Thymidine

Thymidine Basic information
Product Name:Thymidine
Synonyms:-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);Thymidine,>96%;1-(2-Deoxy-b-D-ribofuranosyl)-5-methyluracil;-THYMIDINE (Thymine-2’-deoxyriboside)
CAS:50-89-5
MF:C10H14N2O5
MW:242.23
EINECS:200-070-4
Product Categories:Miscellaneous Specialties;Zidovudine;Stavudine;Biochemistry;Nucleosides and their analogs;Nucleosides, Nucleotides & Related Reagents;Anti-virals;Bases & Related Reagents;Carbohydrates & Derivatives;Intermediates & Fine Chemicals;Nucleotides;Pharmaceuticals;Pyridines, Pyrimidines, Purines and Pteredines;chiral;API intermediates;FINE Chemical & INTERMEDIATES;Pyrimidine purine;nucleoside;Nucleosides
Mol File:50-89-5.mol
Thymidine Structure
Thymidine Chemical 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
pkapK1:9.79;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.
InChIKeyIQFYYKKMVGJFEH-XLPZGREQSA-N
LogP-0.930
CAS DataBase Reference50-89-5(CAS DataBase Reference)
NIST Chemistry ReferenceThymidine(50-89-5)
EPA Substance Registry SystemThymidine (50-89-5)
Safety Information
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
MSDS Information
ProviderLanguage
Thymine deoxyriboside English
SigmaAldrich English
ACROS English
ALFA English
Thymidine Usage And Synthesis
DescriptionThymidine 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 PropertiesWhite needle crystal, soluble in methanol, ethanol, DMSO and other organic solvents.
UsesConstituent 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.
UsesThymidine 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.
DefinitionThe NUCLEOSIDE formed when thymine is linked to D-ribose by a β-glycosidic bond.
DefinitionChEBI: 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 DescriptionThymidine 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 ActionsThymidine is useful in cell synchronization during S-phase. In the salvage pathway of pyrimidines, pyrimidine phosphorylase reversibly converts thymine to thymidine.
Safety ProfileModerately 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 MethodsCrystallise -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
Preparation ProductsZidovudine-->Stavudine-->5-METHYLCYTOSINE-->5'-O-(4,4'-DIMETHOXYTRITYL)-N4-BENZOYL-5-METHYL-2'-DEOXYCYTIDINE-->3',5'-DIACETYLTHYMIDINE
Thymidine, 3',5'-diacetate 3',5'-DI-O-BENZOYLTHYMIDINE 3'-ACETYLTHYMIDINE 5-Methyluridine THYMIDINE 5'-TRIPHOSPHATE SODIUM SALT,THYMIDINE-5'-TRIPHOSPHATE TETRASODIUM SALT,THYMIDINE-5'-TRIPHOSPHATE TRISODIUM SALT 3'-O-BENZOYLTHYMIDINE 3’-deoxy-thymidi DTDP-GLC-NA2 5'-O-(4,4'-DIMETHOXYTRITYL)-2'-DEOXYTHYMIDINE-3'-(METHYL-N,N-DIISOPROPYL)PHOSPHORAMIDITE THYMIDINE PHOSPHORYLASE (AB-1) MONOCLONAL ANTIBODY RIBAVIRINA 5-HYDROXYMETHYL-2'-DEOXYURIDINE THYMIDINE 5'-TRIPHOSPHATE, TETRASODIUM SALT, [METHYL, 1'2'-3H]- THYMIDINE 3'-MONOPHOSPHATE SODIUM SALT Thymidine-5'-monophosphate disodium salt T-SUCCINATE5'-O-DMTR-THYMIDINE-SUCCINATE 5'-Dimethoxytrityl-3'-deoxythymidine 2'-[(2-cyanoethyl)-(N,N-diisopropyl)]-phosphoramidite 5’-o-[bis(4-methoxyphenyl)phenylmethyl]-thymidi

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