4-[2-(5-氯-2-甲氧基苯甲酰氨基)乙基]苯磺酰胺
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- CAS号:
- 16673-34-0
- 英文名:
- 4-(2-(5-Chloro-2-methoxybenzamido)ethyl)benzenesulfamide
- 英文别名:
- 5-Chloro-2-Methoxy-N-(4-sulfaMoylphenethyl)benzaMide;NLRP3i;NLRP3-IN-2;Einecs 240-722-5;16673-34-0 NLRP3i;Glyburide USP RC A;Glibenclamide Impurity 7;Glibenclamide EP Impurity A;Glyburide Related CoMpound A;NLRP3 Inflammasome InhibitorⅠ
- 中文名:
- 4-[2-(5-氯-2-甲氧基苯甲酰氨基)乙基]苯磺酰胺
- 中文别名:
- 格列本脲中间体;格列本脲杂质7;格列本脲杂质Ⅰ;格列本脲EP杂质A;格列本脲相关物质A;格列本脲杂质A(EP);格列本脲(优降糖)杂质A;格列本脲USP RC A;格列本脲相关化合物A(USP);格列本脲杂质A(EP) 标准品
- CBNumber:
- CB7278059
- 分子式:
- C16H17ClN2O4S
- 分子量:
- 368.84
- MOL File:
- 16673-34-0.mol
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4-[2-(5-氯-2-甲氧基苯甲酰氨基)乙基]苯磺酰胺化学性质
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熔点:
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209-214 °C
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密度:
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1.356±0.06 g/cm3(Predicted)
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储存条件:
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2-8°C
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溶解度:
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Soluble in DMSO (up to 45 mg/ml).
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酸度系数(pKa):
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10.14±0.10(Predicted)
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颜色:
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White
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稳定性:
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Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 3 months.
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CAS 数据库:
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16673-34-0(CAS DataBase Reference)
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4-[2-(5-氯-2-甲氧基苯甲酰氨基)乙基]苯磺酰胺性质、用途与生产工艺
磺酰脲类药物是最早应用于临床的口服降糖药物之一,格列本脲又名优降糖,是第二代磺脲类降糖药物。其降糖效果较强,价格低廉,使用方便,在糖尿病的治疗中,尤其在基层医院和广大农村地区仍被广泛应用。据 2012 年度糖尿病治疗药物市场研究报告,磺酰脲类药物占整个降血糖药物市场的 33. 8%,其中格列本脲、格列吡嗪和格列喹酮等磺酰脲类降血糖药物进入糖尿病治疗药物临床用药市场份额前 15 名。4-[2-(5-氯-2-甲氧基苯甲酰氨基)乙基]苯磺酰胺是格列本脲合成过程中产生的杂质。
4-[2-(5-氯-2-甲氧基苯甲酰氨基)乙基]苯磺酰胺的制备可采用水杨酸为起始物料,水杨酸在光照下以氯气氯化,生成5-氯水杨酸,然后以硫酸二甲酯甲基化得5-氯-2-甲氧基苯甲酸,将后者以氯化亚硫酰氯化,得5-氯-2-甲氧基苯甲酰氯,再与苯胺缩合,产物为N-苯乙基-5-氯-2-甲氧基苯甲酰胺,进而以氯磺酸氯磺化、氨水胺化制得该品。
也可以2-甲氧基-5-氯-苯甲酸为原料,先与氯化亚砜、甲醇作用生成2-甲氧基-5-氯-苯甲酸甲酯,然后与苯乙胺缩合,所得酰胺经氯磺化、肼解后得目标产物4-[2-(5-氯-2-甲氧基苯甲酰氨基)乙基]苯磺酰胺。其制备路线图如下:
图1 4-[2-(5-氯-2-甲氧基苯甲酰氨基)乙基]苯磺酰胺制备路线图
NLRP3 Inflammasome Inhibitor I是合成格列本脲的中间底物,它是NLRP3 inflammasome的抑制剂。
Target | Value |
NLRP3 inflammasome
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NLRP3-IN-2 is well tolerated with no effects on the glucose levels in vivo.
NLRP3-IN-2 (100 mg/kg) treatment in a model of AMI due to ischemia+reperfusion significantly inhibits the activity of inflammasome (caspase-1) in the heart by 90% (P<0.01) and reduced infarct size, measured at pathology (by >40%, P<0.01) and with troponin I levels (by >70%, P<0.01) .
Animal Model:
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Experimental acute myocardial infarction (AMI) model in mice.
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Dosage:
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100 mg/kg.
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Administration:
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Intraperitoneal administration 30 minutes prior to surgery, then every 6 hours for 3 additional doses.
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Result:
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Led to a significant >90% reduction in caspase-1 activity (reflective of the formation of an active inflammasome) in the heart tissue measured 24 hours after ischemia.
Led to a significant reduction in the infarct size measured with TTC (>40% reduction) or troponin I levels (>70% reduction) when compared with vehicle alone.
