3,7-Dihydro-3-methyl-1H-purin-2,6-dion
3-METHYLXANTHINE · 3-Methyl-3,7-dihydro-1H-purine-2,6-dione · 3-Methylxantine · Linaint-E · AKOS NCG-0058 · 3-Methy-xanthine · 3-methyl-xanthin · Zotepine Impurity6
Identifikatoren & physikalische Daten
| CAS No. | 1076-22-8 |
|---|---|
| Summenformel | C6H6N4O2 |
| Durchschnittliche Molmasse | 166,14 g/mol |
| Monoisotopische Masse | 166,04907543 g/mol |
| SMILES | Cn1c(=O)[nH]c(=O)c2[nH]cnc21 |
| InChIKey | GMSNIKWWOQHZGF-UHFFFAOYSA-N |
| PubChem CID | 70639 |
| ChEMBL | CHEMBL619 |
| ChEBI | CHEBI:62207 |
| EC No. | 214-058-1 |
| DTXSID | DTXSID90148107 |
| Lokaler Name | 3,7-Dihydro-3-methyl-1H-purin-2,6-dion |
Chemische & physikalische Eigenschaften
| XLogP | -0,7 |
|---|---|
| Polarare Oberfläche (TPSA) | 78,1 |
| H-Brücken-Donoren | 2 |
| H-Brücken-Akzeptoren | 3 |
| Frei drehbare Bindungen | 0 |
| Schwere Atome | 12 |
| Formalladung | 0 |
| Komplexität | 242 |
| Arzneimittel | Pharmaceuticals -> Metabolite of Caffeine, Theophylline |
| LogP (Verteilungskoeffizient) | -0.50-0.72 |
| Schmelzpunkt | > 300 °C>300 °C (lit.) |
| Physical Description | Solid |
| Collision Cross Section | 127.59 Ų [M+H]+ [CCS Type: TWMethod: calibrated with polyalanine and drug standards]124.48 Ų [M-H]- [CCS Type: DTMethod: single field calibrated with Agilent tune mix (Agilent)]127.9 Ų [M+H]+ [CCS Type: TW |
| Siedepunkt | 294.33°C (rough estimate) |
| Dichte | 1.4434 (rough estimate) |
| Brechungsindex | 1.6700 (estimate) |
| Lagerbedingungen | 2-8°C |
| Löslichkeit | DMSO (Slightly, Heated), Methanol (Slightly)Insoluble in water. |
| Aggregatzustand | Solid |
| pKa (Säurekonstante) | pK1:8.10pK2:11.3 (25°C) |
| Farbe | White to Pale Beige |
| BRN | 180944 |
| InChI | InChI=1S/C6H6N4O2/c1-10-4-3(7-2-8-4)5(11)9-6(10)12/h2H,1H3,(H,7,8)(H,9,11,12) |
| InChIKey | GMSNIKWWOQHZGF-UHFFFAOYSA-N |
| SMILES | N1C2=C(N(C)C(=O)NC2=O)NC=1 |
| CAS Datenbank | 1076-22-8(CAS DataBase Reference) |
Sicherheit & Vorschriften
| GHS-Einstufung | WarningH302 (98.1%): Harmful if swallowed [Warning Acute toxicity, oral]P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 53 reports by companies from 4 notifications to the ECHA C&L Inventory. |
|---|---|
| Regulatorische Informationen | Status: Active Update: 20-05-2016 https://echa.europa.eu/registration-dossier/-/registered-dossier/17492 |
| Hazard Classes and Categories | Acute Tox. 4 (98.1%) |
| Wassergefährdungsklasse (WGK) | 1 |
| Zollcode | 29335990 |
| RTECS-Nr. | ZD8750000 |
| R-Sätze (R) | 22-26/27/28 |
| Toxizität | LD50 intraperitoneal in mouse: 894mg/kg |
| Gefahrensymbole | Xn,T+ |
| Sicherheitshinweise (S) | 22-24/25 |
| Lagerklasse | 11 - Combustible Solids |
Anwendungen & Verwendung
Beschreibung
3-Methylxanthine is one of the metabolites of theophylline. After oral intake, approximately 36% is excreted in the urine as 3-methylxanthine, 40% as 1,3-dimethyluric acid and 17% as 1-methyluric acid. 3-methylxanthine (3MX) has been assessed as an adenosine antagonist and produces the same maximal relaxation of guinea pig tracheal muscle as does. 3MX is also used to examine conformational heterogeneity in RNA aptamers and riboswitches[1-2].
Verwenden
3-Methylxanthine is a Xanthine derivative with diuretic, cardiac stimulant and smooth muscle relaxant activities; isomeric with theobromine.They can also act as Bronchodilator.