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Thymidine

Thymidine Structure
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;Deoxythymidine;β-Thymidine;b-Thymidine;Thymidin;Deoxyribothymidine;-Methylvalerophenone;THYMINE-2-DEOXYRIBOSIDE;Tyrosinase-related protein 2
CBNumber:
CB6134417
Molecular Formula:
C10H14N2O5
Molecular Weight:
242.23
MOL File:
50-89-5.mol
MSDS File:
SDS
Modify Date:
2024/8/28 13:53:24

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
pka pK1:9.79;pK2:12.85 (25°C)
form Crystalline Powder
color White to almost white
PH 9.8
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.
InChIKey IQFYYKKMVGJFEH-XLPZGREQSA-N
LogP -0.930
CAS DataBase Reference 50-89-5(CAS DataBase Reference)
NIST Chemistry Reference Thymidine(50-89-5)
EPA Substance Registry System Thymidine (50-89-5)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
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  Yes
HS Code  29335990
NFPA 704
1
2 0

Thymidine price More Price(20)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) T9250 Thymidine ≥99% 50-89-5 1G ₹2024.28 2022-06-14 Buy
Sigma-Aldrich(India) T9250 Thymidine ≥99% 50-89-5 5G ₹5899.63 2022-06-14 Buy
Sigma-Aldrich(India) T9250 Thymidine ≥99% 50-89-5 10G ₹10446.13 2022-06-14 Buy
Sigma-Aldrich(India) T9250 Thymidine ≥99% 50-89-5 25G ₹23490.25 2022-06-14 Buy
Sigma-Aldrich(India) T1895 Thymidine powder, BioReagent, suitable for cell culture 50-89-5 1G ₹4280 2022-06-14 Buy
Product number Packaging Price Buy
T9250 1G ₹2024.28 Buy
T9250 5G ₹5899.63 Buy
T9250 10G ₹10446.13 Buy
T9250 25G ₹23490.25 Buy
T1895 1G ₹4280 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.

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.

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.

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).

Thymidine Preparation Products And Raw materials

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