131724-45-3

Basic information

• Product Name: (S)-N-Boc-4-Cyanophenylalanine
• Synonyms: BOC-L-PHE(4-CN);BOC-L-PHE(4-CN)-OH;BOC-P-CYANO-L-PHENYLALANINE;BOC-P-CYANO-L-PHE-OH;BOC-PHE(4-CN)-OH;BOC-PHE(P-CN)-OH;BOC-L-4-CYANOPHE;BOC-L-4-CYANOPHENYLALANINE
• CAS NO: 131724-45-3
• Molecular Formula: C₁₅H₁₈N₂O₄
• Molecular Weight: 290.31
• Product Categories: Amino Acids;Phenylalanine analogs and other aromatic alpha amino acids;a-amino
• Mol File: 131724-45-3.mol
• Article Data: 8

Chemical Properties

• Melting Point: 152.3 °C
• Boiling Point: 432.4°C (rough estimate)
• Flash Point: 252.6 °C
• Appearance: White/Powder
• Density: 1.1611 (rough estimate)
• Vapor Pressure: 1.41E-10mmHg at 25°C
• Refractive Index: 1.6280 (estimate)
• Storage Temp.: -15°C
• PKA: 3.73±0.10(Predicted)
• BRN: 7715793
• CAS DataBase Reference: (S)-N-Boc-4-Cyanophenylalanine(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-N-Boc-4-Cyanophenylalanine(131724-45-3)
• EPA Substance Registry System: (S)-N-Boc-4-Cyanophenylalanine(131724-45-3)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22
• Safety Statements: 36/37
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 131724-45-3(Hazardous Substances Data)

Usage

Chemical Properties

white to off-white powder

InChI:InChI=1/C15H18N2O4/c1-15(2,3)21-14(20)17-12(13(18)19)8-10-4-6-11(9-16)7-5-10/h4-7,12H,8H2,1-3H3,(H,17,20)(H,18,19)/t12-/m0/s1

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 146664-08-6 N-acetyl-4-cyano-D,L-phenylalanine 
• 167479-78-9 (S)-4-Cyanophenylalanine 
• 104-85-8 para-methylbenzonitrile 
• 17201-43-3 4-cyanobenzyl bromide 
• 52117-01-8 N-acetyl-4-cyano-α-(ethoxycarbonyl)phenylalanine ethyl ester 
• 123-91-1 1,4-dioxane 
• 80852-36-4 4-Cyanphenylalaninhydrochlorid 
• 718596-77-1 (S)-3-amino-3-(4-cyanophenyl)propanoic acid 

Downstream Products

• 184771-40-2 (2S)-2-(N-tert-butoxycarbonyl)-amino-N-cyclopentyl-3-(4-cyanophenyl)-N-methylpropanamide 
• 179746-96-4 [2-(4-cyano-phenyl)-1-(methoxy-methyl-carbamoyl)-ethyl]-carbamic acid tert-butyl ester 
• 949909-66-4 [2-(4-cyano-phenyl)-1-formyl-ethyl]-carbamic acid tert-butyl ester 
• 949909-90-4 (S)-2-Amino-N-[(S)-1-(4-cyano-benzyl)-2-ethylcarbamoyl-2-hydroxy-ethyl]-3-methyl-butyramide 
• 949909-91-5 5-[1,2]Dithiolan-3-yl-pentanoic acid {(S)-1-[(S)-1-(4-cyano-benzyl)-2-ethylcarbamoyl-2-hydroxy-ethylcarbamoyl]-2-methyl-propyl}-amide 
• 603137-57-1 C₃₄H₄₅N₇O₇S₂ 
• 603137-83-3 C₄₅H₅₀N₈O₈S₃ 
• 213179-53-4 (S)-3-(4-Cyano-phenyl)-N-cyclopentyl-N-methyl-2-(5,6,7,8-tetrahydro-naphthalene-2-sulfonylamino)-propionamide 

Relevant articles and documents

Peripheral Selective Oxadiazolylphenyl Alanine Derivatives as Tryptophan Hydroxylase 1 Inhibitors for Obesity and Fatty Liver Disease

Tryptophan hydroxylase 1 (TPH1) has been recently suggested as a promising therapeutic target for treating obesity and fatty liver disease. A new series of 1,2,4-oxadiazolylphenyl alanine derivatives were identified as TPH1 inhibitors. Among them, compound 23a was the most active in vitro, with an IC50 (half-maximal inhibitory concentration) value of 42 nM, showed good liver microsomal stability, and showed no significant inhibition of CYP and hERG. Compound 23a inhibited TPH1 in the peripheral tissue with limited BBB penetration. In high-fat diet-fed mice, 23a reduced body weight gain, body fat, and hepatic lipid accumulation. Also, 23a improved glucose intolerance and energy expenditure. Taken together, compound 23a shows promise as a therapeutic agent for the treatment of obesity and fatty liver diseases.

SERINE PROTEASE INHIBITORS

The invention provides methods of making and using compounds of the formula shown, which are inhibitors of human plasmin and plasma kallikrein. (Formula I) The compounds are useful for the prevention of blood loss, and as components of fibrin adhesives.

Fluorobenzamidrazone thrombin inhibitors: Influence of fluorine on enhancing oral absorption

LB30057 (1) is a selective and efficacious oral thrombin inhibitor. Fluorine-substitution on the phenylene ring of the benzamidrazone portion in both compound 1 and its derivatives gave, in many cases, enhanced oral absorption in rats while maintaining the intrinsic potency and selectivity. Compound 2 demonstrated a 3-fold increase in absorption.