Butanedioic acid; 1-[4-(2-methoxyethyl)phenoxy]-3-(propan-2-ylamino)-2-propanol

Base Information

• Chemical Name: Butanedioic acid; 1-[4-(2-methoxyethyl)phenoxy]-3-(propan-2-ylamino)-2-propanol
• CAS No.: 98418-47-4
• Molecular Formula: C₄H₆O₄*2C₁₅H₂₅NO₃
• Molecular Weight: 652.826
• Hs Code.: 2922190900
• ChEMBL ID: CHEMBL1200337
• Mol file: 98418-47-4.mol

Synonyms:207983-04-8;butanedioic acid;1-[4-(2-methoxyethyl)phenoxy]-3-(propan-2-ylamino)-2-propanol;SCHEMBL40917;MLS002222290;CHEMBL1200337;ZBOQQGAVXCUYJM-UHFFFAOYSA-N;HMS2233K15;HMS3373P01;MFCD23115896;DS-8381;SMR001307261

Chemical Property of Butanedioic acid; 1-[4-(2-methoxyethyl)phenoxy]-3-(propan-2-ylamino)-2-propanol

Chemical Property:

• Vapor Pressure: 4.52E-07mmHg at 25°C
• Boiling Point: 398.6 °C at 760 mmHg
• Flash Point: 194.9 °C
• PSA: 176.04000
• LogP: 3.94400
• Storage Temp.: Hygroscopic, Refrigerator, under inert atmosphere
• Solubility.: Freely soluble in water, soluble in methanol, slightly soluble in ethanol (96 per cent), very slightly soluble in ethyl acetate.
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 12
• Exact Mass: 385.21005233
• Heavy Atom Count: 27
• Complexity: 308

Purity/Quality:

99%min , ^*data from raw suppliers

Metoprolol succinate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)NCC(COC1=CC=C(C=C1)CCOC)O.C(CC(=O)O)C(=O)O
• Uses: High blood pressure medication. Metoprolol Succinate is used in the treatment of patients suffering from chronic heart failure, as well as to treat blood pressure from mild hypertension. β-adrenoceptor antagonist or β-blocker. Anti - hypertensives

Technology Process of Butanedioic acid; 1-[4-(2-methoxyethyl)phenoxy]-3-(propan-2-ylamino)-2-propanol

There total 7 articles about Butanedioic acid; 1-[4-(2-methoxyethyl)phenoxy]-3-(propan-2-ylamino)-2-propanol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.8%

succinic acid (110-15-6) + 4-(2-methoxyethyl)phenol (56718-71-9) + isopropylamine (75-31-0) + epichlorohydrin (106-89-8,24969-06-0,13403-37-7) → metoprolol succinate (207983-04-8,98418-47-4)

Guidance literature:

4-(2-methoxyethyl)phenol; epichlorohydrin; With sodium hydroxide; In water; at 30 - 40 ℃; for 5h;

isopropylamine; In water; at 20 - 30 ℃; for 5h;

succinic acid; In acetone; at 20 - 35 ℃; Temperature; Solvent;

Reference yield: 97.0%

(RS)-metoprolol (51384-51-1,37350-58-6) + succinic acid (110-15-6) → metoprolol succinate (207983-04-8,98418-47-4)

Guidance literature:

In water; acetone; at 50 - 65 ℃; for 0.5h;

Reference yield: 95.6%

succinic acid (110-15-6) + isopropylamine (75-31-0) + 2-[4-(2'-methoxyethyl)phenoxymethyl]oxirane (56718-70-8) → metoprolol Succinate (207983-04-8,98418-47-4)

Guidance literature:

isopropylamine; 2-[4-(2'-methoxyethyl)phenoxymethyl]oxirane; In ethanol; at 50 - 92 ℃; Flow reactor;

succinic acid; In ethanol; Reflux;

upstream raw materials:

(RS)-metoprolol

succinic acid

4-(2-methoxyethyl)phenol

2-[4-(2'-methoxyethyl)phenoxymethyl]oxirane

Refernces

• 1、 -. "Method for preparing metoprolol succinate". Paragraph 0036-0068. . Retrieved 2020/09/16.
• 2、 -. "Succinic acid δ S-metoprolol of the crystal and its preparation method and application". Paragraph 0034; 0035. . Retrieved 2016/10/17.