93221-48-8

Basic information

• Product Name: LEVOBETAXOLOL
• Synonyms: (2S)-1-[4-[2-(cyclopropylmethoxy)ethyl]phenoxy]-3-(isopropylamino)propan-2-ol;(2S)-1-[4-[2-(cyclopropylmethoxy)ethyl]phenoxy]-3-(propan-2-ylamino)propan-2-ol;(S)-1-[4-[2-(Cyclopropylmethoxy)ethyl]phenoxy]-3-[(1-methylethyl)amino]-2-propanol;Levoβxolol HCl;LEVOBETAXOLOL;(S)-(-)-Betaxolol;(S)-Betaxolol;2-Propanol, 1-[4-[2-(cyclopropylmethoxy)ethyl]phenoxy]-3-[(1-methylethyl)amino]-, (2S)-
• CAS NO: 93221-48-8
• Molecular Formula: C₁₈H₂₉NO₃
• Molecular Weight: 307.43
• Mol File: 93221-48-8.mol
• Article Data: 10

Chemical Properties

• Melting Point: 71-72℃
• Boiling Point: 448°C at 760 mmHg
• Flash Point: 224.7°C
• Appearance: /
• Density: 1.067
• Vapor Pressure: 8.26E-09mmHg at 25°C
• Refractive Index: 1.529
• PKA: 13.89±0.20(Predicted)
• CAS DataBase Reference: LEVOBETAXOLOL(CAS DataBase Reference)
• NIST Chemistry Reference: LEVOBETAXOLOL(93221-48-8)
• EPA Substance Registry System: LEVOBETAXOLOL(93221-48-8)

Safety Data

• Hazardous Substances Data: 93221-48-8(Hazardous Substances Data)

Usage

InChI:InChI=1/C18H29NO3/c1-14(2)19-11-17(20)13-22-18-7-5-15(6-8-18)9-10-21-12-16-3-4-16/h5-8,14,16-17,19-20H,3-4,9-13H2,1-2H3/t17-/m0/s1

Upstream product

• 874809-42-4 (S)-2-[4-(2-cyclopropylmethoxy ethyl)phenoxymethyl]oxirane 
• 75-31-0 isopropylamine 
• 63659-16-5 4-[2-(cyclopropylmethoxy)-ethyl]-phenol 
• 63659-15-4 1-benzyloxy-4-(2-cyclopropylmethoxyethyl)benzene 
• 61439-59-6 2-(4-benzyloxyphenyl)ethanol 
• 959279-50-6 C₂₀H₂₉NO₆ 
• 1312687-84-5 C₁₈H₂₇NO₅ 
• 131564-69-7 (-)-O-Demethylmetoprolol 
• 947340-61-6 (5S)-2-(4-((3-isopropyl-2-phenyloxazolidin)-5-methoxy)phenyl)-4-ethanol 
• 7051-34-5 cyclopropylcarbinyl bromide 
• 63659-18-7 betaxolol 
• 169613-96-1 1-(N-acetyl-N-isopropyl)amino-3-<4-(2-cyclopropylmethoxy)ethyl>phenoxyprop-2-yl acetate 
• 169613-97-2 Acetic acid (S)-2-(acetyl-isopropyl-amino)-1-[4-(2-cyclopropylmethoxy-ethyl)-phenoxymethyl]-ethyl ester 
• 62572-94-5 (+/-)-O-Demethylmetoprolol 

Downstream Products

• 93221-49-9 (S)-(-)-3-<4-<2-(cyclopropylmethoxy)ethyl>phenoxy>-1-(isopropylamino)-2-propanol maleate 

Relevant articles and documents

Technique for synthesizing levorotatory betaxolol hydrochloride (by machine translation)

The invention discloses a technique for synthesizing levorotatory betaxolol hydrochloride, the process adopts to hydroxy phenylacetic alcohol and R- epoxy halogen propane is used as starting material, under certain conditions after alkylation, amination,

Chemoenzymatic route to S-betaxolol

An efficient chemoenzymatic route to S-betaxolol is reported. A strain (Rhodotorula mucilaginosa DQ832198) screened from soil was used as biocatalyst for the kinetic resolution of the key acetylated intermediates. Excellent enantiomeric excess (ee99%) was

Selective terminal heck arylation of vinyl ethers with aryl chlorides: A combined experimental-computational approach including synthesis of betaxolol

Reaction conditions have been developed for palladium-catalyzed terminal (β-) arylation of acyclic vinyl ethers with high regioselectivity using inexpensive aryl chlorides as starting materials and the P(t-Bu)3 releasing preligand [(t-Bu3)PH]BF4 as the key additive. This swift and straightforward protocol exploits non-inert conditions and controlled microwave heating to minimize handling and processing times and uses aqueous DMF or environmentally friendly PEG-200 as the reaction medium. The selectivity for linear β-product in PEG-200 is slightly higher than in aqueous DMF. DFT calculations support a ligand-driven selectivity rationale, where the electronic and steric influence of bulky P(t-Bu)3 ligand provides improved β-selectivity in the essential insertion step also with electron-rich aryl chlorides. A tentative computational rationalization of the improved selectivity in non-methylated PEG is discussed. Finally the synthetic methodology was used to provide efficient access to linear p-[2- (cyclopropylmethoxy)-ethyl] phenol from p-nitrophenyl chloride, a key intermediate in the synthesis of the β-adrenergic blocking agent Betaxolol.