메뉴 건너뛰기




Volumn 39, Issue 7, 1996, Pages 1408-1412

Nucleoside analogs. 14. The synthesis and antitumor activity in mice of molecular combinations of 5-fluorouracil and N-(2-chloroethyl)-N-nitrosourea moieties separated by a three-carbon chain

Author keywords

[No Author keywords available]

Indexed keywords

3 [3 [3 (2 CHLOROETHYL) 3 NITROSOUREIDO] 1 METHOXYPROPYL] 5 FLUOROURACIL; ANTINEOPLASTIC AGENT; B 3995; B 3996; B 3999; B 4015; B 4030; B 4083; CHLOROETHYLNITROSOUREA; FLUOROURACIL DERIVATIVE; UNCLASSIFIED DRUG;

EID: 0029986151     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm9507237     Document Type: Article
Times cited : (10)

References (53)
  • 1
    • 0001286133 scopus 로고
    • Myleran (GT41) in Chronic Myeloid Leukaemia. Chemical Constitution and Biological Action
    • Haddow, A.; Timmis, G. M. Myleran (GT41) in Chronic Myeloid Leukaemia. Chemical Constitution and Biological Action. Lancet 1953, 264 (i), 207-208. Bergel, F.; Stock, J. A. Cyto-active Amino-acid and Peptide Derivatives. Part I. Substituted Phenylalanines. J. Chem. Soc. 1954, 2409-2417. Arnold, H.; Bourseaux, F. Cytostatic Active Cyclic N′,O-Alkylene-N,N-bis-(β-chloroethyl) Diamidophosphates. Angew. Chem. 1958, 70, 539-544.
    • (1953) Lancet , vol.264 , Issue.1 , pp. 207-208
    • Haddow, A.1    Timmis, G.M.2
  • 2
    • 37049164446 scopus 로고
    • Cyto-active Amino-acid and Peptide Derivatives. Part I. Substituted Phenylalanines
    • Haddow, A.; Timmis, G. M. Myleran (GT41) in Chronic Myeloid Leukaemia. Chemical Constitution and Biological Action. Lancet 1953, 264 (i), 207-208. Bergel, F.; Stock, J. A. Cyto-active Amino-acid and Peptide Derivatives. Part I. Substituted Phenylalanines. J. Chem. Soc. 1954, 2409-2417. Arnold, H.; Bourseaux, F. Cytostatic Active Cyclic N′,O-Alkylene-N,N-bis-(β-chloroethyl) Diamidophosphates. Angew. Chem. 1958, 70, 539-544.
    • (1954) J. Chem. Soc. , pp. 2409-2417
    • Bergel, F.1    Stock, J.A.2
  • 3
    • 0001286133 scopus 로고
    • Cytostatic Active Cyclic N′,O-Alkylene-N,N-bis-(β-chloroethyl) Diamidophosphates
    • Haddow, A.; Timmis, G. M. Myleran (GT41) in Chronic Myeloid Leukaemia. Chemical Constitution and Biological Action. Lancet 1953, 264 (i), 207-208. Bergel, F.; Stock, J. A. Cyto-active Amino-acid and Peptide Derivatives. Part I. Substituted Phenylalanines. J. Chem. Soc. 1954, 2409-2417. Arnold, H.; Bourseaux, F. Cytostatic Active Cyclic N′,O-Alkylene-N,N-bis-(β-chloroethyl) Diamidophosphates. Angew. Chem. 1958, 70, 539-544.
