• Chemical structure of N1-Methyl-N3-Benzylthymine, PubChem CID 21627130, ≥98% — doubly N-substituted thymine derivative used in nucleobase chemistry and chemoselective N-alkylation methodology research. Supplied by NorrChemica with DDP shipping. CoA
  • 1H NMR of N1-Methyl-N3-Benzylthymine, batch NOR51048551-25-2, recorded in CDCl3 on a Bruker Avance 600 MHz spectrometer. Spectrum shows aromatic signals between 7.2–7.5 ppm (Ar-H), pyrimidine C6-H near 7.0 ppm, N-CH2 benzyl methylene singlet near 5.1 ppm, N1-methyl singlet near 3.4 ppm, and the C5 methyl singlet near 1.9 ppm — consistent with N1-methyl, N3-benzyl substitution of thymine. Supplied by NorrChemica with CoA and SDS.
  • 13C NMR (DEPT-edited) of N1-Methyl-N3-Benzylthymine, batch NOR51048551-25-2, recorded in CDCl3 on a Bruker Avance 600 MHz spectrometer (150.81 MHz 13C). Spectrum shows two carbonyl signals at 164.1 and 152.0 ppm (C4 and C2 of the pyrimidinedione), aromatic carbons between 127–140 ppm, C5 at 110.1 ppm, N3-CH2 benzyl carbon at 44.8 ppm, N1-methyl at 36.9 ppm, and C5 methyl at 13.2 ppm — consistent with N1-methyl, N3-benzyl substitution of thymine. Supplied by NorrChemica with CoA and SDS.
  • gHSQC 2D spectrum of N1-Methyl-N3-Benzylthymine, batch NOR51048551-25-2, recorded in CDCl3 on a Bruker Avance 600 MHz spectrometer. One-bond 1H-13C correlations: aromatic CH cross-peaks near δH 7.2–7.5 / δC 127–130, pyrimidine C6-H cross-peak near δH 7.0 / δC 140, N3-CH2 benzyl near δH 5.1 / δC 44.8, N1-methyl near δH 3.4 / δC 36.9, and C5-methyl near δH 1.9 / δC 13.2 — consistent with N1-methyl, N3-benzyl substitution of thymine. Supplied by NorrChemica with CoA and SDS.
  • gHMBC 2D spectrum of N1-Methyl-N3-Benzylthymine, batch NOR51048551-25-2, recorded in CDCl3 on a Bruker Avance 600 MHz spectrometer. Long-range 1H-13C correlations from N1-methyl (δH 3.4) to C2 and C6 of the pyrimidinedione confirm N1-methyl attachment; correlations from N3-CH2 benzyl (δH 5.1) to C2, C4, and benzyl ipso/ortho carbons confirm N3-benzyl attachment; C5-methyl (δH 1.9) correlates to C4, C5, and C6, confirming the thymine ring. Supplied by NorrChemica with CoA and SDS.
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NorrChemica™

N1-Methyl-N3-Benzylthymine

PubChem CID: 21627130 ≥98%

N1-Methyl-N3-Benzylthymine | PubChem CID: 21627130 | ≥98%

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Technical Specifications

SMILES CC1=CN(C(=O)N(C1=O)CC2=CC=CC=C2)C
InChI InChI=1S/C13H14N2O2/c1-10-8-14(2)13(17)15(12(10)16)9-11-6-4-3-5-7-11/h3-8H,9H2,1-2H3
InChIKey RHBCQQYWSYVORA-UHFFFAOYSA-N
PubChem CID 21627130
Molecular Formula C13H14N2O2
Molecular Weight 230.26 g/mol
Solubility Soluble in chloroform, ethylacetate, DMF, DMSO.
Purity ≥98%
Physical Form White to off-white solid
HS Code 2933.59
Shelf Life Retest period: 36 months from date of manufacture
Storage Conditions Store in a cool, dry place in a tightly sealed container

Product Description & Scientific Applications

Proposed building block for next-generation modified-nucleobase and oligonucleotide chemistry. As RNA and oligonucleotide technologies expand beyond canonical base modifications such as pseudouridine and N1-methylpseudouridine, new nucleobase chemical spaces may help address emerging challenges in transcript stability, immunomodulation, base-pairing fidelity, and synthetic recognition. This doubly N-substituted thymine, with a permanent N1-methyl group and a removable N3-benzyl group, offers a structurally focused module on the N1-methylpyrimidinedione axis that may be evaluated as a precursor in modified-nucleobase, non-canonical nucleoside, antisense, aptamer, and non-natural base-pair research where deliberate disruption of canonical hydrogen bonding is part of the design strategy.

Protected precursor to 1-methylthymine and non-canonical N3-nucleoside analogues. The regioselective functionalisation at N1 and/or N3 remains a sensitive challenge in nucleobase alkylation chemistry. This compound contains a preinstalled methyl group at N1 which remains unaltered upon debenzylation conditions, yielding 1-methylthymine. Glycosidation reactions may then be conducted at N3 rather than at the usual — now blocked — N1 position, allowing access to unnatural "reverse" N3-glycosylated nucleoside analogues, a chemical space adjacent to the N1-methylpyrimidine logic explored in modified-mRNA chemistry which is otherwise unattainable from canonical thymine bases.

Proposed H-bond-ablated thymine analogue for non-natural base-pair research. Installation of the N3-benzyl group temporarily removes the Watson–Crick H-bond donor that contributes to natural A–T pairing in DNA and U–A pairing in RNA. While protected, the compound may serve as an exploratory probe or model base for hydrophobic and stacking-driven base-pair analogues, universal/wobble base design, and supramolecular self-assembly of pyrimidine motifs where N3–H donation is intentionally absent.

Pyrimidine-2,4-dione scaffold variant for medicinal chemistry and chemical biology. The pyrimidine-2,4-dione core is a recurrent medicinal-chemistry motif, including in antiviral and enzyme-inhibitor scaffold families. This compound is offered as a chemically defined, doubly N-substituted scaffold variant for SAR exploration.

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  • Worldwide: 7–14 business days, selected locations.

Safety Information

Hazard Class None — not subject to transport regulations
Transport Category Not classified as dangerous goods for transport (ADR/IATA/IMDG)

Documentation

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