147065-06-3

Basic information

• Product Name: 4-Nitro-D-phenylalanine hydrochloride
• Synonyms: 4-Nitro-D-phenylalanine hydrochloride;(R)-4-Nitrophenylalanine Hydrochloride Salt;H-D-Phe(4-NO2)-OH.HCl;4-NO2-D-phe.hcl.h2o;4-NO2-D-phe.hcl
• CAS NO: 147065-06-3
• Molecular Formula: C9H10N2O4.ClH
• Molecular Weight: 246.649
• Mol File: 147065-06-3.mol

Chemical Properties

• Boiling Point: 435.5 °C at 760 mmHg
• Flash Point: 217.2 °C
• Appearance: /
• Storage Temp.: Inert atmosphere,Room Temperature
• CAS DataBase Reference: 4-Nitro-D-phenylalanine hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Nitro-D-phenylalanine hydrochloride(147065-06-3)
• EPA Substance Registry System: 4-Nitro-D-phenylalanine hydrochloride(147065-06-3)

Safety Data

• Hazardous Substances Data: 147065-06-3(Hazardous Substances Data)

Usage

Uses

Used in Scientific Research:
4-Nitro-D-phenylalanine hydrochloride is used as a research compound for investigating its chemical properties and potential applications in various fields. Its unique structure allows it to be involved in a range of chemical and biochemical reactions, making it a valuable tool for scientific exploration.
Used in Pharmaceutical Development:
4-Nitro-D-phenylalanine hydrochloride is used as a building block in the synthesis of novel pharmaceutical compounds. Its reactivity and the ability to form various derivatives make it a promising candidate for the development of new drugs with potential therapeutic applications.
Used in Chemical Synthesis:
4-Nitro-D-phenylalanine hydrochloride is used as a reagent in the synthesis of complex organic molecules. Its presence in the reaction mixture can lead to the formation of new compounds with different properties, which can be further studied or utilized in various applications.
Used in Biochemical Studies:
4-Nitro-D-phenylalanine hydrochloride is used as a substrate in biochemical experiments to study enzyme activity and specificity. By incorporating this compound into the reaction, researchers can gain insights into the mechanisms of enzymatic reactions and the role of amino acids in biological processes.

Upstream product

• 76684-78-1 N-Benzoyl-p-nitro-D-phenylalanine 
• 36097-39-9 (S)-methyl 2-acetamido-3-(4-nitrophenyl)propanoate 
• 88546-12-7 methyl (R)-2-acetamido-3-(4-nitrophenyl)propanoate 
• 555-16-8 4-nitrobenzaldehdye 
• 93634-58-3 2-benzoylamino-3-(4-nitrophenyl)acrylic acid 
• 100-11-8 1-bromomethyl-4-nitro-benzene 
• 20877-15-0 ethyl 2-acetylamino-2-cyano-3-(4-nitrophenyl)propanoate 
• 6265-87-8 2-acetylamino-2-(4-nitrobenzyl)malonic acid diethyl ester 

Downstream Products

• 108460-09-9 N_α-(2-Naphthylsulfonylglycyl)-4-nitro-phenylalaninpiperidid 
• 109273-47-4 N_α-(2-Naphthylsulfonylglycyl)-4-amino-phenylalaninpiperididhydrochlorid 
• 108460-12-4 N_α-(2-Naphthylsulfonylglycyl)-4-amino-phenylalaninpiperidid 
• 127090-51-1 2-acetylamino-3-(4-nitro-phenyl)-propionic acid methyl ester 
• 1575605-44-5 butyl 2-acetylamino-3-(4-nitrophenyl)propanoate 
• 1575618-78-8 allyl 2-acetylamino-3-(4-nitrophenyl)propanoate 
• 1575603-81-4 butyl 2-acetylamino-3-(4-nitrophenyl)propanoate 
• 36097-39-9 (S)-methyl 2-acetamido-3-(4-nitrophenyl)propanoate 
• 88546-12-7 methyl (R)-2-acetamido-3-(4-nitrophenyl)propanoate 
• 1575603-84-7 allyl 2-acetylamino-3-(4-nitrophenyl)propanoate 
• 17193-40-7 (+)-Methyl 2-amino-3-(4-nitrophenyl)propionate hydrochloride 
• 1575604-75-9 C₁₃H₁₈N₂O₄*ClH 
• 1575605-05-8 C₁₂H₁₄N₂O₄*ClH 
• 34276-53-4 ethyl (S)-2-amino-3-(4-nitrophenyl)propionate 

Relevant articles and documents

Melphalan intermediate and preparation method thereof

The invention discloses a Melphalan intermediate and a preparation method thereof. The Melphalan intermediate is prepared by acidifying a compound p-nitrobenzaldehyde under the action of methanol, a hydrochloric acid solvent, etc. The preparation method has a route with mild reaction conditions, is higher than an existing preparation method in yield, is economical and effective, and is suitable for large-scale industrial production. The synthesis route is as shown in the description.

Asymmetric chemoenzymatic synthesis of N-acetyl-α-amino esters based on lipase-catalyzed kinetic resolutions through interesterification reactions

Several phenylalanine analogs have been synthesized through a four-step route starting from easily available ethyl acetamidocyanoacetate. In a first reaction, and making use of phase transfer catalysts, this compound reacted with several alkyl halides, being benzyltributylammonium chloride identified as the best one for the production of a series of quaternary amino acids in moderate to excellent yields (52-95%). Then, the corresponding N-acetyl-phenylalanine methyl and allyl ester derivatives were obtained through acidic hydrolysis, esterification, and N-acetylation. Rhizomucor miehei lipase was found as a versatile enzyme for the resolution of these amino esters, finding the best results through interesterification reactions with butyl butyrate in acetonitrile. A great influence in the stereoselectivity was found depending on the chemical structure of the compound, achieving for the non- or para-substituted in the phenyl ring excellent stereoselectivities, being moderate for the meta-nitro derivative, while the ortho-nitro amino ester did not react.

Anthranilic acid based CCK1 receptor antagonists: Preliminary investigation on their second "touch point"

In this phase of structure-affinity relationship study of VL-0395, a new anthranilic acid based CCK1 selective antagonist, we propose a series of unnatural aminoacidic derivatives. The result of this work is the identification of a new CCK ligand, which possesses an affinity (IC50 = 35 nm) one order of magnitude greater than the lead and, as a general rule, it points out how the hypothesized receptorial pocket which accommodates the Phe residue allows much more structural modification than that interacting with the N-terminal group. Hence, the modification of the C-terminal pharmacophoric group of our lead VL-0395 can not only enhance the affinity of anthranilic acid derivatives but can modulate the selectivity for one CCK receptor subtype or afford mixed antagonists.

UNUSUAL AMINO ACIDS. III. ASYMMETRIC SYNTHESIS OF 3-ARYLALANINES

21 (Z)-α-N-benzoylamino-β-arylacrylic acids and their esters were prepared by known procedures and hydrogenated to the corresponding optically active α-benzoyl-β-arylalanine derivatives with optical yields in the range of 82-95percent ee using the cationi