    • (1958) Angew. Chem. , vol.70 , pp. 539-544
    • Arnold, H.1    Bourseaux, F.2
  • 4
    • 73649185176 scopus 로고
    • Experimental Evaluation of Potential Anticancer Agents. VIII. Effects of Certain Nitrosoureas on Intracerebral L1210 Leukaemia
    • Schabel, F. M., Jr.; Johnston, T. P.; McCaleb, G. S.; Montgomery, J. A.; Laster, W. R., Jr; Skipper, H. E. Experimental Evaluation of Potential Anticancer Agents. VIII. Effects of Certain Nitrosoureas on Intracerebral L1210 Leukaemia. Cancer Res. 1963, 23, 725-733. Johnston, T. P.; McCaleb, G. S., Montgomery, J. A. Synthesis of Chlorozotocin, the 2-Chloroethyl Analog of the Anticancer Antibiotic Streptozotocin. J. Med. Chem. 1975, 18, 104-106.
    • (1963) Cancer Res. , vol.23 , pp. 725-733
    • Schabel Jr., F.M.1    Johnston, T.P.2    McCaleb, G.S.3    Montgomery, J.A.4    Laster Jr., W.R.5    Skipper, H.E.6
  • 5
    • 0016422766 scopus 로고
    • Synthesis of Chlorozotocin, the 2-Chloroethyl Analog of the Anticancer Antibiotic Streptozotocin
    • Schabel, F. M., Jr.; Johnston, T. P.; McCaleb, G. S.; Montgomery, J. A.; Laster, W. R., Jr; Skipper, H. E. Experimental Evaluation of Potential Anticancer Agents. VIII. Effects of Certain Nitrosoureas on Intracerebral L1210 Leukaemia. Cancer Res. 1963, 23, 725-733. Johnston, T. P.; McCaleb, G. S., Montgomery, J. A. Synthesis of Chlorozotocin, the 2-Chloroethyl Analog of the Anticancer Antibiotic Streptozotocin. J. Med. Chem. 1975, 18, 104-106.
    • (1975) J. Med. Chem. , vol.18 , pp. 104-106
    • Johnston, T.P.1    McCaleb, G.S.2    Montgomery, J.A.3
  • 10
    • 0025275635 scopus 로고
    • Nitrosoureas from Chemist to Physician: Classification and Recent Approaches to Drug Design
    • McCormick, J. E.; McElhinney, R. S. Nitrosoureas from Chemist to Physician: Classification and Recent Approaches to Drug Design. Eur. J. Cancer 1990, 26, 207-221.
    • (1990) Eur. J. Cancer , vol.26 , pp. 207-221
    • McCormick, J.E.1    McElhinney, R.S.2
  • 11
    • 2042508445 scopus 로고
    • Thio-sugars. Part 7. Secouridines with Amino-groups in the "Carbohydrate" Component: Intramolecular Addition across the 5,6-Double Bond and Molecular Combination of 5-Fluorouracil and N-(2-Chloroethyl)-N-nitrosourea Residues
    • (M) 3601-3641
    • McCormick, J. E.; McElhinney, R. S. Thio-sugars. Part 7. Secouridines with Amino-groups in the "Carbohydrate" Component: Intramolecular Addition across the 5,6-Double Bond and Molecular Combination of 5-Fluorouracil and N-(2-Chloroethyl)-N-nitrosourea Residues. J. Chem. Res. (S) 1981, 310-311; (M) 3601-3641.
    • (1981) J. Chem. Res. (S) , pp. 310-311
    • McCormick, J.E.1    McElhinney, R.S.2
  • 13
    • 0345749484 scopus 로고
    • Thio-sugars. Part 3. 4-Thiotetrofuranose Nucleosides
    • (a) McCormick, J. E.; McElhinney, R. S. Thio-sugars. Part 3. 4-Thiotetrofuranose Nucleosides. J. Chem. Soc. 1978, 500-505.
    • (1978) J. Chem. Soc. , pp. 500-505
    • McCormick, J.E.1    McElhinney, R.S.2
  • 14
    • 0344965360 scopus 로고
    • Thio-sugars. Part 6. Seco-nucleosides related to 4-Thio-DL-ribofuranose
    • (M) 256-281
    • (b) McCormick, J. E.; McElhinney, R. S. Thio-sugars. Part 6. Seco-nucleosides related to 4-Thio-DL-ribofuranose. J. Chem. Res. (S) 1981, 12-13; (M) 256-281.
