42340-98-7

Basic information

• Product Name: (R)-(-)-1-(1-NAPHTHYL)ETHYL ISOCYANATE
• Synonyms: (R)-(-)-1-(1-NAPHTHYL)ETHYL ISOCYANATE;(R) 1-(1-NAPTHYL)ETHYLISOCYANATE;(R)(-)-ALPHA-(1-NAPHTHYL)ETHYL ISOCYANATE;(R)-NEI;(-)-ALPHA-(1-NAPHTHYL)ETHYLISOCYANATE;ISOCYANIC ACID (R)-(-)-1-(1-NAPHTHYL)ETHYL ESTER;R(-)-1-(1-naphthyl)ethyl isocyanate stab.;ISOCYANIC ACID (R)-(-)-1-(1-NAPHTHYL)ETHYL ESTER 93+%
• CAS NO: 42340-98-7
• Molecular Formula: C₁₃H₁₁NO
• Molecular Weight: 197.23
• EINECS: 255-759-2
• Product Categories: chiral;Analytical Chemistry;Chiral Building Blocks;e.e. / Absolute Configuration Determination (NMR);e.e. Determination (HPLC Labeling Reagents);Enantiomer Excess & Absolute Configuration Determination;for Resolution of Alcohols & Thiols;for Resolution of Bases;Isocyanates (Chiral);Optical Resolution;Synthetic Organic Chemistry
• Mol File: 42340-98-7.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 106-108 °C0.16 mm Hg(lit.)
• Flash Point: 200 °F
• Appearance: /
• Density: 1.118 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.000136mmHg at 25°C
• Refractive Index: n20/D 1.604(lit.)
• Storage Temp.: 2-8°C
• Sensitive: Moisture Sensitive
• BRN: 4181805
• CAS DataBase Reference: (R)-(-)-1-(1-NAPHTHYL)ETHYL ISOCYANATE(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-(-)-1-(1-NAPHTHYL)ETHYL ISOCYANATE(42340-98-7)
• EPA Substance Registry System: (R)-(-)-1-(1-NAPHTHYL)ETHYL ISOCYANATE(42340-98-7)

Safety Data

• Hazard Codes: Xn
• Statements: 36/37/38-42/43
• Safety Statements: 23-26-36/37
• RIDADR: UN 2206 6.1/PG 3
• WGK Germany: 3
• F: 10-21
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 42340-98-7(Hazardous Substances Data)

Usage

General Description

"(R)-(-)-1-(1-Naphthyl)ethyl isocyanate is a specialty chemical compound primarily used in organic synthesis. Its structure consists of a single naphthyl group, an ethyl group, and an isocyanate group. The isocyanate group gives it strong reactivity, making it valuable in the production of various chemical products such as pharmaceutical intermediates. Its (R)-(-) prefix indicates it has a specific optical isomerism, meaning it rotates plane-polarized light in a counter-clockwise direction. This property is significant in medicinal chemistry, as the particular structure of a molecule can dramatically affect its biological activity. Handling this substance requires caution due to its potential hazard, including irritation to the skin and eyes.

InChI:InChI=1/C13H11NO/c1-10(14-9-15)12-8-4-6-11-5-2-3-7-13(11)12/h2-8,10H,1H3/t10-/m1/s1

Upstream product

• 74591-91-6 (R,R)-1-<3-(Carbomethoxy)-2-propynyl>tetradecyl N-<1-(1-Naphthyl)ethyl>carbamate 
• 74591-90-5 (S,R)-1-<3-(Carbomethoxy)-2-propynyl>tetradecyl N-<1-(1-Naphthyl)ethyl>carbamate 
• 32315-10-9 bis(trichloromethyl) carbonate 
• 3886-70-2 (R)-1-(1-Naphthyl)ethylamine 
• 75-44-5 phosgene 
• 74591-88-1 (S,R)-1-<3-(Carbomethoxy)-2-propynyl>hexyl N-<1-(1-Naphthyl)ethyl>carbamate 
• 74591-89-2 (R,R)-1-<3-(Carbomethoxy)-2-propynyl>hexyl N-<1-(1-Naphthyl)ethyl>carbamate 
• 74824-54-7 (R,R)-1-Ethynyloctyl N-<1-(-Naphthyl)ethyl>carbamate 
• 74824-55-8 (S,R)-1-Ethynyloctyl N-<1-(-Naphthyl)ethyl>carbamate 
• 74708-30-8 (1S,2R,R)-trans-2-(2-Cyanoethyl)cyclopentyl N-<1-(1-Naphthyl)ethyl>carbamate 
• 74629-92-8 (1R,2S,R)-trans-2-(2-Cyanoethyl)cyclopentyl N-<1-(1-Naphthyl)ethyl>carbamate 
• 74708-29-5 (1S,2R,R)-trans-2-(Cyanomethyl)cyclohexyl N-<1-(1-Naphthyl)-ethyl>carbamate 
• 74629-91-7 (1R,2S,R)-trans-2-(Cyanomethyl)cyclohexyl N-<1-(1-Naphthyl)-ethyl>carbamate 

