1-(Isopropylamino)-3-phenoxypropan-2-ol

Base Information

• Chemical Name: 1-(Isopropylamino)-3-phenoxypropan-2-ol
• CAS No.: 7695-63-8
• Molecular Formula: C12H19NO2
• Molecular Weight: 209.288
• European Community (EC) Number: 641-526-6
• UNII: 6SVX956NTQ
• DSSTox Substance ID: DTXSID60874360
• Nikkaji Number: J437.654D
• Wikidata: Q27087935
• Pharos Ligand ID: NXL8CJY335KV
• ChEMBL ID: CHEMBL7154
• Mol file: 7695-63-8.mol

Synonyms:7695-63-8;1-(Isopropylamino)-3-phenoxypropan-2-ol;1-phenoxy-3-(propan-2-ylamino)propan-2-ol;1-Isopropylamino-3-phenoxy-propan-2-ol;Desmethoxyethyl metoprolol;H-9/64;1-(isopropylamino)-3-phenoxy-2-propanol;UNII-6SVX956NTQ;6SVX956NTQ;ICI-45849;Metoprolol IMpurity 06;2-PROPANOL, 1-[(1-METHYLETHYL)AMINO]-3-PHENOXY-;ICI 45849;Metoprolol succinate impurity F [EP];1-Isopropylamino-3-phenoxypropan-2-ol;2-Propanol, 1-((1-methylethyl)amino)-3-phenoxy-;CHEMBL7154;N-isopropyl-phenoxypropanolamine;Metoprolol tartrate specified impurity F [EP];(2-hydroxy-3-phenoxypropyl)(propan-2-yl)amine;(2RS)-1-((1-Methylethyl)amino)-3-phenoxypropan-2-ol;1-phenoxy-3-[(propan-2-yl)amino]propan-2-ol;(2RS)-1-[(1-Methylethyl)amino]-3-phenoxypropan-2-ol;D0C7PK;D0J4JA;Oprea1_256732;Oprea1_349492;GTPL546;SCHEMBL7367812;DTXSID60874360;HMS1685A01;BBL007800;BDBM50169785;MFCD00458477;SC1422;STK279775;AKOS000301409;AKOS016843333;CCG-125023;DS-4011;SB78459;2-OH-I-PROPYLAMINO PHENYL ETHER;CS-0061042;1-(phenoxy)-3-(propan-2-ylamino)propan-2-ol;EN300-183322;(2-Hydroxy-3-phenoxy-propyl)-isopropyl-ammonium;1-[(1-methylethyl)amino]-3-phenoxy-2-Propanol;AH-262/32338046;SR-01000319120;METOPROLOL TARTRATE IMPURITY F [EP IMPURITY];SR-01000319120-1;METOPROLOL SUCCINATE IMPURITY F [EP IMPURITY];Q27087935;Z55679160

Chemical Property of 1-(Isopropylamino)-3-phenoxypropan-2-ol

Chemical Property:

• Vapor Pressure: 3.02E-05mmHg at 25°C
• Melting Point: 75ºC
• Boiling Point: 341.8ºC at 760 mmHg
• PKA: 13.98±0.20(Predicted)
• Flash Point: 160.5ºC
• PSA: 41.49000
• Density: 1.03g/cm3
• LogP: 1.81520
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 209.141578849
• Heavy Atom Count: 15
• Complexity: 156

Purity/Quality:

98%min ^*data from raw suppliers

1-Isopropylamino-3-phenoxypropan-2-ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)NCC(COC1=CC=CC=C1)O
• Uses: 1-Isopropylamino-3-phenoxypropan-2-ol is used in the synthesis of enantiomerically pure β-adrenergic blockers.

Technology Process of 1-(Isopropylamino)-3-phenoxypropan-2-ol

There total 26 articles about 1-(Isopropylamino)-3-phenoxypropan-2-ol 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: 99.0%

Phenyl glycidyl ether (122-60-1,71031-02-2) + isopropylamine (75-31-0) → (+/-)-1-isopropylamino-3-phenoxypropan-2-ol (7695-63-8)

Guidance literature:

With calcium(II) trifluoromethanesulfonate; In acetonitrile; at 20 ℃; for 0.5h;

DOI:10.1016/S0040-4020(03)00292-8

Reference yield: 75.0%

(+/-)-1-(N-benzyl)isopropylamino-3-phenoxypropan-2-ol (22820-39-9) → (+/-)-1-isopropylamino-3-phenoxypropan-2-ol (7695-63-8)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; for 15h; under 760 Torr; Ambient temperature;

DOI:10.1021/jo00345a046

Reference yield: 45.0%

isopropylamine (75-31-0) + 2,2-Dichloro-3-phenoxymethyl-oxirane → (+/-)-1-isopropylamino-3-phenoxypropan-2-ol (7695-63-8) + (Z)-1,4-di(phenoxy)but-2-ene (52752-55-3) + (E)-1,4-diphenoxybut-2-ene (15779-52-9)

Guidance literature:

In tetrahydrofuran;

DOI:10.1016/S0040-4039(97)00804-6

upstream raw materials:

Phenyl glycidyl ether

isopropylamine

(+/-)-1-(N-benzyl)isopropylamino-3-phenoxypropan-2-ol

allyl phenyl ether

Downstream raw materials:

1-(N-Propionyl-isopropylamino)-3-phenoxy-2-propionyloxy-propan

(+/-)-1-(N-benzyl)isopropylamino-3-phenoxypropan-2-ol

5-phenoxymethyl-2-phenyl-N-isopropyloxazolidine

3-(1',4'-Cyclohexadienyloxy)-1-isopropylamino-2-propanol

Refernces

• 1、 Nobuta, Tomoya,Xiao, Guozhi,Ghislieri, Diego,Gilmore, Kerry,Seeberger, Peter H.. "Continuous and convergent access to vicinyl amino alcohols". supporting information. p. 15133 - 15136. Retrieved 2015/10/12.
• 2、 Kumar, Amit,Parella, Ramarao,Babu, Srinivasarao Arulananda. "Magnetic nano Fe3O4 catalyzed solvent-free stereo- and regioselective a-aminolysis of epoxides by amines; A green method for the synthesis of β-amino alcohols". . p. 835 - 842. Retrieved 2014/04/17.