol. 107, # I p. 4557 Full Text View citing articles Show Details
Dixit; Gokhale
Journal of the University of Bombay, Science: Physical Sciences, Mathematics, Biological Sciences and Medicine, 1934 , vol. 3/2, p. 82,98 Chem. Zentralbl., 1935 , vol. 106, # I p. 2979,2981 Full Text View citing articles Show Details
Dixit
Journal of the Indian Chemical Society, 1931 , vol. 8, p. 790 Chem. Zentralbl., 1932 , vol. 103, # I p. 2710 Full Text View citing articles Show Details
Mac Mahon; Srivastava
Journal of the Indian Chemical Society, 1943 , vol. 20, p. 310 Full Text View citing articles Show Details
Beniya
Journal of Biochemistry (Tokyo, Japan), 1934 , vol. 20, p. 459 Chem. Zentralbl., 1935 , vol. 106, # I p. 2799 Full Text View citing articles Show Details
Wiig
Journal of Physical Chemistry, 1930 , vol. 34, p. 597 Full Text View citing articles Show Details
Deffner; Franke
Justus Liebigs Annalen der Chemie, 1939 , vol. 541, p. 94 Full Text View citing articles Show Details
Mueller
Biochemische Zeitschrift, 1935 , vol. 275, p. 347 Full Text View citing articles Show Details
Langecker
Biochemische Zeitschrift, 1934 , vol. 273, p. 47 Full Text View citing articles Show Details
Adams; Chiles; Rassweiler
Organic Syntheses, Coll. Vol. I <2. Ausg. 1941> 10 Full Text View citing articles Show Details
Adams; Chiles
Organic Syntheses, Coll. Vol. I <2. Ausg. 1941> 237 Full Text View citing articles Show Details
Ferroni; Susini
Gazzetta Chimica Italiana, 1955 , vol. 85, p. 1575,1578 Full Text View citing articles Show Details
Toyama et al.
Nippon Kagaku Zasshi, 1953 , vol. 74, p. 955 Chem.Abstr., 1954 , p. 9797 Full Text View citing articles Show Details
Toyama et al.
Nippon Kagaku Zasshi, 1954 , vol. 75, p. 879 Chem.Abstr., 1956 , p. 186 Full Text View citing articles Show Details
Prue
Journal of the Chemical Society, 1952 , p. 2331 Full Text View citing articles Show Details
Martuscelli; Avitabile
Ricerca Scientifica, 1967 , vol. 37, p. 102,103, 107 Full Text View citing articles Show Details
Gogte
Proceedings - Indian Academy of Sciences, Section A, 1935 , vol. <A> 2, p. 185,196 Full Text View citing articles Show Details
Dixit; Kankudti; Mulay
Journal of the Indian Chemical Society, 1945 , vol. 22, p. 207,210 Full Text View citing articles Show Details
Fichter; Wortsmann
Chemische Berichte, 1904 , vol. 37, p. 1992 Full Text View citing articles Show Details
Schoepf; Lehmann
Justus Liebigs Annalen der Chemie, 1935 , vol. 518, p. 1,25 Full Text View citing articles Show Details
12 of 27
13 of 27
Comment (Pharmacological Data)
Bioactivities present
Reference
Ziegler; Wilms
Justus Liebigs Annalen der Chemie, 1950 , vol. 567, p. 1,28 Full Text View citing articles Show Details
Petrenko-Kritschenko; Plotnikow
Chemische Berichte, 1897 , vol. 30, p. 2803 Journal fuer Praktische Chemie (Leipzig), 1899 , vol. <2> 60, p. 151 Full Text View citing articles Show Details
Petrenko-Kritschenko
Chemische Berichte, 1898 , vol. 31, p. 1512 Journal fuer Praktische Chemie (Leipzig), 1899 , vol. <2> 60, p. 156 Full Text View citing articles Show Details
Petrenko-Kritschenko; Plotnikow
Zhurnal Russkago Fiziko-Khimicheskago Obshchestva, 1899 , vol. 31, p. 464 Chem. Zentralbl., 1899 , vol. 70, # II p. 187 Full Text View citing articles Show Details
Horii
Yakugaku Zasshi, 1937 , vol. 57, p. 298,305; dtsch. Ref. S. 124, 125 Chem. Zentralbl., 1937 , vol. 108, # II p. 3311 Full Text View citing articles Show Details
Lederer
Patent: DE95440 ; Fortschr. Teerfarbenfabr. Verw. Industriezweige, V, 710 Full Text Show Details
Schoepf; Thierfelder
Justus Liebigs Annalen der Chemie, 1935 , vol. 518, p. 127,147 Full Text Show Details
v. Pechmann; Vanino
Chemische Berichte, 1894 , vol. 27, p. 221 Full Text Show Details
v. Pechmann; Jenisch
Chemische Berichte, vol. 24, p. 3253 Full Text Show Details
Alder et al.
