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Thymidylate Synthase

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Definition: An enzyme of the transferase class that catalyzes the reaction 5,10-methylenetetrahydrofolate and dUMP to dihydrofolate and dTMP in the synthesis of thymidine triphosphate. (From Dorland, 27th ed) EC 2.1.1.45.      Other names Synthetase, Thymidylate; Synthase, Thymidylate; Thymidylate Synthetase
 
SubstanceCAS Registry & nameCategoriesSourceDrugs*
N-(3-(5-(2'-deoxyuridine-5'-monophosphate))prop-2-ynyl)octanamide  0   *Deoxyuracil Nucleotides Thymidylate Synthase/antagonists & inhibitors. J Med Chem 2011 Jul 14;54(13):4847-62
1,1-bis(3,5-dibromo-4-hydroxyphenyl)-1H-naphtho(1,2-c)furan-3-one  0   *Benzofurans Thymidylate Synthase/antagonists & inhibitors. J Med Chem 2006 Oct 5;49(20):5958-68
N-(4-((2-amino-6-ethyl-3,4-dihydro-4-oxo-7H-pyrrolo(2,3-d)pyrimidin-5-yl)thio)benzoyl)glutamic acid  0   *Glutamates *Pyrimidinones Thymidylate Synthase/antagonists & inhibitors. J Med Chem 2006 Feb 9;49(3):1055-65
N-(4-((2-amino-4-oxo-5-methyl-4,7-dihydro-3H-pyrrolo(2,3-d)pyrimidin-6-yl)thio)benzoyl)glutamic acid  0   *Glutamates *Pyrimidines Tetrahydrofolate Dehydrogenase/antagonists & inhibitors Thymidylate Synthase/antagonists & inhibitors. J Med Chem 2005 Nov 17;48(23):7215-22
N-(4-((2,4-diamino-5-methyl-4,7-dihydro-3H-pyrrolo(2,3-d)pyrimidin-6-yl)thio)benzoyl)glutamic acid  0   *Glutamates *Pyrimidines Tetrahydrofolate Dehydrogenase/antagonists & inhibitors Thymidylate Synthase/antagonists & inhibitors. J Med Chem 2005 Nov 17;48(23):7215-22
BW 2315  0   *Sulfonamides *Tetrahydrofolates Tetrahydrofolate Dehydrogenase/antagonists & inhibitors Thymidylate Synthase/antagonists & inhibitors. J Biol Chem 2004 Apr 23;279(17):18034-45
BW 1540  0   *Sulfonamides *Tetrahydrofolates Tetrahydrofolate Dehydrogenase/antagonists & inhibitors Thymidylate Synthase/antagonists & inhibitors. J Biol Chem 2004 Apr 23;279(17):18034-45
N-(2-amino-4-ethyl-6-methyl((pyrrolo(2,3-d)pyrimidin-5-yl)ethyl)benzoyl)glutamic acid  0   *Pyrimidines Glutamic Acid/*analogs & derivatives Tetrahydrofolate Dehydrogenase/antagonists & inhibitors Thymidylate Synthase/antagonists & inhibitors. J Med Chem 2003 Feb 13;46(4):591-600
N-(2-amino-4-ethyl((pyrrolo(2,3-d)pyrimidin-5-yl)ethyl)benzoyl)glutamic acid  0   *Pyrimidines Glutamic Acid/*analogs & derivatives Tetrahydrofolate Dehydrogenase/antagonists & inhibitors Thymidylate Synthase/antagonists & inhibitors. J Med Chem 2003 Feb 13;46(4):591-600
