恩他卡朋

恩他卡朋 基本信息
CAS号 130929-57-6 分子式 C14H15N3O5
分子量 305.28600 精确质量  305.10100
PSA  130.38000 LogP  2.30458

基本信息 展开↓

CAS号:
130929-57-6
3D弹球模型:
立即前往扯扯看
分子式:
C14H15N3O5
分子量:
305.28600
中文名称:
恩他卡朋
英文名称:
entacapone
中文别名:
恩他卡朋;
(2E)-2-氰基-3-(3,4-二羟基-5-硝基苯基)-N,N-二乙基-2-丙烯酰胺;
(E)-2-氰基-3-(3,4二羟基-5-硝基苯)-N,N二乙基丙烯酰胺;
安托卡朋 F·S;
安托卡朋;
(E)-2-氰基-3-(3,4-二羟基-5-硝基苯基)-N,N-二乙基-2-丙烯酰胺
英文别名:
entacapone;
OR-611;
Comtes;
2-Cyano-N,N-diethyl-3-(3,4-dihydroxy-5-nitrophenyl)propenamide;
Comtess;
Entacapone;
Comtan
精确分子量/精确质量:
305.10100
极性分子表面积/PSA:
130.38000
油水分配系数/LogP:

LogP值指的是某物质在正辛醇/水两相体系中的分配系数的对数值,反映了物质在油水两相中的分配情况。其中、LogP值越大,说明该物质越亲油;反之,LogP值越小,则说明该物质越亲水。
InChI:
The Key: JRURYQJSLYLRLN-BJMVGYQFSA-N

生产制备方法及用途展开↓

制备方法


1.83g 3,4-二羟基-5-硝基苯甲醛和1.5g N,N-二乙基氰基乙酰胺和催化量的哌啶乙酸盐溶于40ml干燥乙醇中,搅拌过夜,得2.23g粗品,收率73%,熔点153~156℃. 2. 在90℃下加热,将3.0kg粗品溶于含80gHBr(或40gHCl)的8.0kg乙酸(或甲酸)中.缓慢冷却到20℃,并在此温度搅拌20h,然后在15℃搅拌6h.过滤收集析出的结晶,先小心地用冷的(4℃)1L甲苯-乙酸(1:lv/v)的混合液洗,再用1L的冷甲苯洗.在真空和45℃下干燥,得2.4kg结晶性的纯的恩他卡朋,收率80%,mp162~163℃.

合成制备方法


1.83g 3,4-二羟基-5-硝基苯甲醛和1.5g N,N-二乙基氰基乙酰胺和催化量的哌啶乙酸盐溶于40ml干燥乙醇中,搅拌过夜,得2.23g粗品,收率73%,熔点153~156℃.

2. 在90℃下加热,将3.0kg粗品溶于含80gHBr(或40gHCl)的8.0kg乙酸(或甲酸)中.缓慢冷却到20℃,并在此温度搅拌20h,然后在15℃搅拌6h.过滤收集析出的结晶,先小心地用冷的(4℃)1L甲苯-乙酸(1:lv/v)的混合液洗,再用1L的冷甲苯洗.在真空和45℃下干燥,得2.4kg结晶性的纯的恩他卡朋,收率80%,mp162~163℃.

用途简介


为COMT抑制剂,用于治疗帕金森病。 本品为新一代COMT(儿茶酚-O-甲基转移酶)抑制剂,是选择性强、毒性小、口服仍有活性的高效COMT抑制剂.用于帕金森病的治疗,能有效抑制左旋多巴的O-甲基化,增加左旋多巴在中枢的生物利用度,减少其用量及服药次数,并改善左旋多巴长期治疗引起的运动波动.病人耐受性良好,但作用时间较短(2h).

用途


为COMT抑制剂,用于治疗帕金森病。

本品为新一代COMT(儿茶酚-O-甲基转移酶)抑制剂,是选择性强、毒性小、口服仍有活性的高效COMT抑制剂.用于帕金森病的治疗,能有效抑制左旋多巴的O-甲基化,增加左旋多巴在中枢的生物利用度,减少其用量及服药次数,并改善左旋多巴长期治疗引起的运动波动.病人耐受性良好,但作用时间较短(2h).

