Thymidine

Bezeichnung:Thymidine

CAS-Nr50-89-5

Englisch Name:Thymidine

CBNumberCB6134417

SummenformelC10H14N2O5

Molgewicht242.23

MOL-Datei50-89-5.mol

Thymidine physikalisch-chemischer Eigenschaften

Schmelzpunkt	186-188 °C(lit.)
Siedepunkt	385.05°C (rough estimate)
alpha	18.6 º (c=3, H2O)
Dichte	1.3129 (rough estimate)
Brechungsindex	33 ° (C=1, 1mol/L NaOH)
storage temp.	2-8°C
Löslichkeit	Acetone, DMSO (Slightly), Ethanol, Ethyl Acetate, Methanol (Slightly, Heated), P
pka	pK1:9.79;pK2:12.85 (25°C)
Aggregatzustand	Crystalline Powder
Farbe	White to almost white
Optische Aktivität	[α]20/D +19±1°, c = 1% in H2O
Wasserlöslichkeit	SOLUBLE
Merck	14,9397
BRN	89285
Stabilität	Stable. Incompatible with strong oxidizing agents.
InChIKey	IQFYYKKMVGJFEH-XLPZGREQSA-N
LogP	-0.930
CAS Datenbank	50-89-5(CAS DataBase Reference)
NIST chemische Informationen	Thymidine(50-89-5)
EPA chemische Informationen	Thymidine (50-89-5)

Sicherheit

Kennzeichnung gefährlicher	Xi
R-Sätze:	20/21/22-40-36/37/38-68
S-Sätze:	22-24/25-37/39-26-36/37/39
WGK Germany	3
RTECS-Nr.	XP2071000
F	10
TSCA	Yes
HS Code	29335990

Gefahreninformationscode (GHS)

Thymidine Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R20/21/22:Gesundheitsschädlich beim Einatmen,Verschlucken und Berührung mit der Haut.
R40:Verdacht auf krebserzeugende Wirkung.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S22:Staub nicht einatmen.
S24/25:Berührung mit den Augen und der Haut vermeiden.
S37/39:Bei der Arbeit geeignete Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
Beschreibung
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.
Chemische Eigenschaften
White needle crystal, soluble in methanol, ethanol, DMSO and other organic solvents.
Physikalische Eigenschaften
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.
Verwenden
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.
Verwenden
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.
Allgemeine Beschreibung
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.
Sicherheitsprofil
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.
läuterung methode
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 Upstream-Materialien And Downstream Produkte

Thymidine Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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