5332-66-1

Usage

Nitrophenol derivative

It is a compound derived from nitrophenol, which is a type of aromatic compound containing a nitro group (-NO2) and a hydroxyl group (-OH) attached to a benzene ring.

Epoxide functional group

It is a three-membered cyclic ether with high reactivity, which makes it a valuable building block in organic synthesis.

Chemical intermediate

It is used as a starting material or an intermediate in the synthesis of other organic compounds, including pharmaceuticals and pesticides.

Potential toxic effects

It is known for its potential toxic effects and should be handled with caution.

Unique structure and reactivity

Its unique structure and reactivity make it a valuable building block in organic synthesis.

Wide range of organic compounds

It is used in research and industrial processes to create a wide range of organic compounds.

InChI:InChI=1/C9H9NO4/c11-10(12)7-2-1-3-8(4-7)13-5-9-6-14-9/h1-4,9H,5-6H2/t9-/m0/s1

Upstream product

• 79-21-0 peracetic acid 
• 58621-55-9 1-allyloxy-3-nitro-benzene 
• 554-84-7 meta-nitrophenol 
• 106-89-8 epichlorohydrin 
• 152333-94-3 glycidyl nosylate 

Downstream Products

• 79385-22-1 N-[2-hydroxy-3-(3-nitro-phenoxy)-propyl]-succinimide 
• 102096-46-8 1-(6-Methoxy-quinolin-8-ylamino)-3-(3-nitro-phenoxy)-propan-2-ol 
• 76196-30-0 1-(3-Nitrophenoxy)-3-(tert-butylamino)-propan-2-ol 
• 50714-68-6 1-(3-nitrophenoxy)-3-[2-(4-carbamoylphenoxy)ethylamino]propan-2-ol 
• 50714-70-0 1-(3-nitrophenoxy)-3-[2-(4-acetamidophenoxy)ethylamino]propan-2-ol 
• 94925-79-8 1-Ethoxy-3-(3-nitro-phenoxy)-propan-2-ol 
• 56138-83-1 N-isopropyl-3-(3-aminophenoxy)-2-hydroxypropylamine 
• 94925-56-1 1-(3-Amino-phenoxy)-3-ethoxy-propan-2-ol 
• 212835-44-4 N-[3-(3-Ethoxy-2-hydroxy-propoxy)-phenyl]-3-methylsulfanyl-propionamide 
• 100549-03-9 Acetic acid 1-ethoxymethyl-2-[3-(3-methylsulfanyl-propionylamino)-phenoxy]-ethyl ester 
• 102096-49-1 1-(3-Amino-phenoxy)-3-(6-methoxy-quinolin-8-ylamino)-propan-2-ol 
• 50714-72-2 1-(3-aminophenoxy)-3-[2-(4-acetaminophenoxy)ethylamino]propan-2-ol 
• 33321-92-5 1-(3-aminophenoxy)-3-[2-(4-carbamoylphenoxy)ethylamino]propan-2-ol 
• 1186431-10-6 1-(3-nitrophenoxy)-3-(phenylsulfonyl)propan-2-ol 

Relevant academic research and scientific papers

Synthesis of 2-(phenoxymethyl)oxirane derivatives through unexpected rearrangement of oxiran-2-ylmethyl benzenesulfonates

The synthesis of 2-(phenoxymethyl)oxirane derivatives from oxiran-2-ylmethyl benzenesulfonates was developed through a base promoted rearrangement. A new C-O bond was formed along with the unexpected cleavage of C-S bond via this process. This unusual reaction was characterized with mild reaction conditions, high efficiency, and excellent functional group tolerance. A plausible reaction mechanism was proposed on the basis of experimental results and control experiments.

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

Synthesis and bovine β3-adrenergic agonistic activities of a novel series of aryloxypropanolamines

We synthesized a novel series of 21 aryloxypropanolamine compounds characterized by N-alkyl, aralkyl, and aryl substituents. The compounds showed potent β3-adrenergic agonistic activities in Chinese hamster ovary cells expressing the bovine β3-adrenoceptors with Kact and Ki values of 4.2 ± 3.0 nM and 459 ± 169 nM respectively, for the ligand with the best compromise between potency and affinity. Structure-activity relationships are discussed.

Synthesis and antiallergic activity of dimethyl-2- (phenylcarbamoyl)ethylsulfonium p-toluenesulfonate derivatives

The derivatives of dimethyl-2-(phenylcarbamoyl)ethylsulfonium p- toluenesulfonates were synthesized and evaluated for antiallergic activity. The 2,3-dihydroxyethoxy group was introduced to the phenyl ring from the standpoint of lipophilicity and electronic effects of substituent. The IgE- induced rat passive cutaneous anaphylaxis (PCA) was inhibited by oral administration of several substituted 2-[(4- propoxyphenyl)carbamoyl]ethyldimethylsulfonium p-toluenesulfonate derivatives. Among them (±)-2-[N-[4-(3-ethoxy-2- hydroxypropoxy)phenyl]carbamoyl]ethyldimethylsulfonium p-toluenesulfonate (1a, IPD-1151T) was found to possess considerable activity in the PCA test, and it was launched as Suplatast tosilate in Japan.

A novel method for synthesis of aryl glycidyl ethers

A solid-liquid phase-transfer catalytic method for the synthesis of aryl glycidyl ethers has been described, and the factors affecting the reaction yield have been examined.

Possible Antimalarial Agents: Syntheses of 6-Methoxy-8-substituted-aminoquinolines

Syntheses of 8-(2-amino-2-alkyl- or aryl-ethylamino)-6-methoxyquinolines (10-12), 8--6-methoxyquinolines (19-20), 8-(2-hydroxy-3-substituted-phenoxypropylamino)-6-methoxyquinolines (21-27) and 8--6-methoxyquinoline (30) are described.All the compounds have been evaluated for their blood and tissue schizontocidal activities and among these 17 shows tissue schizontocidal activity at 40 and 20 mg/kg i.p. doses against Plasmodium berghei NK-65 strain in Mastomysnatalensis.Compounds 21-23 have also been evaluated for their antarrhythmic activity and among these 21 shows moderate activity.