3-Methylxanthine (HCID 70639)

概要

3-methyl-9H-xanthine is a 3-methylxanthine tautomer where the imidazole proton is located at the 9-position. It has a role as a metabolite. It is a tautomer of a 3-methyl-7H-xanthine.

名称と識別子

優先名称: 3-Methylxanthine
IUPAC: 3-methyl-7H-purine-2,6-dione
現地名: 3-メチル-9H-プリン-2,6(1H,3H)-ジオン
英語名: 3-Methylxanthine
分子式: C6H6N4O2
分子量: 166.14

名称と別名

3-Methylxanthine1076-22-83-methyl-7H-purine-2,6-dione3-methyl-3,7-dihydro-1H-purine-2,6-dione3-methyl-2,3,6,7-tetrahydro-1H-purine-2,6-dioneWS6X982OECDTXSID90148107NSC-515466RefChem:94981DTXCID8070598CHEBI:62205214-058-1

名称をさらに表示

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-MethylxantineLinaint-EAKOS NCG-00583-Methy-xanthine3-methyl-xanthinZotepine Impurity63-Methylxanthine>3-methyl-7H-xanthine

2,6-Dihydroxy-3-methylpurine3-Methyl-1H-purine-2,6(3H,7H)-dione3 MXXanthine, 3-methyl-3-METHYL XANTHINE1H-Purine-2,6-dione, 3,7-dihydro-3-methyl-MFCD000055803,7-Dihydro-3-methyl-1H-purine-2,6-dione

データベース識別子

CAS: 1076-22-8
PubChem CID: 70639
DTXSID: DTXSID90148107
ChEMBL: CHEMBL619
ChEBI: CHEBI:62207
UNII: WS6X982OEC
EC Number: 214-058-1
Nikkaji: J3.360J、J492.513K

物性

構造計算による物性

XLogP: -0.7
極性表面積: 78.1 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, Theophylline

LogP · 2 件

-0.50

-0.72

Melting Point> 300 °C

Physical DescriptionSolid

Collision Cross Section · 3 件

127.59 Å² [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

124.48 Å² [M-H]- [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]

127.9 Å² [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

物理化学的性質

融点: 300 °C · >300 °C (lit.)
沸点: 294.33 °C · 294.33°C (rough estimate)
比重(密度): 1.4434 · 1.4434 (rough estimate)
屈折率: 1.67 · 1.6700 (estimate)
貯蔵温度: 2 · 2-8°C
溶解性: DMSO（微量、加熱）、メタノール（微量）
外見: 個体
酸解離定数(Pka): 1 · pK1:8.10;pK2:11.3 (25°C)
色: ホワイト～ペールベージュ
水溶解度: 水に不溶。
BRN: 180944 · 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 · 1076-22-8(CAS DataBase Reference)

化学的性質

化学的特性Light yellow powder

安全と法規制

GHS分類

GHS Classification · 4 件

Warning

H302 (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.

危険有害性情報

Regulatory InformationStatus: Active Update: 20-05-2016 https://echa.europa.eu/registration-dossier/-/registered-dossier/17492

Hazard Classes and CategoriesAcute Tox. 4 (98.1%)

安全データ

wgk: 1
rtecs: ZD8750000
毒性: LD50 intraperitoneal in mouse: 894mg/kg
hs_code: 29335990
risk_code: 22-26/27/28
hazard_code: Xn,T+
safety_code: 22-24/25
ストレージクラス: 11 - Combustible Solids

化学と産業

薬理情報

Metabolism/Metabolites3-Methylxanthine is a known human metabolite of theobromine and theophylline.

Tissue LocationsKidney

Cellular LocationsCytoplasm

応用分野 · 4 件

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.

調製方法

純化方法Crystallise it from water. [Beilstein 26 II 263, 26 III/IV 2329.]

上流・下流製品情報

上流原料

1-メチル尿素ハイドロサルファイトナトリウムトルエン-4-スルホン酸 N,N-ジメチルホルムアミドオルトぎ酸トリエチルナトリウム亜硝酸ナトリウムシアノ酢酸エチルぎ酸 5,6-ジアミノ-1-メチルウラシル

サプライヤー50 社

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3-メチル-9H-プリン-2,6(1H,3H)-ジオン

基本情報

概要