名称和标识符别名信息物化性质合成路线相关文献专业数据库参考相关产品

(R)-(+)-美托洛尔 | 81024-43-3

中文名称： (R)-(+)-美托洛尔

英文名称： (R)-Metoprolol

CAS No.： 81024-43-3

分子式： C₁₅H₂₅NO₃

分子量： 267.363904714584

如需查看该化合物的详细结构式,mol文件,smile,InChi 请点击：(R)-(+)-美托洛尔结构式

PubChem CID： 157717

价格行情： (R)-(+)-美托洛尔价格

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(R)-(+)-美托洛尔的其他展现形式

相关化合物

(R)-(+)-美托洛尔

Metoprolol

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(R)-(+)-美托洛尔

Metoprolol

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(R)-(+)-美托洛尔

(S)-Metoprolol

CAS No.：81024-42-2
美托洛尔酸

Metoprolol Acid

CAS No.：56392-14-4
富马酸美托洛尔

Metoprolol fumarate

CAS No.：80274-67-5
阿替洛尔

DL-Atenolol

CAS No.：29122-68-7

名称和标识符

MDL	MFCD00869311
InChIKey	IUBSYMUCCVWXPE-CQSZACIVSA-N
Inchi	1S/C15H25NO3/c1-12(2)16-10-14(17)11-19-15-6-4-13(5-7-15)8-9-18-3/h4-7,12,14,16-17H,8-11H2,1-3H3/t14-/m1/s1
SMILES	O(C1C=CC(CCOC)=CC=1)C[C@H](O)CNC(C)C

别名信息

- 中文别名 -

(R)-(+)-美多心安
(R)-(+)-美托洛尔
美托洛尔

- 英文别名 -

2-Propanol,1-[4-(2-methoxyethyl)phenoxy]-3-[(1-methylethyl)amino]-, (2R)-
(R)-(+)-METOPROLOL
(R)-Metoprolol
(+)-Metoprolol
(2R)-metoprolol

(R)-1-isopropylamino-3-[4-(2-metoxyethyl)phenoxy]propan-2-ol
BIDD:GT0581
d-Metoprolol
(2R)-1-[4-(2-Methoxyethyl)phenoxy]-3-[(1-methylethyl)amino]-2-propanol (ACI)
2-Propanol, 1-[4-(2-methoxyethyl)phenoxy]-3-[(1-methylethyl)amino]-, (R)- (ZCI)
(R)-(+)-Metoprolol
2-Propanol 1-[4-(2-methoxyethyl)phenoxy]-3-[(1-methylethyl)amino]-, (2R)-

物化性质

实验特性

LogP	2.00410
PSA	50.72000
熔点	39-42°C

计算特性

精确分子量	267.18300

合成路线

合成路线：6 步

702-23-8

81024-43-3

反应条件：

1.1 Reagents: Hydrogen bromide Solvents: Water
2.1 Reagents: Sodium methoxide Solvents: Methanol
3.1 Reagents: Potassium hydroxide Solvents: Ethanol
4.1 Reagents: Hydrochloric acid Solvents: Ethanol
5.1 Reagents: Pyridine Solvents: Dichloromethane
6.1 Solvents: Acetonitrile

参考文献：

Stereospecific synthesis of specifically deuterated metoprolol enantiomers from chiral starting materials

Shetty, H. Umesha; et al, Journal of Labelled Compounds and Radiopharmaceuticals, 1989, 27(10), 1215-26

合成路线：5 步

22323-82-6

98-59-9

81024-43-3

反应条件：

1.1 Reagents: Triethylamine Solvents: Dichloromethane
2.1 Reagents: Potassium hydroxide Solvents: Ethanol
3.1 Reagents: Hydrochloric acid Solvents: Ethanol
4.1 Reagents: Pyridine Solvents: Dichloromethane
5.1 Solvents: Acetonitrile

参考文献：

Stereospecific synthesis of specifically deuterated metoprolol enantiomers from chiral starting materials

Shetty, H. Umesha; et al, Journal of Labelled Compounds and Radiopharmaceuticals, 1989, 27(10), 1215-26

合成路线：1 步

56392-18-8

81024-43-3

参考文献：

Immobilized cellulase (CBH I) as a chiral stationary phase for direct resolution of enantiomers

Erlandsson, Per; et al, Journal of the American Chemical Society, 1990, 112(11), 4573-4

合成路线：1 步

126794-41-0

75-31-0

_81%

81024-43-3

反应条件：

1.1 Solvents: Acetonitrile

参考文献：

Stereospecific synthesis of specifically deuterated metoprolol enantiomers from chiral starting materials

Shetty, H. Umesha; et al, Journal of Labelled Compounds and Radiopharmaceuticals, 1989, 27(10), 1215-26

合成路线：1 步

105780-38-9

75-31-0

_85%

81024-43-3

反应条件：

1.1 Catalysts: Borate(1-), tetrafluoro-, zinc (2:1), hydrate ; 2 h, rt

参考文献：

Zinc Tetrafluoroborate Hydrate as a Mild Catalyst for Epoxide Ring Opening with Amines: Scope and Limitations of Metal Tetrafluoroborates and Applications in the Synthesis of Antihypertensive Drugs (RS)/(R)/(S)-Metoprolols

