34687-03-1

Basic information

• Product Name: β-(NitroMethyl)benzenepropanoic Acid Methyl Ester
• Synonyms: β-(NitroMethyl)benzenepropanoic Acid Methyl Ester;methyl 4-nitro-3-phenylbutanoate
• CAS NO: 34687-03-1
• Molecular Formula: C₁₁H₁₃NO₄
• Molecular Weight: 223.22522
• Product Categories: Heterocycles, Pharmaceuticals, Intermediates & Fine Chemicals
• Mol File: 34687-03-1.mol
• Article Data: 18

Chemical Properties

• Melting Point: 37 °C
• Boiling Point: 346.0±35.0 °C(Predicted)
• Appearance: /
• Density: 1.182±0.06 g/cm3(Predicted)
• Solubility: Chloroform, DCM, DMSO, Ethyl Acetate
• PKA: 7.83±0.38(Predicted)
• CAS DataBase Reference: β-(NitroMethyl)benzenepropanoic Acid Methyl Ester(CAS DataBase Reference)
• NIST Chemistry Reference: β-(NitroMethyl)benzenepropanoic Acid Methyl Ester(34687-03-1)
• EPA Substance Registry System: β-(NitroMethyl)benzenepropanoic Acid Methyl Ester(34687-03-1)

Safety Data

• Hazardous Substances Data: 34687-03-1(Hazardous Substances Data)

Usage

Uses

β-(Nitromethyl)benzenepropanoic Acid Methyl Ester is an intermediate in the synthesis of Carphedone (C184315), a GABA derivative that exhibited apparent immunocorrection properties during immunosuppression induced by cyclophosphamide.

Upstream product

• 75-52-5 nitromethane 
• 103-26-4 Methyl cinnamate 
• 14371-10-9 (E)-3-phenylpropenal 
• 67-56-1 methanol 
• 41441-41-2 4-nitro-3-phenyl butanoic acid 
• 1002103-54-9 4-nitro-3-phenylbutanal 
• 2033-24-1 cycl-isopropylidene malonate 
• 100-52-7 benzaldehyde 
• 100-51-6 benzyl alcohol 
• 41441-40-1 ethyl 3-phenyl-4-nitrobutanoate 
• 103-26-4 methyl cinnamate 
• 140-10-3 (E)-3-phenylacrylic acid 

Downstream Products

• 474925-63-8 methyl (R)-(+)-4-nitro-3-phenylbutanoate 
• 852051-17-3 (R)-(+)-4-nitro-3-phenylbutanoic acid 
• 852051-16-2 (S)-(-)-4-nitro-3-phenylbutanoic acid 
• 121756-46-5 4,4-Dimethoxy-3-phenylbutansaeure-methylester 
• 41441-41-2 4-nitro-3-phenyl butanoic acid 
• 1078-21-3 4-amino-3-phenylbutanoic acid 
• 1215863-53-8 (S)-3-cyano-3-(phenyl)-propanoic acid methyl ester 
• 1387576-65-9 (R)-methyl 3-cyano-3-phenylpropanoate 
• 62624-45-7 (S)-4-phenyl-1-tosylpyrrolidin-2-one 
• 71657-88-0 (4R)-4-phenyl-2-pyrrolidone 

Relevant articles and documents

Telescoped Continuous Flow Synthesis of Optically Active γ-Nitrobutyric Acids as Key Intermediates of Baclofen, Phenibut, and Fluorophenibut

The two-step flow asymmetric synthesis of chiral γ-nitrobutyric acids as key intermediates of the GABA analogues baclofen, phenibut, and fluorophenibut is reported on a multigram scale. The telescoped process comprises an enantioselective Michael-type add

Discovery of 3,4,6-Trisubstituted Piperidine Derivatives as Orally Active, Low hERG Blocking Akt Inhibitors via Conformational Restriction and Structure-Based Design

A series of 3,4-disubstituted piperidine derivatives were obtained based on a conformational restriction strategy and a lead compound, A12, that exhibited potent in vitro and in vivo antitumor efficacies; however, obvious safety issues limited its further development. Thus, systematic exploration of the structure-activity relationship of compound A12, involving the phenyl group, hinge-linkage, and piperidine moiety, led to the discovery of the superior 3,4,6-trisubstituted piperidine derivative E22. E22 showed increased potency in Akt1 and cancer cell inhibition, remarkably reduced human ether-a-go-go-related gene blockage, and significantly improved safety profiles. Compound E22 also exhibited good kinase selectivity, had a good pharmacokinetic profile, and displayed very potent in vivo antitumor efficacy, with over 90% tumor growth inhibition in the SKOV3 xenograft model. Further mechanistic studies were conducted to demonstrate that compound E22 could significantly inhibit the phosphorylation of proteins downstream of Akt kinase in cells and tumor tissue from the xenograft model.

A process for preparing 3 - phenyl - 4 - aminobutyric acid hydrochloride process (by machine translation)

The present invention provides a process for preparing 3 - phenyl - 4 - aminobutyric acid hydrochloride of the process, the use of cinnamic acid methyl ester and nitromethane as the reaction substrate, nitromethane can be used as the reaction substrate bu