    • (1981) J. Chem. Res. (S) , pp. 12-13
    • McCormick, J.E.1    McElhinney, R.S.2
  • 15
    • 0023896961 scopus 로고
    • Evolution of Molecular Combinations Involving 5-Fluorouracil
    • (c) McElhinney, R. S.; McCormick, J. E.; Lucey, C. M. Evolution of Molecular Combinations Involving 5-Fluorouracil. Cancer Treat. Rev. 1988, 15, 73-81.
    • (1988) Cancer Treat. Rev. , vol.15 , pp. 73-81
    • McElhinney, R.S.1    McCormick, J.E.2    Lucey, C.M.3
  • 16
    • 37049087922 scopus 로고
    • 19F NMR Spectrum of B.3996, a Molecular Combination of 5-Fluorouracil and N-(2-Chloroethyl)-N-nitrosourea and Synthesis of its N ′-Nitroso Isomer and Related Compounds
    • 19F NMR Spectrum of B.3996, a Molecular Combination of 5-Fluorouracil and N-(2-Chloroethyl)-N-nitrosourea and Synthesis of its N ′-Nitroso Isomer and Related Compounds. J. Chem. Soc., Perkin Trans. 1 1991, 877-880.
    • (1991) J. Chem. Soc., Perkin Trans. 1 , pp. 877-880
    • McCormick, J.E.1    McElhinney, R.S.2    McMurry, T.B.H.3    Maxwell, R.J.4
  • 17
    • 0024477955 scopus 로고
    • Nucleoside Analogues: 7. Effect on Colon, Breast, and Lung Tumours in Mice of 5-Fluorouracil/Nitrosourea Molecular Combinations Incorporating Alkoxy and Oxidized Sulphur Functions
    • McElhinney, R. S.; McCormick, J. E.; Bibby, M. C.; Double, J. A.; Atassi, G.; Dumont, P.; Pratesi, G.; Radacic, M. Nucleoside Analogues: 7. Effect on Colon, Breast, and Lung Tumours in Mice of 5-Fluorouracil/Nitrosourea Molecular Combinations Incorporating Alkoxy and Oxidized Sulphur Functions. Anti-Cancer Drug Des. 1989, 3, 255-269.
    • (1989) Anti-Cancer Drug Des. , vol.3 , pp. 255-269
    • McElhinney, R.S.1    McCormick, J.E.2    Bibby, M.C.3    Double, J.A.4    Atassi, G.5    Dumont, P.6    Pratesi, G.7    Radacic, M.8
  • 18
    • 0024434349 scopus 로고
    • Nucleoside Analogues. 9. Seco-nucleoside Analogues of some 5-Fluorouracil/ Nitrosourea Molecular Combinations having Uracil as Base: Synthesis and Anti-Tumour Activity
    • McElhinney, R. S.; McCormick, J. E.; Bibby, M. C.; Double, J. A.; Atassi, G.; Dumont, P.; Pratesi, G.; Radacic, M. Nucleoside Analogues. 9. Seco-nucleoside Analogues of some 5-Fluorouracil/ Nitrosourea Molecular Combinations having Uracil as Base: Synthesis and Anti-Tumour Activity. Anti-Cancer Drug Des. 1989, 4, 191-207.
    • (1989) Anti-Cancer Drug Des. , vol.4 , pp. 191-207
    • McElhinney, R.S.1    McCormick, J.E.2    Bibby, M.C.3    Double, J.A.4    Atassi, G.5    Dumont, P.6    Pratesi, G.7    Radacic, M.8
  • 19
    • 0001025632 scopus 로고
    • Nucleoside Analogues. Part 1. Some 5-Fluorouracil Seco-nueleosides and their Hydrolysis by Dilute Acid
    • (M) 1736-1769
    • McCormick, J. E.; McElhinney, R. S. Nucleoside Analogues. Part 1. Some 5-Fluorouracil Seco-nueleosides and their Hydrolysis by Dilute Acid. J. Chem. Res. (S) 1983, 176-177; (M) 1736-1769.
