ChemicalBook > CAS DataBase List > Thymidine

Thymidine

Product Name
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;Deoxythymidine;β-Thymidine;b-Thymidine;Thymidin;Deoxyribothymidine;-Methylvalerophenone;THYMINE-2-DEOXYRIBOSIDE;Tyrosinase-related protein 2
CBNumber
CB6134417
Molecular Formula
C10H14N2O5
Formula Weight
242.23
MOL File
50-89-5.mol
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Thymidine Property

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
optical activity
[α]20/D +19±1°, c = 1% in H2O
Water Solubility 
SOLUBLE
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)
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Safety

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
F 
10
TSCA 
Yes
HS Code 
29335990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
89270
Product name
Thymidine
Purity
≥99.0% (HPLC)
Packaging
1g
Price
$57.4
Updated
2024/03/01
Sigma-Aldrich
Product number
PHR3163
Product name
Zidovudine Related Compound D
Purity
pharmaceutical secondary standard
Packaging
100MG
Price
$534
Updated
2024/03/01
Sigma-Aldrich
Product number
6060
Product name
Thymidine - CAS 50-89-5 - Calbiochem
Packaging
5G
Price
$82.3
Updated
2024/03/01
Sigma-Aldrich
Product number
1724543
Product name
Zidovudine Related Compound D
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
50mg
Price
$1180
Updated
2024/03/01
TCI Chemical
Product number
T0233
Product name
Thymidine
Purity
>98.0%(HPLC)(T)
Packaging
1g
Price
$31
Updated
2024/03/01
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Thymidine Chemical Properties,Usage,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

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.

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

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.

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).

Thymidine Preparation Products And Raw materials

Raw materials

Preparation Products

Zidovudine Stavudine
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View Lastest Price from Thymidine manufacturers

Yunbio Tech Co.,Ltd.
Product
Thymidine 50-89-5
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
20ton
Release date
2022-02-25
Wuhan Senwayer Century Chemical Co.,Ltd
Product
Thymidine 50-89-5
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
20 TONS
Release date
2022-11-09
WUHAN FORTUNA CHEMICAL CO., LTD
Product
Thymidine 50-89-5
Price
US $0.00-0.00/Kg/Drum
Min. Order
1KG
Purity
99.0%min
Supply Ability
1000KGS
Release date
2021-06-18

50-89-5, ThymidineRelated Search:

Starch soluble Thymine 5-HYDROXYMETHYL-2'-DEOXYURIDINE T-SUCCINATE5'-O-DMTR-THYMIDINE-SUCCINATE 5’-o-[bis(4-methoxyphenyl)phenylmethyl]-thymidi THYMIDINE 5'-TRIPHOSPHATE SODIUM SALT,THYMIDINE-5'-TRIPHOSPHATE TETRASODIUM SALT,THYMIDINE-5'-TRIPHOSPHATE TRISODIUM SALT 3’-azido-3’-deoxy-thymidi Trifluridine DMT-dT Phosphoramidite 5-Methyluridine 5’-o-(triphenylmethyl)-thymidi Thymidine-5'-monophosphate disodium salt 3’-deoxy-thymidi Deoxythymidine triphosphate 1-[(2S,4R,5S)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methyl-pyrimidine-2,4-dione 3’-deoxy-3’-fluoro-thymidi 2’,3’-didehydro-3’-deoxy-thymidi THYMIDINE 3':5'-CYCLIC MONOPHOSPHATE SODIUM SALT

  • 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
  • 1-((2R,4S,5R)-4-Hydroxy-5-(hydroxymethyl)tetrahydro-furan-2-yl)-5-methylpyrimidine-2,4(1H,3H)-
  • 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
  • Deoxythymidine
  • Desoxy-thymidin
  • Dthyd
  • Thymidin
  • 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
  • 2'-DEOXYTHYMIDINE
  • 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
  • DT
  • DTHD
  • E-D-RIBOFURANOSIDE, THYMINE-1 2-DEOXY-
  • 1-(2-Deoxy-β-D-ribofuranosyl)-5-methyluracil
  • 1-(2-Deoxy-β-D-ribofuranosyl)thymine