(R)-5-(1,2-Dithiolan-3-Yl)Pentanoic Acid (R)-5-(1,2-二硫杂戊环-3-基)戊酸

CAS 1200-22-2 MFCD01631142

化学结构图

1200-22-2
SMILES: O=C(O)CCCC[C@@H]1CCSS1

化学属性

Mol. FormulaC8H14O2S2
Mol. Weight206.33
Melting Point48-52°C
Refractive index114 ° (C=1, EtOH)
Flash Point>;230 °F
Appearance 淡黄色结晶粉末，无臭，无味。
Boiling Point362.5°C at 760 mmHg

别名和识别编码

Chemical Name(R)-5-(1,2-Dithiolan-3-Yl)Pentanoic Acid
Synonym Lipoic acid {LY} Lipoic acid Liponsaure ratiopharm Liponsaure-ratiopharm Liponsaureratiopharm MTW Alphaliponsaure MTW-Alphaliponsaure MTWAlphaliponsaure Neurium Pleomix Alpha Pleomix Alpha N Pleomix-Alpha Pleomix-Alpha N PleomixAlpha PleomixAlpha N Thi Thioctacid Thioctacide T Thioctic Acid {} {LY} Lipoic acid {} {} {LY} Lipoic acid {} {} {} {LY} Lipoic acid {} {} {} {} {LY} Lipoic acid {} {} {} {} {} {LY} Lipoic acid {} {} {} {} {} {} {LY} Lipoic acid {} {} {} {} {} {} {} {LY} Lipoic acid {} {} {} {} {} {} {} {} {LY} Lipoic acid {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Lipoic acid {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Lipoic acid {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Lipoic acid {} {} {} {} {} {} {} {}
MDL NumberMFCD01631142
PubChem Substance ID1549144
CAS Number1200-22-2
Chemical Name Translation(R)-5-(1,2-二硫杂戊环-3-基)戊酸
Merck Number9326
Reaxys-RN81851
Beilstein Registry Number19(5)7,237
EC Number200-534-6
LabNetwork Molecule IDLN00367441
InChIInChI=1S/C8H14O2S2/c9-8(10)4-2-1-3-7-5-6-11-12-7/h7H,1-6H2,(H,9,10)/p-1/t7-/m1/s1
Canonical SMILESO=C(O)CCCC[C@H]1SSCC1
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分类

  • {SNA} Asymmetric Synthesis,
  • {SNA} Asymmetric Synthesi
  • {SNA} Alphabetical Index of Analytical Standards, Chemical Class, Analytical Standards, Analytical/Chromatography, Antioxidants, Chromatography, Food & Beverage Standards,
  • {SNA} Additional Standards, Analytical Standards, Antioxidant Standards, Chemical Class, Chromatography, Food & Beverage Standards, Food and Cosmetic Component Standards, Life Sciences Standards, Natural Compounds, Other, Preservative & Antioxidants, non E-Numbers, 分析/色谱
  • {SNA} Asymmetric Synthesis, Chemical Synthesis, Chiral Building Blocks, Heterocyclic Building Blocks,

产品应用

  • 维生素类药物，效果优于硫辛酸。

相关文献及参考

  • Merck 14 ,9326
  • [1]. Nasole E, et al. Effects of alpha lipoic acid and its R+ enantiomer supplemented to hyperbaric oxygen therapy on interleukin-6, TNF-α and EGF production in chronic leg wound healing. J Enzyme Inhib Med Chem. 2014 Apr;29(2):297-302.

安全信息

WGK Germany3
Personal Protective Equipment Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
GHS Symbol
Signal word
Precautionary statements
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
  • P264+P265
  • P270 Do not eat, drink or smoke when using this product. 使用本产品时不要吃东西，喝水或吸烟。
  • P271 Use only outdoors or in a well-ventilated area.? 只能在室外或通风良好的地方使用。
  • P273 Avoid release to the environment. 避免释放到环境中。
  • P280 Wear protective gloves/protective clothing/eye protection/face protection. 戴防护手套/防护服/眼睛的保护物/面部保护物。
  • P301+P312
  • P301+P312+P330
  • P301+P317
  • P302+P350
  • P302+P352
  • P304+P340
  • P305+P351+P338
  • P305+P351+P338+P337+P313
  • P312 Call a POISON CENTER or doctor/physician if you feel unwell. 如果你感觉不适，呼叫解毒中心或医生/医师。
  • P319
  • P321 Specific treatment (see … on this label). 具体治疗（见本标签上的）。
  • P330 Rinse mouth. 漱口
  • P332+P313
  • P332+P317
  • P337+P313
  • P337+P317
  • P362 Take off contaminated clothing and wash before reuse. 脱掉污染的衣服，清洗后方可重新使用
  • P362+P364
  • P403+P233
  • P405 Store locked up. 上锁保管。
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
Storage condition 2-8°C, protect from light, stored under nitrogen {LY} 2-8°C, protect from light, stored under nitrogen <0°C <;0 {} {LY} 2-8°C, protect from light, stored under nitrogen {} {} {LY} 2-8°C, protect from light, stored under nitrogen {} {} {} {LY} 2-8°C, protect from light, stored under nitrogen {} {} {} {} {LY} 2-8°C, protect from light, stored under nitrogen {} {} {} {} {} {LY} 2-8°C, protect from light, stored under nitrogen {} {} {} {} {} {} {LY} 2-8°C, protect from light, stored under nitrogen {} {} {} {} {} {} {} {LY} 2-8°C, protect from light, stored under nitrogen {} {} {} {} {} {} {} {} {LY} 2-8°C, protect from light, stored under nitrogen {} {} {} {} {} {} {} {} {} {LY} 2-8°C, protect from light, stored under nitrogen {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, protect from light, stored under nitrogen {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, protect from light, stored under nitrogen {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, protect from l
Hazard statements
  • H302 Harmful if swallowed 吞食有害
  • H315 Causes skin irritation 会刺激皮肤
  • H319 Causes serious eye irritation 严重刺激眼睛
  • H335 May cause respiratory irritation 可能导致呼吸道刺激
  • H412 Harmfutoaquaticlifewithlonglastingeffects 对水生生物有害并具有长期影响。
Safety Statements
Risk Statements

