16315-63-2

Basic information

• Product Name: (R)-2-(Oxiran-2-ylMethoxy)benzaldehyde
• Synonyms: (R)-2-(Oxiran-2-ylMethoxy)benzaldehyde
• CAS NO: 16315-63-2
• Molecular Formula: C₁₀H₁₀O₃
• Molecular Weight: 178.1846
• Mol File: 16315-63-2.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (R)-2-(Oxiran-2-ylMethoxy)benzaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-2-(Oxiran-2-ylMethoxy)benzaldehyde(16315-63-2)
• EPA Substance Registry System: (R)-2-(Oxiran-2-ylMethoxy)benzaldehyde(16315-63-2)

Safety Data

• Hazardous Substances Data: 16315-63-2(Hazardous Substances Data)

Usage

Description

(R)-2-(Oxiran-2-ylMethoxy)benzaldehyde is a chemical compound characterized by the molecular formula C10H10O3. It features a benzene ring with an aldehyde group and a methoxy group attached to an oxirane ring. (R)-2-(Oxiran-2-ylMethoxy)benzaldehyde is known for its unique structure and properties, which make it a versatile building block in the synthesis of a wide range of chemical compounds.

Uses

Used in Pharmaceutical Synthesis:
(R)-2-(Oxiran-2-ylMethoxy)benzaldehyde is used as an intermediate in the pharmaceutical industry for the synthesis of various drugs. Its unique structure allows for the creation of diverse chemical compounds with potential therapeutic applications.
Used in Agrochemical Production:
In the agrochemical industry, (R)-2-(Oxiran-2-ylMethoxy)benzaldehyde serves as an intermediate in the development of new agrochemicals, contributing to the advancement of products for agricultural use.
Used in Organic Compound Synthesis:
(R)-2-(Oxiran-2-ylMethoxy)benzaldehyde is also utilized as a valuable intermediate in the synthesis of various organic compounds, showcasing its versatility in different chemical reactions.
Used in Flavor and Fragrance Industry:
(R)-2-(Oxiran-2-ylMethoxy)benzaldehyde is used as a building block in the production of flavorings and fragrances, capitalizing on its unique structure to create novel and appealing scents for various applications.

Upstream product

• 90-02-8 salicylaldehyde 
• 106-89-8 epichlorohydrin 
• 3116-83-4 sodium salicylate 

Downstream Products

• 59893-35-5 5-cyclohexyl-3,4,5,6-tetrahydro-2H-3,6-epioxido-benzo[b][1,5]oxazocine 
• 59893-34-4 5-benzyl-3,4,5,6-tetrahydro-2H-3,6-epioxido-benzo[b][1,5]oxazocine 
• 1103838-62-5 C₁₃H₁₃NO₄ 
• 160951-44-0 N-[1-(2-Oxiranylmethoxy-phenyl)-meth-(E)-ylidene]-N'-phthalazin-1-yl-hydrazine 

Relevant articles and documents

Amino Alcohol Acrylonitriles as Activators of the Aryl Hydrocarbon Receptor Pathway: An Unexpected MTT Phenotypic Screening Outcome

Lead (Z)-N-(4-(2-cyano-2-(3,4-dichlorophenyl)vinyl)phenyl)acetamide, 1 showed MCF-7 GI50=30 nM and 400-fold selective c.f. MCF10A (normal breast tissue). Acetamide moiety modification (13 a-g) to introduce additional hydrophobicity was favoured with MCF-7 breast cancer cell activity enhanced at 1.3 nM. Other analogues were potent against the HT29 colon cancer cell line at 23 nM. Textbook SAR data was observed in the MCF-7 cell line, in an MTT assay, via the ortho (17 a), meta (17 b) and para (13 f). The amino alcohol -OH moiety was pivotal, but no stereochemical preference noted. But, these data did not fit our homology modelling expectations. Aberrant MTT ((3-[4,5-dimethylthiazol-2-yl]-2,5-diphenyl-tetrazolium bromide) screening results and metabolic interference confirmed by sulforhodamine B (SRB) screening. Interfering analogues resulted in 120 and 80-fold CYP1A1 and CYP1A2 amplification, with no upregulation of SULT1A1. This is consistent with activation of the AhR pathway. Piperidine per-deuteration reduced metabolic inactivation. 3-OH / 4-OH piperidine analogues showed differential MTT and SRB activity supporting MTT assay metabolic inactivation. Data supports piperidine 3-OH, but not the 4-OH, as a CYP substrate. This family of β-amino alcohol substituted 3,4-dichlorophenylacetonitriles show broad activity modulated via the AhR pathway. By SRB analysis the most potent analogue was 23 b, (Z)-3-(4-(3-(4-phenylpiperidin-1-yl)-2-hydroxypropoxy)phenyl)-2-(3,4-dichlorophenyl)-acrylonitrile.

Study of the interaction of salicyl aldehydes with epichlorohydrin: a simple, convenient, and efficient method for the synthesis of 3,6-epoxy[1,5]dioxocines

An efficient synthetic method for 3,6-epoxy[1,5]dioxocines via the condensation of salicyl aldehydes and epichlorohydrin, using benzyl triethylammonium chloride as catalyst, is described. The use of neutral or electron-deficient salicyl aldehydes in all c

1-Aryloxy-3-substituted aminopropan-2-ols, aminomethyl substituted phenols and 1,3-benzoxazines as potential spermicides

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