エソメプラゾールマグネシウム
エソメプラゾールマグネシウム · (T-4)-bis[6-methoxy-2-[(S)-[(4-methoxy-3,5-dimethyl-2-pyridinyl)methyl]sulfinyl-κO]-1H-benzimidazolato-κN3]-magnesium · Chebi:50309 · S-Form magnesium salt · Esomeprazole magnesium · Esomeprazole magneslum · (-)-Omeprazole Magnesium · Esomeprazole magnesium API
識別子と物理属性
| CAS No. | 161973-10-0 |
|---|---|
| 分子式 | C34H36MgN6O6S2 |
| 平均分子量 | 713.1 g/mol |
| SMILES | COc1ccc2[n-]c([S@@](=O)Cc3ncc(C)c(OC)c3C)nc2c1.COc1ccc2[n-]c([S@@](=O)Cc3ncc(C)c(OC)c3C)nc2c1.[Mg+2] |
| InChIKey | KWORUUGOSLYAGD-YPPDDXJESA-N |
| PubChem CID | 9568613 |
| ChEMBL | CHEMBL5314366 |
| ChEBI | CHEBI:50309 |
| EC No. | 627-029-7 |
| 現地名 | エソメプラゾールマグネシウム |
化学・物理的性質
| 極性表面積 | 163 |
|---|---|
| 水素結合供与体数 | 0 |
| 水素結合受容体数 | 14 |
| 回転可能結合数 | 10 |
| 重原子数 | 49 |
| 形式電荷 | 0 |
| 複雑度 | 453 |
| Human Drugs | FDA approved drugs -> Active ingredient |
| 融点 | >169°C (dec.) |
| 比旋光度 | D20 -128.2° (c = 1 in methanol) |
| 沸点 | 600° |
| 貯蔵条件 | under inert gas (nitrogen or Argon) at 2-8°C |
| 溶解度 | DMSO（微量）、メタノール（微量） |
| 外観・状態 | 個体 |
| 色 | オフホワイトからベージュ |
| BCS Class | 3 |
| 安定性 | 吸湿性 |
| InChI | InChI=1S/2C17H18N3O3S.Mg/c2*1-10-8-18-15(11(2)16(10)23-4)9-24(21)17-19-13-6-5-12(22-3)7-14(13)20-17/h2*5-8H,9H2,1-4H3/q2*-1+2 |
| InChIKey | KWORUUGOSLYAGD-UHFFFAOYSA-N |
| SMILES | C(C1N=CC(C)=C(OC)C=1C)S1C2[N-]C3=CC(OC)=CC=C3N=2[Mg+2]2(O=S(CC3N=CC(C)=C(OC)C=3C)C3[N-]C4=CC(OC)=CC=C4N2=3)O=1 |
安全性と法規制
| GHS 分類 | This chemical does not meet GHS hazard criteria for 14.3% (1 of 7) of reports.WarningH302 (28.6%): Harmful if swallowed [Warning Acute toxicity, oral]P261, P264, P264+P265, P270, P271, P272, P273, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P333+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 7 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Hazard Classes and Categories | Acute Tox. 4 (28.6%) |
| 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 |
用途
用途
プロトンポンプ阻害薬胃酸分泌抑制薬
使用
Antiulcerative
一般的な説明
Esomeprazole magnesium,S-bis(5-rnethoxy-2-[(S)-[(4-methoxy-3,5-dimethyl-2-pyridinyl)methyl]sulfinyl]-1H-benzimidazole-l-yl) magnesiumtrihydrate (Nexium), is the S-enantiomer ofomeprazole. The benzimidazole PPIs contain a chiral sulfuratom that form an enantiomeric pair that is stable andinsoluble under standard conditions. The S-isomer ofomeprazole has slightly greater PPI activity, and its intrinsicclearance is approximately three times lower thanthat of R-omeprazole (15 vs. 43μL/min). The lowerclearance of S-omeprazole is related to slower metabolicclearance by the CYP2C19 isozyme. Although Romeprazoleis primarily transformed to the 5-hydroxymetabolite, the S-isomer is metabolized by O-demethylationand sulfoxidation, which contribute little to intrinsicclearance.