物化性质展开↓

外观与性状:
黄色粉末
密度:
1.392g/cm3
熔点:
162-1630C
沸点:
526.6ºC at 760 mmHg
闪点:
272.3ºC
折射率:
1.641
蒸汽压:
1.05E-11mmHg at 25°C
其它信息:

1.性状:结晶。

2.熔点:162~163℃。

安全信息展开↓

包装等级:
III
风险类别:
3
海关代码:
2942000000
WGK_Germany:
1
德国有关水污染物质的分类清单
危险类别码:
R10:Flammable. R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . R37/38:Irritating to respiratory system and skin . R41:Risk of serious damage to eyes. R62:Possible risk of impaired fertility. R38:Irritating to the skin. R36/37/38:I
安全说明:
S26-S36-S39-S45-S36/37/39-S16
RTECS号:
KM5250000
危险标志:
Xn,T,F

合成路线查看所有的合成路线

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    恩他卡朋

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  • ~94%

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    恩他卡朋

  • 1067233-93-5

    3,4-dimethoxy entacapone

  • ~92%

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    恩他卡朋

MSDS 展开↓

  Material Safety Data Sheet

Section 1. Identification of the substance
    Product Name:      Entacapone    
    Synonyms:

Section 2. Hazards identification
    Harmful by inhalation, in contact with skin, and if swallowed.

Section 3. Composition/information on ingredients.
    Ingredient name:        Entacapone    
    CAS number:        130929-57-6    

Section 4. First aid measures
    Skin contact:        Immediately wash skin with copious amounts of water for at least 15 minutes while removing    
    contaminated clothing and shoes. If irritation persists, seek medical attention.
    Eye contact:        Immediately wash skin with copious amounts of water for at least 15 minutes. Assure adequate    
    flushing of the eyes by separating the eyelids with fingers. If irritation persists, seek medical
    attention.
    Inhalation:        Remove to fresh air. In severe cases or if symptoms persist, seek medical attention.    
    Ingestion:        Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.    

Section 5. Fire fighting measures
    In the event of a fire involving this material, alone or in combination with other materials, use dry
    powder or carbon dioxide extinguishers. Protective clothing and self-contained breathing apparatus
    should be worn.

Section 6. Accidental release measures
    Personal precautions: Wear suitable personal protective equipment which performs satisfactorily and meets local/state/national
    standards.
    Respiratory precaution:        Wear approved mask/respirator    
    Hand precaution:        Wear suitable gloves/gauntlets    
    Skin protection:        Wear suitable protective clothing    
    Eye protection:        Wear suitable eye protection    
    Methods for cleaning up: Mix with sand or similar inert absorbent material, sweep up and keep in a tightly closed container
    for disposal. See section 12.
    Environmental precautions: Do not allow material to enter drains or water courses.

Section 7. Handling and storage
    Handling:        This product should be handled only by, or under the close supervision of, those properly qualified    
    in the handling and use of potentially hazardous chemicals, who should take into account the fire,
    health and chemical hazard data given on this sheet.
    Store in closed vessels, refrigerated.
    Storage:

Section 8. Exposure Controls / Personal protection
    Engineering Controls: Use only in a chemical fume hood.
    Personal protective equipment: Wear laboratory clothing, chemical-resistant gloves and safety goggles.
    General hydiene measures: Wash thoroughly after handling. Wash contaminated clothing before reuse.

Section 9. Physical and chemical properties
    Appearance:        Not specified    
    Boiling point:        No data    
    No data
    Melting point:
    Flash point:        No data    
    Density:        No data    
    Molecular formula:        C14H15N3O5    
    Molecular weight:        305.3    

Section 10. Stability and reactivity
    Conditions to avoid: Heat, flames and sparks.
    Materials to avoid: Oxidizing agents.
    Possible hazardous combustion products: Carbon monoxide, nitrogen oxides.

Section 11. Toxicological information
    No data.

Section 12. Ecological information
    No data.

Section 13. Disposal consideration
    Arrange disposal as special waste, by licensed disposal company, in consultation with local waste
    disposal authority, in accordance with national and regional regulations.

Section 14. Transportation information
    Non-harzardous for air and ground transportation.

Section 15. Regulatory information
    No chemicals in this material are subject to the reporting requirements of SARA Title III, Section
    302, or have known CAS numbers that exceed the threshold reporting levels established by SARA
    Title III, Section 313.


SECTION 16 - ADDITIONAL INFORMATION
N/A

分子结构与计算化学数据展开↓

分子结构数据


1、  摩尔折射率:79.12

2、  摩尔体积(cm3/mol):219.2

3、  等张比容(90.2K):629.8

4、  表面张力(dyne/cm):68.1

5、  极化率(10-24cm3):31.36

计算化学数据


1.疏水参数计算参考值(XlogP):2.1

2.氢键供体数量:2

3.氢键受体数量:6

4.可旋转化学键数量:4

5.互变异构体数量:16

6.拓扑分子极性表面积130

7.重原子数量:22

8.表面电荷:0

9.复杂度:500

10.同位素原子数量:0

11.确定原子立构中心数量:0

12.不确定原子立构中心数量:0

13.确定化学键立构中心数量:1

14.不确定化学键立构中心数量:0

15.共价键单元数量:1

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