Justus Liebigs Annalen der Chemie, 1956 , vol. 601, p. 138,151 Full Text Show Details
Schroeter
Chemische Berichte, 1916 , vol. 49, p. 2704 Chemische Berichte, 1920 , vol. 53, p. 1917 Full Text Show Details
Bhave; Limaye
Rasayanam, 1939 , vol. 1, p. 180 Full Text Show Details
v.Pechmann
Chemische Berichte, 1892 , vol. 25, p. 3180 Chemische Berichte, 1894 , vol. 27, p. 1690 Full Text Show Details
Moroni
Zeitschrift fuer Physikalische Chemie (Muenchen, Germany), 1968 , vol. 59, p. 1 Full Text Show Details
Ito et al.
Yakugaku Zasshi, 1966 , vol. 86, p. 300,304 Chem.Abstr., 1966 , vol. 65, # 3852 Full Text Show Details
Merz; Raeuchle
Archiv der Pharmazie und Berichte der Deutschen Pharmazeutischen Gesellschaft, 1960 , vol. 293, p. 968,982 Full Text Show Details
Kato et al.
Journal of the Chemical Society [Section] C: Organic, 1969 , p. 1997,2001 Full Text Show Details
Werner et al.
Justus Liebigs Annalen der Chemie, 1961 , vol. 644, p. 109,115 Full Text Show Details
Kato; Kanno
Yakugaku Zasshi, 1967 , vol. 87, p. 695,698 Chem.Abstr., 1967 , vol. 67, # 99943 Full Text Show Details
Steenken et al.
Photochemistry and Photobiology, 1975 , vol. 21, p. 21,23 Full Text Show Details
Comment (Pharmacological Data)
Bioactivities present
Reference
Chas. Pfizer and Co.
Patent: DE1092900 , 1958 ; Chem.Abstr., 1962 , vol. 56, # 9974f Full Text Show Details
Leong; Lister
Canadian Journal of Chemistry, 1972 , vol. 50, p. 1461 Full Text Show Details
Steenken; Lyda
Journal of Physical Chemistry, 1977 , vol. 81, p. 2201,2205 Full Text Show Details
Hay; Leong
Journal of the Chemical Society [Section] A: Inorganic, Physical, Theoretical, 1971 , p. 3639 Full Text Show Details
Bottaccio et al.
Gazzetta Chimica Italiana, 1977 , vol. 107, p. 499 Full Text Show Details
Zhabotinskii
Doklady Physical Chemistry, 1964 , vol. 157-159, p. 701 Doklady Akademii Nauk SSSR, 1964 , vol. 157, p. 392 Full Text Show Details
Baxter; Whithing
Journal of the Chemical Society [Section] C: Organic, 1968 , p. 1174 Full Text View citing articles Show Details
Baader, E.; Bartmann, W.; Beck, G.; Bergmann, A.; Fehlhaber, H.-W.; et al.
Tetrahedron Letters, 1988 , vol. 29, # 21 p. 2563 - 2566 Title/Abstract Full Text View citing articles Show Details
Ray, John A.; Harris, Thomas M.
