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Thymidine

CAS No.
50-89-5
Chemical Name:
Thymidine
Synonyms
DT;1-((2R,4S,5R)-4-Hydroxy-5-(hydroxyMethyl)tetrahydrofuran-2-yl)-5-MethylpyriMidine-2,4(1H,3H)-dione;β-Thymidine;Deoxythymidine;Thymidin;b-Thymidine;13C6;Deoxyribothymidine;-Methylvalerophenone;THYMINE-2-DEOXYRIBOSIDE
CBNumber:
CB6134417
Molecular Formula:
C10H14N2O5
Molecular Weight:
242.23
MDL Number:
MFCD00006537
MOL File:
50-89-5.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-06-16 21:18:09

Thymidine Properties

Melting point 186-188 °C(lit.)
alpha 18.6 º (c=3, H2O)
Boiling point 385.05°C (rough estimate)
Density 1.3129 (rough estimate)
refractive index 33 ° (C=1, 1mol/L NaOH)
storage temp. 2-8°C
solubility Acetone, DMSO (Slightly), Ethanol, Ethyl Acetate, Methanol (Slightly, Heated), P
form Crystalline Powder
pka pK1:9.79;pK2:12.85 (25°C)
color White to almost white
PH 9.8
biological source synthetic (organic)
optical activity [α]20/D +19±1°, c = 1% in H2O
Water Solubility SOLUBLE
λmax 267 (pH 7);267 (pH 13)
Merck 14,9397
BRN 89285
Stability Stable. Incompatible with strong oxidizing agents.
Cosmetics Ingredients Functions SKIN CONDITIONING
InChI 1S/C10H14N2O5/c1-5-3-12(10(16)11-9(5)15)8-2-6(14)7(4-13)17-8/h3,6-8,13-14H,2,4H2,1H3,(H,11,15,16)/t6-,7+,8+/m0/s1
InChIKey IQFYYKKMVGJFEH-XLPZGREQSA-N
SMILES CC1=CN([C@H]2C[C@H](O)[C@@H](CO)O2)C(=O)NC1=O
LogP -0.930
CAS DataBase Reference 50-89-5(CAS DataBase Reference)
EWG's Food Scores 1
NCI Dictionary of Cancer Terms thymidine
FDA UNII VC2W18DGKR
NCI Drug Dictionary thymidine
NIST Chemistry Reference Thymidine(50-89-5)
EPA Substance Registry System Thymidine (50-89-5)
UNSPSC Code 41116107
NACRES NA.75

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P271-P280
Hazard Codes  Xi
Risk Statements  20/21/22-40-36/37/38-68
Safety Statements  22-24/25-37/39-26-36/37/39
WGK Germany  3
RTECS  XP2071000
10
TSCA  TSCA listed
HS Code  29335990
Storage Class 11 - Combustible Solids
REACH Registrations Active
NFPA 704
1
2 0

Thymidine price More Price(111)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 89270 Thymidine ≥99.0% (HPLC) 50-89-5 1g $66.4 2026-04-30 Buy
Sigma-Aldrich PHR3163 Zidovudine Related Compound D pharmaceutical secondary standard 50-89-5 100MG $620 2026-04-30 Buy
Sigma-Aldrich 6060 Thymidine - CAS 50-89-5 - Calbiochem 50-89-5 5G $92.5 2026-04-30 Buy
Sigma-Aldrich 1724543 Zidovudine Related Compound D United States Pharmacopeia (USP) Reference Standard 50-89-5 50mg $1350 2026-04-30 Buy
TCI Chemical T0233 Thymidine >98.0%(HPLC)(T) 50-89-5 1g $28 2026-04-30 Buy
Product number Packaging Price Buy
89270 1g $66.4 Buy
PHR3163 100MG $620 Buy
6060 5G $92.5 Buy
1724543 50mg $1350 Buy
T0233 1g $28 Buy

Thymidine Chemical Properties,Uses,Production

Description

Thymidine is a pyrimidine nucleoside that is composed of the pyrimidine base thymine attached to the sugar deoxyribose. As a constituent of DNA, thymidine pairs with adenine in the DNA double helix. In cell biology it is used to synchronize the cells in G1/early S phase.

