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3,7-Dihydro-1,7-dimethyl-1H-purin-2,6-dion

1,7-Dimethylxanthine Struktur
611-59-6
CAS-Nr.
611-59-6
Bezeichnung:
3,7-Dihydro-1,7-dimethyl-1H-purin-2,6-dion
Englisch Name:
1,7-Dimethylxanthine
Synonyma:
PARAXANTHINE;Caffeine EP Impurity F;1,7-diMethyl-1H-purine-2,6(3H,7H)-dione;1,7-Dimethyl-1H-purine-2,6-dione, 1,7-Dimethylxanthine, 2,6-Dihydroxy-1,7-dimethylpurine, Paraxanthine;Paraxanthin;Paraxanthine-d3;Caffeine IMpurity F;1,7-DIMETHYLXANTHINE;Paraxanthine solution;13C,2H3]-Paraxanthine
CBNumber:
CB6674070
Summenformel:
C7H8N4O2
Molgewicht:
180.16
MOL-Datei:
611-59-6.mol

3,7-Dihydro-1,7-dimethyl-1H-purin-2,6-dion Eigenschaften

Schmelzpunkt:
294-296 °C (lit.)
Siedepunkt:
312.97°C (rough estimate)
Dichte
1.3640 (rough estimate)
Brechungsindex
1.6700 (estimate)
Flammpunkt:
9℃
storage temp. 
room temp
L?slichkeit
ethanol: 0.6mg/mL
Aggregatzustand
solid
pka
pKa 8.5 (Uncertain)
Farbe
white
BRN 
197907
Stabilit?t:
Store tightly sealed at RT
InChI
InChI=1S/C7H8N4O2/c1-10-3-8-5-4(10)6(12)11(2)7(13)9-5/h3H,1-2H3,(H,9,13)
InChIKey
QUNWUDVFRNGTCO-UHFFFAOYSA-N
SMILES
N1(C)C2=C(NC(=O)N(C)C2=O)N=C1
EPA chemische Informationen
1H-Purine-2,6-dione, 3,7-dihydro-1,7-dimethyl- (611-59-6)
Sicherheit
  • Risiko- und Sicherheitserkl?rung
  • Gefahreninformationscode (GHS)
Kennzeichnung gef?hrlicher Xn,T,F
R-S?tze: 22-39/23/24/25-23/24/25-11
S-S?tze: 22-24/25-45-36/37-16-7
RIDADR  UN1230 - class 3 - PG 2 - Methanol, solution
WGK Germany  3
RTECS-Nr. RV9380000
HS Code  2933.59.9500
Toxizit?t mmo-esc 150 mg/L CSHSAZ 16,337,52
Bildanzeige (GHS) GHS hazard pictograms
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 pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P270, P301+P312, P330, P501
Sicherheit

3,7-Dihydro-1,7-dimethyl-1H-purin-2,6-dion Chemische Eigenschaften,Einsatz,Produktion Methoden

R-S?tze Betriebsanweisung:

R22:Gesundheitssch?dlich beim Verschlucken.

S-S?tze Betriebsanweisung:

S22:Staub nicht einatmen.
S24/25:Berührung mit den Augen und der Haut vermeiden.

Beschreibung

Paraxanthine is an inhibitor of phosphodiesterase 9 (PDE9) and an antagonist of adenosine receptors A1 and A2 (Kis = 35 and 22 μM, respectively in equine forebrain tissues). It is the main metabolite of caffeine in humans, making up 80% of the three dimethylxanthine metabolites produced by caffeine demethylation. Paraxanthine increases locomotor activity and counteracts adenosine receptor agonist-induced motor depression in rats not habituated to caffeine. At a dose of 30 mg/kg, paraxanthine induces a significant increase in striatal cGMP and extracellular striatal dopamine concentrations in vivo. It also promotes wakefulness and increases locomotor activity and core temperature in narcoleptic transgenic mice without increasing behavioral anxiety.

Chemische Eigenschaften

Off-White to Pale Yellow Solid

Verwenden

1,7-Dimethylxanthine has been used for the quantification of caffeine by high-performance liquid chromatography (HPLC).

Allgemeine Beschreibung

Paraxanthine is a major plasma and urinary metabolite of caffeine. This xanthine derivative is, along with caffeine, a central nervous system stimulant. This Snap-N-Spike? reference solution is applicable for caffeine quantitation in clinical toxicology or urine drug testing by LC-MS/MS or GC/MS.

Sicherheitsprofil

An experimental teratogen. Mutation data reported. Whenheated to decomposition it emits toxic fumes of NOx.

