N-Acetyl-DL-methionine

Base Information

• Chemical Name: N-Acetyl-DL-methionine
• CAS No.: 1115-47-5
• Deprecated CAS: 25129-27-5
• Molecular Formula: C7H13NO3S
• Molecular Weight: 191.251
• Hs Code.: 29309070
• European Community (EC) Number: 214-224-3
• NSC Number: 118514,7633
• UNII: 383941IGXN
• DSSTox Substance ID: DTXSID5037022
• Wikidata: Q27256733
• ChEMBL ID: CHEMBL45002
• Mol file: 1115-47-5.mol

Synonyms:Hepsan;N-Ac-L-methionine;N-acetyl-methionine;N-acetylmethionine;N-acetylmethionine monopotassium salt;N-acetylmethionine monosodium salt;N-acetylmethionine, (D)-isomer;N-acetylmethionine, (DL)-isomer

Chemical Property of N-Acetyl-DL-methionine

Chemical Property:

• Appearance/Colour: white crystalline powder
• Vapor Pressure: 1.72E-09mmHg at 25°C
• Melting Point: 117-119 °C
• Refractive Index: 1.6370 (estimate)
• Boiling Point: 453.6 °C at 760 mmHg
• PKA: 3.50±0.10(Predicted)
• Flash Point: 228.1 °C
• PSA: 91.70000
• Density: 1.202 g/cm³
• LogP: 0.71970
• Storage Temp.: 0-6°C
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• Water Solubility.: Soluble in water, ethanol, ethyl acetate.
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 191.06161445
• Heavy Atom Count: 12
• Complexity: 172

Purity/Quality:

99% ^*data from raw suppliers

N-Acetyl-DL-methionine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=O)NC(CCSC)C(=O)O
• Uses: N-Acetyl-DL-methionine is used as pharmaceutical intermediate, biochemical reagent.

Technology Process of N-Acetyl-DL-methionine

There total 19 articles about N-Acetyl-DL-methionine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

C16H24NO4S(1+)*BF4(1-) → N-acetyl-DL-methionine (1115-47-5) + 4-Methoxybenzyl alcohol (105-13-5)

Guidance literature:

With methylamine; at 60 ℃; for 10h;

DOI:10.1016/S0040-4039(00)95037-8

Reference yield: 99.0%

acetic anhydride (108-24-7) + methionine sodium salt (41863-30-3) → N-acetyl-DL-methionine (1115-47-5)

Guidance literature:

acetic anhydride; methionine sodium salt; for 5h; pH=2 - 4;

With hydrogenchloride; pyrographite; In ethanol; water; at 65 ℃; pH=4;

Reference yield: 94.0%

4-bromoacetanilide (103-88-8) + DL-methionine (59-51-8,26062-47-5,58576-49-1) → N-acetyl-DL-methionine (1115-47-5)

Guidance literature:

With 2-bromoethylamine; for 2h; Reflux;

upstream raw materials:

acetic anhydride

DL-methionine

acetyl chloride

acetamide

Downstream raw materials:

L-methionine

N-acetyl-D-methionine

methyl 2-acetamido-4-methylthiobutanoate

6-amino-1,3-dimethyl-5-(N-acetyl-DL-methionyl)aminouracil

Refernces

• 1、 Chen, Xiaohua,Zhu, Longgen,Yan, Hong,You, Xiaozeng,Kostic, Nenad M.. "Kinetic study of stereochemical and other factors governing hydrolytic cleavage of a peptide ligand in binuclear palladium(II) complexes". . p. 2653 - 2658. Retrieved 1996.
• 2、 Wakamatsu,H. et al.. "-". . p. 1540. Retrieved 1971.
• 3、 -. "Methionine derivative and application thereof". Paragraph 0041-0049. . Retrieved 2020/12/06.
• 4、 -. "Synthesis method for organic synthesis of intermediate N-acetyl-DL-methionine". Paragraph 0006; 0014; 0015. . Retrieved 2018/07/30.