93379-54-5 ((S)-(-)-阿替洛尔,(S)-Atenolol)

CAS号:
93379-54-5
中文名称:
(S)-(-)-阿替洛尔
英文名称:
(S)-Atenolol
分子式:
C14H22N2O3
分子量:
266.336083889008
API:

(S)-(-)-阿替洛尔(93379-54-5)名称与标识符

名称

中文别名:
(S)-(-)-阿替洛尔;(S)-(-)-阿替洛尔;(S)-阿替洛尔;S-(-)-阿替洛尔;甲氧氯普安N氧化物;
英文别名:
Esatenolol;(S)-Atenolol;(S)-(-)-Atenolol;S-ATENOLOL;4-[(2S)-2-Hydroxy-3-[(1-methylethyl)amino]propoxy]benzeneacetamide (ACI);Benzeneacetamide, 4-[2-hydroxy-3-[(1-methylethyl)amino]propoxy]-, (S)- (ZCI);(-)-Atenolol;(S)-2-(4-(2-Hydroxy-3-(isopropylamino)propoxy)phenyl)acetamide;2-[4-[(2S)-2-Hydroxy-3-(propan-2-ylamino)propoxy]phenyl]acetamide;S-(-)-Atenolol;ESATENOLOL [MART.];ESATENOLOL [JAN];Prestwick3_000953;DTXSID10239405;HMS3260O14;NCGC00015007-05;4-((2S)-2-HYDROXY-3-((1-METHYLETHYL)AMINO)PROPOXY)BENZENEACETAMIDE;CHEBI:31556;Prestwick2_000536;93379-54-5;2-[4-({(2S)2-hydroxy-3-[(propan-2-yl)amino]propyl}oxy)phenyl]acetamide;Esatenolol [INN];GS-0672;NCGC00015007-04;ESATENOLOL [WHO-DD];Tocris-0393;NCGC00024566-01;MFCD00074918;AB00513856;BENZENEACETAMIDE, 4-((2S)-2-HYDROXY-3-((1-METHYLETHYL)AMINO)PROPOXY)-;(S)-(-)-Atenolol, powder;GEO-02804;SR-01000597666;HMS3675I05;NCGC00016880-04;NCGC00016880-03;HMS2235B16;S(-)-Atenolol;CHEMBL343633;NCGC00015007-03;(S)-4-(2-Hydroxy-3-((1-methylethyl)amino)propoxy)benzeneacetamide;EN300-18539569;HMS2097P08;Tocris-0387;CCG-204251;A-143;BPBio1_001042;DPF757BOSR;HMS3266K19;NCGC00015007-02;S-(-)-4-(2-Hydroxy-3-isopropylaminopropoxy)phenylacetamide;NCGC00016880-07;NCGC00260841-01;MLS002153864;NCGC00093636-02;CAS-56715-13-0;NCGC00024570-04;NCGC00093636-01;Lopac-A-143;EU-0100156;Q24255323;SCHEMBL4363;CAS-93379-54-5;AKOS015894675;NCGC00016880-02;Benzeneacetamide, 4-[(2S)-2-hydroxy-3-[(1-methylethyl)amino]propoxy]-;BSPBio_000946;Atenolol, (s)-;Tox21_500156;NCGC00024570-02;NCGC00016880-06;SR-01000597666-1;2-(p-((2S)-2-Hydroxy-3-(isopropylamino)propoxy)phenyl)acetamide;Prestwick0_000536;NCGC00016880-01;(S)-()-Atenolol;Benzeneacetamide, 4-(2-hydroxy-3-((1-methylethyl)amino)propoxy)-, (S)-;NCGC00093636-03;(S)-(-)-4-[2-Hydroxy-3-[(1-methylethyl)amino]propoxy]benzeneacetamide;Lopac-A-7655;Prestwick1_000536;NS00099224;NCGC00024570-01;Lopac-A-142;NCGC00015007-12;NCGC00024570-03;W-200527;D01471;LP00156;SPBio_002472;NCGC00016880-05;NCGC00016880-13;HMS3411I05;Atenolol, (-)-;UNII-DPF757BOSR;HMS3714P08;atenolol-(-);Lopac0_000156;BRD-K44993696-001-03-2;SR-01000597666-3;BRD-K44993696-001-05-7;2-{4-[(2S)-2-hydroxy-3-[(propan-2-yl)amino]propoxy]phenyl}acetamide;(-)-4-[2-Hydroxy-3-[(1-methylethyl)amino]propoxy]benzeneacetamide;Esatenolol (JAN/INN);(S)(-)-atenolol;BRD-K44993696-001-12-3;(S)-(-)-Atenolol, 99%;SMR000326748;NCGC00015007-01;DB13443;SDCCGSBI-0050144.P002;

