CAS 1953-02-2 MFCD00004861-Tiopronin 硫普罗宁 TAO{mole}

Tiopronin 硫普罗宁

CAS 1953-02-2 MFCD00004861

化学结构图

SMILES: CC(S)C(=O)NCC(=O)O

化学属性

Mol. Formula	C5H9NO3S
Mol. Weight	163.19
Melting Point	93-98°C
Appearance	50 白色结晶性粉末，有硫的臭味。溶于水。熔点95～97℃。急性毒性LD 小鼠(g/kg)：2.1静脉注射。
Density	1.294
Solubility	Soluble in DMSO (32 mg/ml at 25 °C), water (32 mg/ml at 25 °C), ethanol (32 mg/ml at 25 °C), and methanol.

别名和识别编码

Chemical Name	Tiopronin
CAS Number	1953-02-2
Synonym	Tiopronin {LY} Tiopronin {} {LY} Tiopronin {} {} {LY} Tiopronin {} {} {} {LY} Tiopronin {} {} {} {} {LY} Tiopronin {} {} {} {} {} {LY} Tiopronin {} {} {} {} {} {} {LY} Tiopronin {} {} {} {} {} {} {} {LY} Tiopronin {} {} {} {} {} {} {} {} {LY} Tiopronin {} {} {} {} {} {} {} {} {} {LY} Tiopronin {} {} {} {} {} {} {} {} {} {} {LY} Tiopronin {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Tiopronin {} {} {} {} {} {} {} {} {} {} {} {} {LY} Tiopronin {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Tiopronin {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Tiopronin {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Tiopronin {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Tiopronin {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Tiopronin {} {} {} {} {} {} {}
MDL Number	MFCD00004861
PubChem Substance ID	5483
Beilstein Registry Number	1859822
EC Number	217-778-4
Reaxys-RN	1859822
Merck Number	9453
Chemical Name Translation	硫普罗宁
Wiswesser Line Notation	SHY1&1OM1VQ
LabNetwork Molecule ID	LN01300535
InChI	InChI=1S/C5H9NO3S/c1-3(10)5(9)6-2-4(7)8/h3,10H,2H2,1H3,(H,6,9)(H,7,8)
Canonical SMILES	O=C(O)CNC(C(S)C)=O

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品牌质保精细包装现货库存一流品牌服务

产品应用

Controls the rate of cystine precipitation and excretion

安全信息

GHS Symbol

Hazard statements

H302 Harmful if swallowed 吞食有害

WGK Germany3

RTECSMC0596500

Personal Protective Equipment dust mask type N95 (US), Eyeshields, Gloves

Signal word Warning

Hazard Codes Xn

Safety Statements

S36/37 Wear suitable protective clothing and gloves 穿戴适当的防护服和手套；

Risk Statements

R22 Harmful if swallowed 吞咽有害

Precautionary statements

P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
P501 Dispose of contents/container to..… 处理内容物/容器.....
P301+P312+P330
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。

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 1400 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   FRPSAX Farmaco, Edizione Scientifica. (Casella Postale 227, 27100 Pavia,
   Italy)  V.8-43 1953-88 For publisher information, see FRMCE8
   Volume(issue)/page/year: 41,758,1986

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intravenous
SPECIES OBSERVED        : Rodent - rabbit
DOSE/DURATION           : 1800 mg/kg
TOXIC EFFECTS :
   Behavioral - excitement
   Nutritional and Gross Metabolic - body temperature increase
REFERENCE :
   85JBAB "Proceedings of the International Symposium on Thiola, Tokyo, Japan,
   1970," Osaka, Japan, Santen Pharmaceutical Co., Ltd., 1970
   Volume(issue)/page/year: -,9,1970

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 2330 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   NIIRDN Drugs in Japan (Ethical Drugs).  (Yakugyo Jiho Co., Ltd., Tokyo,
   Japan)  Volume(issue)/page/year: 6,456,1982

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 673 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   YKKZAJ Yakugaku Zasshi.  Journal of Pharmacy.  (Nippon Yakugakkai, 2-12-15
   Shibuya, Shibuya-ku, Tokyo 150, Japan)  No.1-    1881-
   Volume(issue)/page/year: 89,1138,1969

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Unreported
SPECIES OBSERV

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intramuscular
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 600 mg/kg
SEX/DURATION            : male 30 day(s) pre-mating
TOXIC EFFECTS :
   Reproductive - Paternal Effects - testes, epididymis, sperm duct
   Reproductive - Paternal Effects - prostate, seminal vesicle, Cowper's gland,
   accessory glands
   Reproductive - Paternal Effects - other effects on male
REFERENCE :
   IJEBA6 Indian Journal of Experimental Biology.  (Publications & Information
   Directorate, CSIR, Hillside Rd., New Delhi 110 012, India)  V.1-    1963-
   Volume(issue)/page/year: 24,34,1986

