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
• Article Data: 1

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

General Description

Thymine-1-acetic acid is a chemical compound derived from thymine, one of the four nucleobases in the nucleic acid of DNA. It consists of a thymine molecule, which includes a pyrimidine ring and a methyl group, attached to an acetic acid molecule. This organic compound plays a key role in the formation of nucleosides, nucleotides, and nucleic acids, which are essential components of genetic material. Being an analog of thymine, investigations are being conducted regarding its potential use in chemotherapy and other pharmacological applications.

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

• 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 
• 184159-46-4 ({{2-[Bis-(4-methoxy-phenyl)-phenyl-methoxy]-ethyl}-[2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-amino}-methyl)-phosphonic acid diphenyl ester 
• 179472-03-8 N-{(R)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxy]-1-hydroxymethyl-ethyl}-2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetamide 
• 203643-39-4 ({(2-{[(4-Methoxy-phenyl)-diphenyl-methyl]-amino}-ethyl)-[2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-amino}-methyl)-phosphonic acid diphenyl ester 
• 227798-03-0 ({{(R)-1-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-propyl}-[2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-amino}-methyl)-phosphonic acid diphenyl ester 
• 289684-54-4 7-[(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-3,9-dioxo-1,4,7,10tetraaza-cyclododecane-1-carboxylic acid benzyl ester 
• 345201-61-8 3-[[(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-(2-nitro-benzyl)-amino]-propionic acid ethyl ester 
• 345201-60-7 methyl N-(2-nitrobenzyl)-N-(thymin-1-ylacetyl)glycinate 
• 345201-63-0 2-[[(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-(2-nitro-benzyl)-amino]-propionic acid methyl ester 
• 345201-62-9 2-[[(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-(2-nitro-benzyl)-amino]-propionic acid methyl ester 
• 399564-81-9 {(2-allyloxycarbonylamino-benzyl)-[(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-amino}-acetic acid tert-butyl ester 
• 406214-95-7 N-benzyl-N-[2-(3,5-dioxo-4-aza-tricyclo[5.2.1.0^2,6]dec-8-en-4-yl)-ethyl]-2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetamide 
• 611183-01-8 N-(2,5-dihydroxycyclopentyl)-2-(thymin-1-yl)acetamide 

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.