4138-35-6

Basic information

• Product Name: 3-AMINO-PROPIONIC ACID METHYL ESTER
• Synonyms: 3-AMINO-PROPIONIC ACID METHYL ESTER;RARECHEM AL BW 0064;3-Aminopropanoic acid methyl ester;βAla-OMe;Methyl 3-aminopropanoate
• CAS NO: 4138-35-6
• Molecular Formula: C₄H₉NO₂
• Molecular Weight: 103.12
• Mol File: 4138-35-6.mol

Chemical Properties

• Melting Point: 103-104 °C
• Boiling Point: 151.8°Cat760mmHg
• Flash Point: 26.5°C
• Appearance: /
• Density: 1.013g/cm³
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
• PKA: 8.67±0.10(Predicted)
• CAS DataBase Reference: 3-AMINO-PROPIONIC ACID METHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 3-AMINO-PROPIONIC ACID METHYL ESTER(4138-35-6)
• EPA Substance Registry System: 3-AMINO-PROPIONIC ACID METHYL ESTER(4138-35-6)

Safety Data

• Hazardous Substances Data: 4138-35-6(Hazardous Substances Data)

Usage

Uses

Used in Chemical Product Synthesis:
3-Amino-Propionic Acid Methyl Ester is used as a key intermediate in the synthesis of a wide range of chemical products. Its unique structure allows it to be a versatile building block in the creation of various compounds.
Used in Pharmaceutical Development:
As an amino acid derivative, 3-Amino-Propionic Acid Methyl Ester is utilized in the development of new medicines. Its biochemistry properties make it a valuable component in the formulation of pharmaceuticals, contributing to their efficacy and function.
Used in Biochemical Research:
3-Amino-Propionic Acid Methyl Ester is employed as a research tool in the field of biochemistry. Its presence in various chemical reactions and processes provides insights into the mechanisms and interactions of amino acids and their derivatives, furthering our understanding of biological systems.

InChI:InChI=1/C4H9NO2/c1-7-4(6)2-3-5/h2-3,5H2,1H3

Upstream product

• 186581-53-3 diazomethane 
• 107-95-9 3-amino propanoic acid 
• 292638-85-8 acrylic acid methyl ester 
• 3589-45-5 3-phthalimidopropionitrile 
• 67-56-1 methanol 
• 144202-82-4 6,6'-bis(β-alanylamino)-2,2'-bipyridine 
• 20497-95-4 methyl 3-nitropropionate 
• 42116-55-2 methyl 3-tert-butoxycarbonylaminopropionate 
• 3196-73-4 methyl 3-aminopropanoate hydrochloride 
• 7664-41-7 ammonia 
• 23574-01-8 3-benzylamino-propionic acid methyl ester 
• 75-77-4 chloro-trimethyl-silane 
• 6057-90-5 β-alanine hydrochloride 
• 1252006-11-3 N-[(6-methoxy-2-oxo-2H-benzo[h]benzopyran-4-yl)methyloxycarbonyl]-L-β-alanine methyl ester 

Downstream Products

• 50692-78-9 DL-pantothenic acid methyl ester 
• 119852-36-7 N-(phenyl)-N'-[(2-methoxycarbonyl)ethyl]thiouree 
• 4726-85-6 β-alaninamide 
• 50692-78-9 methyl 3-[[(2R)-2,4-dihydroxy-3,3-dimethylbutanoyl]amino]propanoate 
• 70103-84-3 N-(Carbomethoxyethyl)-N-(1-acetoxybutyl)-nitrosamine 
• 70103-81-0 N-(Carbomethoxymethyl)-N-(acetoxymethyl)-nitrosamine 
• 42116-56-3 (2-hydrazinocarbonyl-ethyl)-carbamic acid tert-butyl ester 
• 146004-51-5 4a,8-bis-(2-acetamidoethyl)-4-<2-(2-acetamidoethyl)-4,5-diacetyloxyphenyl>-3-acetyloxy-10-(2-carbomethoxethyl)-2,4a-dihydro-10H-phenoxazin-2-one 
• 146004-50-4 4a,7-bis-(2-acetamidoethyl)-4-<2-(2-acetamidoethyl)-4,5-diacetyloxyphenyl>-3-acetyloxy-10-(2-carbomethoxethyl)-2,4a-dihydro-10H-phenoxazin-2-one 
• 116058-79-8 N,N'-bis(2-methoxycarbonylethyl)-p-xylylenediamine 
• 65005-45-0 benzyloxycarbonylalanyl-β-alanine ethyl ester 
• 129742-82-1 Z-Orn(Boc)-β-Ala-OMe 
• 111970-99-1 C₁₂H₁₃N₃O₃ 
• 102650-11-3 N-{3-[(2-naphthalenylmethyl)oxy]benzoyl}-β-alanine methyl ester 

