127862-89-9

Basic information

• Product Name: (S)-2-(Z-AMINO)-4-PHENYLBUTYRIC ACID
• Synonyms: CBZ-L-HOMOPHENYL-ALA;CBZ-(S)-2-AMINO-4-PHENYLBUTYRIC ACID;(S)-2-(Z-AMINO)-4-PHENYLBUTYRIC ACID;RARECHEM AL CF 0887;N-ALPHA-CARBOBENZOXY-L-HOMOPHENYLALANINE;N-ALPHA-CARBOBENZOXY-(+)-ALPHA-AMINO-4-PHENYLBUTYRIC ACID;Z-HOMOPHENYLALANINE;Z-HOMOPHE-OH
• CAS NO: 127862-89-9
• Molecular Formula: C₁₈H₁₉NO₄
• Molecular Weight: 313.35
• EINECS: 213-403-3
• Mol File: 127862-89-9.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 324.8 °C at 760 mmHg
• Flash Point: 150.2 °C
• Appearance: /
• Density: 1.164 g/cm³
• Vapor Pressure: 9.79E-05mmHg at 25°C
• Refractive Index: 1.564
• Storage Temp.: Store at RT.
• PKA: 3.93±0.10(Predicted)
• BRN: 3217335
• CAS DataBase Reference: (S)-2-(Z-AMINO)-4-PHENYLBUTYRIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-2-(Z-AMINO)-4-PHENYLBUTYRIC ACID(127862-89-9)
• EPA Substance Registry System: (S)-2-(Z-AMINO)-4-PHENYLBUTYRIC ACID(127862-89-9)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 127862-89-9(Hazardous Substances Data)

Usage

General Description

(S)-2-(Z-AMINO)-4-PHENYLBUTYRIC ACID is a chemical compound with the molecular formula C10H15NO2. It is a chiral molecule, which means it exists in two enantiomeric forms, (S)- and (R)-. (S)-2-(Z-AMINO)-4-PHENYLBUTYRIC ACID is a derivative of phenylbutyric acid and contains an amine group and a carboxylic acid group. It is commonly used in the synthesis of pharmaceuticals and as a building block for the production of other organic compounds. Its stereochemistry and specific functional groups make it a valuable intermediate in organic chemistry and drug development.

InChI:InChI=1/C10H13NO2/c11-9(10(12)13)7-6-8-4-2-1-3-5-8/h1-5,9H,6-7,11H2,(H,12,13)/t9-/m0/s1

Upstream product

• 106860-17-7 methyl 2S-2-amino-4-phenylbutanoate 
• 501-53-1 benzyl chloroformate 
• 142037-77-2 methyl (2S)-2-{[(benzyloxy)carbonyl]amino}-4-phenylbutanoate 
• 288068-80-4 (2S)-2-benzyloxycarbonylamino-4-phenylbutyric acid ethyl ester 
• 127862-83-3 2-Benzyloxycarbonylamino-4-phenyl-butyric acid 2,2,2-trifluoro-ethyl ester 
• 943-73-7 D-homophenylalanine 
• 42940-68-1 phenylacetyl chloride 
• 90891-21-7 L-(+)-α-amino-4-phenylbutyric acid ethyl ester hydrochloride 

Downstream Products

• 146765-85-7 (S)-2-Benzyloxycarbonylamino-4-phenyl-butyric acid 2,5-dioxo-pyrrolidin-1-yl ester 
• 1062494-29-4 (S)-2-{(R)-2-[3-((S)-2-Benzyloxycarbonylamino-4-phenyl-butyrylamino)-2-hydroxy-pentanoylamino]-4-methyl-pentanoylamino}-3-methyl-butyric acid tert-butyl ester 
• 615537-52-5 [(S)-1-(3-Oxo-propylcarbamoyl)-3-phenyl-propyl]-carbamic acid benzyl ester 
• 615537-54-7 2-[3-(2-benzyloxycarbonylamino-4-phenyl-butyrylamino)-propylamino]-3-{3,4-bis-(tert-butyl-dimethyl-silanyloxy)-5-[3-(4-methoxy-benzyl)-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl]-tetrahydro-furan-2-yl}-3-hydroxy-propionic acid tert-butyl ester 
• 1075237-95-4 2-(benzyloxycarbonylamino)-N-[2-benzoyl-6-(4-(tert-butoxycarbonyl)piperazin-1-yl)phenyl]-4-phenylbutanamide 
• 207305-48-4 N-(benzyloxycarbonyl)-homo-L-phenylalaninal 
• 1569294-41-2 C₂₉H₃₁ClN₂O₄ 
• 1366127-32-3 benzyl [(2S)-1-amino-1-oxo-4-phenylbutan-2-yl]carbamate 
• 1094442-20-2 C₃₆H₄₄N₄O₇ 
• 282110-53-6 4-phenethyl-3-(carbobenzyloxy)oxazolidin-5-one 
• 205493-77-2 (3S,4S)-3-(N-benzyloxycarbonyl-L-homophenylalanyl)-amino-4-acetoxy-azetidin-2-one 
• 146765-92-6 (S)-2-((S)-2-Benzyloxycarbonylamino-4-phenyl-butyrylamino)-3-methyl-butyric acid 2,5-dioxo-pyrrolidin-1-yl ester 

Relevant articles and documents

Development of novel dipeptide-like rhodesain inhibitors containing the 3-bromoisoxazoline warhead in a constrained conformation

Novel dipeptide-like rhodesain inhibitors containing the 3-bromoisoxazoline warhead in a constrained conformation were developed; some of them possess Ki values in the micromolar range. We studied the structure-activity relationship of these derivatives and we performed docking studies, which allowed us to find out the key interactions established by the inhibitors with the target enzyme. Biological results indicate that the nature of the P2 and P3 substituents and their binding to the S2/S3 pockets is strictly interdependent.

Poststatin, a new inhibitor of prolyl endopeptidase. V. Endopeptidase inhibitory activity of poststatin analogues

Thirty analogues of poststatin were synthesized, and their inhibitory activities against prolyl endopeptidase, human leukocyte elastase and cathepsin B were measured. The α-ketone was essential and the S configuration was preferable to the R configuration in the β-substituted-β-amino-α-oxopropionic acid moiety of poststatin analogues for endopeptidase inhibitory activity. The analogue in which the D-leucine residue of poststatin was replaced by L-leucine showed strong inhibitory activity to cathepsin B. Introduction of an aromatic group into the P4 position and proline into the P2 position increased inhibitory activity to elastase. Benzyloxycarbonyl-L-homophenylalanyl-(RS)-3-amino-2-oxovaleryl-D- leucyl-L-valine was about 6 times more active to prolyl endopeptidase than natural poststatin.