标识符

InChIKey:
METKIMKYRPQLGS-LBPRGKRZSA-N
Inchi:
1S/C14H22N2O3/c1-10(2)16-8-12(17)9-19-13-5-3-11(4-6-13)7-14(15)18/h3-6,10,12,16-17H,7-9H2,1-2H3,(H2,15,18)/t12-/m0/s1
SMILES:
O(C1C=CC(CC(=O)N)=CC=1)C[C@@H](O)CNC(C)C

(S)-(-)-阿替洛尔(93379-54-5)物化性质

实验特性

  • 熔点 : 148-152 °C(lit.)
  • 溶解度 : 45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: >6 mg/mL
  • 颜色与性状 : 浅粉色固体
  • 溶解性 : 溶于水

计算特性

  • 精确分子量 : 266.16304257g/mol
  • 氢键供体数量 : 3
  • 氢键受体数量 : 4
  • 可旋转化学键数量 : 8
  • 同位素质量 : 266.16304257g/mol
  • 重原子数量 : 19
  • 复杂度 : 263
  • 同位素原子数量 : 0
  • 确定原子立构中心数量 : 1
  • 不确定原子立构中心数量 : 0
  • 确定化学键立构中心数量 : 0
  • 不确定化学键立构中心数量 : 0
  • 共价键单元数量 : 1
  • 疏水参数计算参考值(XlogP) : 无
  • 互变异构体数量 : 3
  • 表面电荷 : 0
  • 拓扑分子极性表面积 : 84.6Ų

(S)-(-)-阿替洛尔(93379-54-5)安全信息

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公司名称手机号/电话联系人QQ微信询单
西安德而塔生物科技有限公司 18133906270
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张女士 2590956145
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上海瀚思化工有限公司 18939883912
021-34536277
顾经理 3003949364
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深圳振强生物技术有限公司 13670046396
86-755-66853366
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赫澎(上海)生物科技有限公司 13122891558
186-16545970
张硕 3418426269
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上海柯维化学技术有限公司 18901607656
021-64609169
白荷 3428632096 询单
上海阿拉丁生化科技股份有限公司 13167063860
13167063860
阿拉丁 3004013043
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(S)-(-)-阿替洛尔(93379-54-5)合成路线