N,O-didansyl-L-tyrosine  0   *Dansyl Compounds Tyrosine/*analogs & derivatives Thymidylate Synthase/antagonists & inhibitors. Chem Biol 2001 Oct;8(10):981-95
CW 252053  0   *Quinazolines Glycine/*analogs & derivatives Thymidylate Synthase/antagonists & inhibitors. Arch Pharm Res 2001 Aug;24(4):323-6
5-fluoro-N(4)-hydroxy-2'-deoxycytidine  0   Deoxycytidine/*analogs & derivatives Thymidylate Synthase/antagonists & inhibitors. J Med Chem 2000 Nov 30;43(24):4647-56
N-(2-amino-4-methyl((pyrrolo(2,3-d)pyrimidin-5-yl)ethyl)benzoyl)glutamic acid  0   *Pyrimidines Glutamic Acid/*analogs & derivatives Thymidylate Synthase/antagonists & inhibitors. J Med Chem 2000 Oct 19;43(21):3837-51
4-(N-(N-(4-(N-(2-methyl-4-oxo-3,4,7,8-tetrahydro-6H-cyclopenta(g)quinazolin-6-yl)-N-(prop-2-ynyl)amino)benzoyl)-gamma-glutamyl)amino)-4-(5-tetrazolyl)butyric acid  0   *Glutamates *Quinazolines Thymidylate Synthase/antagonists & inhibitors. J Med Chem 2000 May 18;43(10):1910-26
5-(3-fluoropropyn-1-yl)-2'-deoxyuridine 5'-phosphate  0   *Deoxyuracil Nucleotides Thymidylate Synthase/antagonists & inhibitors. Bioorg Med Chem Lett 2000 Feb 21;10(4):391-4
3-hydroxy-3-(3-chloro-4-hydroxyphenyl)-6-nitro-1H,3H-naphtho(1,8-c,d)pyran-1-one  0   *Chlorophenols *Chromones Thymidylate Synthase/antagonists & inhibitors. J Med Chem 1999 Jun 17;42(12):2112-24
GW 1031  0   *Quinazolines *Glutamic Acid Thymidylate Synthase/antagonists & inhibitors. Bioconjug Chem 1999 Jan-Feb;10(1):38-48
carboline-benzoquinolizidine alkolid deoxytubulosine  0   *Quinolizines *Tubercidin Thymidylate Synthase/antagonists & inhibitors. J Biochem Mol Toxicol 1998;12(3):167-73
N(10)-iodoacetyl-2-desamino-2-methyl-5,8-dideazafolate  0   *Pyrimidines Glutamic Acid/*analogs & derivatives Thymidylate Synthase/antagonists & inhibitors. Biochemistry 1998 Mar 31;37(13):4535-42
N(10)-chloroacetyl-2-desamino-2-methyl-5,8-dideazafolate  0   *Pyrimidines Glutamic Acid/*analogs & derivatives Thymidylate Synthase/antagonists & inhibitors. Biochemistry 1998 Mar 31;37(13):4535-42
4-((2-chlorophenyl)sulfonyl)-N-((3,4-dihydro-2-methyl-4-oxo-6-quinazolinyl)methyl)-N-(prop-2-ynyl)aniline  0   *Quinazolines *Sulfones Thymidylate Synthase/antagonists & inhibitors. J Med Chem 1997 Feb 28;40(5):677-83
3-chloro-N-((3,4-dihydro-2-methyl-4-oxo-6-quinazolinyl)methyl)-4-(phenylsulfinyl)-N-(prop-2-ynyl)aniline  0   *Quinazolines *Sulfoxides Thymidylate Synthase/antagonists & inhibitors. J Med Chem 1997 Feb 28;40(5):677-83
nolatrexed  152946-68-4   *Quinazolines Thymidylate Synthase/antagonists & inhibitors.
