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86-42-0

中文名稱 阿莫地喹
英文名稱 Amodiaquine
CAS 86-42-0
EINECS 編號(hào) 201-669-3
分子式 C20H22ClN3O
MDL 編號(hào) MFCD00552927
分子量 355.86
MOL 文件 86-42-0.mol
更新日期 2024/04/02 22:44:43
86-42-0 結(jié)構(gòu)式 86-42-0 結(jié)構(gòu)式

基本信息

中文別名
阿莫地喹
氨酚喹
氨酚喹啉
英文別名
4-[(7-chloro-4-quinolinyl)amino]-2-[(diethylamino)methyl]-phenol
7-chloro-4-(3-diethylaminomethyl-4-hydroxyanilino)quinoline
AMODIAQUIN
AMODIAQUINE
4-((7-chloro-4-quinolyl)amino)-alpha-(diethylamino)-o-creso
4-((7-Chloro-4-quinolyl)amino)-alpha-(diethylamino)-o-cresol
4-[(7-Chloro-4-quinolinyl)amino]-alpha-(diethylamino)-o-cresol
7-Chloro-4-(3-diethylaminomethyl-4-hydroxyphenylamino)quinoline
Amodiaquine, ring-closed
CAM-AQ1
CAM-AQI
Camochin
Camoquin
Camoquinal
Camoquine
Flavoquine
Miaquin
o-Cresol, 4-((7-chloro-4-quinolyl)amino)-alpha-(diethylamino)-
Phenol, 4-[(7-chloro-4-quinolinyl)amino]-2-[(diethylamino)methyl]-
Quinoline, 7-chloro-4-((3-((diethylamino)methyl)-4-hydroxyphenyl)amino)-
所屬類(lèi)別
原料藥:抗瘧藥

物理化學(xué)性質(zhì)

熔點(diǎn)208°C
沸點(diǎn)478.0±45.0 °C(Predicted)
密度1.258
儲(chǔ)存條件-20°C冷凍
溶解度DMSO(輕微,超聲處理),甲醇(輕微)
酸度系數(shù)(pKa)9.43±0.50(Predicted)
形態(tài)固體
顏色淡黃色至淡黃色
CAS 數(shù)據(jù)庫(kù)86-42-0(CAS DataBase Reference)
NIST化學(xué)物質(zhì)信息Amodiaquine(86-42-0)

安全數(shù)據(jù)

危險(xiǎn)性符號(hào)(GHS)GHS hazard pictograms
GHS07
警示詞警告
危險(xiǎn)性描述H302
毒害物質(zhì)數(shù)據(jù)86-42-0(Hazardous Substances Data)
毒性LD50 oral in mouse: 550mg/kg

應(yīng)用領(lǐng)域

用途一
用作抗瘧藥

常見(jiàn)問(wèn)題列表

適應(yīng)癥
阿莫地喹用于治療各種瘧疾,尤其是治療對(duì)其他抗瘧藥(如氯喹)產(chǎn)生耐藥的惡性瘧原蟲(chóng)引起的瘧疾,也用于瘧疾的急性發(fā)作,具有良好的耐受性。 本品還可用于治療肝阿米巴病、華支睪吸蟲(chóng)病、肺吸蟲(chóng)病、結(jié)締組織病等,另可用于治療光敏性疾患,如日曬紅斑癥。
藥理作用
阿莫地喹為氨基喹啉類(lèi)抗瘧藥,是一種有效的裂殖體殺滅劑。其抗瘧作用與氯喹相似,作用于紅內(nèi)期瘧原蟲(chóng),能迅速控制臨床癥狀。本品對(duì)于抗氯喹的瘧原蟲(chóng)也有效。
用法用量
口服衛(wèi)生部推薦的治療惡性瘧方案:每日頓服青蒿琥酯片200mg和阿莫地喹片600mg,連服3日。預(yù)防用每周頓服2片。治療用首日頓服3片,第2、3日各頓服2片。
生物活性
Amodiaquine是一種合成的氨基喹啉,通過(guò)與原生動(dòng)物或寄生DNA結(jié)合、阻止DNA和RNA的生成以及后續(xù)蛋白質(zhì)的合成。它被用于治療瘧疾。
靶點(diǎn)

EC50: ~20 μM (Nurr1-LBD (ligand binding domain))
Histamine N-methyltransferase

體外研究

Amodiaquine (10-20 μM; 4 hours) treatment suppresses LPS-induced expression of proinflammatory cytokines (IL-1β, interleukin-6, TNF-α and iNOS) in a dose-dependent manner.
Amodiaquine (5 μM; 24 hours) significantly inhibits neurotoxin (6-OHDA-induced cell death in primary dopamine cells as examined by the number of TH + neurons and dopamine uptake. The neuroprotective effect of Amodiaquine is also observed in rat PC12 cells.

RT-PCR

Cell Line: Primary microglia
Concentration: 10 μM, 15 μM, 20 μM
Incubation Time: 4 hours
Result: Suppressed LPS-induced expression of proinflammatory cytokines (IL-1β, interleukin-6, TNF-α and iNOS) in a dose-dependent manner.
體內(nèi)研究

Amodiaquine (40 mg/kg; intraperitoneal injection; daily; for 3 days; male ICR mice) treatment diminishes perihematomal activation of microglia/macrophages and astrocytes. Amodiaquine also suppresses ICH-induced mRNA expression of IL-1β, CCL2 and CXCL2, and ameliorated motor dysfunction of mice.

Animal Model: Male ICR mice (8-10?weeks of age) induced ntracerebral hemorrhage (ICH)
Dosage: 40 mg/kg
Administration: Intraperitoneal injection; daily; for 3 days
Result: Diminished perihematomal activation of microglia/macrophages and astrocytes.

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