5-(Hydroxymethyl)uracil
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- CAS-Nr.
- 4433-40-3
- Bezeichnung:
- 5-(Hydroxymethyl)uracil
- Englisch Name:
- 5-Hydroxymethyluracil
- Synonyma:
- NSC 20901;AURORA KA-547;5-methyloluracil;α-HydroxythyMine;a-Hydroxythymine;uracil-5-methanol;TIMTEC-BB SBB000084;RARECHEM AH CK 0115;HYDROXYMETHYL URACIL;5-HYDROXYMETHYLURACIL
- CBNumber:
- CB7122987
- Summenformel:
- C5H6N2O3
- Molgewicht:
- 142.11
- MOL-Datei:
- 4433-40-3.mol
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5-(Hydroxymethyl)uracil Eigenschaften
- Schmelzpunkt:
- >300 °C(lit.)
- Dichte
- 1.401±0.06 g/cm3(Predicted)
- storage temp.
- Sealed in dry,Room Temperature
- L?slichkeit
- DMSO (Slightly, Heated), Methanol (Slightly, Heated), Water (Slightly, Heated)
- pka
- 8.46±0.10(Predicted)
- Aggregatzustand
- Solid
- Farbe
- White
- Wasserl?slichkeit
- Soluble in water. (50 g/L ) at 20°C, DMSO, dimethyl formamide or 100% ethanol.
- BRN
- 125482
- InChI
- InChI=1S/C5H6N2O3/c8-2-3-1-6-5(10)7-4(3)9/h1,8H,2H2,(H2,6,7,9,10)
- InChIKey
- JDBGXEHEIRGOBU-UHFFFAOYSA-N
- SMILES
- C1(=O)NC=C(CO)C(=O)N1
- CAS Datenbank
- 4433-40-3(CAS DataBase Reference)
- EPA chemische Informationen
- 2,4(1H,3H)-Pyrimidinedione, 5-(hydroxymethyl)- (4433-40-3)
Sicherheit
- Risiko- und Sicherheitserkl?rung
- Gefahreninformationscode (GHS)
| Kennzeichnung gef?hrlicher |
Xi |
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| S-S?tze: |
22-24/25 |
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| WGK Germany |
3 |
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| RTECS-Nr. |
YR0513000 |
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| TSCA |
Yes |
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| HazardClass |
IRRITANT |
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| HS Code |
29335990 |
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| Bildanzeige (GHS) |
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| Alarmwort |
Warnung |
| Gefahrenhinweise |
| Code |
Gefahrenhinweise |
Gefahrenklasse |
Abteilung |
Alarmwort |
Symbol |
P-Code |
| H302 |
Gesundheitssch?dlich bei Verschlucken. |
Akute Toxizit?t oral |
Kategorie 4 |
Warnung |
![GHS hazard pictograms]() src="/GHS07.jpg" width="20" height="20" /> |
P264, P270, P301+P312, P330, P501 |
| H315 |
Verursacht Hautreizungen. |
Hautreizung |
Kategorie 2 |
Warnung |
![GHS hazard pictograms]() src="/GHS07.jpg" width="20" height="20" /> |
P264, P280, P302+P352, P321,P332+P313, P362 |
| H319 |
Verursacht schwere Augenreizung. |
Schwere Augenreizung |
Kategorie 2 |
Warnung |
![GHS hazard pictograms]() src="/GHS07.jpg" width="20" height="20" /> |
P264, P280, P305+P351+P338,P337+P313P |
| H335 |
Kann die Atemwege reizen. |
Spezifische Zielorgan-Toxizit?t (einmalige Exposition) |
Kategorie 3 (Atemwegsreizung) |
Warnung |
![GHS hazard pictograms]() src="/GHS07.jpg" width="20" height="20" /> |
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| Sicherheit |
| P261 |
Einatmen von Staub vermeiden. |
| P305+P351+P338 |
BEI KONTAKT MIT DEN AUGEN: Einige Minuten lang behutsam mit Wasser spülen. Eventuell vorhandene Kontaktlinsen nach M?glichkeit entfernen. Weiter spülen. |
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5-(Hydroxymethyl)uracil Chemische Eigenschaften,Einsatz,Produktion Methoden
S-S?tze Betriebsanweisung:
S22:Staub nicht einatmen.
S24/25:Berührung mit den Augen und der Haut vermeiden.
Beschreibung
5-Hydroxymethyluracil is a product of oxidative damage to DNA, predominantly by hydroxyl radical via the Fenton reaction. It can be used as a potential epigenetic mark enhancing or inhibiting transcription with bacterial RNA polymerase.