Pharma Action Antimetabolites, Antineoplastic ; Enzyme Inhibitors ; Folic Acid Antagonists 		Cancer Chemother Pharmacol 1996;37(6):509-17
ZM 249148  0   *Quinazolines Thymidylate Synthase/antagonists & inhibitors. Jpn J Cancer Res 1995 Nov;86(11):1014-8
N-(N-(4-(N-((3,4-dihydro-2-methyl-4-oxo-6-quinazolinyl)methyl)-2-propynylamino)benzoyl)-gamma-glutamyl)-2-aminoadipic acid  0   Folic Acid/*analogs & derivatives 2-Aminoadipic Acid/*analogs & derivatives Thymidylate Synthase/antagonists & inhibitors. J Med Chem 1994 Sep 30;37(20):3294-302
AG 331  0   *Indoles Thymidylate Synthase/antagonists & inhibitors. Cancer Chemother Pharmacol 1994;34(3):225-9; J Pharm Sci Technol 1994 Jan-Feb;48(1):24-9
pemetrexed  137281-23-3 L-Glutamic acid, N-(4-(2-(2-amino-4,7-dihydro-4-oxo-1H-pyrrolo(2,3-d)pyrimidin-5-yl)ethyl)benzoyl)  *Glutamates Guanine/*analogs & derivatives Thymidylate Synthase/antagonists & inhibitors.
Pharma Action Antimetabolites, Antineoplastic ; Antineoplastic Agents ; Enzyme Inhibitors ; Folic Acid Antagonists 		Adv Exp Med Biol 1993;338:387-408ALIMTA; PEMETREXED
1-phenyl-3-trimethylaminopropyl carbodiimide  79322-24-0   *Carbodiimides Thymidylate Synthase/antagonists & inhibitors. J Enzyme Inhib 1992;5(4):259-68
ICI M247496  101248-32-2 Benzoic acid, 4-(((2-amino-1,4-dihydro-4-oxo-6-quinazolinyl)methyl)-2-propynylamino)  Folic Acid/*analogs & derivatives Thymidylate Synthase/antagonists & inhibitors. Cancer Res 1993 Jul 15;53(14):3321-6
1843U89  139987-54-5 Pentanedioic acid, 2-(5-(((1,2-dihydro-3-methyl-1-oxobenzo(f)quinazolin-9-yl)methyl)amino)-1,3-dihydro-1-oxo-2H-isoindol-2-yl)-, (S)  *Quinazolines *Isoindoles Thymidylate Synthase/antagonists & inhibitors.
Pharma Action Antineoplastic Agents ; Enzyme Inhibitors ; Folic Acid Antagonists 		Cancer Res 1993 Feb 15;53(4):810-8
2-aza-2-desamino-5,8-dideazafolic acid  140410-01-1   Folic Acid/*analogs & derivatives Thymidylate Synthase/antagonists & inhibitors. J Med Chem 1992 Jul 10;35(14):2626-30
2-desamino-5,8-dideazafolic acid  106585-70-0   Folic Acid/*analogs & derivatives Thymidylate Synthase/antagonists & inhibitors. J Med Chem 1992 Jul 10;35(14):2626-30
deoxycytidylate methylase  EC 2.1.1.-   *Thymidylate Synthase. Biochemistry 1992 Jun 9;31(22):5100-4
N(6)-(4-(piperazinylsulfonyl)benzyl)-6-aminobenz(cd)indol-2(1H)-one  138384-42-6   *Indoles *Piperazines Thymidylate Synthase/antagonists & inhibitors. J Med Chem 1992 Feb 21;35(4):663-76
raltitrexed  112887-68-0   *Quinazolines *Thiophenes Thymidylate Synthase/antagonists & inhibitors.
Pharma Action Antimetabolites, Antineoplastic ; Folic Acid Antagonists 		J Med Chem 1991;34(5):1594
5,11-methylenetetrahydro-5-deazahomofolic acid  130985-82-9   *Tetrahydrofolates Thymidylate Synthase/antagonists & inhibitors. J Med Chem 1991;34(2):611
N(4)-hydroxy-5-fluorodeoxycytidine monophosphate  114333-22-1   Deoxycytidine Monophosphate/*analogs & derivatives Thymidylate Synthase/antagonists & inhibitors. Biochemistry 1990;29(48):10835
methotrexate 5-aminoallyl-2'-deoxyuridine 5'-monophosphate  106449-21-2   *Deoxyuracil Nucleotides Methotrexate/*analogs & derivatives Thymidylate Synthase/antagonists & inhibitors. Adv Enzyme Regul 1989;29:141
ICI 198583  112887-62-4   Folic Acid/*analogs & derivatives Thymidylate Synthase/antagonists & inhibitors.