    • (1983) J. Chem. Res. (S) , pp. 176-177
    • McCormick, J.E.1    McElhinney, R.S.2
  • 20
    • 0022600483 scopus 로고
    • Nucleoside Analogues. 5. Molecular Combination of Anti-cancer Drugs: Activity of 5-Fluorouracil/Nitrosourea Combinations against Mouse Colon Tumours
    • Double, J. A.; Bibby, M. C.; McCormick, J. E.; McElhinney, R. S. Nucleoside Analogues. 5. Molecular Combination of Anti-cancer Drugs: Activity of 5-Fluorouracil/Nitrosourea Combinations against Mouse Colon Tumours. Anti-Cancer Drug Des. 1986, 1, 133-139.
    • (1986) Anti-Cancer Drug Des. , vol.1 , pp. 133-139
    • Double, J.A.1    Bibby, M.C.2    McCormick, J.E.3    McElhinney, R.S.4
  • 22
    • 5644301759 scopus 로고
    • Nucleoside Analogues. Part 6. The Preparation by Dephthaloylation and Properties of N-(ω-Aminoalkyl)uracils, Key Intermediates in the Synthesis of Molecular Combinations of Certain Anti-tumour Agents
    • McCormick, J. E.; MeElhinney, R. S. Nucleoside Analogues. Part 6. The Preparation by Dephthaloylation and Properties of N-(ω-Aminoalkyl)uracils, Key Intermediates in the Synthesis of Molecular Combinations of Certain Anti-tumour Agents. Proc. R. Irish. Acad. 1989, 89B, 213-228.
    • (1989) Proc. R. Irish. Acad. , vol.89 B , pp. 213-228
    • McCormick, J.E.1    Meelhinney, R.S.2
  • 23
    • 37049073521 scopus 로고
    • Nucleoside Analogues. Part 10. Synthesis of Three Unusual 5-Fluorouracil Seco-nucleosides Incorporating N-(2-Chloroethyl)-N-nitrosourea Residues
    • Lucey, N. M.; McCormick, J. E.; McElhinney, R. S. Nucleoside Analogues. Part 10. Synthesis of Three Unusual 5-Fluorouracil Seco-nucleosides Incorporating N-(2-Chloroethyl)-N-nitrosourea Residues. J. Chem. Soc., Perkin Trans. 1 1990, 795-802.
    • (1990) J. Chem. Soc., Perkin Trans. 1 , pp. 795-802
    • Lucey, N.M.1    McCormick, J.E.2    McElhinney, R.S.3
  • 24
    • 0024347940 scopus 로고
    • Nucleoside Analogues: 8. Some Isomers of B.3839, the Original 5-Fluorouracil/Nitrosourea Molecular Combination, and Their Effect on Colon, Breast and Lung Tumours in Mice
    • McElhinney, R. S.; McCormick, J. E.; Bibby, M. C.; Double, J. A.; Atassi, G.; Dumont, P.; Pratesi, G.; Radacic, M. Nucleoside Analogues: 8. Some Isomers of B.3839, the Original 5-Fluorouracil/Nitrosourea Molecular Combination, and Their Effect on Colon, Breast and Lung Tumours in Mice. Anti-Cancer Drug Des. 1989, 4, 1-20.
    • (1989) Anti-Cancer Drug Des. , vol.4 , pp. 1-20
    • McElhinney, R.S.1    McCormick, J.E.2    Bibby, M.C.3    Double, J.A.4    Atassi, G.5    Dumont, P.6    Pratesi, G.7    Radacic, M.8
  • 25
    • 0000512328 scopus 로고
    • Organic Synthesis with α-Chlorosulfides
    • Dilworth, B. M.; McKervey, M. A. Organic Synthesis with α-Chlorosulfides. Tetrahedron 1986, 42, 3731-3752.