Downstream Products

• 1400989-24-3 (R)-1-(4-(4-cyanophenoxy)phenyl)-3-(1-(naphthalen-1-yl)ethyl)urea 
• 251103-94-3 2-chloro-N-[(R)-1-(1-naphthyl)ethyl]ethanamide 
• 91476-03-8 (S),(R)-N-[3-(2-cyanophenoxy)-2-hydroxypropyl]-N-[1,1-dimethyl-2-(1H-indol-3-yl)ethyl]-N'-[1-(1-naphthyl)ethyl]urea 
• 91476-04-9 (R),(R)-N-[3-(2-cyanophenoxy)-2-hydroxypropyl]-N-[1,1-dimethyl-2-(1H-indol-3-yl)ethyl]-N'-[1-(1-naphthyl)ethyl]urea 
• 1198076-20-8 C₂₇H₂₇N₂OP 
• 1141885-03-1 (2S)-4-[(Z)-4-[3-[(R)-1-(1-naphthyl)ethyl]ureido]benzylidene]-2-ethoxytetrahydrofuran 
• 1095393-72-8 3-(3-trifluoromethyl-phenyl)-propynoic acid ((R)-1-naphthalen-1-yl-ethyl)-amide 
• 1092558-04-7 C₂₁⁽¹³⁾CH₂₄N₂O 
• 1092558-03-6 C₂₂H₂₁⁽²⁾H₃N₂O 
• 921626-36-0 (R)-5-(3,5-di-tert-butyl-2-hydroxyphenyl)-3-((R)-1-naphthalen-1-ylethyl)-5-trifluoromethyl-oxazolidine-2,4-dione 
• 878663-16-2 N'-(R)-[1-(1-naphthyl)ethyl]-N-(S)-3-[4-(triflouromethyl)phenoxy]-3-phenylpropylurea 
• 77446-38-9 2-lithiobenzaldehyde ethylene ketal 
• 133898-89-2 (+)-11-methyl-4,5,6,11-tetrahydrobenzo[6,7]cycloocta[1,2-b]-thiophen-6,11-imine 

Relevant articles and documents

Blockade of STAT3 activation by sorafenib derivatives through enhancing SHP-1 phosphatase activity

Previously, we demonstrated that the multiple kinase inhibitor sorafenib mediates the repression of phospho-STAT3 in hepatocellular carcinoma cells. In this study, we used this kinase-independent mechanism as a molecular basis to use sorafenib as scaffold to develop a novel class of SHP-1-activating agents. The proof of principle of this premise was provided by SC-1, which on replacement of N-methylpicolinamide by a phenylcyano group showed abolished kinase activity while retaining phospho-STAT3 repressive activity. Structural optimization of SC-1 led to compound 6, which repressed phospho-STAT3 through SHP-1 activation and inhibited PLC5 cell proliferation at sub-micromolar potency. In light of the pivotal role of phospho-STAT3 in promoting tumorigenesis and drug resistance, this novel SHP-1-activating agent may have therapeutic relevance in cancer therapy.

Cyano-3-phenoxybenzyl N-1-(1-naphthyl) ethylcarbamate

Diastereomeric esters of 2-phenylamino-3-methylbutanoic acids, novel intermediates therefor, synthesis thereof, and the use of said esters for the control of pests.

Synthesis of 1,2,3-Decanetriol Stereoisomers

The synthesis and 13C NMR spectra of 1,2,3-decanetriol stereoisomers are described. High enantiomeric purity triols are obtained by chromatographic resolution of diastereomeric carbamates derived from 1-decyn-3-ol and (R)-1-(1-naphthyl)ethylamine. The triol is obtained by conversion of the acetylene to an olefin, stereoselective epoxidation with tert-butyl hydroperoxide and a transition-metal catalyst, and stereospecific ring opening of the epoxide with KOH.