Pujala, Brahmam; et al, Journal of Organic Chemistry, 2011, 76(21), 8768-8780

合成路线：2 步

56718-71-9

51594-55-9

81024-43-3

反应条件：

1.1 Reagents: Potassium carbonate Solvents: Acetonitrile ; 14 h, reflux
2.1 Catalysts: Borate(1-), tetrafluoro-, zinc (2:1), hydrate ; 2 h, rt

参考文献：

Pujala, Brahmam; et al, Journal of Organic Chemistry, 2011, 76(21), 8768-8780

合成路线：2 步

126824-46-2

98-59-9

81024-43-3

反应条件：

1.1 Reagents: Pyridine Solvents: Dichloromethane
2.1 Solvents: Acetonitrile

参考文献：

Stereospecific synthesis of specifically deuterated metoprolol enantiomers from chiral starting materials

Shetty, H. Umesha; et al, Journal of Labelled Compounds and Radiopharmaceuticals, 1989, 27(10), 1215-26

合成路线：1 步

56718-71-9

67843-74-7

75-31-0

81024-43-3

反应条件：

1.1 Reagents: Sodium hydroxide Solvents: Methanol
1.2 Solvents: Methanol
1.3 Solvents: Methanol

参考文献：

Enantioselective preparation of metoprolol and its major metabolites

Jung, Sang-Hun; et al, Archives of Pharmacal Research, 2000, 23(3), 226-229

合成路线：4 步

56718-71-9

23788-74-1

81024-43-3

反应条件：

1.1 Reagents: Potassium hydroxide Solvents: Ethanol
2.1 Reagents: Hydrochloric acid Solvents: Ethanol
3.1 Reagents: Pyridine Solvents: Dichloromethane
4.1 Solvents: Acetonitrile

参考文献：

Stereospecific synthesis of specifically deuterated metoprolol enantiomers from chiral starting materials

Shetty, H. Umesha; et al, Journal of Labelled Compounds and Radiopharmaceuticals, 1989, 27(10), 1215-26

合成路线：3 步

113798-77-9

81024-43-3

反应条件：

1.1 Reagents: Hydrochloric acid Solvents: Ethanol
2.1 Reagents: Pyridine Solvents: Dichloromethane
3.1 Solvents: Acetonitrile

参考文献：

Stereospecific synthesis of specifically deuterated metoprolol enantiomers from chiral starting materials

Shetty, H. Umesha; et al, Journal of Labelled Compounds and Radiopharmaceuticals, 1989, 27(10), 1215-26

合成路线：1 步

56718-70-8

7585-39-9

75-31-0

_70%

81024-43-3

参考文献：

Dynamic kinetic asymmetric synthesis of β-amino alcohols from racemic epoxides in cyclodextrin complexes under solid state conditions

Reddy, L. Rajender; et al, Chemical Communications (Cambridge), 2000, (23), 2321-2322

合成路线：1 步

51384-51-1

81024-43-3

81024-42-2

反应条件：

1.1 Reagents: β-Cyclodextrin, 6A,6B,6C,6D,6E,6F,6G-heptakis-O-(carboxymethyl)-2A,2B,2C,2D,2E,2… ; 20 °C

参考文献：

Characterization of a single-isomer carboxymethyl-beta-cyclodextrin in chiral capillary electrophoresis

Fejos, Ida; et al, Electrophoresis, 2017, 38(15), 1869-1877

合成路线：1 步

51384-51-1

87-69-4

81024-43-3

81024-42-2

参考文献：

Enantioseparations of 11 Amino Alcohols Using Di-n-amyl L-Tartrate-Boric Acid Complex as Chiral Mobile Phase Additive by RP-HPLC

Zou, Yanan; et al, Chromatographia, 2015, 78(11-12), 753-761

合成路线：5 步

14140-15-9

81024-43-3

反应条件：

1.1 Reagents: Sodium methoxide Solvents: Methanol
2.1 Reagents: Potassium hydroxide Solvents: Ethanol
3.1 Reagents: Hydrochloric acid Solvents: Ethanol
4.1 Reagents: Pyridine Solvents: Dichloromethane
5.1 Solvents: Acetonitrile

参考文献：

Stereospecific synthesis of specifically deuterated metoprolol enantiomers from chiral starting materials

Shetty, H. Umesha; et al, Journal of Labelled Compounds and Radiopharmaceuticals, 1989, 27(10), 1215-26

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Xiangjing Yang,Takeshi Fukushima,Tomofumi Santa,Hiroshi Homma Analyst 1997 122 1365
2. Metoprolol: solid forms of a top selling antihypertensive
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专业数据库参考

PubChemId	157717

(R)-(+)-美托洛尔 | 81024-43-3

合成路线：6 步

合成路线：5 步

合成路线：1 步

合成路线：1 步

合成路线：1 步

合成路线：2 步

合成路线：2 步

合成路线：1 步

合成路线：4 步

合成路线：3 步

合成路线：1 步

合成路线：1 步

合成路线：1 步

合成路线：5 步

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