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| CAS No.: | 50-89-5 |
|---|---|
| Name: | Thymidine |
| Article Data: | 200 |
| Molecular Structure: | |
|
|
|
| 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: |
 Xi
|
| Risk Codes: | 20/21/22-40-36/37/38 |
| Safety: | 22-24/25-37/39-26 |
| PSA: | 104.55000 |
| LogP: | -1.51430 |
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- 40615-39-2
5'-O-(4-4'-dimethoxytrityl)thymidine
- 50-89-5
thymidine
| Conditions | Yield |
|---|---|
| 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% |
| Conditions | Yield |
|---|---|
| With silica gel; trifluoroacetic acid In methanol; chloroform | 100% |
| 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 | Yield |
|---|---|
| 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 | Yield |
|---|---|
| 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 | Yield |
|---|---|
| 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 | Yield |
|---|---|
| In benzene for 1h; Irradiation; | 98% |
- 82161-35-1
5'-O-(9-phenylthioxanthyl)-2'-deoxythimidine
- 50-89-5
thymidine
| Conditions | Yield |
|---|---|
| In water; acetonitrile Hydrolysis; Irradiation; | 97% |
- 6979-97-1, 97834-40-7, 142405-86-5
3',5'-diacetylthymidine
A
- 35898-31-8
5'-O-acetylthymidine
B
- 50-89-5
thymidine
| Conditions | Yield |
|---|---|
| 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 | Yield |
|---|---|
| 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% |
- 50-89-5
thymidine
| Conditions | Yield |
|---|---|
| With dihydrogen peroxide In aq. phosphate buffer; dimethyl sulfoxide at 20℃; for 0.333333h; pH=7.2; Reagent/catalyst; | 96% |
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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: 
Xi
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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