177407-15-7

Basic information

• Product Name: 1-(benzo[d]oxazol-2-yl)ethanamine
• Synonyms: 1-(benzo[d]oxazol-2-yl)ethanamine;2-Benzoxazolemethanamine,a-methyl-;alpha-Methyl-2-benzoxazolemethanamine;(S)-1-(Benzo[d]oxazol-2-yl)ethanamine;1-(1,3-benzoxazol-2-yl)ethanamine
• CAS NO: 177407-15-7
• Molecular Formula: C9H10N2O
• Molecular Weight: 162.19
• Mol File: 177407-15-7.mol

Chemical Properties

• Boiling Point: 247.2 °C at 760 mmHg
• Flash Point: 103.3 °C
• Appearance: /
• Density: 1.185
• Vapor Pressure: 0.0259mmHg at 25°C
• Refractive Index: 1.612
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 1-(benzo[d]oxazol-2-yl)ethanamine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(benzo[d]oxazol-2-yl)ethanamine(177407-15-7)
• EPA Substance Registry System: 1-(benzo[d]oxazol-2-yl)ethanamine(177407-15-7)

Safety Data

• Hazardous Substances Data: 177407-15-7(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Research:
1-(benzo[d]oxazol-2-yl)ethanamine is used as a building block for the synthesis of pharmaceutical compounds due to its ability to participate in various chemical reactions, facilitating the creation of new drug candidates.
Used in Organic Synthesis:
1-(benzo[d]oxazol-2-yl)ethanamine is used as a reagent in organic synthesis for the production of a wide range of organic compounds, leveraging its versatility in chemical reactions.
Used in Polymer Production:
1-(benzo[d]oxazol-2-yl)ethanamine is used as a chemical intermediate in the synthesis of polymers, contributing to the development of materials with specific properties.
Used in Peptide-based Drug Synthesis:
1-(benzo[d]oxazol-2-yl)ethanamine is used as a reagent in the synthesis of peptide-based drugs, enabling the creation of bioactive molecules with potential therapeutic applications.
Used in Agrochemical Production:
1-(benzo[d]oxazol-2-yl)ethanamine is used as a chemical intermediate in the production of agrochemicals, playing a role in the development of compounds for agricultural applications.
Used in Specialty Chemicals Production:
1-(benzo[d]oxazol-2-yl)ethanamine is used as a building block in the synthesis of specialty chemicals, contributing to the creation of unique chemical products for specific industries.

InChI:InChI=1/C9H10N2O/c1-6(10)9-11-7-4-2-3-5-8(7)12-9/h2-6H,10H2,1H3

Upstream product

• 1169393-53-6 2-(1-azidoethyl)benzo[d]oxazole 
• 141-78-6 ethyl acetate 
• 93666-07-0 2-(1-Benzooxazol-2-yl-ethyl)-isoindole-1,3-dione 
• 137-07-5 2-amino-benzenethiol 
• 1370749-10-2 tert-butyl 1-(benzo[d]oxazol-2-yl)ethylcarbamate 
• 1370749-20-4 tert-butyl 1-(2-hydroxyphenylcarbamoyl)ethylcarbamate 

Downstream Products

• 1169393-56-9 (S)-1-(1,3-benzoxazol-2-yl)ethanamine 
• 1169393-58-1 (R)-N-[1-(1,3-benzoxazol-2-yl)ethyl]acetamide 
• 185949-66-0 (R)-1-(1,3-benzoxazol-2-yl)ethanamine 

Relevant articles and documents

Discovery and extensive in vitro evaluations of NK-HDAC-1: A chiral histone deacetylase inhibitor as a promising lead

Herein, further SAR studies of lead compound NSC746457 (Shen, J.; Woodward, R.; Kedenburg, J. P.; Liu, X. W.; Chen, M.; Fang, L. Y.; Sun; D. X.; Wang. P. G.J. Med. Chem. 2008, 51, 7417-7427) were performed, including the replacement of the trans-styryl moiety with a 2-substituted benzo-hetero aromatic ring and the introduction of a substituent onto the central methylene carbon. A promising chiral lead, S-(E)-3-(1-(1-(benzo[d]oxazol-2-yl)-2-methylpropyl)-1H-1,2,3- triazol-4-yl)-N-hydroxyacrylamide (12, NK-HDAC-1), was discovered and showed about 1 order of magnitude more potency than SAHA in both enzymatic and cellular assays. For the in vitro safety tests, NK-HDAC-1 was far less toxic to nontransformed cells than tumor cells and showed no significant inhibition activity against CYP-3A4. The pharmaceutical properties (LogD, solubility, liver micrsomal stability (t1/2), plasma stability (t1/2), and apparent permeability) strongly suggested that NK-HDAC-1 might be superior to SAHA in bioavailability and in vivo half-life.

Stereoselective chemoenzymatic synthesis of enantiopure 1-(Heteroaryl)ethanamines by lipase-Catalysed kinetic resolutions

The efficient chemical synthesis and enzymatic kinetic resolution of a family of 1-(heteroaryl)ethanamines have been performed with lipases responsible for the preparation of nitrogenated compounds in high optical purity. Thus, Candida antarctica lipase type B has been identified as an excellent biocatalyst for the stereoselective production of the corresponding enantiomerically enriched (B)-acetamides and (S)-amines. A similar effect of the heteroatom in the cyclic ring has been observed in terms of reactivity and enantio- selectivity, with benzoxazole, benzothiazole and benzimidazole derivatives being obtained with excellent enantiopurities after one day of reaction. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009.