| Identification | More | [Name]
Ethyl sarcosinate hydrochloride | [CAS]
52605-49-9 | [Synonyms]
ETHYL-2-AMINOMETHYLACETATE HYDROCHLORIDE
ETHYL SARCOSINATE HYDROCHLORIDE
H-MEGLY-OET HCL
H-SAR-OET HCL
N-METHYL GLYCINE ETHYL ESTER HYDROCHLORIDE
SARCOSINE ETHYL ESTER HCL
SARCOSINE ETHYL ESTER HYDROCHLORIDE
SARKOSINETHYL ESTER HYDROCHLORIDE
SAR-OET HCL
TIMTEC-BB SBB004039
ethyl N-methylaminoacetate hydrochloride
Sarcosinic acid ethyl ester hydrochlorid
Sarcosineethylesterhydrochloride,98%
SarcosinicacidethylesterxHCl
Glycine, N-methyl-, ethyl ester, hydrochloride
SARCOSINE ETHYL ESTER HCI
ETHYL-N-METHYLGLYCINATE
ETHYL-N-METHYLGLYCINATE/SARCOSINE
H-SAR-OE HCL
ethyl 2-(methylamino)acetate hydrochloride | [EINECS(EC#)]
258-037-5 | [Molecular Formula]
C5H12ClNO2 | [MDL Number]
MFCD00012506 | [Molecular Weight]
153.61 | [MOL File]
52605-49-9.mol |
| Chemical Properties | Back Directory | [Appearance]
white to off-white crystalline solid | [Melting point ]
~125 °C
| [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [solubility ]
H2O: 0.1 g/mL, clear
| [form ]
Crystalline Powder | [color ]
White to off-white | [Water Solubility ]
Soluble in water 0.1 g/mL. | [Sensitive ]
Hygroscopic | [BRN ]
3911182 | [InChI]
InChI=1S/C5H11NO2.ClH/c1-3-8-5(7)4-6-2;/h6H,3-4H2,1-2H3;1H | [InChIKey]
NIDZUMSLERGAON-UHFFFAOYSA-N | [SMILES]
C(=O)(OCC)CNC.Cl | [CAS DataBase Reference]
52605-49-9(CAS DataBase Reference) |
| Safety Data | Back Directory | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S24/25:Avoid contact with skin and eyes . | [WGK Germany ]
3
| [HS Code ]
29299090 |
| Hazard Information | Back Directory | [Chemical Properties]
white to off-white crystalline solid | [Uses]
Sarcosine ethyl ester hydrochloride is a metabolite of Sarcosine (S140500), which as been found in starfish and sea urchins. It is used as intermediate in the synthesis of antienzyme agents for toothpaste. Found to be a marker for prostate cancer bioagression. | [reaction suitability]
reaction type: solution phase peptide synthesis | [Synthesis]
Thiophenecarbonyl chloride (65 mL, 900 mmol) was added dropwise to a solution of sarcosine (20.0 g, 224 mmol) in ethanol (250 mL) cooled in an ice-water bath under stirring conditions, and the reaction temperature was maintained at about -10°C. After the dropwise addition was completed, the reaction mixture was gently heated at 55°C overnight until the solution became clear. Upon completion of the reaction, the solvent and residual thionyl chloride were removed by distillation under reduced pressure. The resulting solid residue was washed with ether (3 x 50 mL) and subsequently dried well under vacuum to afford ethyl sarcosinate hydrochloride (33.5 g, 218 mmol) in white powder form in 97% yield. The product could be used in subsequent steps without further purification. The product was characterized as follows: melting point 126°C (literature value 125-127°C); IR (ATR) ν cm?1 2970-2440, 1742, 1229; 1H NMR (CDCl?, 400 MHz) δ 9.64 (br.s, 2H, NH?), 4.24 (q, 2H, 3J = 7.1 Hz, CH?CH?), 3.84 (t, 2H, 3J = 7.1 Hz, CH?CH?), 4.24 (q, 2H, 3J = 7.1 Hz, CH? 3.84 (t, 2H, 3J = 5.7 Hz, NH?CH?), 2.80 (t, 3H, 3J = 5.2 Hz, NH?CH?), 1.26 (t, 3H, 3J = 7.1 Hz, CH?CH?); 13C NMR (CDCl?, 101 MHz) δ 166.18 (CO?), 62.62 (CH?CH?), 48.94 (NH?CH?), 33.34 (NH?CH?), 14.03 (CH?CH?). | [References]
[1] European Journal of Medicinal Chemistry, 2018, vol. 158, p. 51 - 67
[2] Patent: US4432971, 1984, A
[3] Patent: US4432972, 1984, A |
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