149-95-1

Basic information

• Product Name: (S)-4-(2-amino-1-hydroxyethyl)pyrocatechol
• Synonyms: (S)-4-(2-amino-1-hydroxyethyl)pyrocatechol;-L-NoradrenalineHCl;(S)-Noradrenaline;(S)-Norepinephrine;1,2-Benzenediol, 4-(2-amino-1-hydroxyethyl)-, (S)-;1,2-Benzenediol, 4-[(1S)-2-amino-1-hydroxyethyl]- (9CI);d-Norepinephrine;S-(+)-Norepinephrine
• CAS NO: 149-95-1
• Molecular Formula: C₈H₁₁NO₃
• Molecular Weight: 169.17784
• EINECS: 205-750-4
• Mol File: 149-95-1.mol

Chemical Properties

• Melting Point: 216°C (rough estimate)
• Boiling Point: 298.46°C (rough estimate)
• Flash Point: 221.5°C
• Appearance: /
• Density: 1.2435 (rough estimate)
• Vapor Pressure: 1.3E-08mmHg at 25°C
• Refractive Index: 1.5100 (estimate)
• CAS DataBase Reference: (S)-4-(2-amino-1-hydroxyethyl)pyrocatechol(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-4-(2-amino-1-hydroxyethyl)pyrocatechol(149-95-1)
• EPA Substance Registry System: (S)-4-(2-amino-1-hydroxyethyl)pyrocatechol(149-95-1)

Safety Data

• Hazardous Substances Data: 149-95-1(Hazardous Substances Data)

Usage

Health Hazard

Blood circulation: increase blood pressure; peripheral vasoconstrictor without change or slight decrease in output and heart rate. No flow increase in brain, liver, or muscle Central nervous system effects: adrenergic transmitter agent at synapses; no brain excitation Kidney: decreases glomerular filtration rate Lung, intestine, genital system: inhibited Metabolic effects: weak epinephrine effect

InChI:InChI=1/C8H11NO3/c9-4-8(12)5-1-2-6(10)7(11)3-5/h1-3,8,10-12H,4,9H2/t8-/m1/s1

Upstream product

• 138-65-8 Norepinephrine 
• 26164-26-1 (S)-2-methoxy-2-phenylacetic acid 
• 104819-55-8 S-(-)-2,2'-dinitrobiphenyl-6,6'-dicarbonsaeure-di-N,N'-1-(3,4-dihydroxyphenyl)-1-oxo-2-amido-ethan 
• 5090-29-9 1-(3,4-dihydroxyphenyl)-1-oxo-2-amino-ethan-hydrochlorid 
• 56-40-6 glycine 
• 139-85-5 3,4-dihydroxybenzaldehyde 
• 104819-57-0 S-(-)-2,2'-dinitrobiphenyl-6,6'-dicarbonsaeure-di-N,N'-1-(3,4-dihydroxyphenyl)-1-hydroxy-2-amido-ethan 

Relevant articles and documents

Synthesis of aromatic 1,2-amino alcohols utilizing a bienzymatic dynamic kinetic asymmetric transformation

The applicability of the recent published bienzymatic protocol for the synthesis of (R)-2-amino-1-phenylethanol was tested using L-threonine aldolase from Pseudomonas putida and L-tyrosine decarboxylase from either Enterococcus faecalis (Efa) or two genes from Enterococcus faecium (Efil, Efi2). In all 21 benzaldehyde derivatives were applied for an initial TLC screening. On a small scale, octopamine and noradrenaline were obtained as (S)-enantiomers using Efil. Three protocols were upscaled yielding enantioenriched (S)-octopamine (yield 99%, ee 81%), (R)-2-amino-1-phenylethanol (yield 61%, ee 62%) and (S)-noradrenaline (yield 76%, ee 79%).

In-situ and one-step preparation of protein film in capillary column for open tubular capillary electrochromatography enantioseparation

In this work, the phase-transitioned BSA (PTB) film using the mild and fast fabrication process adhered to the capillary inner wall uniformly, and the fabricated PTB film-coated capillary column was applied to realize open tubular capillary electrochromatography (OT-CEC) enantioseparation. The enantioseparation ability of PTB film-coated capillary was evaluated with eight pairs of chiral analytes including drugs and neurotransmitters, all achieving good resolution and symmetrical peak shape. For three consecutive runs, the relative standard deviations (RSD) of migration time for intra-day, inter-day, and column-to-column repeatability were in the range of 0.3%–3.5%, 0.2%–4.9% and 2.1%–7.7%, respectively. Moreover, the PTB film-coated capillary column ran continuously over 300 times with high separation efficiency. Therefore, the coating method based on BSA self-assembly supramolecular film can be extended to the preparation of other proteinaceous capillary columns.