3-Isopropylamino-1,2-propanediol

Base Information

• Chemical Name: 3-Isopropylamino-1,2-propanediol
• CAS No.: 6452-57-9
• Molecular Formula: C6H15NO2
• Molecular Weight: 133.191
• Hs Code.: 2922199090
• European Community (EC) Number: 229-255-8
• UNII: 308N9VZ214
• DSSTox Substance ID: DTXSID60983148
• Nikkaji Number: J25.075I
• Wikidata: Q27255931
• ChEMBL ID: CHEMBL1184370
• Mol file: 6452-57-9.mol

Synonyms:6452-57-9;3-isopropylamino-1,2-propanediol;3-(Isopropylamino)-1,2-propanediol;3-(Isopropylamino)propane-1,2-diol;3-(propan-2-ylamino)propane-1,2-diol;1,2-dihydroxy-3-isopropylaminopropane;EINECS 229-255-8;3-[(propan-2-yl)amino]propane-1,2-diol;UNII-308N9VZ214;1,2-Propanediol, 3-[(1-methylethyl)amino]-;308N9VZ214;1,2-Propanediol, 3-((1-methylethyl)amino)-;(2RS)-3-[(1-Methylethyl)amino]propane-1,2-diol;SCHEMBL4139553;CHEMBL1184370;DTXSID60983148;MET-134;BDBM50404481;MFCD00128146;AKOS009351407;SB44780;SB44957;SB84341;AS-63424;CS-0454515;FT-0691931;FT-0695411;FT-0695421;EN300-138953;(+/-)-3-ISOPROPYLAMINO-1,2-PROPANEDIOL;SR-01000945042;METOPROLOL TARTRATE IMPURITY N [EP IMPURITY];SR-01000945042-1;METOPROLOL SUCCINATE IMPURITY N [EP IMPURITY];Q27255931;Z385465736

Chemical Property of 3-Isopropylamino-1,2-propanediol

Chemical Property:

• Vapor Pressure: 0.00265mmHg at 25°C
• Refractive Index: 1.463
• Boiling Point: 254.4 °C at 760 mmHg
• PKA: 14.04±0.20(Predicted)
• Flash Point: 118.4 °C
• PSA: 52.49000
• Density: 1.007 g/cm³
• LogP: -0.27150
• Storage Temp.: Room Temperature
• Solubility.: Chloroform, DMSO (Sparingly), Methanol (Slightly)
• XLogP3: -0.7
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 133.110278721
• Heavy Atom Count: 9
• Complexity: 66.1

Purity/Quality:

99.5% ^*data from raw suppliers

3-Isopropylamino-1,2-propanediol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)NCC(CO)O
• Uses: 3-Isopropylamino-1,2-propanediol (Metoprolol EP Impurity N) is a versatile organic building block, used in different chemical synthesis. It is used in the preparation of heterocyclic propanolamines, which are shown to have β-adrenergic antagonist activity.

Technology Process of 3-Isopropylamino-1,2-propanediol

There total 7 articles about 3-Isopropylamino-1,2-propanediol 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:

1-[4-(2-methoxyethyl)phenoxy]-3-[(1-methylethyl)amino]-2-propanol (2:1) dextro-tartrate salt → 1-(isopropylamino)-2-propanol (41063-31-4) + 1,2-dihydroxy-3-isopropylaminopropane (6452-57-9) + 1-N-Isopropylamino-2-propanon (763025-68-9) + 4-(3-Amino-2-hydroxy-propoxy)-phenol (16757-32-7) + alpha-methoxy-4-hydroxyacetophenone (32136-81-5) + C5H13NO2 + C7H12O2 + C6H15NO3 + C10H9NO2 + C13H17NO2

Guidance literature:

With 1at% Cu-doped TiO₂; at 25 ℃; for 0.583333h; pH=Ca. 5.6; Reagent/catalyst; UV-irradiation;

DOI:10.1016/j.cattod.2021.06.014

Reference yield:

1-[4-(2-methoxyethyl)phenoxy]-3-[(1-methylethyl)amino]-2-propanol (2:1) dextro-tartrate salt → 1-(isopropylamino)-2-propanol (41063-31-4) + 1,2-dihydroxy-3-isopropylaminopropane (6452-57-9) + 1-N-Isopropylamino-2-propanon (763025-68-9) + C12H17NO2 + 4-(3-Amino-2-hydroxy-propoxy)-phenol (16757-32-7) + alpha-methoxy-4-hydroxyacetophenone (32136-81-5) + C5H13NO2 + C6H11NO3 + C6H15NO3 + C10H9NO2 + C13H17NO2

Guidance literature:

With 1at% Cu-doped TiO₂; at 25 ℃; for 0.583333h; pH=Ca. 5.6; Reagent/catalyst; Photolysis;

DOI:10.1016/j.cattod.2021.06.014

Reference yield:

propranolol (525-66-6) → 1,2-dihydroxy-3-isopropylaminopropane (6452-57-9) + C16H19NO3 + C16H21NO4 + C16H23NO4 + C16H21NO5 + C16H23NO5 + N-hydroxypropranolol (84418-31-5) + benzene-1,2-dicarboxylic acid (88-99-3,73607-73-5)

Guidance literature:

With dihydrogen peroxide; In aq. phosphate buffer; at 20 ℃; Reagent/catalyst; Kinetics; UV-irradiation; Photolysis;

DOI:10.1016/j.watres.2018.08.074

upstream raw materials:

oxiranyl-methanol

isopropylamine

(RS)-metoprolol

propranolol

Downstream raw materials:

bisoprolol

5-hydroxymethyl-3-isopropyloxazolidin-2-one

2-phenyl-3-isopropyl-5-<(tosyloxy)methyl>oxazolidine

2-<4-<3-(isopropylamino)-2-hydroxypropoxy>phenyl>-4-(2-thienyl)imidazole

Refernces

• 1、 Avilés-García, Osmín,Brewer, Sharon,Donkor, Kingsley,Espino-Valencia, Jaime,Mendoza-Zepeda, Arisbeht,Natividad, Reyna,Romero, Rubi. "Removal of metoprolol by means of photo-oxidation processes". . . Retrieved 2021/07/07.
• 2、 Armakovi?,Armakovi?,Fin?ur,?ibul,Vione,?etraj?i?,Abramovi?. "Influence of electron acceptors on the kinetics of metoprolol photocatalytic degradation in TiO2 suspension. A combined experimental and theoretical study". . p. 54589 - 54604. Retrieved 2015/06/30.