Pharma Action Antineoplastic Agents ; Enzyme Inhibitors ; Folic Acid Antagonists 		J Med Chem 1989;32(6):1284
thymidylate synthase-dihydrofolate reductase  0   *Multienzyme Complexes *Tetrahydrofolate Dehydrogenase *Thymidylate Synthase. Biochemistry 1988;27(10):3776
10-formyldihydrofolate  28459-40-7   Folic Acid/*analogs & derivatives Thymidylate Synthase/antagonists & inhibitors. J Biol Chem 1988;263(15):7105
5'-iodoacetamido-5'-deoxythymidine  101314-73-2   Thymidine/*analogs & derivatives Thymidylate Synthase/antagonists & inhibitors. Biochim Biophys Acta 1986;881(2):175
5'-chloroacetamido-5'-deoxythymidine  72164-50-2   Thymidine/*analogs & derivatives Thymidylate Synthase/antagonists & inhibitors. Biochim Biophys Acta 1986;881(2):175
5'-bromoacetamido-5'-deoxythymidine  50700-63-5   Thymidine/*analogs & derivatives Thymidylate Synthase/antagonists & inhibitors. Biochim Biophys Acta 1986;881(2):175
diazaquinomycin A  87614-40-2 Pyrido(3,2-g)quinoline-2,5,8,10(1H,9H)-tetrone, 3,7-dimethyl-4,6-dipropyl  *Quinones Thymidylate Synthase/antagonists & inhibitors. J Antibiot (Tokyo) 1985;38(8):1025
N-(4-(((2-amino-3,4,5,6,7,8-hexahydro-4-oxo-5-((2'-deoxyuridin-5-yl)methyl)pyrido(3,2-d)pyrimidin-6-yl)methyl)amino)benzoyl)glutamic acid 5'-monophosphate  92008-00-9   Uridine Monophosphate/*analogs & derivatives Thymidylate Synthase/antagonists & inhibitors. J Med Chem 1984;27912):1710
5-fluoro-(2',3')-dideoxy-3'-fluorouridine 5'-phosphate  87395-48-0   *Deoxyuracil Nucleotides *Dideoxynucleotides Thymidylate Synthase/antagonists & inhibitors Thymidine Phosphorylase/antagonists & inhibitors. J Med Chem 1984;27(1):11
vanoxonin  86933-99-5 L-Ornithine, N5-acetyl-N2-(N-(2,3-dihydroxybenzoyl)-L-threonyl)-N5-hydroxy  *Dipeptides Thymidylate Synthase/antagonists & inhibitors. J Antibiot (Tokyo) 1983;36(6):656
5-(4-benzoquinonyl)-2'-deoxyuridine 5'-phosphate  87414-22-0 5'-Uridylic acid, 2'-deoxy-5-(3,6-dioxo-1,4-cyclohexadien-1-yl)  *Deoxyuracil Nucleotides Thymidylate Synthase/antagonists & inhibitors. J Med Chem 1983;26(7):1028
5-ethynyl-2'-deoxyuridylic acid  79762-80-4 5'-Uridylic acid, 2'-deoxy-5-ethynyl-, lithium salt  *Deoxyuracil Nucleotides Thymidylate Synthase/antagonists & inhibitors. J Med Chem 1981;24(12):1537
CB 3717  76849-19-9   *Quinazolines Folic Acid/*analogs & derivatives Thymidylate Synthase/antagonists & inhibitors.
Pharma Action Antineoplastic Agents ; Enzyme Inhibitors ; Folic Acid Antagonists 		Eur J Cancer 1981;17(1):11

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