Chemical Properties

White needle crystal, soluble in methanol, ethanol, DMSO and other organic solvents.

Physical properties

Thymidine can exist in vitro conditions as a solid (as white crystals or as white crystalline powder). Under standard temperature and pressure, the stability of this compound is very high. As a part of DNA structure, thymidine occurs in living organisms (also in DNA viruses). Therefore, it is a non-toxic compound. In RNA, there is uridine instead of thymidine. Uridine is formed from the combination of uracil with ribose sugar. The key difference between thymine and thymidine is that thymine is a nucleobase, whereas thymidine is a nucleoside.

Uses

Thymidine is used in the syntheses of active pharmaceutical ingredient such as zidovudine. It also pairs with deoxyadenosine in double-stranded deoxyribonucleic acid. It is used to synchronize the cells in G1/early S phase in cell biology.

Uses

Constituent of deoxyribonucleic acid. The nucleoside (deoxyriboside) of thymine. Occurs in DNA. It is a nucleoside consisting of one thymine molecule linked to ad-doxyribose sugar molecule.

Definition

The NUCLEOSIDE formed when thymine is linked to D-ribose by a β-glycosidic bond.

Definition

ChEBI: Thymidine is a pyrimidine 2'-deoxyribonucleoside having thymine as the nucleobase. It has a role as a metabolite, a human metabolite, an Escherichia coli metabolite and a mouse metabolite. It is functionally related to a thymine. It is an enantiomer of a telbivudine.

Application

Some antiviral drugs, especially those targeting retroviruses such as HIV, are thymidine analogs. For example, zidovudine (AZT) is a thymidine analog that can be mistakenly used by viral reverse transcriptase to synthesize DNA, thereby interrupting the viral replication process.

General Description

Thymidine is also referred to as pyrimidine deoxynucleoside. Deoxythymidine is a nucleoside present in DNA. In a DNA double stranded structure, thymidine pairs with deoxyadeninosine.

Biochem/physiol Actions

Thymidine is useful in cell synchronization during S-phase. In the salvage pathway of pyrimidines, pyrimidine phosphorylase reversibly converts thymine to thymidine.

Mechanism of action

High concentrations of thymidine interrupt the deoxynucleotide metabolism pathway through competitive inhibition, thus blocking DNA replication. A single treatment with thymidine arrests cells throughout S phase, so a double treatment acts to induce a more uniform block in early S phase.

Safety Profile

Moderately toxic by intraperitoneal route. An experimental teratogen. Experimental reproductive effects. Human mutation data reported. When heated to decomposition it emits toxic fumes of NOx.

Purification Methods

Crystallise -thymidine from ethyl acetate, MeOH/Et2O (m 188o) or H2O (as 2H2O m 189o). It is soluble in water and hot organic solvents. The picrate has m 230o (from EtOH).

References

[1] CARLOS LOPEZ-GOMEZ PHD, PHD  Michio H M. Deoxycytidine and Deoxythymidine Treatment for Thymidine Kinase 2 Deficiency[J]. Annals of Neurology, 2017, 81 5: 641-652. DOI: 10.1002/ana.24922

40615-39-2
50-89-5
Synthesis of Thymidine from 5'-O-Dimethoxytrityl-deoxythymidine

Thymidine Preparation Products And Raw materials

Global( 854)Suppliers
Supplier Tel Email Country ProdList Advantage
Wuhu Nuowei Chemical Technology Co., Ltd 0553-8233716 18055326116 sales@nuowei-chem.com China 742 55
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J & K SCIENTIFIC LTD. 18210857532 18210857532 jkinfo@jkchemical.com China 96815 76
Meryer (Shanghai) Chemical Technology Co., Ltd. 4006356688 18621169109 market03@meryer.com China 40202 62

