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Thymidine

CAS：50-89-5
MW:242.22856
MF：C10H14N2O5

Constituent of deoxyribonucleic acid

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Names and ldentifier
Properties
Use and Manufacturing
Safety and Handling
Msds
NMR Spectrum
Other Information
Computational chemical data
Related Questions
Realated Product Infomation

1. Names and Identifiers

1.1 Name: Thymidine

1.2 Synonyms: 1-(2-Deoxy-b-D-erythro-pentofuranosyl)-5-methyl-2,4(1H,3H)-pyrimidinedione; 1-(2-Deoxy-b-D-ribofuranosyl)-5-methyluracil; 1-(2-Deoxypentofuranosyl)-5-methyl-2,4(1H,3H)-(2-13C,15N2)pyrimidinedione; 1-(2-Deoxy-Β-D-erythro-pentofuranosyl)-4-hydroxy-5-methyl-2(1H)-pyrimidinone; 1-(2-Deoxy-Β-D-erythro-pentofuranosyl)-4-hydroxy-5-methylpyrimidin-2(1H)-one; 1-(2-Deoxy-Β-D-erythro-pentofuranosyl)-5-methylpyrimidin-2,4(1H,3H)-dion; 1-(2-Deoxy-β-D-ribofuranosy; 1-(2-Deoxy-Β-D-ribofuranosyl)-5-methyluraci; 1-(2-Deoxy-Β-D-ribofuranosyl)-5-methyluracil; 1-(2-Deoxy-Β-D-ribofuranosyl)thymine; 1-[(2R,4S,5R)-4-Hydroxy-5-(hydroxymethyl)tetrahydro-2-furanyl]-5-methyl-2,4(1H,3H)-pyrimidinedione; 2(1H)-pyrimidinone, 1-(2-deoxy-Β-D-erythro-pentofuranosyl)-4-hydroxy-5-methyl-; 2,4(1H,3H)-Pyrimidinedione, 1-(2-deoxy-.Β.-D-erythro-pentofuranosyl)-5-methyl-; 2,4(1H,3H)-Pyrimidinedione, 1-(2-deoxy-beta-D-ribofuranosyl)-5-methyl-; 2,4(1H,3H)-Pyrimidinedione, 1-(2-deoxy-Β-D-erythro-pentofuranosyl)-5-methyl-; 2,4(1H,3H)-Pyrimidinedione,1-(2-deoxy-.Beta.-D-erythro-pentofuranosyl)-5-methyl; 2,4(1H,3H)-Pyrimidinedione-2-13C-1,3-15N2, 1-(2-deoxypentofuranosyl)-5-methyl-; 2'-deoxy-5-methyluridine; 2'-deoxy-5-methyl-Uridine; 2'-Deoxythymidine; 2'-dT; 3,4-Dihydrothymidine, 2'-deoxy-; 3H-Thymidine; 5-methyl-2'-deoxyuridine; 5-Methyldeoxyuridine; b-Thymidine; deoxyribosylthymine; deoxythymidine; DTHD; Dthyd; EINECS 200-070-4; -Nerve Growth Factor (NGF), Induction of neurite outgrowth in PC12 cells, Human recombinant, 27kD; SS-THYMIDINE; T6NVMVJ E1 A- ET5OTJ B1Q CQ &&Ribo Form; Thymidin; THYMIDINE-13C,15N2; ThymidineForBiochemistry; ThymidineForBiochemistry-(ThymineDeoxyriboside); Thymine deoxyriboside; Thymine-2-deoxyriboside; Thyminedeoxyriboside; Zidovudine Related Compound D;

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1.3 CAS No.: 50-89-5

1.4 CID: 5789

1.5 EINECS: 200-070-4

1.6 Molecular Formula: C10H14N2O5

1.7 Inchi: InChI=1S/C10H14N2O5/c1-5-3-12(10(16)11-9(5)15)8-2-6(14)7(4-13)17-8/h3,6-8,13-14H,2,4H2,1H3,(H,11,15,16)/t6-,7+,8+/m0/s1

1.8 InChkey: IQFYYKKMVGJFEH-XLPZGREQSA-N

1.9 Canonical Smiles: CC1=CN(C(=O)NC1=O)C2CC(C(O2)CO)O

1.10 Isomers Smiles: CC1=CN(C(=O)NC1=O)[C@H]2C[C@@H]([C@H](O2)CO)O

2. Properties

2.1 Appearance: White to almost white Crystalline Powder

2.2 Storage: Ambient temperatures.

2.3 Chemical Properties: White crystalline powder

2.4 Color/Form: White to almost white

2.5 pKa: pK1:9.79;pK2:12.85 (25°C)

2.6 Water Solubility: H2O: soluble

2.7 Stability: Stable. Incompatible with strong oxidizing agents.

2.8 StorageTemp: 2-8°C

3. Use and Manufacturing

3.1 Definition: The nucleoside(deoxyriboside) of thymine. Occurs in DNA.

3.2 Description: Thymidine (CAS 50-89-5) is a white crystalline powder that belongs to the class of nucleosides. Its basic structure consists of a pyrimidine base called thymine attached to a deoxyribose sugar molecule. Thymidine is sparingly soluble in water, but it dissolves readily in organic solvents such as ethanol and methanol. The physical properties of thymidine include a melting point of approximately 187-189°C and a molecular weight of 242.24 g/mol. It is stable under normal conditions and does not undergo any significant decomposition or reaction.