Source

Paraxanthine (1,7-dimethylxanthine) is a metabolite of caffeine that can be found naturally in small amounts in some foods, including green coffee beans, cotyledonary leaves of Coffea arabica, Theobroma cacao fruits, roasted coffee beans, citrus flowers and Sicilian orange flower honey. However, it is predominantly found as the major metabolite of caffeine, accounting for approximately 70%–72% of ingested caffeine[1].

3,7-Dihydro-1,7-dimethyl-1H-purin-2,6-dion Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


3,7-Dihydro-1,7-dimethyl-1H-purin-2,6-dion Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.

Global( 161)Lieferanten
Firmenname Telefon E-Mail Land Produktkatalog Edge Rate
Shaanxi Cuikang Pharmaceutical Technology Co., Ltd
+86-18791163155 +86-13119157289
13119157289@163.com China 2973 58
SHANGHAI T&W PHARMACEUTICAL CO., LTD.
+86-021-61551413 +8618813727289
contact@trustwe.com China 5738 58
Guangzhou Tosun Pharmaceutical Limited
+8618922120635
sales@toref-standards.com China 998 58
Hebei Mojin Biotechnology Co., Ltd
+86 13288715578 +8613288715578
sales@hbmojin.com China 12835 58
Hebei Yanxi Chemical Co., Ltd.
+8617531190177
peter@yan-xi.com China 5857 58
ARCTIC EXPORTS INC
+1-3026880818 +1-3026880818
ARCTICEXPORTSINC@GMAIL.COM Canada 66 58
Capot Chemical Co.,Ltd.
+86-(0)57185586718 +86-13336195806
sales@capot.com China 29791 60
Chengdu Biopurify Phytochemicals Ltd.
+8618080483897
sales@biopurify.com China 3772 58
Standardpharm Co. Ltd.
86-714-3992388
overseasales1@yongstandards.com United States 14332 58
BOC Sciences
+1-631-485-4226
inquiry@bocsci.com United States 19553 58

611-59-6(3,7-Dihydro-1,7-dimethyl-1H-purin-2,6-dion)Verwandte Suche:


  • 1,7-dimethyl-3H-purine-2,6-dione
  • 1,7-Dimethyl-1H-purine-2,6-dione, 2,6-Dihydroxy-1,7-dimethylpurine, Paraxanthine
  • 1,7-Dimethyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione
  • 1,7-Dimethylxanthine-[13C4,15N3] (para-xanthine)
  • 1,7-Dimethylxanthine-[2H6] (para-xanthine)
  • Paraxanthine-d3
  • IMp. F (EP): 1,7-DiMethyl-3,7-dihydro-1H-purine-2,6-dione(Paraxanthine
  • Caffeine IMpurity F
  • Paraxanthine solution
  • 2,6-DIHYDROXY-1,7-DIMETHYLPURINE
  • 3,7-dihydro-1,7-dimethyl-1h-purine-6-dione
  • 1,7-DIMETHYLXANTHINE
  • 3,7-dihydro-1,7-dimethyl-1H-purine-2,6-dione
  • 1,7-DIMETHYLXANTHINE >95% (PARAXANTHINE) LIGAND
  • 1,7-dimethyl-1h-purine-2,6-dione
  • Caffeine Impurity F(EP)
  • Caffeine Impurity 6(Caffeine EP Impurity F)
  • Caffeine EP Impurity F (Paraxanthine)
  • 3,7-Dihydro-1,7-dimethyl-1H-purin-2,6-dion
  • 1H-Purine-2,6-dione, 3,7-dihydro-1,7-dimethyl-
  • Paraxanthin
  • 1,7-Dimethyl-1H-purine-2,6-dione, 1,7-Dimethylxanthine, 2,6-Dihydroxy-1,7-dimethylpurine, Paraxanthine
  • 1,7-diMethyl-1H-purine-2,6(3H,7H)-dione
  • PARAXANTHINE
  • Caffeine EP Impurity F
  • 4H-1-Benzopyran-4-one,7-fluoro-2,3-dihydro-2,3-dimethyl-
  • 3-Furancarboxylicacid,5-(chlorosulfonyl)-3-methyl-,methylester
  • 13C,2H3]-Paraxanthine
  • Paraxanthine 1,7-Dimethylxanthine
  • Caffeine Related Compound F (20 mg) (1,7-Dimethyl-3,7-dihydro-1H-purine-2,6-dione)
  • 611-59-6
  • 611-59-0
  • Building Blocks
  • BioChemical
  • Cell Signaling and Neuroscience
  • Cell Biology
  • Cyclic Nucleotide Metabolism
  • G Proteins and Cyclic Nucleotides
  • Heterocyclic Building Blocks
  • Purines
  • Phosphodiesterase Inhibitors
  • Isolabel
  • Amines
  • Heterocycles
  • Metabolites & Impurities
  • Phosphorylating and Phosphitylating Agents
  • Various Metabolites and Impurities
  • Metabolites
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