合成路线:1 步
反应条件:
参考文献:
Improved method for synthesis of beta-blocker atenolol of high purity on an industrial scale
, Russian Federation, , ,
合成路线:1 步
反应条件:
参考文献:
Improved process for the industrial manufacture of atenolol
, India, , ,
合成路线:1 步
反应条件:
参考文献:
Process for the preparation of pure (S)-enantiomer of atenolol
, Croatia, , ,
合成路线:1 步
反应条件:
参考文献:
Lipase-catalyzed green synthesis of enantiopure atenolol
Dwivedee, Bharat Prasad; Ghosh, Saptarshi; Bhaumik, Jayeeta; Banoth, Linga; Chand Banerjee, Uttam, RSC Advances, 2015, 5(21), 15850-15860
合成路线:1 步
反应条件:
参考文献:
Method for preparation of (S)-Atenolol
, China, , ,
合成路线:1 步
反应条件:
参考文献:
Process for producing (S)-atenolol of high optical purity from (R)-epichlorohydrin, 4-hydroxyphenylacetamide, and isopropylamine.
, United States, , ,
合成路线:1 步
反应条件:
参考文献:
Method for preparing (S)-atenolol
, Korea, , ,
合成路线:1 步
反应条件:
参考文献:
CsF in organic synthesis. Regioselective nucleophilic reactions of phenols with oxiranes leading to enantiopure β-blockers
Kitaori, Kazuhiro; Furukawa, Yoshiro; Yoshimoto, Hiroshi; Otera, Junzo, Tetrahedron, 1999, 55(50), 14381-14390
合成路线:1 步
反应条件:
参考文献:
Preparation of optically active atenolol and its intermediates
, Japan, , ,
合成路线:1 步
反应条件:
参考文献:
Manufacture of optically active atenolol and its intermediates
, Japan, , ,
合成路线:1 步
反应条件:
参考文献:
Process for producing optically active atenolol and intermediate thereof
, European Patent Organization, , ,
合成路线:1 步
反应条件:
参考文献:
Method for preparation of enantiomerically pure (S)-(-)-atenolol and (R)-(+)-atenolol using preparative chromatography on chiral stationary phase of racemic 1-(N-benzyl-N-isopropyl)amino-3-[p-(methoxycarbonylmethylphenoxy)]-2-propanol as key step
, Croatia, , ,
合成路线:1 步
反应条件:
参考文献:
Asymmetric ring opening of epoxides catalyzed by novel heterobimetallic Schiff-bases containing transition metal salts
Kawthekar, Rahul B.; Bi, Wen-tao; Kim, Geon-Joong, Bulletin of the Korean Chemical Society, 2008, 29(2), 313-318
合成路线:1 步
反应条件:
参考文献:
An efficient asymmetric synthesis of (S)-atenolol using hydrolytic kinetic resolution
Bose, D. Subhas; Narsaiah, A. Venkat, Bioorganic & Medicinal Chemistry, 2005, 13(3), 627-630
合成路线:1 步
反应条件:
参考文献:
Lipase catalysis in organic solvents. Application to the synthesis of (R)- and (S)-atenolol
Bevinakatti, H. S.; Banerji, A. A., Journal of Organic Chemistry, 1992, 57(22), 6003-5
合成路线:1 步
反应条件:
参考文献:
Fabrication of SiO2, Al2O3, and TiO2 Microcapsules with Hollow Core and Mesoporous Shell Structure
Guo, Xiao-Feng; Kim, Yong-Suk; Kim, Geon-Joong, Journal of Physical Chemistry C, 2009, 113(19), 8313-8319
合成路线:1 步
反应条件:
参考文献:
Synthesis and application of bimetallic chiral [Co(salen)]-type complexes: a new catalytic approach to synthesis of optically pure β-blockers via kinetic resolution of epichlorohydrin
Kawthekar, Rahul B.; Bi, Wen-tao; Kim, Geon-Joong, Applied Organometallic Chemistry, 2008, 22(10), 583-591
合成路线:1 步
反应条件:
参考文献:
Enantioselective synthesis of β-blockers via hydrolytic kinetic resolution of terminal oxiranes by using bimetallic chiral [{2,2'-[cyclohexane-1,2-diylbis(nitrilomethylidyne)]bis[phenolato]}(2-)]cobalt ([Co(salen)])-type complexes
Kawthekar, Rahul B.; Kim, Geon-Joong, Helvetica Chimica Acta, 2008, 91(2), 317-332
合成路线:1 步
反应条件:
参考文献:
Resolution of racemic atenolol using (2S,3S)-O,O-di-p-toluoyl tartrate and (2R,3R)-O,O-di-p-toluoyl tartrate to form diastereomeric salts of atenolol followed by fractional crystallization and neutralization of the separated atenolol diastereomeric salts and base neutralization
, World Intellectual Property Organization, , ,
合成路线:1 步
反应条件:
参考文献:
Use of enantioselective liquid chromatography for preparation of pure atenolol enantiomers
Mikuldas, Hrvoje; Cepanec, Ivica; Sporec, Anita; Litvic, Mladen; Vinkovic, Vladimir, Journal of Separation Science, 2005, 28(3), 251-256

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