Relevant articles and documents

Studying Histone Deacetylase Inhibition and Apoptosis Induction of Psammaplin A Monomers with Modified Thiol Group

Psammaplin A (PsA) is a bromotyrosine disulfide dimer with histone deacetylase (HDAC) inhibition and acts through reduced monomer PsA-SH. We studied the connection of HDAC inhibition, cell growth inhibition, and apoptosis induction of PsA-SH by modifying the -SH group with deletion (6a) or replacement with hydroxamic acid (10b) or benzamide (12g). PsA-SH inhibits HDAC1/2/3 and 6a loses the HDAC inhibition ability. 10b inhibits HDAC1/2/3/6 while 12g shows selective inhibition of HDAC3. PsA-SH and 10b, but neither 6a nor 12g, induce apoptosis in human leukemia HL-60 cells associated with increased acetylation of Histone H3. PsA-SH and 10b inhibit growth of several solid tumor cell lines in vitro and Lewis lung cancer cell growth in vivo. PsA-SH is a simple scaffold for developing selective HDAC inhibitors and induces apoptosis through inhibiting HDAC1/2.

MACROCYCLIC COMPOUND AS CDK INHIBITOR, PREPARATION METHOD THEREFOR, AND USE THEREOF IN MEDICINE

The present invention relates to a macrocyclic compound as a CDK inhibitor, a preparation method therefor and the use thereof in medicine. Specifically, the present invention relates to a novel macrocyclic compound represented by a general formula (I), a preparation method therefor, a pharmaceutical composition containing the compound, the use thereof as a therapeutic agent, particularly as a CDK inhibitor, and the use thereof in treating cancers, inflammation, viral infections, cardiac hypertrophy or HIV, wherein each substituent of the general formula (I) is the same as that defined in the description.

Stereoselective Syntheses of trans-Anhydromevalonic Acid and trans-Anhydromevalonyl Group-Containing Natural Products

Collective total syntheses of trans-anhydromevalonic acid (tAHMA) and trans-anhydromevalonyl (tAHM) group-containing natural products (pestalotiopin A, pestalotiopamide C, pestalotiopamide D, farinomalein E, eleutherazine B, and trichocyclodipeptide A) were achieved using tAHMA esters as key intermediates. To this end, tAHMA tert-butyl ester was newly prepared by Z-vinyltosylation of tert-butyl 3-oxo-5-((triisopropylsilyl)oxy)pentanoate followed by the Negishi cross-coupling reaction with Me2Zn. tAHMA esters were converted to the target natural products via esterification or amidation. Comparison of the spectroscopic data of synthetic and natural products confirmed the E-configuration of the tAHM moieties in the natural products.

Manufacturing method for 3-(2-chloropropionylamino)propionic acid alkyl ester

A process for the preparation 3 - (2- chloropropionylamino) propionic acid alkyl esters. The process of the present invention uses alkylacrylates differently than those using β - alanine as a starting material. 3 - (2-chloropropionylamino) propionic acid alkyl ester, which is an intermediate of a uracil compound useful as a herbicide, can be obtained in high yield and high purity without the need for a step of producing a β-alanine methyl ester hydrochloride.

Resveratrol amino acid ester derivative and preparation method thereof

The invention discloses a resveratrol amino acid ester derivative and a preparation method thereof, and belongs to the technical field of fine chemical substance synthesis. The structure of the resveratrol amino acid ester derivative is represented by a formula shown in the description. The resveratrol amino acid ester derivative is synthesized from resveratrol, R amino acid, R' alcohol, dichlorosulfoxide and di(p-nitrobenzene) carbonate with 4-dimethylaminopyridine (DMAP) as a catalyst and acetonitrile as a solvent, wherein the R amino acid is one of alpha-alanine, beta-alanine and gamma-aminobutyric acid, and the R' alcohol is one of methanol, ethanol and n-propanol. The technical problem that resveratrol is difficult to preserve is solved, the pharmacological toxicity introduced by a resveratrol substituent group is lowered, and the resveratrol amino acid ester derivative has the pharmaceutical effects of resveratrol and amino acid. It is expected that the above novel compound playsa great role in beauty treatment and production of fatigue-relieving and blood pressure-lowering medicines.

