63991-99-1

Basic information

• Product Name: 3-(m-Nitrophenoxy)-1,2-propanediol
• Synonyms: 3-(m-Nitrophenoxy)-1,2-propanediol;3-(3-nitrophenoxy)propane-1,2-diol
• CAS NO: 63991-99-1
• Molecular Formula: C₉H₁₁NO₅
• Molecular Weight: 213.1873
• Mol File: 63991-99-1.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 436.3°Cat760mmHg
• Flash Point: 217.7°C
• Appearance: /
• Density: 1.387g/cm³
• Vapor Pressure: 2.19E-08mmHg at 25°C
• Refractive Index: 1.588
• PKA: 13.37±0.20(Predicted)
• CAS DataBase Reference: 3-(m-Nitrophenoxy)-1,2-propanediol(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(m-Nitrophenoxy)-1,2-propanediol(63991-99-1)
• EPA Substance Registry System: 3-(m-Nitrophenoxy)-1,2-propanediol(63991-99-1)

Safety Data

• Hazardous Substances Data: 63991-99-1(Hazardous Substances Data)

Usage

InChI:InChI=1/C9H11NO5/c11-5-8(12)6-15-9-3-1-2-7(4-9)10(13)14/h1-4,8,11-12H,5-6H2

Upstream product

• 554-84-7 meta-nitrophenol 
• 96-24-2 3-monochloro-1,2-propanediol 
• 5332-66-1 Glycidyl m-nitrophenyl ether 

Downstream Products

• 204584-14-5 1-acetoxy-3-(3-nitrophenoxy)propan-2-ol 
• 204584-27-0 1-acetoxy-3-(3-nitrophenoxy)propan-2-one 

Relevant articles and documents

Synthesis and aminopeptidase n inhibiting activity of 3-(nitrophenoxymethyl)-[1,3,2]dioxaborolan-2-OLS and their open analogues

Aminopeptidase N (APN) represents a class of zinc metallopeptidases with broad substrate specifity. This enzyme is involved in control of angioneogenesis in cancer and microvascular conditions. It also serves as a superficial cellular receptor that enables attachment of some viruses including coronaviruses to the host cell. APN takes part also in metabolism of some important neuropeptides. That is why APN can be a promising therapeutic target and compounds which influence its activity interesting potential drugs. Here, synthesis of compounds which in most contain 3-phenoxypropan-1,2 diol moiety and evaluation of their inhibition activity against APN is described. 4-[1-, 2- and 3-(Nitrophenoxymethyl)]-[1,3,2]dioxaborolan-2-ols are novel compounds which have never been previously reported in the literature. 3-(Aminophenoxy)propyl-1,2-diols revealed greater activity than both 3-(nitrophenoxy)propyl-1,2-diols and 3-(nitrophenoxymethyl)-[1,3,2]dioxaborolan-2-ols. A QSAR study revealed a linear correlation between lipophilicity and inhibition activity.

An unusual (R)-selective epoxide hydrolase with high activity for facile preparation of enantiopure glycidyl ethers

A novel epoxide hydrolase (BMEH) with unusual (R)-enantioselectivity and very high activity was cloned from Bacillus megaterium ECU1001. Highest enantioselectivities (E>200) were achieved in the bioresolution of ortho-substituted phenyl glycidyl ethers and para-nitrostyrene oxide. Worthy of note is that the substrate structure remarkably affected the enantioselectivities of the enzyme, as a reversed (S)-enantiopreference was unexpectedly observed for the ortho-nitrophenyl glycidyl ether. As a proof-of-concept, five enantiopure epoxides (>99% ee) were obtained in high yields, and a gram-scale preparation of (S)-ortho-methylphenyl glycidyl ether was then successfully performed within a few hours, indicating that BMEH is an attractive biocatalyst for the efficient preparation of optically active epoxides. Copyright