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intramuscular
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 1200 mg/kg
SEX/DURATION            : male 60 day(s) pre-mating
TOXIC EFFECTS :
   Reproductive - Paternal Effects - spermatogenesis (incl. genetic material,
   sperm morphology, motility, and count)
REFERENCE :
   CUSCAM Current Science.  (Current Science Assoc., Sadashivanagar P.O.,
   Bangalore 560 080, India) V.1-    1932-  Volume(issue)/page/year:
   55,378,1986

Storage condition 2-8°C {LY} 2-8°C {} {LY} 2-8°C {} {} {LY} 2-8°C {} {} {} {LY} 2-8°C {} {} {} {} {LY} 2-8°C {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {

其他信息

方法一:方法1：丙酸先用氯化亚砜氯化，再用溴+磷溴化，得α-溴丙酰氯(Ⅰ)，收率84.7%。甘氨酸溶于2mol/L氢氧化钠，用冰盐浴冷却，在剧烈搅拌下同时滴加化合物(Ⅰ)和2mol/L氢氧化钠溶液，保持溶液弱碱性。加毕，搅拌。盐酸酸化至Ph值1，用乙酸乙酯提取。提取液浓缩至有结晶析出，放置。滤集结晶，干燥，得化合物(Ⅱ)，收率．53%。硫化钠、升华硫和水，加热搅拌溶解备用。另外化合物(Ⅱ)和碳酸钠溶于水，滴加上述二硫化钠溶液。加毕，搅拌。用硫酸酸化至Ph值1，在搅拌下分批加入锌粉。加毕，搅拌。过滤，滤液减压浓缩至有结晶析出，放置。滤集结晶，用乙酸乙酯重结晶，真空干燥，得硫普罗宁，收率50.5%，熔点96～97.5℃。方法2：甘氨酸、碳酸钠和水混合，在0℃以下同时滴加2-溴丙酰氯和10%碳酸钠溶液，保持弱碱性。加毕，搅拌。加入硫代苯甲酸，并滴加15%氢氧化钠溶液使之溶解。室温搅拌过夜，滤除少量不溶物，滤液酸化。滤集固体，依次用水、50%甲醇和乙酸乙酯洗，干燥，得化合物(Ⅳ)，收率76.2%。碳酸钠溶于水，加入化合物(Ⅳ)，搅拌溶解后加入浓氨水，在20℃下搅拌过夜。滤除固体，用少量水洗。洗液和滤液合并，减压除氨，再用6mol/L盐酸酸化。减压浓缩，加入热的乙酸乙酯和乙醇(1：1)混合液溶解。滤除不溶物，滤液减压浓缩得油状物，冷却后析出固体，用乙酸乙酯重结晶，得硫普罗宁，产率54.9%，熔点95～97℃。方法3：2-氯丙酸和氯化亚砜一起回流。蒸出过量的氯化亚砜，收集109～110℃的馏分，得2-氯丙酰氯，收率91%。甘氨酸、碳酸钠和适量水混合，在冰盐浴冷却和剧烈搅拌下，同时滴加2-氯丙酰氯和碳酸钠的水溶液，保持弱碱性。加毕，搅拌。盐酸酸化至Ph值1，用乙酸乙酯提取，干燥，过滤，浓缩至有结晶析出，放置。滤集结晶，干燥得化合物(V)，收率61%。硫化钠九水合物、升华硫和适量水混合，加热搅拌至溶备用。另外，化合物(V)、碳酸钠和适量水混合，滴加制得的二硫化钠溶液。加毕，于40～45℃反应。用硫酸酸化至Ph值1，过滤。在搅拌下，往滤液中分批加入锌粉。加毕，搅拌。处理后得硫普罗宁，收率52.2%，熔点96～97.5℃。
用途二:主要用于初期老年白内障，还可用于慢性肝炎、金属中毒、湿疹等。
MOL 文件:1953-02-2.mol
硫普罗宁价格(试剂级):更新日期产品编号产品名称包装价格 2014/06/02 T2614 硫普罗宁 Tiopronin 5G 713元 2014/06/02 T2614 硫普罗宁 Tiopronin 25G 1840元
用途一:能赋活代谢酶，并能和阻碍HS-酶活性的有毒物质相螯合，因而有解毒作用。主要用于治疗急、慢性肝炎、肝硬化、酒精性肝损伤和药物引起的肝损伤，也可用于金属中毒、化疗及放疗保护、荨麻疹、皮炎、湿疹和痤疮等。
上游原料:氧氯化硫 --> 硫磺 --> 甘氨酸 --> 丙酸 --> 丙酰氯 --> 二硫化钠 --> 丙酰溴 --> 2-溴丙酰氯 --> 硫代苯甲酸
MSDS 信息:alpha-Mercaptopropionyl glycine(1953-02-2).msds
用途三:主要用于初期老年白内障，还可用于慢性肝炎；金属中毒；湿疹等。
Sigma Aldrich:1953-02-2(sigmaaldrich)