キナクリン二塩酸水和物
キナクリン二塩酸水和物 · 6-クロロ-9-[(4-ジエチルアミノ-1-メチルブチル)アミノ]-2-メトキシアクリジン·2塩酸塩 · 6-クロロ-9-[[4-(ジエチルアミノ)-1-メチルブチル]アミノ]-2-メトキシアクリジン·2塩酸塩 · キナクリン二塩酸塩 · アクリキニウム · N'-(6-クロロ-2-メトキシ-9-アクリジニル)-N,N-ジエチル-1,4-ペンタンジアミン·2塩酸塩 · キナクリン·二塩酸塩 · メパクリン塩酸塩
識別子と物理属性
| CAS No. | 69-05-6 |
|---|---|
| 分子式 | C23H32Cl3N3O |
| 平均分子量 | 472.9 g/mol |
| 単同位体質量 | 471.161096 g/mol |
| SMILES | CCN(CC)CCCC(C)Nc1c2ccc(Cl)cc2nc2ccc(OC)cc12.Cl.Cl |
| InChIKey | UDKVBVICMUEIKS-UHFFFAOYSA-N |
| PubChem CID | 6239 |
| ChEMBL | CHEMBL2105615 |
| EC No. | 200-700-8 |
| DTXSID | DTXSID6025985 |
| 現地名 | キナクリン二塩酸水和物 |
化学・物理的性質
| 極性表面積 | 37.4 |
|---|---|
| 水素結合供与体数 | 3 |
| 水素結合受容体数 | 4 |
| 回転可能結合数 | 9 |
| 重原子数 | 30 |
| 形式電荷 | 0 |
| 複雑度 | 461 |
| 溶解度 | 10 to 50 mg/mL at 64 °F (NTP, 1992)DMSO（微量）、メタノール（微量、超音波処理）、水（微量）Water: 33.33 mg/mL (70.48 mM) |
| 融点 | 478 to 482 °F (Decomposes) (NTP, 1992)249-251℃ (Decomposition) |
| Physical Description | Quinacrine dihydrochloride appears as bright yellowish needles or bright yellow powder. Odorless. pH of a 1% aqueous solution is about 4.5.(NTP, 1992). Used as an anti-malarial drug. Moderately toxic. |
| Collision Cross Section | 195.7 Ų [M+H]+ [CCS Type: TWMethod: calibrated with polyalanine and drug standards] |
| 密度 | 1.2962 (rough estimate) |
| 屈折率 | 1.6300 (estimate) |
| 貯蔵条件 | +15C to +30C |
| pKa（酸解離定数） | pKa -6.3(H2O t undefined I not reported but low) (Uncertain) |
| 外観・状態 | 黄色の固体 |
| 色 | 薄黄色～黄色 |
| pH | 3.0~5.0 (20g/l, 25℃) |
| 由来生物 | synthetic |
| Merck | 14,8044 |
| BRN | 4834013 |
| 安定性 | 安定。強力な酸化剤とは相容れない。 |
| InChI | 1S/C23H30ClN3O.2ClH/c1-5-27(6-2)13-7-8-16(3)25-23-19-11-9-17(24)14-22(19)26-21-12-10-18(28-4)15-20(21)23/h9-12,14-16H,5-8,13H2,1-4H3,(H,25,26)2*1H |
| InChIKey | UDKVBVICMUEIKS-UHFFFAOYSA-N |
| SMILES | Cl[H].Cl[H].CCN(CC)CCCC(C)Nc1c2ccc(Cl)cc2nc3ccc(OC)cc13 |
| EPAの化学物質情報 | Quinacrine hydrochloride (69-05-6) |
化学的特性
yellow crystals or powder
安全性と法規制
| GHS 分類 | WarningH302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 42 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 規制情報 | 6-chloro-N-[5-(diethylamino)pentan-2-yl]-2-methoxyacridin-9-amine dihydrochloride: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right. |
| その他の安全情報 | IMAP assessments - 1,4-Pentanediamine, N4-(6-chloro-2-methoxy-9-acridinyl)-N1,N1-diethyl-, dihydrochloride: Human health tier I assessment |
| 火災危険 | Flash point data for this chemical are not available, but it is probably combustible. (NTP, 1992) |
| 健康有害性 | SYMPTOMS: Symptoms of exposure to this compound include discoloration of the skin, sclera and urine, exfoliative dermatitis, acute hepatic necrosis, agranulocytosis, aplastic anemia, corneal edema and psychosis. |
| 反応性グループ | Amines, Phosphines, and Pyridines |
| Reactivity Profile | QUINACRINE DIHYDROCHLORIDE is an acidic salt of an amine. React as a weak acid to neutralize bases. |
| Air and Water Reactions | Water soluble. |
| Hazard Classes and Categories | Acute Tox. 4 (100%) |
| 消火 | Fires involving this compound should be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992) |
| 応急処置 | EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop. |
用途
用途
抗マラリア剤、カルモジュリン阻害剤、ホスホリパーゼ阻害剤
使用
Quinacrine dihydrochloride has been used:in its uptake and accumulation studies in mouse lung slices using fluorescence microscopein the staining of ATP vesicles in mesenchymal stem cells (MSCs)in uptake-release assay for characterization of dense granule functionality of platelets
一般的な説明
Bright yellowish needles or bright yellow powder. Odorless. pH of a 1% aqueous solution is about 4.5.. Used as an anti-malarial drug. Moderately toxic.
製法・合成法
純化方法
It crystallises from H2O (solubility is 2.8% at room temperature) as yellow crystals. It is slightly soluble in MeOH and EtOH. The free base crystallises from Me2CO or pet ether with m 86-88o, or aqueous EtOH with 85-87.5o. The bismethiodide has m 224o (from MeOH/EtOAc/Et3N), and the picrate has m 207-208o(dec) when crystallised from Me2CO/EtOH. It is an antimalarial, antiprotozoal and intercalates DNA. [Wolfe Antibiot 3 (Springer-Verlag) 203 1975, Beilstein 22 III/IV 6247, 22/12 V 235.]