Thymine

HCID 1135CAS 2792-47-4
Substructure searchFind similar structures

Basic information

Standard SMILES
Cc1c[nH]c(=O)[nH]c1=O
InChIKey
RWQNBRDOKXIBIV-UHFFFAOYSA-N
Molecular formula
C5H6N2O2
Average molar mass
126.11 g/mol
Monoisotopic mass
126.04292743

Overview

Thymine is a pyrimidine nucleobase that is uracil in which the hydrogen at position 5 is replaced by a methyl group. It has a role as a mouse metabolite, an Escherichia coli metabolite and a human metabolite. It is a pyrimidine nucleobase and a pyrimidone.

Names & identifiers

Preferred name
Thymine
IUPAC
5-methyl-1H-pyrimidine-2,4-dione
English name
Thymine
Molecular formula
C5H6N2O2
Molecular weight
126.11

Names & synonyms

thymine65-71-45-methyluracil2,4-Dihydroxy-5-methylpyrimidineThyminThymine anhydrate5-Methyl-1,2,3,4-tetrahydropyrimidine-2,4-dione2,4(1H,3H)-Pyrimidinedione, 5-methyl-Thymin (purine base)5-methyl-1H-pyrimidine-2,4-dione5-methyl-2,4(1H,3H)-pyrimidinedioneDTXSID4052342
Show more names
5-Methylpyrimidine-2,4(1H,3H)-dione5-Methyl-2,4-dioxypyrimidineZidovudine Related CoMpound C4(1H,3H)-Pyrimidinedione,5-methyl-2hymine
QR26YLT7LTNSC14705CHEBI:17821NSC-14705DTXCID4030914NSC-1686635 MethyluracilRefChem:6308

Database identifiers

CAS
2792-47-4、65-71-4
PubChem CID
1135
DTXSID
DTXSID4052342
ChEMBL
CHEMBL993
ChEBI
CHEBI:17821
UNII
QR26YLT7LT
EC Number
200-616-1
Nikkaji
J2.357D

Properties

Computed structural properties

XLogP
-0.6
Topological polar surface area
58.2 Ų
Hydrogen bond donors
2
Hydrogen bond acceptors
2
Rotatable bonds
0
Heavy atoms
9

Experimental & physicochemical properties

Chemical ClassesBiological Agents -> Nucleic Acids and Derivatives
DrugsPharmaceuticals -> Listed in ZINC15
SpringerMaterials PropertiesCoriolis coupling
LogP-0.62
Solubility3.82 mg/mL
Melting Point320 °C

Physicochemical properties

Melting point
320 °C · ~320 °C (dec.) (lit.)
Boiling point
234.21 °C · 234.21°C (rough estimate)
Density
1.3541 · 1.3541 (rough estimate)
refractive index
1.509 · 1.5090 (estimate)
storage temp.
Sealed in dry,Room Temperature
solubility
DMSO (Slightly), Methanol (Slightly, Heated)

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 57.1% (4 of 7) of all reports.

Warning

H319 (42.9%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

P264+P265, P280, P305+P351+P338, and P337+P317 (click each P-code to see the statement)

Aggregated GHS information provided per 7 reports by companies from 3 notifications to the ECHA C&L Inventory.

Hazard information

Regulatory Information · 2 items

Chemical: 2,4(1H,3H)-Pyrimidinedione, 5-methyl-

2,4(1H,3H)-Pyrimidinedione, 5-methyl-: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - 2,4(1H,3H)-Pyrimidinedione, 5-methyl-: Environment tier I assessment
Hazards SummaryMay cause eye irritation; [Alfa Aesar MSDS]
Hazard Classes and CategoriesEye Irrit. 2A (42.9%)

Safety data

PPE
Eyeshields, Gloves, type N95 (US)
wgk
2
tsca
TSCA listed
rtecs
XP2100000
hs_code
29335990
risk_code
36-36/37/38

Chemistry & industry

Pharmacology

Tissue LocationsEpidermis
Cellular LocationsExtracellular
Metabolite PathwaysBeta Ureidopropionase Deficiency

Uses & manufacturing

UsesComponent of nucleic acids; Used in biochemical research; [Merck Index]
General Manufacturing Information2,4(1H,3H)-Pyrimidinedione, 5-methyl-: ACTIVE
Applications · 5 items

Uses(1) Thymine, along with adenine, guanine, and cytosine, is one of the four nucleic acid bases in DNA; thymine can be used to study chemical processes that affect DNA structure, such as a radiation-induced free radical product resulting in base cross-linking reaction and derivatization reaction. Thymine can be used to study the energy and hydrogen bonding kinetic parameters with other nucleic acid bases such as adenine; thymine is used for the development of (Hg) detectors with sensitive, nanoparticle-based structures and coordination chemistry. (2) 5-methyl pyrimidine is an important component of genetic material, is the key intermediates of synthestising anti-AIDS drugs AZT, DDT and related drugs key intermediates, but also the starting material of synthetising anti-tumor, antiviral drug β-thymidine.

UsesThymine is a nitrogenous base component in the nucleic acid of DNA.

UsesA nucleobase found in deoxyribonucleic acids (DNA).

UsesThymine (Zidovudine EP Impurity C) is a nitrogenous base component in the nucleic acid of DNA.

General DescriptionThymine (Zidovudine Related Compound C) is a process related impurity of antiretroviral drug zidovudine. Zidovudine belongs to the class of drugs known as nucleoside reverse transcriptase inhibitors and is generally used in the prevention and treatment of HIV/AIDS.Pharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards.

Upstream & downstream products

Downstream products

Suppliers50 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
北京颖喏生物医药科技有限公司15600141006 · [email protected]
Additional notes · 3 items

DefinitionChEBI: A pyrimidine nucleobase that is uracil in which the hydrogen at position 5 is replaced by a methyl group.

DefinitionA nitrogenous base found in DNA. It has a PYRIMIDINE ring structure.

Definitionthymine: A pyrimidine derivativeand one of the major componentbases of nucleotides and the nucleicacid DNA.

Related reactions

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Linked notes

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