    • (1986) Tetrahedron , vol.42 , pp. 3731-3752
    • Dilworth, B.M.1    McKervey, M.A.2
  • 26
    • 0002077124 scopus 로고
    • Chlorination of Unsymmetrical Sulfides
    • Tuleen, D. L.; Stephens, T. B. Chlorination of Unsymmetrical Sulfides. J. Org. Chem. 1969, 34, 31-35.
    • (1969) J. Org. Chem. , vol.34 , pp. 31-35
    • Tuleen, D.L.1    Stephens, T.B.2
  • 28
    • 0001401652 scopus 로고
    • Eine Neue Methode zur Darstellung Acetylierter β-D-Thioglucopyranoside
    • Cerny, M.; Pacák, J. Eine Neue Methode zur Darstellung Acetylierter β-D-Thioglucopyranoside. (A New Method for the Preparation of Acetylated β-D-Thioglucopyranosides.) Collect. Czech. Chem. Commun. 1959, 24, 2566-2569. Durette, P. L.; Shen, T. Y. Insulin-like, and Insulin-Antagonistic, Carbohydrate Derivatives. The Synthesis of Aryl and Aralkyl D-Mannopyranosides and 1-Thio-D-mannopyranosides. Carbohydr. Res. 1980, 81, 261-274.
    • (1959) Collect. Czech. Chem. Commun. , vol.24 , pp. 2566-2569
    • Cerny, M.1    Pacák, J.2
  • 29
    • 0019325028 scopus 로고
    • Insulin-like, and Insulin-Antagonistic, Carbohydrate Derivatives. The Synthesis of Aryl and Aralkyl D-Mannopyranosides and 1-Thio-D-mannopyranosides
    • Cerny, M.; Pacák, J. Eine Neue Methode zur Darstellung Acetylierter β-D-Thioglucopyranoside. (A New Method for the Preparation of Acetylated β-D-Thioglucopyranosides.) Collect. Czech. Chem. Commun. 1959, 24, 2566-2569. Durette, P. L.; Shen, T. Y. Insulin-like, and Insulin-Antagonistic, Carbohydrate Derivatives. The Synthesis of Aryl and Aralkyl D-Mannopyranosides and 1-Thio-D-mannopyranosides. Carbohydr. Res. 1980, 81, 261-274.
    • (1980) Carbohydr. Res. , vol.81 , pp. 261-274
    • Durette, P.L.1    Shen, T.Y.2
  • 30
    • 5644255150 scopus 로고    scopus 로고
    • note
    • 7a,24
  • 31
    • 0009535791 scopus 로고
    • N-(α-Chloroalkyl)phthalimides
    • (a) Worley, J. W. N-(α-Chloroalkyl)phthalimides. J. Org. Chem. 1979, 44, 1178-1180.
    • (1979) J. Org. Chem. , vol.44 , pp. 1178-1180
    • Worley, J.W.1
  • 32
    • 5644273368 scopus 로고
    • 5-Fluorouracil Derivatives. VI. Alkylation of 5-Fluorouracil Using the (Octylthio)carbonyl Group as a Protecting Function
    • (b) Ozaki, S.; Watanabe, Y.; Fujisawa, H.; Hoshiko, T. 5-Fluorouracil Derivatives. VI. Alkylation of 5-Fluorouracil Using the (Octylthio)carbonyl Group as a Protecting Function. Heterocycles 1984, 22, 527-530.
    • (1984) Heterocycles , vol.22 , pp. 527-530
    • Ozaki, S.1    Watanabe, Y.2    Fujisawa, H.3    Hoshiko, T.4
  • 33
    • 0016723031 scopus 로고
    • Synthesis and Biological Activity of 5-Fluoro-4′-thiouridine and Some Related Nucleosides
    • and references cited
    • Bobek, M.; Block, A.; Parthasarathy, R.; Whistler, R. L. Synthesis and Biological Activity of 5-Fluoro-4′-thiouridine and Some Related Nucleosides. J. Med. Chem. 1975, 18, 784-787 and references cited.