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化学性质
结晶化合物。熔点185-200℃。
用途
优降糖的中间体。
生产方法
用水杨酸在光照下以氯气氯化,生成5-氯水杨酸,然后以硫酸二甲酯甲基化得5-氯-2-甲氧基苯甲酸,将后者以氯化亚硫酰氯化,得5-氯-2-甲氧基苯甲酰氯,再与苯胺缩合,产物为N-苯乙基-5-氯-2-甲氧基苯甲酰胺,进而以氯磺酸氯磺化、氨水胺化制得该品。
4-[2-(5-氯-2-甲氧基苯甲酰氨基)乙基]苯磺酰胺
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更新日期 | 产品编号 | 产品名称 | CAS编号 | 包装 | 价格 |
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2024/01/25 | HY-W011082 | 4-[2-(5-氯-2-甲氧基苯甲酰氨基)乙基]苯磺酰胺 NLRP3-IN-2 | 16673-34-0 | 50mg | 450元 |
2024/01/25 | HY-W011082 | 4-[2-(5-氯-2-甲氧基苯甲酰氨基)乙基]苯磺酰胺 NLRP3-IN-2 | 16673-34-0 | 10mM * 1mLin DMSO | 500元 |
4-[2-(5-氯-2-甲氧基苯甲酰氨基)乙基]苯磺酰胺
生产厂家
16673-34-0, 4-[2-(5-氯-2-甲氧基苯甲酰氨基)乙基]苯磺酰胺 相关搜索:
- Intermediates & Fine Chemicals
- Aromatics
- Sulfur Compounds
- Sulfonamides/Sulfinamides
- Organic Building Blocks
- Sulfur Compounds
- Organic Building Blocks
- Chemical Synthesis
- Building Blocks
- Aromatics,Pharmaceuticals
- Pharmaceuticals
- 高端化学
- 格列苯脲中间体
- 化工试剂
- 标准品
- 有机化学
- 中间体
- 亚磺酰胺
- 磺胺类药物
- 磺胺类药物/亚磺酰胺
- Building Blocks
- Organic Building Blocks
- Sulfonamides/Sulfinamides
- Sulfur Compounds
- 36884
- C16H17N2O4ClS
- ClC6H3OCH3CONHCH2C6H4SO2NH2
- C16H17ClN2O4S
- 格列本脲杂质Ⅰ
- PERFEMIKER]4-[2-(5-氯-2-甲氧基苯甲酰氨基)乙基]苯磺酰胺,95%
- 格列本脲(格列本脲)EP杂质A(格列本脲(格列本脲)USP相关化合物A)
- 格列本脲杂质7
- 5-氯-2-甲氧基-N-(4-氨磺酰苯乙基)苯甲酰胺
- 5-氯-2-甲氧基-N-(4-氨磺酰基苯乙基)苯甲酰胺
- 格列本脲相关物质A
- 格列本脲中间体
- GLIBENCLAMIDE EP杂质 A
- 优降糖相关物质A USP标准品
- 格列本脲杂质A(EP) 标准品
- 格列本脲EP杂质A
- 格列本脲杂质Ⅰ(4-[2-(5-氯-2-甲氧基苯甲酰胺)-乙基]-苯磺酰胺)
- 格列本脲杂质Ⅰ(4-[2-(5-氯-2-甲氧基苯甲酰胺)-乙基]-苯磺酰胺)
- 格列本脲相关化合物A(USP)
- 格列本脲杂质A(EP)
- 4-[2-(5-氯-2-甲氧基-苯甲酰氨基)乙基]苯磺酰胺
- 格列本脲(优降糖)杂质A
- 格列本脲USP RC A
- N-{2-[4-(氨磺酰基)苯基]乙基}-5-氯-2-甲氧基苯甲酰胺
- 5-氯-2-甲氧基-N-[2-对氨磺酰苯基)乙基]苯甲酰氨
- 4-[2-(2-甲氧基-5-氯苯甲酰胺基)乙基]苯磺酰胺
- 16673-34-0
- Glibenclamide (Glyburide) EP Impurity A (Glibenclamide (Glyburide) USP Related Compound A)
- Sulphonamide of Glibenclamide
- 5-Chloro-2-Methoxy-N-(4-sulfaMoylphenethyl)benzaMide
- Glibenclamide Impurity 7
- Glyburide Related Compound A (4-[2-(5-chloro-2-methoxybenzamido)ethyl]benzenesulfonamide) (1295516)
- Glibenclamide ImpurityⅠ:5-Chloro-2-methoxy-N-[2-(4-sulfamoylphenyl)ethyl]benzamide
- Glibenclamide EP Impurity AQ: What is
Glibenclamide EP Impurity A Q: What is the CAS Number of
Glibenclamide EP Impurity A Q: What is the storage condition of
Glibenclamide EP Impurity A Q: What are the applications of
Glibenclamide EP Impurity A