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50-89-5

Basic Information
CAS No.: 50-89-5
Name: Thymidine
Article Data: 200
Cas Database
Molecular Structure:
Molecular Structure of 50-89-5 (Thymidine)
Formula: C10H14N2O5
Molecular Weight: 242.232
Synonyms: 1-(2-Deoxy-beta-D-erythro-pentofuranosyl)-5-methyl-2,4(1H,3H)-pyrimidinedione;5-Methyl-2'-deoxyuridine;2,4(1H,3H)-Pyrimidinedione, 1-(2-deoxy-beta-D-erythro-pentofuranosyl)-5-methyl-;2'-Deoxythymidine;5-Methyldeoxyurindine;Uridine, 2'-deoxy-5-methyl-beta-D-Ribofuranoside, thymine-1 2-deoxy-;dT;UNII-VC2W18DGKR;Thyminedeoxyriboside;Thymine-2-deoxyriboside;
EINECS: 200-070-4
Density: 1.452 g/cm3
Melting Point: 186-188 °C(lit.)
Boiling Point: 385.05°C (rough estimate)
Solubility: soluble in water
Appearance: white crystalline powder
Hazard Symbols: IrritantXi
Risk Codes: 20/21/22-40-36/37/38
Safety: 22-24/25-37/39-26
PSA: 104.55000
LogP: -1.51430
Synthetic route
40615-39-2

5'-O-(4-4'-dimethoxytrityl)thymidine

50-89-5

thymidine

Conditions
ConditionsYield
With zinc dibromide In nitromethane for 0.0166667h; Ambient temperature;100%
With zinc dibromide In nitromethane Kinetics; Ambient temperature; in various solvent:CH2Cl2, THF, Acetone, Dioxane; other 5'-deoxytritylnucleosides;100%
With β-naphthol In dichloromethane for 0.166667h; Product distribution / selectivity; Irradiation with mercury arc lamp;97%
7791-71-1

5'-O-tritylthymidine

50-89-5

thymidine

Conditions
ConditionsYield
With silica gel; trifluoroacetic acid In methanol; chloroform100%
Stage #1: 5'-O-tritylthymidine With carbon tetrabromide In methanol for 0.5h; Irradiation;
Stage #2: In methanol at 20℃; for 12.5h;
97%
With carbon tetrabromide In methanol at 20℃; for 13h; Irradiation;97%
1335224-06-0

1-[(2R,4S,5R)-5-(hydroxymethyl)-4-[2-(4-hydroxyphenyl)-2-oxoethoxy]tetrahydrofuran-2-yl]-5-methylpyrimidine-2,4-dione

50-89-5

thymidine

Conditions
ConditionsYield
In methanol; water for 0.00416667h; Photolysis;100%
6979-97-1, 97834-40-7, 142405-86-5

3',5'-diacetylthymidine

50-89-5

thymidine

Conditions
ConditionsYield
With lipase A from Aspergillus niger In aq. phosphate buffer; acetonitrile at 25℃; for 2h; pH=7; Enzymatic reaction;99%
With ammonium hydroxide at 20℃; Inert atmosphere;
With methanol; sodium methylate at 44℃; under 760.051 Torr; for 1h; Large scale reaction;295.6 g
With methanol; sodium methylate for 1h; Reflux;
40733-26-4

3',5'-O-di(tert-butyldimethylsilyl)thymidine

50-89-5

thymidine

Conditions
ConditionsYield
With potassium tert-butylate In N,N-dimethyl-formamide for 1h; Ambient temperature;98%
With tetrabutyl ammonium fluoride In tetrahydrofuran Ambient temperature;95%
With acetyl chloride In methanol for 2.5h;90%
167872-02-8

thymidine 5'-(3'',5''-dimethoxybenzoin)carbonate

50-89-5

thymidine

Conditions
ConditionsYield
In benzene for 1h; Irradiation;98%
82161-35-1

5'-O-(9-phenylthioxanthyl)-2'-deoxythimidine

50-89-5

thymidine

Conditions
ConditionsYield
In water; acetonitrile Hydrolysis; Irradiation;97%
6979-97-1, 97834-40-7, 142405-86-5