    • (1975) J. Med. Chem. , vol.18 , pp. 784-787
    • Bobek, M.1    Block, A.2    Parthasarathy, R.3    Whistler, R.L.4
  • 34
    • 0026095737 scopus 로고
    • Stereocontrolled Preparation of Cyclic Xanthate; a Novel Synthetic Route to 4-Thiofuranose and 4′-Thionucleoside
    • Uenishi, J.; Motoyama, M.; Nishiyama, Y.; Wakabayashi, S. Stereocontrolled Preparation of Cyclic Xanthate; a Novel Synthetic Route to 4-Thiofuranose and 4′-Thionucleoside. J. Chem. Soc., Chem. Commun. 1991, 1421-1422. Secrist J. A., III; Riggs, R. M.; Tiwari, K. N.; Montgomery, J. A. Synthesis and Anti-HIV Activity of 4′-Thio-2′,3′-dideoxynucleosides. J. Med. Chem. 1992, 35, 533-538.
    • (1991) J. Chem. Soc., Chem. Commun. , pp. 1421-1422
    • Uenishi, J.1    Motoyama, M.2    Nishiyama, Y.3    Wakabayashi, S.4
  • 35
    • 0026551053 scopus 로고
    • Synthesis and Anti-HIV Activity of 4′-Thio-2′,3′-dideoxynucleosides
    • Uenishi, J.; Motoyama, M.; Nishiyama, Y.; Wakabayashi, S. Stereocontrolled Preparation of Cyclic Xanthate; a Novel Synthetic Route to 4-Thiofuranose and 4′-Thionucleoside. J. Chem. Soc., Chem. Commun. 1991, 1421-1422. Secrist J. A., III; Riggs, R. M.; Tiwari, K. N.; Montgomery, J. A. Synthesis and Anti-HIV Activity of 4′-Thio-2′,3′-dideoxynucleosides. J. Med. Chem. 1992, 35, 533-538.
    • (1992) J. Med. Chem. , vol.35 , pp. 533-538
    • Secrist III, J.A.1    Riggs, R.M.2    Tiwari, K.N.3    Montgomery, J.A.4
  • 36
    • 5644284057 scopus 로고    scopus 로고
    • note
    • 2 sulfoxide requires fusion at 215°C in vacuo.
  • 37
    • 5644279662 scopus 로고    scopus 로고
    • note
    • 11 analogous to 36 was only slightly less reactive than 36, giving 37 in 58% yield.
  • 38
    • 0000883647 scopus 로고
    • The a-Haloalkyl Ethers
    • Summers, L. The a-Haloalkyl Ethers. Chem. Rev. 1955, 55, 301-353 (p 337).
    • (1955) Chem. Rev. , vol.55 , pp. 301-353
    • Summers, L.1
  • 40
    • 0021174699 scopus 로고
    • 5-Fluorouracil Derivatives. VII. Tert-amine Promoted N-Glycosidation of Pyrimidines
    • Ozaki, S.; Watanabe, Y.; Hoshiko, T.; Fujisawa, H.; Uemura, A.; Ohrai, K. 5-Fluorouracil Derivatives. VII. Tert-amine Promoted N-Glycosidation of Pyrimidines. Tetrahedron Lett. 1984, 25, 5061-5062.
