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5-(Hydroxymethyl)uracil

5-Hydroxymethyluracil Struktur
4433-40-3
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
Löslichkeit
DMSO (Slightly, Heated), Methanol (Slightly, Heated), Water (Slightly, Heated)
pka
8.46±0.10(Predicted)
Aggregatzustand
Solid
Farbe
White
Wasserlöslichkeit
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 Sicherheitserklärung
  • Gefahreninformationscode (GHS)
Kennzeichnung gefährlicher Xi
S-Sätze: 22-24/25
WGK Germany  3
RTECS-Nr. YR0513000
TSCA  Yes
HazardClass  IRRITANT
HS Code  29335990
Bildanzeige (GHS) GHS hazard pictograms
Alarmwort Warnung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H302 Gesundheitsschädlich bei Verschlucken. Akute Toxizität oral Kategorie 4 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P270, P301+P312, P330, P501
H315 Verursacht Hautreizungen. Hautreizung Kategorie 2 Warnung GHS hazard pictogramssrc="/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 pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P280, P305+P351+P338,P337+P313P
H335 Kann die Atemwege reizen. Spezifische Zielorgan-Toxizität (einmalige Exposition) Kategorie 3 (Atemwegsreizung) Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" />
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 Möglichkeit entfernen. Weiter spülen.

5-(Hydroxymethyl)uracil Chemische Eigenschaften,Einsatz,Produktion Methoden

S-Sätze 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

2,4-Dihydroxypyrimidin-5-carbonsure BenzaMide, N-[3-[1,4-dihydro-1-Methyl-7-[(6-Methyl-3-pyridinyl)aMino]-2-oxopyriMido[4,5-d]pyriMidin-3(2H)-yl]-4-Methylphenyl]-3-(trifluoroMethyl)-

5-(Hydroxymethyl)uracil Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

Global( 222)Lieferanten
Firmenname Telefon E-Mail Land Produktkatalog Edge Rate
Sense Chemicals (Shanghai) Co., Ltd.
+86-21-52751036; +8613818977689
 david.dai@sensechemicals.com China 225 58
ATK CHEMICAL COMPANY LIMITED 		+undefined-21-51877795
ivan@atkchemical.com China 32820 60
career henan chemical co 		+86-0371-86658258 +8613203830695
 sales@coreychem.com China 29886 58
Accela ChemBio Inc. 		+1-858-6993322
info@accelachem.com United States 19943 58
Xiamen AmoyChem Co., Ltd 		+86-86-5926051114 +8618959220845
 sales@amoychem.com China 6383 58
Hubei xin bonus chemical co. LTD 		86-13657291602
linda@hubeijusheng.com CHINA 22963 58
Chongqing Chemdad Co., Ltd 		+86-023-6139-8061 +86-86-13650506873
 sales@chemdad.com China 39894 58
Alchem Pharmtech,Inc. 		8485655694
sales@alchempharmtech.com United States 63687 58
Shaanxi Dideu Medichem Co. Ltd 		+86-029-81138252 +86-18789408387
 1057@dideu.com China 3958 58
Fuxin Pharmaceutical 		+86-021-021-50872116 +8613122107989
 contact@fuxinpharm.com China 10032 58

4433-40-3(5-(Hydroxymethyl)uracil)Verwandte Suche:

(4-Amino-N-pyrimidin-2-ylbenzolsulfonamidato-NN,O1)silber (Hydroxymethyl)harnstoff 5-Methyluracil Cytosin Sulfadiazin Uracil Flucytosin 2,4-Dihydroxypyrimidin-5-carbonsure α-Hydroxythymidin Ethyl-1,2,3,4-tetrahydro-2,4-dioxopyrimidin-5-carboxylat 5-Hydroxymethyl-6-methyluracil 5-(Hydroxymethyl)uracil
  • 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
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