| Identification | More | [Name]
Sarcosine | [CAS]
107-97-1 | [Synonyms]
2-Methylaminoethanoic acid
H-MEGLY-OH
H-NME-GLY-OH
H-SARCOSINE
H-SAR-OH
LABOTEST-BB LTBB000522
L-SARCOSINE
METHYLAMINOACETIC ACID
N-ME-GLY-OH
N-METHYLAMINOACETIC ACID
N-METHYLGLYCINE
N-METHYLGLYCOCOLL
N-METHYLGYCINE
RARECHEM EM WB 0205
SARCOSINE
SAR-OH
(methylamino)-aceticaci
(Methylamino)ethanoic acid
(methylamino)ethanoicacid
Acetic acid, (methylamino)- | [EINECS(EC#)]
203-538-6 | [Molecular Formula]
C3H7NO2 | [MDL Number]
MFCD00004279 | [Molecular Weight]
89.09 | [MOL File]
107-97-1.mol |
| Chemical Properties | Back Directory | [Appearance]
White crystalline powder | [Melting point ]
208-212 °C (dec.)(lit.)
| [Boiling point ]
165.17°C (rough estimate) | [bulk density]
600kg/m3 | [density ]
1.1948 (rough estimate) | [refractive index ]
1.4368 (estimate) | [Fp ]
>100℃ | [storage temp. ]
Store at RT. | [solubility ]
H2O: 1 M at 20 °C
| [form ]
Crystals or Powder | [pka]
2.21(at 25℃) | [color ]
Colorless or white to yellow | [PH]
6.1 (100g/l, H2O, 20℃) | [Water Solubility ]
1480 g/L (20 ºC) | [Sensitive ]
Hygroscopic | [Merck ]
14,8373 | [BRN ]
1699442 | [Major Application]
peptide synthesis | [Cosmetics Ingredients Functions]
SKIN CONDITIONING | [InChI]
1S/C3H7NO2/c1-4-2-3(5)6/h4H,2H2,1H3,(H,5,6) | [InChIKey]
FSYKKLYZXJSNPZ-UHFFFAOYSA-N | [SMILES]
CNCC(O)=O | [Uses]
sarcosine is a naturally occurring amino acid that is used in cosmetic formulations as a skin conditioner. There are some studies indicating that it is effective for oily skin. Its chemical name is n-methyl glycine. | [CAS DataBase Reference]
107-97-1(CAS DataBase Reference) | [NIST Chemistry Reference]
Sarcosine(107-97-1) | [Storage Precautions]
Moisture sensitive | [EPA Substance Registry System]
107-97-1(EPA Substance) | [CAS Number Unlabeled]
107-97-1 |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H302-H315-H319-H335 | [Precautionary statements ]
P261-P305+P351+P338 | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S24/25:Avoid contact with skin and eyes .
S36:Wear suitable protective clothing .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [WGK Germany ]
1
| [RTECS ]
VQ2897000
| [F ]
3 | [TSCA ]
Yes | [REACH Registrations]
Active | [HS Code ]
29224995 | [Storage Class]
11 - Combustible Solids |
| Hazard Information | Back Directory | [General Description]
Deliquescent crystals or powder. Has a sweetish taste. | [Reactivity Profile]
SARCOSINE(107-97-1) is an amide. Amides/imides react with azo and diazo compounds to generate toxic gases. Flammable gases are formed by the reaction of organic amides/imides with strong reducing agents. Amides are very weak bases (weaker than water). Imides are less basic yet and in fact react with strong bases to form salts. That is, they can react as acids. Mixing amides with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile. The combustion of these compounds generates mixed oxides of nitrogen (NOx). This chemical is incompatible with acids. . | [Air & Water Reactions]
Deliquescent. Water soluble. | [Fire Hazard]
Flash point data for this chemical are not available. SARCOSINE is probably combustible. | [Definition]
ChEBI: A N-alkylglycine that is the N-methyl derivative of glycine. It is an intermediate in the metabolic pathway of glycine. | [Biological Activity]
Endogenous inhibitor of GlyT1 that displays antipsychotic activity. Potentiates the action of glycine on the NMDA glycine binding site. | [Side effects]
Sarcosine, a dietary supplement, is generally considered harmless with minimal side-effects. However, some individuals report experiencing euphoria and hyperactivity after consuming it. Men taking sarcosine may have an increased risk for prostate cancer, while others may experience sleeplessness, irritability, and headaches.
