5-methoxymethyl-2'-deoxyuridine

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

5-methoxymethyl-2'-deoxyuridine (also known as M(m)dUrd or 5-MOMdUrd) is a synthetic nucleoside analog that is an inhibitor of thymidylate synthase (TS). It is an effective anticancer agent that has been shown to be active against a variety of human cancers, including leukemia, lymphoma, and breast cancer. 5-MOMdUrd is a prodrug that is converted to its active form, 5-methoxymethyl-2'-deoxyuridine 5'-monophosphate (M(m)dUMP), by the enzyme thymidine kinase. M(m)dUMP is a potent inhibitor of TS, which is an essential enzyme for the biosynthesis of thymidine. By inhibiting TS, 5-MOMdUrd prevents the formation of thymine, a key component of DNA. This ultimately leads to the inhibition of DNA synthesis and cell proliferation. 5-MOMdUrd is being studied for its potential as an anticancer agent. It is currently in clinical trials for the treatment of various types of cancer. In addition to its anticancer activity, 5-MOMdUrd has also been shown to have antiviral activity. It is active against a variety of viruses, including herpes simplex virus, varicella-zoster virus, and cytomegalovirus. 5-MOMdUrd is being investigated as a potential treatment for viral infections. Research on 5-MOMdUrd is ongoing to better understand its mechanism of action and to develop new therapeutic applications.'
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5-methoxymethyl-2'-deoxyuridine: used in treatment of experimental herpes simplex keratitis [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID Source	ID
PubMed CID	119051
SCHEMBL ID	8191817
MeSH ID	M0083247

Synonyms (19)

Synonym
mmdurd
mmudr
5-methoxymethyl-2'-deoxyuridine
1-[(2r,4s,5r)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-5-(methoxymethyl)pyrimidine-2,4-dione
methoxymethyl deoxyuridine
alpha-methoxythymidine
thymidine, alpha-methoxy-
2'-deoxy-5-(methoxymethyl)uridine
5-methoxymethyldeoxyuridine
uracil, 1-(2-deoxy-beta-d-erythro-pentofuranosyl)-5-(methoxymethyl)-
2'-deoxy-5-methoxymethyluridine
1-(2-deoxy-beta-d-ribofuranosyl)-5-methoxymethyluracil
uridine, 2'-deoxy-5-methoxymethyl-
5116-22-3
1-[(2r,4s,5r)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-(methoxymethyl)pyrimidine-2,4-dione
BRD-K68812989-001-01-5
SCHEMBL8191817
DTXSID00199185
1-((2r,4s,5r)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-(methoxymethyl)pyrimidine-2,4(1h,3h)-dione

[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (14)

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	13 (92.86)	18.7374
1990's	1 (7.14)	18.2507
2000's	0 (0.00)	29.6817
2010's	0 (0.00)	24.3611
2020's	0 (0.00)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 11.50

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.

Metric	This Compound (vs All)
Research Demand Index	11.50 (24.57)
Research Supply Index	2.77 (2.92)
Research Growth Index	4.27 (4.65)
Search Engine Demand Index	0.00 (26.88)
Search Engine Supply Index	0.00 (0.95)

This Compound (11.50)

All Compounds (24.57)

