191109-51-0

Basic information

• Product Name: (S)-b-AMino-4-chloro-benzeneethanol
• Synonyms: (S)-b-AMino-4-chloro-benzeneethanol;(S)-2-aMino-2-(4-chlorophenyl)ethanol;(2S)-2-AMINO-2-(4-CHLOROPHENYL)ETHAN-1-OL;(2S)-2-Amino-2-(4-chlorophenyl)ethanol
• CAS NO: 191109-51-0
• Molecular Formula: C₈H₁₀ClNO
• Molecular Weight: 171.6241
• Mol File: 191109-51-0.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• CAS DataBase Reference: (S)-b-AMino-4-chloro-benzeneethanol(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-b-AMino-4-chloro-benzeneethanol(191109-51-0)
• EPA Substance Registry System: (S)-b-AMino-4-chloro-benzeneethanol(191109-51-0)

Safety Data

• Hazardous Substances Data: 191109-51-0(Hazardous Substances Data)

Usage

General Description

(S)-b-Amino-4-chloro-benzeneethanol is a chemical compound with a molecular formula C8H10ClNO. It is a chiral compound with a specific stereochemistry indicated by the (S)- designation. (S)-b-AMino-4-chloro-benzeneethanol is a derivative of b-phenylethanolamine, which is a natural product found in certain plants. (S)-b-Amino-4-chloro-benzeneethanol has potential applications in medicinal chemistry, particularly in the development of pharmaceutical drugs targeting the adrenergic system. It may also be used as a building block in organic synthesis for the preparation of various biologically active compounds. Additionally, its chiral nature may make it a useful tool for studying stereochemistry and chiral recognition in chemical and biological systems.

Upstream product

• 169272-17-7 (S)-2-azido-2-(4-chlorophenyl)ethanol 
• 1073-67-2 4-vinylbenzyl chloride 
• 152142-03-5 (1R)-1-(4-chlorophenyl)-1,2-ethanediol 
• 191109-44-1 (R)-4-(p-chlorophenyl)-1,3-dioxolane-2-one 
• 67336-19-0 (S)-2-amino-2-(4-chlorophenyl)acetic acid 
• 7477-64-7 1-(p-chlorophenyl)-1,2-ethanediol 
• 27993-56-2 1-(4-chlorophenyl)-2-hydroxyethanone 
• 2788-86-5 4-Chlorostyrene oxide 
• 179811-64-4 4-(aminomethyl)benzene-1,2-diol hydrochloride 

Downstream Products

• 191109-58-7 2-(Bis-{[(S)-1-(4-chloro-phenyl)-2-hydroxy-ethylcarbamoyl]-methyl}-amino)-N-[(S)-1-(4-chloro-phenyl)-2-hydroxy-ethyl]-acetamide 

Relevant articles and documents

Enantioselective Cascade Biocatalysis for Deracemization of Racemic β-Amino Alcohols to Enantiopure (S)-β-Amino Alcohols by Employing Cyclohexylamine Oxidase and ω-Transaminase

Optically active β-amino alcohols are very useful chiral intermediates frequently used in the preparation of pharmaceutically active substances. Here, a novel cyclohexylamine oxidase (ArCHAO) was identified from the genome sequence of Arthrobacter sp. TYUT010-15 with the R-stereoselective deamination activity of β-amino alcohol. ArCHAO was cloned and successfully expressed in E. coli BL21, purified and characterized. Substrate-specific analysis revealed that ArCHAO has high activity (4.15 to 6.34 U mg?1 protein) and excellent enantioselectivity toward the tested β-amino alcohols. By using purified ArCHAO, a wide range of racemic β-amino alcohols were resolved, (S)-β-amino alcohols were obtained in >99 % ee. Deracemization of racemic β-amino alcohols was conducted by ArCHAO-catalyzed enantioselective deamination and transaminase-catalyzed enantioselective amination to afford (S)-β-amino alcohols in excellent conversion (78–94 %) and enantiomeric excess (>99 %). Preparative-scale deracemization was carried out with 50 mM (6.859 g L?1) racemic 2-amino-2-phenylethanol, (S)-2-amino-2-phenylethanol was obtained in 75 % isolated yield and >99 % ee.

Asymmetric ring opening of racemic epoxides for enantioselective synthesis of (S)-β-amino alcohols by a cofactor self-sufficient cascade biocatalysis system

A novel one-pot epoxide hydrolase/alcohol dehydrogenase/transaminase cascade process for the asymmetric ring opening of racemic epoxides to enantiopure β-amino alcohols is reported. The product (S)-β-amino alcohols were obtained in 97-99% ee and 79-99% conversion from readily available racemic epoxides.

BIPHENYL DERIVATIVES AS MODULATORS OF THE HISTAMINE-H3 RECEPTOR USEFUL FOR THE TREATMENT OF DISORDERS RELATED THERETO

Biphenyl derivatives of Formula (Ia) and pharmaceutical compositions thereof that modulate the activity of the H3 histamine receptor. (Ia) Compounds of the present invention and pharmaceutical compositions thereof are directed to methods useful in the treatment of histamine H3-associated disorders, such as cognitive disorders, epilepsy, brain trauma, depression, obesity, disorders of sleep and wakefulness, such as narcolepsy, shift-work syndrome, drowsiness as a side effect from a medication, maintenance of vigilance to aid in completion of tasks and the like, cataplexy, hypersomnia, somnolence syndrome, jet lag, sleep apnea and the like, attention deficit hyperactivity disorder (ADHD), schizophrenia, allergies, allergic responses in the upper airway, allergic rhinitis, nasal congestion, dementia, Alzheimer's disease, pain and the like.