Sarcosine

Base Information

• Chemical Name: Sarcosine
• CAS No.: 107-97-1
• Deprecated CAS: 783292-49-9
• Molecular Formula: C3H7NO2
• Molecular Weight: 89.0941
• Hs Code.: 29224995
• European Community (EC) Number: 203-538-6,270-156-4,636-764-2
• NSC Number: 118114
• UNII: Z711V88R5F
• DSSTox Substance ID: DTXSID1047025
• Nikkaji Number: J5.067I
• Wikipedia: Sarcosine
• Wikidata: Q414157
• NCI Thesaurus Code: C113501
• RXCUI: 1362906
• Metabolomics Workbench ID: 37173
• ChEMBL ID: CHEMBL304383
• Mol file: 107-97-1.mol

Synonyms:Sarcosine(8CI);(Methylamino)acetic acid;(Methylamino)ethanoic acid;2-(Methylamino)acetic acid;Acetic acid, (methylamino)-;Methylglycine;N-Methylaminoaceticacid;N-Methylglycine;Sarcosin;Sarcosinic acid;

Chemical Property of Sarcosine

Chemical Property:

• Appearance/Colour: white crystalline powder
• Vapor Pressure: 0.184mmHg at 25°C
• Melting Point: 208-212 °C (dec.)(lit.)
• Refractive Index: 1.431
• Boiling Point: 195.1 °C at 760 mmHg
• PKA: 2.21(at 25℃)
• Flash Point: 71.8 °C
• PSA: 49.33000
• Density: 1.093 g/cm³
• LogP: -0.31870
• Storage Temp.: Store at RT.
• Sensitive.: Hygroscopic
• Solubility.: H2O: 1 M at 20 °C
• Water Solubility.: 1480 g/L (20 ºC)
• XLogP3: -2.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 89.047678466
• Heavy Atom Count: 6
• Complexity: 52.8

Purity/Quality:

99% ^*data from raw suppliers

Sarcosine ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Biological Agents -> Amino Acids and Derivatives
• Canonical SMILES: CNCC(=O)O
• Recent ClinicalTrials: Effect of Sarcosine on Symptomatology, Quality of Life, Oxidative Stress and Glutamatergic Parameters in Schizophrenia
• General Description: Sarcosine, also known as N-methylglycine, is a naturally occurring amino acid derivative that serves as a key precursor in the synthesis of N-nitroso derivatives, which are studied for their potential carcinogenic properties. These derivatives may form in the human stomach from dietary nitrites and amino acids, raising concerns about their role in carcinogenesis. Sarcosine-derived N-nitrosamino acids are characterized as colorless crystalline solids with high solubility in water and organic solvents, and they can undergo decarboxylation under alkaline conditions to yield toxic and carcinogenic N-nitrosamines. This highlights the importance of understanding its chemical behavior in biological contexts.

Technology Process of Sarcosine

There total 105 articles about Sarcosine 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:

hydrogenchloride (7647-01-0,15364-23-5) + N-methyl-N-phenylmethanesulfonyl-glycine (859960-32-0) → sarcosine (107-97-1,25951-24-0) + benzyl chloride (100-44-7)

Guidance literature:

Reference yield:

methoxycarbonylmethylamine (616-34-2) → morpholine-2,5-dione (34037-21-3) + sarcosine (107-97-1,25951-24-0) + N-methylglycine methylester (5473-12-1) + dimethyl iminodiacetate (6096-81-7) + glycine (56-40-6,18875-39-3,25718-94-9)

Guidance literature:

With 5%-palladium/activated carbon; hydrogen; at 180 ℃; for 0.166667h; under 300.03 Torr;

DOI:10.1134/S0012500818110071

Reference yield:

perthamide C → sarcosine (107-97-1,25951-24-0) + O-methyl-L-threonine (4144-02-9) + o-hydroxyl-phenylalanine (7423-92-9) + cis-4-methyl-(S)-proline (6734-41-4)

Guidance literature:

With hydrogenchloride; water; at 130 ℃;

DOI:10.1016/j.tet.2009.10.026

upstream raw materials:

creatinine

formaldehyd

methylamine hydrochloride

potassium cyanide

Downstream raw materials:

sarcosine-N-carboxyanhydride

N-oleoylsarcosine

N-acyl sarcosinate

Sarcosine ethyl ester

Refernces

The preparation and properties of some nitrosamino acids

10.1016/S0040-4020(01)93166-7

The research investigates the synthesis and properties of N-nitroso derivatives of several amino acids. Sarcosine, azetidine-2-carboxylic acid, hydroxyproline, and pipecolic acid play crucial roles as the primary precursors for the synthesis of their respective N-nitroso derivatives. These derivatives are of significant interest due to their potential carcinogenic properties and their possible formation in the human stomach from dietary nitrites and amino acids. The study aims to understand the formation and characteristics of these nitrosamino acids, which could potentially be relevant to the occurrence of human cancer due to their possible formation in the mammalian stomach from dietary nitrites and amino acids. The researchers prepared these compounds and characterized them using various analytical techniques such as NMR spectroscopy, mass spectrometry, and UV absorption spectroscopy. They found that these compounds are colorless crystalline solids with high yields and are highly soluble in water and most organic solvents. The study also explored the conformational preferences of these compounds in the crystalline state and their behavior in different solvents. The findings suggest that these nitrosamino acids can decarboxylate in dilute alkali to form N-nitrosamines, which are known to be toxic and carcinogenic. The research concludes that the properties of these compounds could have significant implications for understanding the potential carcinogenic activity of nitrosamino acids formed in the human stomach.