Chemische Eigenschaften
White Powder
Verwenden
5-Hydroxymethyluracil (cas# 4433-40-3) is a compound useful in organic synthesis.
Definition
ChEBI: 5-hydroxymethyluracil is a primary alcohol that is uracil bearing a hydroxymethyl substituent at the 5-position. It has a role as a human metabolite. It is a primary alcohol and a pyrimidone. It derives from a uracil.
Biosynthese
5-Hydroxymethyluracil is produced by the enzyme thymine dioxygenase (EC 1.14.11.6) which catalyzes the chemical reaction thymine + 2-oxoglutarate + O2 <-> 5-hydroxymethyluracil + succinate + CO2.
The 3 substrates of this enzyme are thymine, 2-oxoglutarate, and O2, whereas its 3 products are 5-hydroxymethyluracil, succinate, and CO2. The 5hmU base can also be generated by oxidation/hydroxylation of thymine by the Ten-Eleven-Translocation (TET) proteins or result from deamination of 5hmC. DNA containing 5hmU has been reported to be more flexible and hydrophilic.
Biotechnologische Produktion
5-Hydroxymethyluracil (5hmU) is a thymine base modification found in the genomic DNA of diverse organisms ranging from bacteriophages to mammals.
5-(Hydroxymethyl)uracil Upstream-Materialien And Downstream Produkte
Upstream-Materialien
Kaliumhydroxid
Formaldehyd
Hydrogenchlorid
Uracil
4(3H)-Pyrimidinone, 2-(ethylthio)-5-(isocyanatomethyl)-
2,4(1H,3H)-Pyrimidinedione, dihydro-5,6-dihydroxy-
Propanamide, N-[(formylamino)carbonyl]-2-oxo-
5-(2-Hydroxy-ethoxymethyl)-1H-pyrimidine-2,4-dione
2,4(1H,3H)-Pyrimidinedione, 5-(aminomethyl)- (9CI)
2,4(1H,3H)-Pyrimidinedione, 5-(isocyanatomethyl)-
5-hydroperoxymethyl-2'-deoxyuridine
Thymidine, α-(phenylseleno)-
5-(CHLOROMETHYL)URACIL
Pyrimidin-2,4,5-triol
2(1H)-Pyrimidinone, 4-amino-5-hydroxy- (9CI)
5,6-Dihydro-5-methyluracil
Downstream Produkte
5-(Hydroxymethyl)uracil Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.
Global( 222)Lieferanten
4433-40-3(5-(Hydroxymethyl)uracil)Verwandte Suche:
- 3h)-pyrimidinedione,5-(hydroxymethyl)-4(1h
- 5-(hydroxymethyl)-uraci
- RARECHEM AH CK 0115
- TIMTEC-BB SBB000084
- AURORA KA-547
- HYDROXYMETHYL URACIL
- 5-HYDROXYMETHYLURACIL
- 5-(HYDROXYMETHYL)URACIL HYDRATE
- 5-HYDROXYMETHYLURACYL
- 5-(HYDROXYMETHYL)-2,4(1H,3H)PYRIMIDINEDIONE
- 2,4-DIHYDROXY-5-HYDROXYMETHYLPYRIMIDINE
- 2,4(1H,3H)-Pyrimidinedione, 5-(hydroxymethyl)- (9CI)
- 5-(Hydroxymethyl)uracil,98%
- 5-(hydroxymethyl)pyrimidine-2,4-dione
- uracil-5-methanol
- 5-(hydroxymethyl)-1H-pyrimidine-2,4-dione
- 5-methyloluracil
- 5-(Hydroxymethyl)pyrimidine-2,4(1H,3H)-dione, 5-(Hydroxymethyl)pyrimidine-2,4-diol
- 5-(hydroxyMethyl)pyriMidine-2
- 5-(HydroxyMethyl)-1,3-dihydropyriMidine-2,4-dione
- NSC 20901
- α-HydroxythyMine
- 5-(hydroxymethyl)pyrimidine-2,4-diol
- 5-(Hydroxymethyl)-1,2,3,4-tetrahydropyrimidine-2,4-dione
- 5-(hydroxymethyl)pyrimidine-2,4(1H,3H)-dione|5-Hydroxymethyluracil
- a-Hydroxythymine
- 2,4(1H,3H)-Pyrimidinedione, 5-(hydroxymethyl)-
- 4433-40-3
- PYRIMIDINE
- Nucleotides and Nucleosides
- Nucleic acids
- 5-FOA
- Bases & Related Reagents
- Nucleotides
- Building Blocks
- Heterocyclic Building Blocks
- Pyrimidines
