20924-05-4

Basic information

• Product Name: THYMINE-1-ACETIC ACID
• Synonyms: 2-[5-METHYL-2,4-DIOXO-3,4-DIHYDRO-1(2H)-PYRIMIDINYL]ACETIC ACID;THYMINE-1-ACETIC ACID;THYMINE-1-YL-ACETIC ACID ;[5-Methyl-2,4-dioxo-3,4-dihydro-1(2H)-pyrimidinyl]acetic acid;Thymin-1-ylacetic acid;(5-Methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetic acid;1-Carboxymethylthymine;1-Thyminylacetic acid
• CAS NO: 20924-05-4
• Molecular Formula: C₇H₈N₂O₄
• Molecular Weight: 184.15
• Product Categories: Building Blocks;Heterocyclic Building Blocks;Pyrimidines
• Mol File: 20924-05-4.mol

Chemical Properties

• Melting Point: 272-278 °C (dec.)(lit.)
• Boiling Point: 424.4 °C at 760 mmHg
• Flash Point: 210.5 °C
• Appearance: /
• Density: 1.416
• Vapor Pressure: 5.57E-09mmHg at 25°C
• Refractive Index: 1.54
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 3.81±0.10(Predicted)
• CAS DataBase Reference: THYMINE-1-ACETIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: THYMINE-1-ACETIC ACID(20924-05-4)
• EPA Substance Registry System: THYMINE-1-ACETIC ACID(20924-05-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 20924-05-4(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Thymine-1-acetic acid is used as a potential chemotherapeutic agent for its role in the formation of nucleosides, nucleotides, and nucleic acids. It is being investigated for its potential to target cancer cells by interfering with their genetic material synthesis, thereby inhibiting tumor growth and progression.
Used in Research Applications:
Thymine-1-acetic acid is used as a research tool in molecular biology and genetics. It aids in understanding the mechanisms of DNA replication, transcription, and repair, as well as the interactions between nucleic acids and other biomolecules. This knowledge can contribute to the development of novel therapeutic strategies and diagnostic tools in the field of medicine.

InChI:InChI=1/C7H8N2O4/c1-4-2-9(3-5(10)11)7(13)8-6(4)12/h2H,3H2,1H3,(H,10,11)(H,8,12,13)

Upstream product

• 28230-32-2 3-hydroxy-3,4-dihydrobenzotriazine-4-one 

Downstream Products

• 139166-79-3 1-thyminylacetic acid pentafluorophenyl ester 
• 140676-57-9 (5-Methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetic acid 2,4,5-trichloro-phenyl ester 
• 140663-29-2 (5-Methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetic acid phenyl ester 
• 163671-16-7 1-(2-{(2S,4R)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-pyrrolidin-1-yl}-2-oxo-ethyl)-5-methyl-1H-pyrimidine-2,4-dione 
• 170944-06-6 methyl N-<2-((4-methoxyphenyl)-diphenylmethylamino)ethyl>-N-((thymin-1-yl)acetyl) glycinate 
• 183058-22-2 ({{2-[(4-Methoxy-phenyl)-diphenyl-methoxy]-ethyl}-[2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-amino}-methyl)-phosphonic acid diethyl ester 
• 183057-84-3 ({{2-[(4-Methoxy-phenyl)-diphenyl-methoxy]-ethyl}-[2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-amino}-methyl)-phosphonic acid bis-[2-(4-nitro-phenyl)-ethyl] ester 
• 185304-45-4 (2S,4S)-4-Benzyloxycarbonylamino-1-[2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-pyrrolidine-2-carboxylic acid methyl ester 
• 179472-06-1 Isobutyric acid (S)-3-benzyloxy-2-[2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetylamino]-propyl ester 
• 180683-66-3 {((1R,2R)-2-tert-Butoxycarbonylamino-cyclohexyl)-[2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-amino}-acetic acid methyl ester 
• 180509-99-3 {((1S,2S)-2-tert-Butoxycarbonylamino-cyclohexyl)-[2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-amino}-acetic acid methyl ester 
• 185670-79-5 ({(2-tert-Butoxycarbonylamino-ethyl)-[2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-amino}-methyl)-phosphonic acid bis-[2-(4-nitro-phenyl)-ethyl] ester 

Relevant articles and documents

Peptide Nucleic Acid with Double Face: Homothymine-Homocytosine Bimodal Cα-PNA (bm-Cα-PNA) Forms a Double Duplex of the bm-PNA2:DNA Triplex

Cα-bimodal peptide nucleic acids (bm-Cα-PNA) are PNAs with two faces and are designed homologues of PNAs in which each aminoethylglycine (aeg) repeating unit in the standard PNA backbone hosts a second nucleobase at Cα through a spacer chain with a triazole linker. Such bm-Cα-PNA with mixed sequences can form double duplexes by simultaneous binding to two complementary DNAs, one to the base sequence on t-amide side and the other to the bases on the Cα side chain. The synthesis of bm-Cα-PNA with homothymine (T7) on the t-amide face and homocytosine (C5) on the Cα side chain through the triazole linker was achieved by solid phase synthesis with the global click reaction. In the presence of complementary DNAs dA8 and dG6 at neutral pH, bm-Cα-PNA 1 forms a higher order pentameric double duplex of a triplex composed of two bm-Cα-PNA-C5:dG5 duplexes built on a core (bm-Cα-PNA-T7)2:dA8 triplex. Circular dichroism studies showed that assembly can be achieved by either triplex first and duplex later or vice versa. Isothermal titration calorimetry data indicated that the assembly is driven by favorable enthalpy. These results validate concurrent multiple complex formation by bimodal PNAs with additional nucleobases at Cα or Cγon the aeg-PNA backbone and open up ways to design programmed supramolecular assemblies.