Amido Complexes of Iridium with a PNP Pincer Ligand: Reactivity toward Alkynes and Hydroamination Catalysis

The pincer ligand HN(CH2CH2PPh2)2 (1; PNHP) reacted with [{Ir(μ-X)(cod)}2] (X = Cl, OMe), affording complexes [fac-(PNHP)Ir(cod)]Cl (2) and [fac-(PNP)Ir(cod)] (3), respectively. The X-ray molecular structure of 2 showed that the PNP ligand coordinates in a facial fashion, with the N atom in an axial site and both P atoms coordinated in the equatorial plane. Compound 1 is able to protonate the hydroxo bridges in the complex [{Ir(μ-OH)(coe)2}2] forming the new amido complex [mer-(PNP)Ir(coe)] (4). Complex 4 is an extremely air sensitive compound, as confirmed by the isolation of the oxo complex [mer-(PNP)Ir(σ2-O2)] (8) from its interaction with air. Protonation of 4 with HBF4 afforded the corresponding amino complex [mer-(PNHP)Ir(coe)]BF4 (5), whose molecular structure enlightened by X-ray crystallography confirmed the PNP ligand to be coordinated in a meridional fashion. The coe ligand in 4 is tightly bonded to iridium; however, under an atmosphere of ethylene at 60 °C or with acrylonitrile at 70 °C complex 4 exchanges the olefin, affording compounds [mer-(PNP)Ir(σ2-C2H4)] (6) and [mer-(PNP)Ir(σ2-C2H3CN)] (7), respectively. Interaction of 4 with alkynes depends on the nature of the substrate; therefore, methyl phenylpropiolate reacted with 4, affording the adduct [mer-(PNP)Ir(σ2-PhCCC(O)OMe)] (9), while the parent acetylene undergoes a double C-H activation, affording the Ir(III) complex [fac-(PNHP)IrH(Ca‰?CH)2] (10). A DFT theoretical analysis of this transformation supports a metal-ligand cooperation mechanism. The reaction starts by deprotonation of an alkyne moiety by the PNP ligand followed by oxidative addition of the C-H bond to the metal of a second alkyne molecule. Additionally, we have tested complex 4 as a catalyst for the addition of gaseous ammonia to activated unsaturated substrates. A DFT theoretical analysis disclosed the operative mechanism on these organic transformations, which starts with a nucleophilic attack of ammonia to the bound alkyne, hydrogen migration to the metal, and reductive elimination steps.

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On the basis of the total synthesis of obyanamide, 20 analogues of this marine cyclic depsipeptide have been synthesized by (i) preparation of the tripeptide fragments in the western hemisphere using Z/OtBu protocol; (ii) preparation of the dipeptide fragments in the eastern hemisphere using Boc/OMe protocol; and (iii) fragments coupling, removal of protecting groups (Boc and OtBu, in one pot), and macrocyclizaion in the last step. The cytotoxic test showed that three synthetic compounds exhibited moderate activities against HL-60, KB, LOVO, and A549 cell lines. According to the results, the β-amino acid residue was found to play a critical role in the biological activities. Additionally, the ester bond along with the Ala(Thz) moiety was also essential for biological activities. However, it seems too early to draw a conclusion that the N-methylation of Val/Phe can lead to higher or lower cytotoxic activities.

2-Oxo-2H-benzo[h]benzopyran as a new light sensitive protecting group for neurotransmitter amino acids

Aiming at the development of new benzopyran-based photocleavable protecting groups, novel chloromethylated and hydroxymethylated 2-oxo-2H-benzo[h] benzopyran derivatives bearing a methoxy substituent were designed and used in the synthesis of a series of fluorescent bioconjugates, by linking through an ester or urethane bond to several model neurotransmitter amino acids (glycine, alanine, β-alanine and γ-aminobutyric acid, GABA). The resulting fluorescent bioconjugates with emission in the visible range and high fluorescent quantum yields, were subjected to photocleavage reaction in methanol/HEPES buffer (80:20) solution at different wavelengths of irradiation (250, 300, 350 and 419 nm) and photocleavage kinetic data were obtained.

Supramolecular gelation of alcohol and water by synthetic amphiphilic gallic acid derivatives

The supramolecular organogelation of alcohols was observed in relatively hydrophobic amphiphiles with a short oligo(ethylene glycol) unit and three long alkyl chains at room temperature, while the hydrogelation occurred in more hydrophilic gelators with a longer poly(ethylene glycol) unit and two long alkyl chains at various temperatures. When a hot aqueous solution of some of the synthetic hydrogelators was cooled down, the supramolecular hydrogel was formed at room temperature. In some other amphiphiles with less intermolecular interactivity in water at room temperature, a reverse phase transition of sol to gel was observed by elevating the temperature of their aqueous systems, especially below a physiological temperature, 37 °C. The supramolecular hydrogelation at a low or high temperature was dependent on a slight molecular modification of the synthetic amphiphiles.