1074-79-9

Basic information

• Product Name: AC-DL-PRO-OH
• Synonyms: N-ACETYL-DL-PRO;N-ACETYL-DL-PROLINE;N-ALPHA-ACETYL-DL-PROLINE;N-ALPHA-ACETYL-DL-PYRROLINE-2-CARBOXYLIC ACID;TIMTEC-BB SBB005365;ACETYL-DL-PROLINE;AC-DL-PYRD(2)-OH;AC-DL-PROLINE
• CAS NO: 1074-79-9
• Molecular Formula: C₇H₁₁NO₃
• Molecular Weight: 157.17
• EINECS: 200-698-9
• Product Categories: ACETYLGROUP;PYRROLE;A - H;Amino Acids;Modified Amino Acids
• Mol File: 1074-79-9.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 366.2 °C at 760 mmHg
• Flash Point: 175.3 °C
• Appearance: /
• Density: 1.274 g/cm³
• Vapor Pressure: 2.31E-06mmHg at 25°C
• Refractive Index: 1.517
• Storage Temp.: 2-8°C
• PKA: 3.69±0.20(Predicted)
• CAS DataBase Reference: AC-DL-PRO-OH(CAS DataBase Reference)
• NIST Chemistry Reference: AC-DL-PRO-OH(1074-79-9)
• EPA Substance Registry System: AC-DL-PRO-OH(1074-79-9)

Safety Data

• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 1074-79-9(Hazardous Substances Data)

Usage

Chemical Properties

White to off-white powder

InChI:InChI=1/C7H11NO3/c1-5(9)8-4-2-3-6(8)7(10)11/h6H,2-4H2,1H3,(H,10,11)

Upstream product

• 108-24-7 acetic anhydride 
• 609-36-9 rac-Pro-OH 
• 147-85-3 L-proline 
• 132090-10-9 N-acetyl-L-proline benzyl ester 
• 692-33-1 N-allylacetamide 
• 23105-58-0 N-[(methyl)carbonyl]-2-pyrroline 
• 73323-64-5 1-acetyl-2-formylpyrrolidine 
• 147-85-3 L-proline 

Downstream Products

• 94740-35-9 N-(N'-acetyl-L-prolyl)glycine benzyl ester 
• 1620495-81-9 (5-amino-3-phenyl-1,2,4-triazin-6-yl)(2-(6-fluorobenzo[d]isoxazol-3-yl)pyrrolidin-1-yl)methanone 
• 1620495-87-5 (5-amino-3-phenyl-1,2,4-triazin-6-yl)(2-(6-chlorobenzo[d]isoxazol-3-yl)pyrrolidin-1-yl)methanone 
• 1620495-93-3 (5-amino-3-phenyl-1,2,4-triazin-6-yl)(2-(6-bromobenzo[d]isoxazol-3-yl)pyrrolidin-1-yl)methanone 
• 1620495-97-7 1-(2-(2,4-difluorobenzoyl)pyrrolidin-1-yl)ethanone 
• 1620495-98-8 1-(2-(2,4-dichlorobenzoyl)pyrrolidin-1-yl)ethanone 
• 1620495-99-9 1-(2-(2,4-dibromobenzoyl)pyrrolidin-1-yl)ethanone 
• 1146700-88-0 C₂₃H₃₄N₄O₂ 
• 1146700-33-5 C₂₂H₃₂N₄O₂ 
• 94740-39-3 N-(N'-acetyl-L-prolyl)-N-nitroso-L-phenylalanine benzyl ester 
• 94740-38-2 N-(N'-acetyl-L-prolyl)-N-nitroso-L-alanine benzyl ester 
• 94740-37-1 N-(N'-acetyl-L-prolyl)-N-nitrosoglycine benzyl ester 
• 94740-42-8 N-(N'-acetyl-L-prolyl)-N-nitroso-L-phenylalanine 

Relevant articles and documents

Design and synthesis of (5-amino-1, 2, 4-triazin-6-yl)(2-(benzo[d] isoxazol-3-yl) pyrrolidin-1-yl)methanone derivatives as sodium channel blocker and anticonvulsant agents

A series of novel (5-amino-3-substituted-1, 2, 4-triazin-6-yl) (2-(6-halo-substituted benzo[d]isoxazol-3-yl) pyrrolidin-1-yl) methanone 5a-5r was synthesized. Their anticonvulsant activities were evaluated by the maximal electroshock (MES) test and neurotoxicity was evaluated by the rotorod test. The MES test showed that (5-amino-3-phenyl-1, 2, 4-triazin-6-yl)(2-(6-fluorobenzo[d]isoxazol-3-yl) pyrrolidin-1-yl) methanone 5c was found to be the most potent compound with ED50 value of 6.20mg/kg (oral/rat) and a protective index (PI=ED50/TD50) value of >48.38, which was much higher than the PI of the reference drug phenytoin. To explain the possible mechanism of action of selected derivatives 5b, 5c, 5i and 5o, their influence on sodium channel was evaluated in vitro.

Synthesis and Characterisation of Some New N-Nitrosodipeptides

The synthesis of 11 new N-nitrosodipeptides by aprotic nitrosation with N2O4 is desdribed for N-(N'-acetyl-L-prolyl)glycine, -L-alanine, -L-phenylalanine; and N-phthalimidoacetylglycine peptides and their (benzyl or ethyl) esters.The UV-vis, IR, 1H NMR and MS properties of the new N-nitrosodipeptides are reported and their structural significance is analysed.

Asymmetric Hydroformylation and Hydrocarboxylation of Enamides. Synthesis of Alanine and Proline

Carbonyltris(triphenylphosphine)hydridorhodium (1) catalyzed the hydroformylation of N-vinylimides in the presence of optically active 2,3-O-isopropylidene-2,3-dihydroxy-1,4-bis(diphenylphosphino)butane (DIOP) or 2,3-O-isopropylidene-2,3-dihydroxy-1,4-bis(5H-dibenzophospholyl)butane (DIPHOL) to afford optically active α-amido aldehydes.Linear disubstituted N-vinylimides or -amides reacted very sluggishly, while the cyclic N-acyl-2-pyrroline (19) was very reactive.In the unsubstituted N-vinylimides moderate (20-40percent ee) asymmetric induction was observed.The optically active α-amido aldehydes were readily converted to the corresponding α-amino acids.Asymmetric hydrocarboxylation of the same substrates in the presence of bis(triphenylphosphine)palladium chloride (2) produced α-amido esters in low optical purity.