    • (1984) Tetrahedron Lett. , vol.25 , pp. 5061-5062
    • Ozaki, S.1    Watanabe, Y.2    Hoshiko, T.3    Fujisawa, H.4    Uemura, A.5    Ohrai, K.6
  • 41
    • 0347641427 scopus 로고
    • Nucleoside Analogues. Part 2. Further Molecular Combinations of (5-Substituted) Uracil and N-(2-Chloroethyl)-N-nitrosourea Residues as Anticancer Agents
    • McCormick, J. E.; McElhinney, R. S. Nucleoside Analogues. Part 2. Further Molecular Combinations of (5-Substituted) Uracil and N-(2-Chloroethyl)-N-nitrosourea Residues as Anticancer Agents. J. Chem. Soc., Perkin Trans. 1 1985, 93-100.
    • (1985) J. Chem. Soc., Perkin Trans. 1 , pp. 93-100
    • McCormick, J.E.1    McElhinney, R.S.2
  • 42
    • 37049097206 scopus 로고
    • Photobromination of Carbohydrate Derivatives. Part 5. Preparation and Reactions of (5S)-1,2,3,4-Tetra-O-acetyl-5-bromo-β-D-xylopyranose; a New Type of "Double-Headed" Nucleoside
    • Ferrier, R. J.; Tyler, P. C. Photobromination of Carbohydrate Derivatives. Part 5. Preparation and Reactions of (5S)-1,2,3,4-Tetra-O-acetyl-5-bromo-β-D-xylopyranose; a New Type of "Double-Headed" Nucleoside. J. Chem. Soc., Perkin Trans. 1 1980, 2767-2773.
    • (1980) J. Chem. Soc., Perkin Trans. 1 , pp. 2767-2773
    • Ferrier, R.J.1    Tyler, P.C.2
  • 43
    • 84974965115 scopus 로고
    • Stenhouse, J. Liebigs Ann. Chem. 1840, 33, 92. Zaugg, H. E.; Martin, W. B. α-Amidoalkylations at Carbon. Org. React. 1965, 14, 52-269 (p 107).
    • (1840) Liebigs Ann. Chem , vol.33 , pp. 92
    • Stenhouse, J.1
  • 44
    • 0002976361 scopus 로고
    • α-Amidoalkylations at Carbon
    • Stenhouse, J. Liebigs Ann. Chem. 1840, 33, 92. Zaugg, H. E.; Martin, W. B. α-Amidoalkylations at Carbon. Org. React. 1965, 14, 52-269 (p 107).
    • (1965) Org. React. , vol.14 , pp. 52-269
    • Zaugg, H.E.1    Martin, W.B.2
  • 45
    • 5644270633 scopus 로고
    • Reaction of Hydantoir with Acetals
    • Johnson, H. E.; Crosby, D. G. Reaction of Hydantoir with Acetals. J. Org. Chem. 1962, 27, 2077-2080.
    • (1962) J. Org. Chem. , vol.27 , pp. 2077-2080
    • Johnson, H.E.1    Crosby, D.G.2
  • 46
    • 5644279661 scopus 로고    scopus 로고
    • Pharmacokinetics and Anti-Tumour Activity of B.4152, a Reactive Molecular Combination of 5-Fluorouracil and N-(2-Chloroethyl)-N-nitrosourea, and its Uracil Analogue
    • Loadman, P. M.; Matthew, A. M.; McCormick, J. E.; McElhinney, R. S.; Bibby, M. C. Pharmacokinetics and Anti-Tumour Activity of B.4152, a Reactive Molecular Combination of 5-Fluorouracil and N-(2-Chloroethyl)-N-nitrosourea, and its Uracil Analogue. Anti-Cancer Drug Des., in the press.
    • Anti-Cancer Drug Des., in the Press
    • Loadman, P.M.1    Matthew, A.M.2    McCormick, J.E.3    McElhinney, R.S.4    Bibby, M.C.5
  • 47
    • 0026474963 scopus 로고
    • Pharmacokinetics and Cytotoxicity of B.3839, a Molecular Combination of 5-Fluorouracil and N-(2-Chloroethyl)-N-nitrosourea
    • a Mouse Model.