Applicable Fields
Research and Biotechnology: Thymidine is widely used in molecular biology and biochemistry research. It serves as a building block for the synthesis of DNA molecules and is often incorporated into nucleic acid sequences during DNA replication or amplification. Its mechanism of action involves being recognized and incorporated by DNA polymerases, leading to the formation of new DNA strands.

Storage Conditions
Store in a cool, dry place.

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3.3 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 Preparation Products

3.4 Usage: Constituent of deoxyribonucleic acid

4. Safety and Handling

4.1 Safety Profile: Moderately toxic byintraperitoneal route. An experimentalteratogen. Experimental reproductiveeffects. Human mutation data reported.When heated to decomposition it emitstoxic fumes of NOx.

4.2 Report: Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.

4.3 Safety: 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 NO_x.
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

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4.4 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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4.5 Toxicity

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.

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5. MSDS

2.Hazard identification

2.1 Classification of the substance or mixture

Not classified.

2.2 GHS label elements, including precautionary statements

Pictogram(s)	No symbol.
Signal word	No signal word.
Hazard statement(s)	none
Precautionary statement(s)
Prevention	none
Response	none
Storage	none
Disposal	none

2.3 Other hazards which do not result in classification

none

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6. NMR Spectrum

13C NMR : in D2O

13C NMR : in DMSO-d6

13C NMR : Predict

1H NMR : 400 MHz in DMSO-d6

1H NMR : Predict

IR : KBr disc

IR : nujol mull

Raman : 4880 A,200 M,powder

Mass

Mass spectrum (electron ionization)

UV/Visible spectrum

7. Synthesis Route

50-89-5Total: 123 Synthesis Route

59-14-3 135 Suppliers

50-89-5 363 Suppliers

68-94-0 335 Suppliers

50-89-5 363 Suppliers

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8. Precursor and Product

precursor:

951-78-0

2642-43-5

6979-97-1

7791-71-1

65-71-4

5116-24-5

59-14-3

68-94-0

532-20-7

1463-10-1

product:

7253-19-2

554-01-8

838-07-3

3416-05-5

533-67-5

362-43-6

365-07-1

65-71-4

961-07-9

5627-00-9

9. Computed Properties

Molecular Weight：242.22856g/mol
Molecular Formula：C₁₀H₁₄N₂O₅
Compound Is Canonicalized：True
XLogP3-AA：242.09027155
Monoisotopic Mass：242.09027155
Complexity：381
Rotatable Bond Count：2
Hydrogen Bond Donor Count：3
Hydrogen Bond Acceptor Count：5
Topological Polar Surface Area：99.1
Heavy Atom Count：：17
Defined Atom Stereocenter Count：3
Undefined Atom Stereocenter Count：0
Defined Bond Stereocenter Count：0
Undefined Bond Stereocenter Count：0
Isotope Atom Count：0
Covalently-Bonded Unit Count：1
CACTVS Substructure Key Fingerprint：AAADccBzOAAAAAAAAAAAAAAAAAAAASAAAAAgAAAAAAAAAAAAAAAAHgAQCAAADBThgAYDAAPABgCIAgFWUACAAAAAAAAAAAEIAECBEAIAgQAOQAAPByIDAMCwMAIAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAA==

10.Other Information

Usage: 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.

Merck: 14,9397

BRN: 89285

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.

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Chemical Properties: White crystalline powder

Uses: Constituent of deoxyribonucleic acid

Uses: Used for e.g. syntheses of zidovudine. Attributes For further information please contact us Contact

Definition: The nucleoside (deoxyriboside) of thymine. Occurs in DNA.

Definition: The NUCLEOSIDE formed when thymine is linked to D-ribose by a β-glycosidic bond.

Definition: thymidine: A nucleoside consistingof one thymine molecule linked to ad-doxyribose sugar molecule.

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.

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12. Related Questions

: What are the Characteristics, Properties, and Applications of Thymidine?Introduction Thymidine, also known as deoxythymidine, is a crucial nucleoside in DNA formation and stabilization. It consists of thymine attached to deoxyribose, distinguishing it from other nucleosid..; What is the synthesis method of β-Thymidine and its importance in antiviral drugs? β-Thymidine plays a crucial role in the production of antiviral drugs and biomedical applications. It is the main raw material for the synthesis of AIDS drugs Zidovudine and Stavudine. Unlike natura..; What are the applications of Human Thymidine Phosphorylase (TP) ELISA Kit?Background[1-3] The human Thymidine phosphorylase (TP) ELISA kit uses a double-antibody one-step sandwich enzyme-linked immunosorbent assay to quantitatively determine the content in serum, plasma, ce..

13. Realated Product Infomation