Tetrahedron Letters, 1982 , vol. 23, # 19 p. 1971 - 1974 Title/Abstract Full Text View citing articles Show Details
Schumann, Dieter; Mueller, Hans-Juergen; Naumann, Anneliese
Liebigs Annalen der Chemie, 1982 , # 9 p. 1700 - 1705 Title/Abstract Full Text Show Details
Gonzalez Trigo; Martinez Munoz; Llama-Hurtado
Journal of Heterocyclic Chemistry, 1984 , vol. 21, # 5 p. 1479 - 1483 Title/Abstract Full Text View citing articles Show Details
Trigo; Avendano; Ballesteros; Sastre
Journal of Heterocyclic Chemistry, 1980 , vol. 17, # 1 p. 103 - 105 Title/Abstract Full Text View citing articles Show Details
Gugelchuk, Mary M.; Hart, David J.; Tsai, Yeun-Min
Journal of Organic Chemistry, 1981 , vol. 46, # 18 p. 3671 - 3675 Title/Abstract Full Text View citing articles Show Details
Akhrem, A. A.; Chernov, Y. G.
Synthesis, 1985 , # 4 p. 411 - 412 Title/Abstract Full Text Show Details
Ranade, V. R.; Deodhar, K. D.; Kulkarni, R. A.
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1981 , vol. 20, # 6 p. 500 - 502 Title/Abstract Full Text Show Details
Bhagwat, R. V.; Deshpande, D. P.; Tipnis, N. R.; Mehta, P. H.
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1982 , vol. <B> 21, # 7 p. 683 - 684 Title/Abstract Full Text Show Details
Rao; Saxena
Indian Journal of Chemistry - Section B Organic Chemistry Including Medicinal Chemistry, 1989 , vol. 28, # 8 p. 620 - 625 Title/Abstract Full Text View citing articles Show Details
Sharma, Vijay K.; Shahriari-Zavareh, Hooshang; Garratt, Peter J.; Sondheimer, Franz
Journal of Organic Chemistry, 1983 , vol. 48, # 14 p. 2379 - 2383 Title/Abstract Full Text View citing articles Show Details
Ojha; Bhathena
Journal of the Indian Chemical Society, 1990 , vol. 67, # 10 p. 806 - 808 Title/Abstract Full Text View citing articles Show Details
Dallinga, Jan W.; Nibbering, M. M.; Boerboom, A. J. Henk
Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), 1984 , # 6 p. 1065 - 1076 Title/Abstract Full Text View citing articles Show Details
14 of 27
Comment (Pharmacological Data)
Bioactivities present
Reference
Dewar; Parfitt; Sheh
European Journal of Medicinal Chemistry, 1985 , vol. 20, # 3 p. 228 - 234 Title/Abstract Full Text View citing articles Show Details
Dharanipragada, Ramalinga; Fodor, Gabor
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1986 , p. 545 - 550 Title/Abstract Full Text View citing articles Show Details
Singh, Bharat; Samant, A. K.; Saxena, B. B. L.; Singh, M. B.
Tetrahedron, 1986 , vol. 42, # 3 p. 857 - 862 Title/Abstract Full Text View citing articles Show Details
Bloshchitsa, F.A.; Burmakov, A.I.; Kunshenko, B.V.; Alekseeva, L.A.; Yagupol'skii, L.M.
Journal of Organic Chemistry USSR (English Translation), 1985 , vol. 21, p. 1286 - 1291 Zhurnal Organicheskoi Khimii, 1985 , vol. 21, # 7 p. 1414 - 1420 Title/Abstract Full Text Show Details
Gupta, Ashok K.; Lannoye, Greg S.; Kubiak, Greg; Schkeryantz, Jeff; Wehrli, Suzanne; Cook, James M.
