6-(Bromomethyl)-2-imino-2,3-dihydropteridin-4-amine--hydrogen bromide (1/1)

HCID 12503242CAS 52853-40-4

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Grundinformationen

Standard-SMILES: Br.Nc1nc(N)c2nc(CBr)cnc2n1
InChIKey: KMQIBGKVZDBGAH-UHFFFAOYSA-N
Summenformel: C7H8Br2N6
Durchschnittliche Molmasse: 335,99 g/mol
Monoisotopische Masse: 333,91772

Namen und Bezeichner

Bevorzugter Name: 6-(Bromomethyl)-2-imino-2,3-dihydropteridin-4-amine--hydrogen bromide (1/1)
IUPAC: 6-(bromomethyl)pteridine-2,4-diamine;hydrobromide
Englischer Name: 6-(Bromomethyl)-2,4-pteridinediamine hydrobromide
Summenformel: C7H8Br2N6
Molmasse: 335.99

Namen und Synonyme

DTXSID009673216-(Bromomethyl)-2-imino-2,3-dihydropteridin-4-amine--hydrogen bromide (1/1)RefChem:1073726DTXCID40139492152853-40-46-(bromomethyl)pteridine-2,4-diamine hydrobromide6-(bromomethyl)-2,4-pteridinediamine hydrobromide6-Bromomethyl-pteridine-2,4-diamine HBr2,4-Diamino-6-(bromomethyl)pteridine HydrobromideMFCD098339766-(Bromomethyl)-2,4-pteridinediamine Hydrobromide (Technical Grade)6-(bromomethyl)pteridine-2,4-diamine;hydrobromide

Weitere Namen anzeigen

2,4-pteridinediaMine, 6-(broMoMethyl)-, hydrobroMideNsc253943Methotrexate Impurity 15Methotrexate Impurity 17 HBr6-Bromoethyl-pteridine-2,4-diamine2, 4-diaMino-6-(broMoMethyl)-pteridine HCL6-Bromomethyl-pteridine-2,4-diamine hydrobromide

6-Bromomethyl-pteridine-2,4-diamineHBr2,4-Pteridinediamine, 6-(bromomethyl)-, hydrobromide (1:1); 2,4-Pteridinediamine, 6-(bromomethyl)-, monohydrobromide (9CI); 2,4-Diamino-6-(bromomethyl)pteridine hydrobromide; 6-(Bromomethyl)-2,4-diaminopteridine hydrobromide; 6-(Bromomethyl)-2,4-pteridinediamine hydrobromide; 6-(Bromomethyl)pteridine-2,4-diamine Hydrobromide6-(Bromomethyl)-2,4-diaminopteridine Hydrobromide6-(bromomethyl)pteridine-2,4-diamine (hydrobromide)2,4-Pteridinediamine, 6-(bromomethyl)-, monohydrobromideMethotrexate Impurity 16RP4US6HNP5C7H8Br2N6

Datenbank-Bezeichner

CAS: 52853-40-4
PubChem CID: 12503242
DTXSID: DTXSID00967321
UNII: RP4US6HNP5

Eigenschaften

Berechnete Struktureigenschaften

Polarare Oberfläche (TPSA): 104 Å²
H-Brücken-Donoren: 3
H-Brücken-Akzeptoren: 6
Frei drehbare Bindungen: 1
Schwere Atome: 15
Formalladung: 0
Komplexität: 203

Physikochemische Eigenschaften

Schmelzpunkt: 195 °C · >195°C (dec.)
storage temp.: -20 °C · -20°C Freezer
Löslichkeit: DMSO (Slightly), Methanol (Slightly)
Aggregatzustand: Solid
Farbe: Light Brown to Brown
InChI: InChI=1S/C7H7BrN6.BrH/c8-1-3-2-11-6-4(12-3)5(9)13-7(10)14-6;/h2H,1H2,(H4,9,10,11,13,14);1H
InChIKey: KMQIBGKVZDBGAH-UHFFFAOYSA-N
SMILES: NC1=NC(N)=NC2=NC=C(CBr)N=C12.Br

Sicherheit und Regulatorisches

Sicherheitsdaten

Alarmwort: Warnung
Gefahrenhinweise: Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code H302

Chemie und Industrie

Anwendungen · 2 Einträge

Beschreibung6-(Bromomethyl)-2,4-pteridinediamine hydrobromide is a potent inhibitor of the enzyme nitroaldolase (EC 1.2.1.22) and has been shown to inhibit cell growth in murine leukemia cells. This reaction is mediated by the addition of bromide to isobutyl esters, leading to a benzyl ester intermediate which undergoes an electrophilic attack on nitroaldolase. The mechanism of action for this drug involves the inhibition of membrane transport and chloride ion influx, which are necessary for the proliferation of tumor cells. 6-(Bromomethyl)-2,4-pteridinediamine hydrobromide also inhibits DNA synthesis through its effects on thymidylate synthase, preventing nucleotide production from thymine and dihydrofolate reductase activity.

Verwenden6-(Bromomethyl)-2,4-pteridinediamine hydrobromide can be used as organic synthesis intermediate and pharmaceutical intermediate.