Study Types

Publication Type	This drug (%)	All Drugs (%)
Trials	0 (0.00%)	5.53%
Reviews	0 (0.00%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	15 (100.00%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
phosphonoacetic acid Phosphonoacetic Acid: A simple organophosphorus compound that inhibits DNA polymerase, especially in viruses and is used as an antiviral agent.. phosphonoacetic acid : A member of the class of phosphonic acids that is phosphonic acid in which the hydrogen attached to the phosphorous is replaced by a carboxymethyl group.	2.87	4	monocarboxylic acid; phosphonic acids	antiviral agent; EC 2.7.7.7 (DNA-directed DNA polymerase) inhibitor
foscarnet Foscarnet: An antiviral agent used in the treatment of cytomegalovirus retinitis. Foscarnet also shows activity against human herpesviruses and HIV.. phosphonoformic acid : Phosphoric acid in which one of the hydroxy groups is replaced by a carboxylic acid group. It is used as the trisodium salt as an antiviral agent in the treatment of cytomegalovirus retinitis (CMV retinitis, an inflamation of the retina that can lead to blindness) and as an alternative to ganciclovir for AIDS patients who require concurrent antiretroviral therapy but are unable to tolerate ganciclovir due to haematological toxicity.	1.96	1	carboxylic acid; one-carbon compound; phosphonic acids	antiviral drug; geroprotector; HIV-1 reverse transcriptase inhibitor; sodium-dependent Pi-transporter inhibitor
thymidine [no description available]	2.65	3	pyrimidine 2'-deoxyribonucleoside	Escherichia coli metabolite; human metabolite; metabolite; mouse metabolite
idoxuridine [no description available]	2.36	2	organoiodine compound; pyrimidine 2'-deoxyribonucleoside	antiviral drug; DNA synthesis inhibitor
bromodeoxyuridine Bromodeoxyuridine: A nucleoside that substitutes for thymidine in DNA and thus acts as an antimetabolite. It causes breaks in chromosomes and has been proposed as an antiviral and antineoplastic agent. It has been given orphan drug status for use in the treatment of primary brain tumors.	2.65	3	pyrimidine 2'-deoxyribonucleoside	antimetabolite; antineoplastic agent
trifluridine Trifluridine: An antiviral derivative of THYMIDINE used mainly in the treatment of primary keratoconjunctivitis and recurrent epithelial keratitis due to HERPES SIMPLEX virus. (From Martindale, The Extra Pharmacopoeia, 30th ed, p557). trifluridine : A pyrimidine 2'-deoxyribonucleoside compound having 5-trifluoromethyluracil as the nucleobase. An antiviral drug used mainly in the treatment of primary keratoconjunctivitis and recurrent epithelial keratitis.	1.96	1	nucleoside analogue; organofluorine compound; pyrimidine 2'-deoxyribonucleoside	antimetabolite; antineoplastic agent; antiviral drug; EC 2.1.1.45 (thymidylate synthase) inhibitor
thymidine monophosphate Thymidine Monophosphate: 5-Thymidylic acid. A thymine nucleotide containing one phosphate group esterified to the deoxyribose moiety.. dTMP : The neutral species of thymidine 5'-monophosphate (2'-deoxythymidine 5'-monophosphate).	1.96	1	thymidine 5'-monophosphate	fundamental metabolite
deoxyuridine [no description available]	3.98	14	pyrimidine 2'-deoxyribonucleoside	Escherichia coli metabolite; human metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite
vidarabine adenine arabinoside : A purine nucleoside in which adenine is attached to arabinofuranose via a beta-N(9)-glycosidic bond.	3.06	5	beta-D-arabinoside; purine nucleoside	antineoplastic agent; bacterial metabolite; nucleoside antibiotic
vidarabine phosphate Vidarabine Phosphate: An adenosine monophosphate analog in which ribose is replaced by an arabinose moiety. It is the monophosphate ester of VIDARABINE with antiviral and possibly antineoplastic properties.	1.96	1
thymine arabinoside thymine arabinoside: selectively inhibits replication of herpes simplex virus	2.36	2	N-glycosyl compound
brivudine brivudine: anti-herpes agent	2.65	3
oligonucleotides [no description available]	1.98	1
acyclovir Acyclovir: A GUANOSINE analog that acts as an antimetabolite. Viruses are especially susceptible. Used especially against herpes.. acyclovir : An oxopurine that is guanine substituted by a (2-hydroxyethoxy)methyl substituent at position 9. Used in the treatment of viral infections.	2.65	3	2-aminopurines; oxopurine	antimetabolite; antiviral drug
guanine [no description available]	1.96	1	2-aminopurines; oxopurine; purine nucleobase	algal metabolite; Escherichia coli metabolite; human metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite

Condition	Relationship Strength	Studies
Herpes Simplex Virus Infection [description not available]	2.65	3
Herpes Simplex A group of acute infections caused by herpes simplex virus type 1 or type 2 that is characterized by the development of one or more small fluid-filled vesicles with a raised erythematous base on the skin or mucous membrane. It occurs as a primary infection or recurs due to a reactivation of a latent infection. (Dorland, 27th ed.)	2.65	3
Furrow Keratitis [description not available]	1.95	1
Brain Inflammation [description not available]	1.96	1
Encephalitis Inflammation of the BRAIN due to infection, autoimmune processes, toxins, and other conditions. Viral infections (see ENCEPHALITIS, VIRAL) are a relatively frequent cause of this condition.	1.96	1
Recrudescence [description not available]	1.96	1
Genital Herpes [description not available]	1.96	1
Herpes Genitalis Infection of the genitals (GENITALIA) with HERPES SIMPLEX VIRUS in either the males or the females.	1.96	1

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