2-(methylamino)acetic acid

• ChemBase ID: 69947
• Molecular Formular: C3H7NO2
• Molecular Mass: 89.09318
• Monoisotopic Mass: 89.04767847
• SMILES: C(=O)(CNC)O
• Canonical SMILES: CNCC(=O)O
• InChI: InChI=1S/C3H7NO2/c1-4-2-3(5)6/h4H,2H2,1H3,(H,5,6)
• InChIKey: FSYKKLYZXJSNPZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(methylamino)acetic acid
• IUPAC Traditional name: sarcosine
• Synonyms: N-METHYLGLYCINE; 2-(methylamino)acetic acid; Sarcosine; N-Methylglycine; Sarcosine; Methylaminoacetic acid; (Methylamino)acetic Acid; (Methylamino)ethanoic Acid; N-Methylglycocoll; Methylglycine; Sarcosin; Sarcosinic Acid; Sar; N-甲基甘氨酸; 肌氨酸

Database IDs

• CAS Number: 107-97-1
• EC Number: 203-538-6
• MDL Number: MFCD00004279
• Beilstein Number: 1699442
• Merck Index: 148373
• PubChem SID: 24888235; 162035672; 24848035; 24899761
• PubChem CID: 1088
• CHEBI ID: 15611
• CHEMBL: 304383
• Chemspider ID: 1057
• Gmelin ID: 2018
• KEGG ID: C00213
• MeSH Name: Sarcosine
• Unique Ingredient Identifier: Z711V88R5F
• Wikipedia Title: Sarcosine

CALCULATED PROPERTIES

• Acid pKa: 2.0566752
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -3.1863375
• LogD (pH = 7.4): -3.1866522
• Log P: -3.186261
• Molar Refractivity: 20.778 cm^3
• Polarizability: 8.358352 Å^3
• Polar Surface Area: 49.33 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: 89.09 g L^-1 (at 20 °C) in water; H2O: soluble1 M at 20 °C, clear, colorless; H2O: soluble1 M, clear, colorless
• Apperance: White crystalline powder
• Melting Point: 208 - 212°C; 208°C (dec.); 208-212 °C (dec.); 208-212 °C (dec.)(lit.); ca 208°C dec.
• Boiling Point: 195.1°C
• Density: 1.093 g/mL
• Partition Coefficient: 0.599
• Absorption Wavelength: 260 nm; λ: 260 nm Amax: 0.05; λ: 280 nm Amax: 0.04
• pKa: 2.36
• pKb: 11.64
• Odor: Odourless
• Heat Capacity: 128.9 J K^-1 mol^-1
• Std enthalpy of combustion: -1667.84–-1667.54 kJ mol^-1
• Std enthalpy of formation: -513.50–-512.98 kJ mol^-1
• Absorbance: 0.05
• pH: 6.0-7.0 (25 °C, 1 M in H2O)

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• Storage Warning: Hygroscopic; IRRITANT
• RTECS: VQ2897000
• German water hazard class: 1
• TSCA Listed: false; 是
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥98.0% (T); ≥99.0% (NT); 95+%; 98%
• Grade: purum
• Ignition Residue: ≤0.05%; ≤0.1%; ≤0.1% (as SO4)
• Impurities: ≤0.0005% Phosphorus (P); ≤0.1% Insoluble matter; insoluble matter, passes filter test
• Cation Traces: Al: ≤0.0005%; Al: ≤5 mg/kg; As: ≤0.1 mg/kg; Ba: ≤5 mg/kg; Bi: ≤5 mg/kg; Ca: ≤0.0005%; Ca: ≤10 mg/kg; Cd: ≤5 mg/kg; Co: ≤5 mg/kg; Cr: ≤5 mg/kg; Cu: ≤0.0005%; Cu: ≤5 mg/kg; Fe: ≤0.001%; Fe: ≤5 mg/kg; K: ≤0.005%; K: ≤50 mg/kg; Li: ≤5 mg/kg; Mg: ≤0.0005%; Mg: ≤5 mg/kg; Mn: ≤5 mg/kg; Mo: ≤5 mg/kg; Na: ≤0.05%; Na: ≤50 mg/kg; NH4+: ≤0.1%; Ni: ≤5 mg/kg; Pb: ≤0.001%; Pb: ≤5 mg/kg; Sr: ≤5 mg/kg; Zn: ≤0.0005%; Zn: ≤5 mg/kg
• Antion Traces: chloride (Cl-): ≤0.5%; chloride (Cl-): ≤50 mg/kg; sulfate (SO42-): ≤0.05%; sulfate (SO42-): ≤50 mg/kg
• Loss on Drying: ≤0.1% loss on drying, 20 °C (HV)
• Quality: crystallized
• λ: 1 M in H2O
• Product Line: BioUltra
• Linear Formula: CH3NHCH2COOH
• Classification: Genuine Natural Compounds

DETAILS

MP Biomedicals - 05212455

MP Biomedicals Rare Chemical collection

MP Biomedicals - 02102857

Free Base
Crystalline
Purity: 98%

Sigma Aldrich - S7672

包装
10 mg in autosmp vl

Sigma Aldrich - 131776

Packaging
100, 500 g in poly bottle

Sigma Aldrich - 84530

Other Notes
Solubilization of myelin proteins by detergents1

Toronto Research Chemicals - S140500

Has 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.

REFERENCES

• Baumann, et al.: J. Biol. Chem., 21, 563 (1915)
• Novellie, L., et al.: Nature, 173, 450 (1915)
• Arun, S., et al.: Nature, 457, 910 (1915)