3',5'-diacetylthymidine

p2(Ac-Cys-(Asp)4-Asp-COOH)-modified immobilized BTL*S196C enzyme

p2(Ac-Cys-(Asp)4-Asp-COOH)-modified immobilized BTL*S196C enzyme

A

35898-31-8

5'-O-acetylthymidine

B

50-89-5

thymidine

Conditions
ConditionsYield
With sodium acetate In acetonitrile at 25℃; for 100h; pH=5; pH-value; Time; Reagent/catalyst; regioselective reaction;A 97%
B 3%
40733-28-6

5'-tert-butyldimethylsilyloxy-2'-deoxythymidine

50-89-5

thymidine

Conditions
ConditionsYield
With Decaborane In tetrahydrofuran; methanol at 20℃; for 6h;96%
With iodine(I) bromide In methanol; dichloromethane for 2h; Ambient temperature;95%
With potassium tert-butylate In N,N-dimethyl-formamide for 24h; Ambient temperature;92%

C23H31BN2O7

50-89-5

thymidine

Conditions
ConditionsYield
With dihydrogen peroxide In aq. phosphate buffer; dimethyl sulfoxide at 20℃; for 0.333333h; pH=7.2; Reagent/catalyst;96%
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    Product name Thymidine CAS NO. 50-89-5 English name Thymidine Alias β-thymidine Molecular formula C10H14N2O5 Molecular weight 242.2286 Structural formula

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Chemistry

Molecular structure of Thymidine (CAS NO.50-89-5) is:

Product Name: Thymidine
CAS Registry Number: 50-89-5
IUPAC Name: 1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methylpyrimidine-2,4-dione
Molecular Weight: 242.22856 [g/mol]
Molecular Formula: C10H14N2O5
XLogP3: -1.2
H-Bond Donor: 3
H-Bond Acceptor: 5
Melting Point: 186-188 °C(lit.)
Refractive index: 33 ° (C=1, 1mol/L NaOH)
Storage temp.: 0-6°C
Water Solubility: Soluble
Stability: Stable. Incompatible with strong oxidizing agents. 
Surface Tension: 62.2 dyne/cm
Density: 1.452 g/cm3
Product Categories: Fine Chemical & Intermediates; Pyridines, Pyrimidines, Purines and Pteredines; chiral; API intermediates; Zidovudine; Stavudine; Biochemistry; Nucleosides and their analogs; Nucleosides, Nucleotides & Related Reagents; Anti-virals; Bases & Related Reagents; Carbohydrates & Derivatives; Intermediates & Fine Chemicals; Nucleotides; Pharmaceuticals; Miscellaneous Specialties

Uses

In cell biology, Thymidine (CAS NO.50-89-5) is used to synchronize the cells in S phase. It is commonly used in cell proliferation assays. It is used as pharmaceutical intermediates, it is used for synthesis of antiviral and anti-HIV drugs.

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 2512mg/kg (2512mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)
Journal of Pharmacology and Experimental Therapeutics. Vol. 207, Pg. 504, 1978.

Consensus Reports

Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.

Safety Profile

Safty information about Thymidine (CAS NO.50-89-5) is:
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.
Hazard Codes: IrritantXi 
Risk Statements: 20/21/22-40-36/37/38 
R20/21/22: Harmful by inhalation, in contact with skin and if swallowed  
R40: Limited evidence of a carcinogenic effect  
R36/37/38: Irritating to eyes, respiratory system and skin
Safety Statements  22-24/25-37/39-26
S22:  Do not breathe dust 
S24/25: Avoid contact with skin and eyes
S37/39: Wear suitable gloves and eye/face protection
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
F 10: Keep under argon.
WGK Germany: 3
RTECS: XP2071000

Specification

 Thymidine , its cas register number is 50-89-5. It also can be called 1-(2-Deoxy-beta-D-erythro-pentofuranosyl)-5-methyl-2,4(1H,3H)-pyrimidinedione ; 2'-Deoxythymidine ; 2,4(1H,3H)-Pyrimidinedione, 1-(2-deoxy-beta-D-erythro-pentofuranosyl)-5-methyl- ; 5-Methyl-2'-deoxyuridine ; 5-Methyldeoxyuridine ; 5-Methyldeoxyurindine ; AI3-52267 ; CCRIS 1283 ; DThyd ; Deoxythymidine ; NSC 21548 ; Thymidin ; Thymidine ; Thymine-2-deoxyriboside ; Thymine-2-desoxyriboside ; Thyminedeoxyriboside ; UNII-VC2W18DGKR ; Uridine, 2'-deoxy-5-methyl-beta-D-Ribofuranoside, thymine-1 2-deoxy- ; dT . It is a white crystalline powder.

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