3-メチル-9H-プリン-2,6(1H,3H)-ジオン
3-メチルキサンチン · 3-メチル-7H-プリン-2,6(1H,3H)-ジオン · 3-メチル-9H-プリン-2,6(1H,3H)-ジオン · 3,7-ジヒドロ-3-メチル-1H-プリン-2,6-ジオン · 3-メチル-3,7-ジヒドロ-1H-プリン-2,6-ジオン · 3-メチル-2,3,6,7-テトラヒドロ-1H-プリン-2,6-ジオン · 3-METHYLXANTHINE · 3-Methyl-3,7-dihydro-1H-purine-2,6-dione
識別子と物理属性
| CAS No. | 1076-22-8 |
|---|---|
| 分子式 | C6H6N4O2 |
| 平均分子量 | 166.14 g/mol |
| 単同位体質量 | 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 |
| 現地名 | 3-メチル-9H-プリン-2,6(1H,3H)-ジオン |
化学・物理的性質
| XLogP | -0.7 |
|---|---|
| 極性表面積 | 78.1 |
| 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 |
| 医薬品 | Pharmaceuticals -> Metabolite of Caffeine, Theophylline |
| LogP（分配係数） | -0.50-0.72 |
| 融点 | > 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 |
| 沸点 | 294.33°C (rough estimate) |
| 密度 | 1.4434 (rough estimate) |
| 屈折率 | 1.6700 (estimate) |
| 貯蔵条件 | 2-8°C |
| 溶解度 | DMSO（微量、加熱）、メタノール（微量）水に不溶。 |
| 外観・状態 | 個体 |
| pKa（酸解離定数） | pK1:8.10pK2:11.3 (25°C) |
| 色 | ホワイト～ペールベージュ |
| 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 データベース | 1076-22-8(CAS DataBase Reference) |
化学的特性
Light yellow powder
安全性と法規制
| GHS 分類 | 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. |
|---|---|
| 規制情報 | Status: Active Update: 20-05-2016 https://echa.europa.eu/registration-dossier/-/registered-dossier/17492 |
| Hazard Classes and Categories | Acute Tox. 4 (98.1%) |
| 水環境危害等級（WGK） | 1 |
| RTECS 番号 | ZD8750000 |
| 毒性 | LD50 intraperitoneal in mouse: 894mg/kg |
| 税関コード | 29335990 |
| 危険文句（R） | 22-26/27/28 |
| 危険表示 | Xn,T+ |
| 安全措置（S） | 22-24/25 |
| 貯蔵分類 | 11 - Combustible Solids |
用途
用途
有機合成原料。
説明
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].
使用
3-Methylxanthine is a Xanthine derivative with diuretic, cardiac stimulant and smooth muscle relaxant activities; isomeric with theobromine.They can also act as Bronchodilator.
一般的な説明
3-Methylxanthine, a metabolite of theophylline, was quantitated in rat plasma by a sensitive LC-MS/MS method.
製法・合成法
純化方法
Crystallise it from water. [Beilstein 26 II 263, 26 III/IV 2329.]