CAS: 220757-74-4; 2-(((4-Chloro-3,5-Dimethylpyridin-2-yl)Methyl)Thio)-6-Methoxy-1H-Benzo[d]Imidazole

该化合物是质子泵抑制剂Omepratole的衍生物,其特点是为提高效率而修改了结构.该化合物具有更高的稳定性和选择性,使其成为药物化学研究和药物开发的宝贵工具.它的独特性为胃肠紊乱的定向治疗提供了机会,促进了制药科学的进步.

英文名称2-(((4-Chloro-3,5-Dimethylpyridin-2-yl)Methyl)Thio)-6-Methoxy-1H-Benzo[d]Imidazole
中文名称5-甲氧基-2-{[(4-氯-3,5-二甲基-吡啶-2-基)甲基]硫代}-1H-苯并咪唑
IUPAC名称2-(((4-chloro-3,5-dimethylpyridin-2-yl)methyl)thio)-6-methoxy-1H-benzo[d]imidazole
其它别名5-Methoxy-2-{[(4-Chloro-3,5-Dimethyl-Pyridine-2-yl)Methyl]Thio}-1H-Benzimidazol; 2-[[(4-Chloro-3,5-Dimethyl-2-Pyridinyl)Methyl]Thio]-6-Methoxy-1H-Benzimidazole; 4-Desmethoxy-4-Chloro Omeprazole Sulfide; 5-Methoxy-2-[(3,5-Dimethyl-4-Chloropyridin-2-yl)Methylthio] Benzimidazole; 5-Methoxy-2-[[(4-Chloro-3,5-Dimethyl-Pyridine-2-yl)Methyl]Thio]-1H-Benzimidazole; Esomeprazole Ep Impurity Q; 2-{[(4-Chloro-3,5-Dimethylpyridin-2-yl)Methyl]Sulfanyl}-6-Methoxy-1H-Benzimidazole; Esomeprazole Sodium Impurity 16
CAS编号220757-74-4
MFCD编号:MFCD09840353
EINECS号:641-666-8
分子式:C16H16ClN3OS
分子量:333.84
产品CID: 1145066
产品分类分析化学 → 标准品 → 药典标准品和杂质标准品

相似结构搜索
InChIKey: UPVARCHBWKDWRW-UHFFFAOYSA-N
InChI=1S/C16H16ClN3OS/c1-9-7-18-14(10(2)15(9)17)8-22-16-19-12-5-4-11(21-3)6-13(12)20-16/h4-7H,8H2,1-3H3,(H,19,20)…
计算化学: 氢键受体数4.0氢键供体数1.0可旋转键数4.0

物理性质

熔点67-71°C
沸点535.987 °C at 760 mmHg
闪点277.955 °C
密度1.365g/cm3
pKa:9.80±0.10(预测)
PSA:76.1
LogP:4.529
折射率1.672
蒸汽压0mmHg at 25°C
溶解性Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
外观形态白色至类白色固体
储存条件-20°C 冷藏
产品应用该化合物用于若干分析应用,包括但不限于质量和数量分析方法的开发,每日校准和常规质量控制测试.

MSDS等安全信息

警示词Warning
危险描述H302-H315-H319-H335-
防范说明P261-P264-P270-P271-P280-P302+P352-P304+P340-P312-P330-P362-P403+P233-P501-
安全声明H303+H313+H333

上下游产品

2-benzenesulfonyl-4-chlori-3,5-dimethylpyridine 2-methylthio-5-methoxy-1H-benzimidazole 2-chloromethyl-4-chloro-3,5-dimethylpyridine 2-Mercapto-5-methoxybenzimidazole omeprazole sulfide

合成工艺路线路线简述

2-氯甲基-3,5-二甲基-4-甲氧基吡啶盐酸盐置于sodium Hydroxide,三氯氧磷体系中,用甲醇,水,甲苯用作溶剂,化学反应 18.0H,反应生成5-甲氧基-2-{[(4-氯-3,5-二甲基-吡啶-2-基)甲基]硫代}-1H-苯并咪唑
参考文献:一种艾司奥美拉唑杂质制备的方法
标题:一种艾司奥美拉唑杂质制备的方法
摘要:本发明公开了一种艾司奥美拉唑杂质制备的方法,以2‑氯甲基‑4‑甲氧基‑3,5‑二甲基吡啶盐酸盐为起始原料,经过脱甲基,卤代,缩合及不对称氧化得到5‑甲氧基‑2‑[(S)‑[(4‑氯‑3,5‑二甲基‑2‑吡啶基)甲基]亚硫酰基]‑1H‑苯并咪唑(II).该合成路线简短,起始原料易得,反应条件温和,操作简便,不需要柱层析即可得到上述的杂质,所制备的杂质纯度可达到99%以上,Ee值可达到99%以上,可作为对照品用于质量研究.

海关参考信息

2905110000-甲醇
2933310010-吡啶
2908199090-其他酚的卤化衍生物
2908999090-其他酚的硝化衍生物
💡 提示：海关信息按照顺序优先匹配，如需确认的海关信息，请参考相关资料。
详情请参考：📖 海关编码查询和海关进出口税则

专利信息

专利号:US-8697880-B2
优先权日:2004-02-20
标题 :Compounds useful for the synthesis of S- and R-omeprazole and a process for their preparation
发明人：VON UNGE SVERKER; FREGLER CHRISTINA
权利人:UNGE SVERKER VON; FREGLER CHRISTINA; ASTRAZENECA AB
摘要:The present invention relates to an improved method for the synthesis of the (S)- or (R)-enantiomer of omeprazole, characterized in that 2-[[(4-X-3,5-dimethylpyridin-2-yl)methyl]thio]-5-methoxy-1H-benzimidazole or 2-[[(4-X-3,5-dimethyl-1-oxidopyridin-2-yl)methyl]thio]-5-methoxy-1H-benzimidazole, wherein X is a leaving group, is oxidized into the corresponding sulphoxide which is obtained as a crystalline compound. Recrystallization of the thus obtained sulphoxide results in a compound of enhanced chemical and optical purity, which is subsequently transformed into the (S)- or (R)-enantiomer of omeprazole.

专利号:US-2007161682-A1
优先权日:2004-02-20
标题 :Compounds Useful for the Synthesis of S- and R-Omeprazole and a Process for their Preparation

专利号:ES-2378237-T3
优先权日:2004-02-20
标题:New compounds useful for the synthesis of S and R-omeprazole and a procedure for their preparation

专利号:US-2008255199-A1
优先权日:2004-02-20
标题:Compounds Useful for the Synthesis of S- and R-Omeprazole and a Process for Their Preparation

专利号:US-2005187256-A1
优先权日:2004-02-20
标题:New compounds useful for the synthesis of S- and R-omeprazole and a process for their preparation

专利号:US-2009253911-A1
优先权日:2004-02-20
标题:New Compounds Useful for the Synthesis of S- and R-Omeprazole and a Process for Their Preparation