Journal of the American Chemical Society, 1989 , vol. 111, # 6 p. 2169 - 2179 Title/Abstract Full Text View citing articles Show Details
Gupta, Kalyan Kali Sen; Banerjee, Amalendu; Chatterjee, Hrishikesh
Tetrahedron, 1992 , vol. 48, # 25 p. 5323 - 5330 Title/Abstract Full Text View citing articles Show Details
Walther, Dirk; Ritter, Uwe; Kempe, Rhett; Sieler, Joachim; Undeutsch, Bernd
Chemische Berichte, 1992 , vol. 125, # 7 p. 1529 - 1536 Title/Abstract Full Text Show Details
Tsukada, Masao
Chemistry Letters, 1987 , p. 1537 - 1540 Title/Abstract Full Text Show Details
Fukawa, Hidemichi; Terao, Yoshiyasu; Achiwa, Kazuo; Sehiya, Minoru
Chemical & Pharmaceutical Bulletin, 1983 , vol. 31, # 1 p. 94 - 99 Title/Abstract Full Text Show Details
Dostert; Imbert; Langlois; et al.
European Journal of Medicinal Chemistry, 1984 , vol. 19, # 2 p. 105 - 110 Title/Abstract Full Text View citing articles Show Details
Zefirov, N. S.; Sadovaya, N. K.; Kombarova, S. V.
Journal of Organic Chemistry USSR (English Translation), 1988 , vol. 24, p. 101 - 104 Zhurnal Organicheskoi Khimii, 1988 , vol. 24, # 1 p. 116 - 119 Title/Abstract Full Text Show Details
Tsuda, Tetsuo; Tokai, Masaya; Ishida, Tadashi; Saegusa, Takeo
Journal of Organic Chemistry, 1986 , vol. 51, # 26 p. 5216 - 5221 Title/Abstract Full Text View citing articles Show Details
Tsuda, Tetsuo; Okada, Masahiro; Nishi, Sei-ichi; Saegusa, Takeo
Journal of Organic Chemistry, 1986 , vol. 51, # 4 p. 421 - 426 Title/Abstract Full Text View citing articles Show Details
Keana, John F. W.; Heo, Gwi Suk; Gaughan, Glen T.
Journal of Organic Chemistry, 1985 , vol. 50, # 13 p. 2346 - 2351 Title/Abstract Full Text View citing articles Show Details
Villacampa; Martinez; Gonzalez-Trigo; Sollhuber
Journal of Heterocyclic Chemistry, 1992 , vol. 29, # 6 p. 1541 - 1544 Title/Abstract Full Text View citing articles Show Details
Langlois; Yang; Soulier; Florac
Synthetic Communications, 1992 , vol. 22, # 21 p. 3115 - 3127 Title/Abstract Full Text View citing articles Show Details
Taylor, Edward C.; Skotnicki, Jerauld S.
Synthetic Communications, 1983 , vol. 13, # 13 p. 1137 - 1138 Title/Abstract Full Text Show Details
Brubaker; DeRuiter; Whitmer
Journal of Medicinal Chemistry, 1986 , vol. 29, # 6 p. 1094 - 1099 Title/Abstract Full Text View citing articles Show Details
Maag, Hans; Locher, Rita; Daly, John J.; Kompis, Ivan
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Comment (Pharmacological Data)
Bioactivities present
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Bioactivities present
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Comment (Pharmacological Data)
Bioactivities present
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Comment (Pharmacological Data)
Bioactivities present
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Comment (Pharmacological Data)
Bioactivities present
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Comment (Pharmacological Data)
Bioactivities present
Reference
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Pehlivan, Leyla; Metay, Estelle; Delbrayelle, Dominique; Mignani, Gerard; Lemaire, Marc
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Hodgson, David M.; Charlton, Andrew; Paton, Robert S.; Thompson, Amber L.