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2,4(1H,3H)-Pyrimidinedione, 1-(2-deoxy-beta-D-ribofuranosyl)-5-methyl- -Nerve Growth Factor (NGF), Induction of neurite outgrowth in PC12 cells, Human recombinant, 27kD SS-THYMIDINE 1-(2-Deoxy-β-D-ribofuranosy ThymidineForBiochemistry ThymidineForBiochemistry-(ThymineDeoxyriboside) b-Thymidine Thymidine,>96% 1-(2-Deoxy-b-D-ribofuranosyl)-5-methyluracil -THYMIDINE (Thymine-2’-deoxyriboside) THYMIDINE,REAGENT,HIGHPURITY THYMIDIN(RG) Thymidine synthetic β-THYMIDINE (2''-DEOXYTHYMIDINE ) THYMIDINE extrapure 1-(2-Deoxy-β-D-ribofuranosyl)-5-methyluracil, 1-(2-Deoxy-β-D-ribofuranosyl)thymine, 2μ-Deoxythymidine, dT, Thymine deoxyriboside 1-(2-Deoxy-b-D-erythro-pentofuranosyl)-5-methyl-2,4(1H,3H)-pyrimidinedione Deoxyribothymidine Benzenepropanoic acid, Beta-[2-[[(1,1-dimethylethoxy)carbonyl]amino]ethyl]- B-THYMIDINE (Thymine-2’-deoxyriboside) 1-[4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methylpyrimidine-2,4-dione 1-[4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-5-methylpyrimidine-2,4(1H,3H)-dione 1-[4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-5-methyl-pyrimidine-2,4-dione DNA,SALT,FISH SPERM Thymine-2-deoxyriboside (1-[2-Deoxy-beta-D-ribofuranosyl]-5-methyluracil) Zidovudine USP RC D Zidovudine impurity E 2-Desoxy-thymidine 5-Methyldeoxyurindine beta-D-Ribofuranoside, thymine-1 2-deoxy- Deoxythymidin Desoxy-thymidin Dthyd Thymidine, 2'-deoxy- URIDINE, 2'-DEOXY-5-METHYL- THYMINE DEOXYRIBOSIDE THYMINE-2'-DEOXYRIBOSIDE THYMINE-2-DEOXYRIBOSIDE THYMINE 2-DESOXYRIBOSIDE THYMIDINE 2,4(1H,3H)-PYRIMIDINEDIONE, 1-(2-DEOXY-BETA-D-ERYTHRO-PENTOFURANOSYL)-5-METHYL- 2'-DEOXYRIBOSYLTHYMINE 5-METHYLDEOXYURIDINE 5-METHYL-2'-DEOXYURIDINE 1-[2-DEOXY-BETA-D-RIBOFURANOSYL]-5-METHYLURACIL 1-[2-DEOXY-BETA-D-RIBOFURANOSYL]-5-METHYLURACYL 1-(2-DEOXY-BETA -D-ERYTHRO-PENTOFURANOSYL)-5-METHYL-2,4(1H,3H)-PYRIMIDINEDIONE 1-(2-DEOXY-BETA-D-RIBOFURANOSYL)THYMINE 1-[(2R,4S,5R)-4-HYDROXY-5-(HYDROXYMETHYL)OXOLAN-2-YL]-5-METHYL-PYRIMIDINE-2,4-DIONE DTHD E-D-RIBOFURANOSIDE, THYMINE-1 2-DEOXY- 1-(2-Deoxy-β-D-ribofuranosyl)-5-methyluracil 1-(2-Deoxy-β-D-ribofuranosyl)thymine ß Dexoythymidine BETA-THYMIDINE THYMIDINE, 99+% 5-Methyldeoxyuridine Thymine-2-deoxyriboside