112243-65-9

Basic information

• Product Name: (2S)-(-)-1-AMINO-3-PHENOXY-2-PROPANOL
• Synonyms: (2S)-(-)-1-AMINO-3-PHENOXY-2-PROPANOL;(2S)-3-AMINO-1-PHENOXY-2-PROPANOL;2-PROPANOL, 1-AMINO-3-PHENOXY-, (2S)-;(S)-1-AMINO-3-PHENOXY-2-PROPANOL
• CAS NO: 112243-65-9
• Molecular Formula: C₉H₁₃NO₂
• Molecular Weight: 167.21
• Mol File: 112243-65-9.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 330.2±27.0 °C(Predicted)
• Appearance: /
• Density: 1.129±0.06 g/cm3(Predicted)
• PKA: 12.04±0.35(Predicted)
• CAS DataBase Reference: (2S)-(-)-1-AMINO-3-PHENOXY-2-PROPANOL(CAS DataBase Reference)
• NIST Chemistry Reference: (2S)-(-)-1-AMINO-3-PHENOXY-2-PROPANOL(112243-65-9)
• EPA Substance Registry System: (2S)-(-)-1-AMINO-3-PHENOXY-2-PROPANOL(112243-65-9)

Safety Data

• Hazardous Substances Data: 112243-65-9(Hazardous Substances Data)

Usage

General Description

(2S)-(-)-1-AMINO-3-PHENOXY-2-PROPANOL is a chemical compound with a molecular formula C9H13NO2. It is a chiral amino alcohol with a specific stereochemical configuration. (2S)-(-)-1-AMINO-3-PHENOXY-2-PROPANOL has a variety of applications in organic synthesis, including as a chiral building block for the preparation of pharmaceuticals and other biologically active compounds. It is also used as a resolving agent for racemic mixtures and as a chiral auxiliary in asymmetric synthesis. In addition, it has been studied for its potential pharmacological properties, including its ability to interact with adrenergic receptors and its potential as a beta-blocking agent. Overall, (2S)-(-)-1-AMINO-3-PHENOXY-2-PROPANOL is a versatile compound with a range of potential uses in both chemical and biological fields.

Upstream product

• 113080-12-9 (S)-phenoxyacetaldehyde cyanohydrin acetate 
• 905988-41-2 (1R)-(1,4:3,6-dianhydro-D-mannitol-2-yl)-1,4:3,6-dianhydro-D-fructose 
• 4287-19-8 1-amino-3-phenoxy-isopropanol 
• 86809-23-6 l-1-Phenoxy-2-hydroxy-3-ammoniumpropane-L-pantoate 
• 86809-23-6 d-1-Phenoxy-2-hydroxy-3-ammoniumpropane-D-pantoate 
• 67843-74-7 (S)-epichlorohydrin 
• 108-95-2 phenol 
• 349636-51-7 5-[4-(4-oxopiperidin-1-yl)benzylidene]thiazolidine-2,4-dione 
• 140630-38-2 (S)-1-azido-2-acetoxy-3-phenoxypropane 
• 140630-40-6 Acetic acid (R)-1-bromomethyl-2-phenoxy-ethyl ester 
• 140428-47-3 Acetic acid 1-bromomethyl-2-phenoxy-ethyl ester 
• 140630-45-1 (R)-1-chloro-3-phenoxy-2-propanol 
• 121282-65-3 1-azido-3-phenoxypropan-2-ol 
• 4769-73-7 (RS)-1-chloro-3-phenyloxy-2-propanol 

Downstream Products

• 1399841-75-8 C₈H₈O₃*C₉H₁₃NO₂ 
• 1630042-68-0 C₂₈H₂₃ClN₆O₃S 
• 437764-16-4 methyl 4-[(2R)-2-({[(2S)-2-hydroxy-3-phenoxypropyl]amino}methyl)-3,4-dihydro-2H-chromen-6-yl]benzoate 
• 115304-40-0 dimethyl 4-[2-[(E)-4-[[(S)-2-hydroxy-3-phenoxypropyl]amino]-2-butenyloxy]-5-nitrophenyl]-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate HCl salt 
• 202650-18-8 5-[2-(2(S)-Hydroxy-3-phenoxy-propylamino)-propyl]-1-(4-nitrobenzyl)-1H-indole-2-carboxylic Acid Benzyl Ester 
• 202650-27-9 5-[2-(2S-Hydroxy-3-phenoxy-propylamino)-propyl]-1-[4-(2.2.2-trifluoroethanesulfonylamino)-benzyl]-1H-indole-2-carboxylic Acid Ethyl Ester 
• 503060-21-7 C₂₆H₂₅NO₅ 
• 437764-11-9 (2R)-N-[(2S)-2-hydroxy-3-phenoxypropyl]-6-iodo-3,4-dihydro-2H-chromene-2-carboxamide 

Relevant articles and documents

An excellent new resolving agent for the diastereomeric resolution of rac-mandelic acid

Chiral mandelic acid (S)-1, which is an important precursor for stereoselective transformations and a versatile intermediate for pharmaceuticals, was resolved with the Pope and Peachey method. Enantiopure 1-amino-3-phenoxypropan-2-ol (S)-2, a key intermediate for pharmaceuticals, was used to resolve rac-mandelic acid rac-1 successfully for the first time. The less soluble salt (S)-1·(S)-2·H2O could be obtained in 77% yield and 98% de (E 75%) using (S)-2 and LiOH in water. The crystal structure of the less soluble salt (S)-1·(S)-2·H2O showed that the water molecule played a key role in forming the crystals.

2- ( (2, 3-DIHYDROXYPROPYL) AMINOMETHYL) CHROMANE DERIVATIVES FOR USE AS BETA-3 ADRENORECEPTOR AGONISTS IN THE TREATMENT OF UROLOGICAL AND INFLAMMATORY DISORDERS

This invention relates to chroman derivatives of formula (I) and salts thereof which are useful as active ingredients of pharmaceutical preparations. The chroman derivatives of the present invention have an excellent activity as BETA 3 antagonists and are useful for the prophylaxis and treatment of diseases associated with BETA 3 activity, in particular for the treatment of urological disorder or disease, such as detrusor overactivity (overactive bladder), urinary incontinence, neurogenic detrusor overactivity (detrusor hyperflexia), idiopathic detrusor overactivity (detrusor instability), benign prostatic hyperplasia, and lower urinary tract symptoms; and inflammatory disorders, such as asthma and COPD.

Resolution of β-aminoalcohols and 1,2-diamines using fractional crystallization of diastereomeric salts of dehydroabietic acid

(S)-(+)-1-Amino-3-phenyloxy-2-propanol, (R)-(-)-2-amino-1-phenylethanol, (S)-(+)-1-amino-2-propanol, (1S,2S)-(+)-2-aminocyclohexanol and (1S,2S)-(+)-1,2-diaminocyclohexane were resolved using dehydroabietic acid. It was shown that good to high enantiomeric purity, between 81～>99% ee, was obtained and that dehydroabietic acid could be easily and efficiently recovered in a reusable form.