3,7-ジヒドロ-7-メチル-1H-プリン-2,6-ジオン

7-Methylxanthine

HCID 68374CAS 552-62-5

基本情報

標準SMILES: Cn1cnc2[nH]c(=O)[nH]c(=O)c21
InChIKey: PFWLFWPASULGAN-UHFFFAOYSA-N
分子式: C6H6N4O2
平均分子量: 166.14 g/mol
単同位体質量: 166.04907543

概要

7-methylxanthine is an oxopurine that is xanthine in which the hydrogen attached to the nitrogen at position 7 is replaced by a methyl group. It is an intermediate metabolite in the synthesis of caffeine. It has a role as a mouse metabolite, a plant metabolite and a human xenobiotic metabolite. It is an oxopurine and a purine alkaloid. It is functionally related to a 7H-xanthine.

名称と識別子

優先名称: 7-Methylxanthine
IUPAC: 7-methyl-3H-purine-2,6-dione
現地名: 3,7-ジヒドロ-7-メチル-1H-プリン-2,6-ジオン
英語名: 7-Methylxanthine
分子式: C6H6N4O2
分子量: 166.14

名称と別名

7-Methylxanthine552-62-5Heteroxanthine7-Methylxanthin3,7-Dihydro-7-methyl-1H-purine-2,6-dione1H-Purine-2,6-dione, 3,7-dihydro-7-methyl-methyl xanthine7-methyl-2,3,6,7-tetrahydro-1H-purine-2,6-dioneNSC-7861E9M81NJM6GCHEBI:48991DTXSID60203696

名称をさらに表示

7-メチルキサンチンヘテロキサンチン7-メチル-7H-プリン-2,6(1H,3H)-ジオン3,7-ジヒドロ-7-メチル-1H-プリン-2,6-ジオン7-メチル-2,3,6,7-テトラヒドロ-1H-プリン-2,6-ジオン7-methyl-3H-purine-2,6-dioneNSC 78617-Methylxantine7-methyl-xanthin7-METHYLXANTHINE USP/EP/BP7-METHYLXANTHINE 552-62-5

RefChem:546893DTXCID90126187209-019-0Heteroxanthin7-methyl xanthine2,6-Dihydroxy-7-methylpurine7-Methyl-1H-purine-2,6(3H,7H)-dioneXanthine, 7-methyl-

データベース識別子

CAS: 552-62-5
PubChem CID: 68374
DTXSID: DTXSID60203696
ChEMBL: CHEMBL321248
ChEBI: CHEBI:48991
UNII: E9M81NJM6G
EC Number: 209-019-0
Nikkaji: J1.614D

物性

構造計算による物性

XLogP: -0.9
極性表面積: 76 Å²
水素結合供与体数: 2
水素結合受容体数: 3
回転可能結合数: 0
重原子数: 12
形式電荷: 0
複雑度: 242

実験および物理化学的性質

DrugsPharmaceuticals -> Metabolite of Caffeine

LogP · 2 件

-0.89

Melting Point> 300 °C

Physical DescriptionSolid

Collision Cross Section128.75 Å² [M-H]- [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]

物理化学的性質

融点: 300 °C · ≥300 °C
比重(密度): 1.83 · 1.83±0.1 g/cm3(Predicted)
貯蔵温度: 2 · 2-8°C
溶解性: DMSO（微加熱）、メタノール（微加熱）
外見: 個体
酸解離定数(Pka): 1 · pK1:8.33;pK2:ca;pK3:13 (25°C)
色: ライトブラウンからライトグレー
水溶解度: ジメチルスルホキシドに可溶。水に不溶。
BRN: 171027 · 171027
InChI: 1S/C6H6N4O2/c1-10-2-7-4-3(10)5(11)9-6(12)8-4/h2H,1H3,(H2,8,9,11,12)
InChIKey: PFWLFWPASULGAN-UHFFFAOYSA-N
SMILES: Cn1cnc2NC(=O)NC(=O)c12

化学的性質

化学的特性Grey Solid

安全と法規制

GHS分類

GHS Classification · 4 件

Warning

H302 (100%): 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 2 reports by companies from 2 notifications to the ECHA C&L Inventory.

危険有害性情報

Hazard Classes and CategoriesAcute Tox. 4 (100%)

安全データ

F: 10
wgk: 3
rtecs: ZD8925000
hs_code: 29335990
risk_code: 26/27/28
hazard_code: T+
safety_code: 22-24/25
ストレージクラス: 13 - Non Combustible Solids

化学と産業

薬理情報

Metabolism/Metabolites7-Methylxanthine is a known human metabolite of theobromine.

Tissue LocationsKidney

Cellular LocationsCytoplasm

Metabolite PathwaysCaffeine Metabolism

応用分野

使用7-Methylxanthine can be used as a building block to synthesize tricyclic imidazo[2,1-i]purinone derivatives as potential adenosine receptor antagonists.

一般的な説明7-Methylxanthine is an oxopurine, which belongs to the class of xanthines. It may be synthesized by the reaction between 4-amino-1-methylimidazole-5-carboxamide and diethyl carbonate.

調製方法

純化方法Crystallise it from water. [Beilstein 26 II 263, 26 III/IV 2330.]

上流・下流製品情報

下流製品

2,6-ジクロロ-7-メチル-7H-プリン

サプライヤー50 社

Hangzhou Milon Pharmatech Co.,Ltd.+86-18083715844 · [email protected]

阿诺西（上海）生物技术有限公司400-1107768 15058188853 · [email protected]

郑州阿尔法化工有限公司+86-18530059196 · [email protected]

湖北永阔科技有限公司027-59223108 15972152991 · [email protected]

上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

補足説明

定義本品は、次の化学式で表される複素環式化合物である。R：CH3又はH、ただしCH3は1つ。

定義ChEBI: An oxopurine that is xanthine in which the hydrogen attached to the nitrogen at position 7 is replaced by a methyl group. It is an intermediate metabolite in the synthesis of caffeine.