CAS 52853-40-4 6-(Bromomethyl)-2-imino-2,3-dihydropteridin-4-amine--hydrogen bromide (1/1) (HCID 12503242)

基本情報

CAS: 52853-40-4
標準SMILES: Br.Nc1nc(N)c2nc(CBr)cnc2n1
InChIKey: KMQIBGKVZDBGAH-UHFFFAOYSA-N
分子式: C7H8Br2N6
平均分子量: 335.99 g/mol
単同位体質量: 333.91772

名称と識別子

優先名称: 6-(Bromomethyl)-2-imino-2,3-dihydropteridin-4-amine--hydrogen bromide (1/1)
IUPAC: 6-(bromomethyl)pteridine-2,4-diamine;hydrobromide
現地名: 6-(ブロモメチル)-2,4-プテリジンジアミン臭化水素酸塩
英語名: 6-(Bromomethyl)-2,4-pteridinediamine hydrobromide
分子式: C7H8Br2N6
分子量: 335.99

名称と別名

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

名称をさらに表示

6-(ブロモメチル)-2,4-プテリジンジアミン臭化水素酸塩6-(ブロモメチル)-2,4-プテリジンジアミン臭化水素酸塩, TECH GRADE6-(ブロモメチル)-2,4-プテリジンジアミン臭化水素酸塩 (TECHNICAL GRADE)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

物性

構造計算による物性

極性表面積: 104 Å²
水素結合供与体数: 3
水素結合受容体数: 6
回転可能結合数: 1
重原子数: 15
形式電荷: 0
複雑度: 203

物理化学的性質

融点: 195 °C · >195°C (dec.)
貯蔵温度: -20 °C · -20°C Freezer
溶解性: DMSO（微量）、メタノール（微量）
外見: 個体
色: 薄茶～茶
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

化学的性質

化学的特性Light Brown Solid

安全と法規制

安全データ

注意喚起語: 警告
危険有害性情報: コード危険有害性情報危険有害性クラス区分注意喚起語シンボル P コード H302

化学と産業

応用分野 · 2 件

説明6-(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.

使用6-(Bromomethyl)-2,4-pteridinediamine hydrobromide can be used as organic synthesis intermediate and pharmaceutical intermediate.