Sarcosine: The Super Nutrient That May Reverse Schizophrenia Symptoms
| [Purification Methods]
Crystallise sarcosine from absolute EtOH, 95% EtOH or H2O. It sublimes at 180-185o/0.3mm with 99.1% recovery [Gross & Gradsky J Am Chem Soc 77 1678 1955]. [Cocker & Harris J Chem Soc 1291 1940, Cocker & Lapworth J Chem Soc 1897 1931, Greenstein & Winitz The Chemistry of the Amino Acids J. Wiley, Vol 3 p 2750 1961, Beilstein 4 III 1121, 4 IV 2363.] |
| Questions And Answer | Back Directory | [Description]
Sarcosine(cas:107-97-1) is the N-methyl derivative of glycine. It can be metabolized to the glycine through sarcosine dehydrogenase. It can be naturally found in many body tissues including muscles. In the laboratory, sarcosine could be synthesized through the reaction between chloroacetic acid and methylamine. Sarcosine is a potential interesting direction for the treatment of mental illness such as schizophrenia, possibly being related to its effect of increasing the glycine content in the brain, which increased the NMDA receptor activity. Sarcosine is also effective in the treatment of depression. Recent study has shown that sarcosine might be an important bio-marker for prostate cancer.
| [Chemical Properties]
Sarcosine, also known as N-methylglycine, is ubiquitous in biological materials and is present in such foods as egg yolks, turkey, ham, vegetables, legumes, etc. It reduced the production of sebum and imperfections linked to hyperseborrhea, thereby refining skin texture. Sarcosine matifies skin perfecting treatments and treatments for oily skin.
Sarcosine is a natural amino acid found in muscles and other body tissues. It is found naturally as an intermediate in the metabolism of choline to glycine. Sarcosine is a white and deliquescence crystalline power. It is sweet to the taste and dissolves in water. It is used in manufacturing biodegradable surfactants and toothpastes as well as in other applications.
| [Biological Functions]
Sarcosine reduces dihydrotestosterone (DHT) by inhibiting the enzyme 5 alphareductase. Sebum production is stimulated by androgens. 5 alpha-reductase metabolises testosterone in the skin into its more potent form dihydrotestosterone (DHT) that is responsible for the overproduction of sebum. As a result, sarcosine reduces shine, tightens and reduces pore size, evens tone and complexion. | [Uses]
sarcosine is an intermediate in the production glycine from dietary consumption of choline. It is used in making toothpastes and biodegradable surfactants. Sarcosine can be found in foods such as vegetables, ham, egg yolks, turkey and legumes. The normal concentrations of sarcosine in human serum and in human urine are 1.4 µM and 1.6 µM respectively.
Sarcosine has been observed to improve treatment of the mental illness known as schizophrenia: 2 g per day consumption of sarcosine (in addition to antipsychotic drug therapy) results in significant additional reductions not only both positive and negative symptoms, but also general psychopathological and neurocognitive symptoms. Sarcosine is thought to work by increasing glycine concentrations in the brain which causes increased NMDA receptor activation. Interestingly, consumption of sarcosine also reduced depressive symptoms in patients with schizophrenia. A clinical study showed sarcosine to be significantly more effective in treating major depression than the established antidepressant drug Citalopram.
| [Preparation]
Sarcosine is prepared by boiling creatine with an aqueous solution of 10 times its weight of barium hydroxide until all odour of ammonia has disappeared. The creatine is decomposed into sarcosine and urea, the latter product being further split up into ammonia and carbonic acid.The excess of barium hydroxide is removed by a current of carbon dioxide, the liquid boiled, filtered, and evaporated to a syrup, from which the sarcosine is deposited in foliated crystals on standing. Sarcosine also results from the action of acids or alkalies on caffeine and theobromine (Vol.VI); and w. Paulmann (Arch. Pharm., 232, 601) recommends the hydrolysis of caffeine as the best method for the preparation of sarcosine, the yield being 60% of the theoretical. | [References]
https://en.wikipedia.org/wiki/Sarcosine
https://pubchem.ncbi.nlm.nih.gov/compound/sarcosine#section=Top
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