其他信息

  • 用途二:用于急性及慢性肝炎、肝硬变、肝性昏迷等。
  • MOL 文件:1200-22-2.mol
  • 用途一:维生素类药物，效果优于硫辛酸。
  • 上游原料:6,8-二氯辛酸乙酯 --> 6,8-二氯辛酸乙酯
  • Sigma Aldrich:1200-22-2(sigmaaldrich)
  • B族维生素:硫辛酸属于B族维生素中的一类化合物，酵母及一些微生物的生长因素，在多酶系统中起辅酶作用，催化丙酮酸氧化脱羧成乙酸及α-酮戊二酸氧化脱羧成琥珀酸的反应中转酰基作用。化学名称为5-[3-(1，2 -二硫杂环)] 戊酸，外观为淡黄色晶体，分子量206.33。 DL-体： 熔点60～61℃。L-体 (天然品)： 熔点45～47.5℃。旋光度 [α]D23+113℃。D-体 (天然品)： 熔点46～48℃。旋光度 [α] D23+104℃。溶于有机溶剂。难溶于水。用于防治急性肝炎、肝硬变、肝昏迷、脂肪肝等疾病。天然品存在于肝脏、肾脏及心脏。合成品由乙烯和己二酸单酯酰氯在三氯化铝存在下缩合得氯丙酰戊酰酯，再与硫酸缩合，用硼氢化钠还原和苛性钠水解，再与硫脲等反应制得。 6，8-二硫辛酸。溶于水，常与维生素B1同时存在。有氧化型和还原型(6，8-二巯基辛酸)两种存在形式。在生物体内，一些氢或酰基就通过这两种形式的变换来接受或转移。作α-酮酸氧化脱羧酶和转羟乙基酶的辅酶，在代谢反应中起转运酰基和氢的作用。人体能合成，故未见缺乏症。但为一些微生物和原生动物的生长发育所必需。肝、酵母中含量丰富。
  • 图谱信息:R-(+)-硫辛酸(1200-22-2)质谱(MS) R-(+)-硫辛酸(1200-22-2)红外图谱(IR1)
  • MOL 文件:62-46-4.mol
  • TCI Shanghai:R-(+)-硫辛酸 (R)-alpha-Lipoic Acid,>;98.0%(GC)(T)(1200-22-2)
  • R-(+)-硫辛酸价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2014/06/02 L0207 (R)-α-硫辛酸 (R)-alpha-Lipoic Acid 5G 412元 2014/06/02 L0207 (R)-α-硫辛酸 (R)-alpha-Lipoic Acid 25G 1220元
  • 用途一:B族维生素，用于治疗急性及慢性肝炎、肝硬化、肝性昏迷、脂肪肝、糖尿病等

系列性分类

  1. Analytical & Chromatography 分析化学与色谱
  2. Analytical Standards
  3. Chromatography - Analytical Standards
  4. Life Sciences Standards - Chromatography
  5. Natural Compounds - Life Sciences Standards
  1. Chemical Synthesis 化学合成
  2. Asymmetric Synthesis 不对称合成
  3. Chiral Building Blocks 手性分子砌块
  4. Heterocyclic Building Blocks - Chiral Building Blocks
  5. Others - Heterocyclic Building Blocks
  1. Chemical Synthesis 化学合成
  2. Asymmetric Synthesis 不对称合成
  3. Chiral Building Blocks 手性分子砌块
  4. Heterocyclic Building Blocks - Chiral Building Blocks
  5. Others - Heterocyclic Building Blocks
  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Organic Building Blocks 有机砌块
  4. Carbonyl Compounds 羰基化合物
  5. Aromatic acids
  1. Functional Group 官能团索引
  2. disulfide
  1. Medical Research Areas
  2. Metabolism
  3. Mitochondrial Metabolism  (线粒体代谢)
  1. Medical Research Areas
  2. Metabolism
  3. Reactive Oxygen Species  (活性氧)
  1. Medical Research Areas
  2. Metabolism
  3. Endogenous Metabolite  (内源性代谢物)