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Tohoku University; IWABUCHI Yoshiharu; HAYASHI Masaki
Patent: EP2594550 A1, 2013 ; Title/Abstract Full Text Show Details
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Comment (Pharmacological Data)
Bioactivities present
Reference
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23 of 27
Comment (Pharmacological Data)
Bioactivities present
Reference
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TOHOKU UNIVERSITY; Iwabuchi, Yoshiharu; Shibuya, Masatoshi; Doi, Ryusuke
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Quintard, Adrien; Rodriguez, Jean
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Comment (Pharmacological Data)
Bioactivities present
Reference
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Chengdu Chiba Longhua Petroleum Engineering Consulting Co., Ltd; Guan, Genan
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NOF CORPORATION; AOKI, KOICHI; KANG, EUI-CHUL; KOZU, TATSUYA; FUJIMURA, TOSHINOBU
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Maeda, Yasuhisa; Itoh, Yuki; Kodama, Daiyu; Kohno, Yoshiumi
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25 of 27
Comment (Pharmacological Data)
Bioactivities present
Reference
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Mitsubishi Tanabe Pharma Corporation; USHIROGOCHI, Hideki; SASAKI, Wataru; ONDA, Yuichi; SAKAKIBARA, Ryo; AKAHOSHI, Fumihiko
Patent: EP3135668 A1, 2017 ; Title/Abstract Full Text Show Details
Grant-Preece, Paris; Barril, Celia; Schmidtke, Leigh M.; Clark, Andrew C.
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Yang, Mengquan; You, Wenjing; Wu, Shiwen; Fan, Zhen; Xu, Baofu; Zhu, Mulan; Li, Xuan; Xiao, Youli
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Zhao, Xiaodan; Ma, Jun; von Gunten, Urs
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26 of 27
Effect (Pharmacological Data)
enzyme; inhib. of
Species or TestSystem (Pharmacological Data)
macrophomate synthase
Method (Pharmacological Data)
in vitro; PIPES buffer (pH 7.0); mixture contain. title comp. preincub. at 30 deg C for 5 min; oxalate added; incub. at 30 deg C for 10 min; anal. by HPLC
27 of 27
Further Details (Pharmacological Data)
enzyme purified from overproducing strain Escherichia coli BL21 harboring gene encoding macrophomate synthase from Macrophoma commelinae
Comment (Pharmacological Data)
No effect
Reference
Oikawa, Hideaki; Yagi, Kenji; Ohashi, Satoshi; Watanabe, Kenji; Mie, Takashi; Ichihara, Akitami; Honma, Mamoru; Kobayashi, Kimiko
Bioscience, Biotechnology and Biochemistry, 2000 , vol. 64, # 11 p. 2368 - 2379 Title/Abstract Full Text View citing articles Show Details
Effect (Pharmacological Data)
protection against of enzym inactivation
Species or TestSystem (Pharmacological Data)
guinea pig
Sex
male
Concentration (Pharmacological Data)
10 mmol/l
Exposure Period (Pharmacological Data)
1 h
Method (Pharmacological Data)
animals decapitated, kidney removed; renal arteries, veins, capsule, medulla removed from the left kidney; microsomal fractions containing membrane bound Mg++- and Na++K+-ATPaseprepared from kidney cortex; incubated at 37 deg C with title compd.
Further Details (Pharmacological Data)
all ATPase activities assayed by measuring amounts of inorganic phosphate (Pi) released from ATP; in the incubation medium contained 0.2 μg/ml horseradish peroxidase and 0.3 mM t-butylhydroperoxide
Results
title compd. had no effect on enzym inhibition
Reference
Clough; Bunger
Life Sciences, 1995 , vol. 57, # 10 p. 931 - 943 Title/Abstract Full Text View citing articles Show Details
Chemical Name: 3-ketoglutaric acid copper (II) salt Reaxys Registry Number: 12108497
Molecular Formula: C5H4O5*Ca Linear Structure Formula: C5H4O5(2-)*Ca(2+)
2
Molecular Weight: 184.162 InChI Key: HOMINNOMHBWOOG-UHFFFAOYSA-L
Synthesize | Hide Details Find similar Chemical Names and Synonyms 3-ketoglutaric acid copper (II) salt Identification Substance Label (1) Label
Reference
132
ISAGRO S.P.A.
Patent: WO2004/103074 A1, 2004 ; Title/Abstract Full Text Show Details
Patent-Specific Data (1)
1 prep out of 1 reactions.
Identification
1
Related Markush Structure (RN)
Reference
19841484
ISAGRO S.P.A.
Patent: WO2004/103074 A1, 2004 ; Title/Abstract Full Text Show Details