    • Loadman, P. M.; Bibby, M. C.; Double, J. A.; McElhinney, R. S. Pharmacokinetics and Cytotoxicity of B.3839, a Molecular Combination of 5-Fluorouracil and N-(2-Chloroethyl)-N-nitrosourea, in a Mouse Model. Invest. New Drugs 1992, 10, 149-158.
    • (1992) Invest. New Drugs , vol.10 , pp. 149-158
    • Loadman, P.M.1    Bibby, M.C.2    Double, J.A.3    McElhinney, R.S.4
  • 48
    • 0003145734 scopus 로고
    • A Facile Preparation of Sulphydryl Compounds in Dimethyl Sulphoxide
    • Pan, H.-L.; Fletcher, T. L. A Facile Preparation of Sulphydryl Compounds in Dimethyl Sulphoxide. Chem. Ind. (London) 1968, 546.
    • (1968) Chem. Ind. (London) , pp. 546
    • Pan, H.-L.1    Fletcher, T.L.2
  • 49
    • 42349101829 scopus 로고
    • Uber Homologe des Sulforaphans und über ω-Aminoalkyl-sulfoxyde
    • Karrer, P.; Scheitlin, E.; Siegrist, H. Uber Homologe des Sulforaphans und über ω-Aminoalkyl-sulfoxyde. (A Study of Homologs of Sulforaphan and of ω-Aminoalkyl Sulfoxides) Helv. Chim. Acta 1950, 33, 1237-1245.
    • (1950) Helv. Chim. Acta , vol.33 , pp. 1237-1245
    • Karrer, P.1    Scheitlin, E.2    Siegrist, H.3
  • 50
    • 5244312098 scopus 로고
    • Aldehydes and Acetals Based on Acryl- and Methacrylamides as Potential Monomers
    • Zábransky, J.; Houska, M.; Kálal, J. Aldehydes and Acetals Based on Acryl- and Methacrylamides as Potential Monomers. Makromol. Chem. 1985, 186, 223-229.
    • (1985) Makromol. Chem. , vol.186 , pp. 223-229
    • Zábransky, J.1    Houska, M.2    Kálal, J.3
  • 51
    • 0016573963 scopus 로고
    • Chemotherapy of Transplantable Adenocarcinomas of the Colon in Mice
    • Double, J. A.; Ball, C. R. Chemotherapy of Transplantable Adenocarcinomas of the Colon in Mice. Cancer Chemother. Rep. 1975, 59, 1083-1089.
    • (1975) Cancer Chemother. Rep. , vol.59 , pp. 1083-1089
    • Double, J.A.1    Ball, C.R.2
  • 52
    • 0020065743 scopus 로고
    • The Assessment of Response of Murine Transplantable Colon Tumours to Combination Chemotherapy
    • Cowen, D. M.; Siegerstetter, J.; Janik, A. C.; Double, J. A. The Assessment of Response of Murine Transplantable Colon Tumours to Combination Chemotherapy. J. Cancer Res. Clin. Oncol. 1982, 103, 119-126.
    • (1982) J. Cancer Res. Clin. Oncol. , vol.103 , pp. 119-126
    • Cowen, D.M.1    Siegerstetter, J.2    Janik, A.C.3    Double, J.A.4
  • 53
    • 5644266865 scopus 로고
    • A Mouse Mammary Carcinoma as a Model for Evaluation of Drug Effects on Primary Tumour Growth and Metastases
    • Lapis, K., Jeney, A., Eds.; Kluger Publications: Amsterdam
    • Radacic, M.; Boranic, M.; Basic, I. A Mouse Mammary Carcinoma as a Model for Evaluation of Drug Effects on Primary Tumour Growth and Metastases. In Tumour Progression and Markers; Lapis, K., Jeney, A., Eds.; Kluger Publications: Amsterdam, 1982; pp 217-223.
    • (1982) Tumour Progression and Markers , pp. 217-223
    • Radacic, M.1    Boranic, M.2    Basic, I.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.