- H-L-Cys-OMe.HCl
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2026-07-24
- CAS:18598-63-5
- Min. Order: 1kg
- Purity: 98%
- Supply Ability: 1T+
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| | L-Cysteine methyl ester hydrochloride Basic information |
| | L-Cysteine methyl ester hydrochloride Chemical Properties |
| Melting point | 142 °C (dec.)(lit.) | | alpha | -2.25 º (c=5, 1 N HCl) | | density | 1.232 (estimate) | | refractive index | -2.5 ° (C=20, MeOH) | | FEMA | 4781 | L-CYSTEINE METHYL ESTER HYDROCHLORIDE | | storage temp. | Keep in dark place,Sealed in dry,Room Temperature | | solubility | DMSO (Slightly), Methanol, Water (Slightly) | | form | Crystalline Powder | | color | White | | biological source | synthetic | | Optical Rotation | [α]20/D 1.8°, c = 10 in methanol | | Water Solubility | Soluble in water | | Merck | 13,5809 | | JECFA Number | 2270 | | BRN | 3685824 | | Stability: | Stable. Incompatible with strong oxidizing agents. | | Major Application | peptide synthesis | | InChI | 1S/C4H9NO2S.ClH/c1-7-4(6)3(5)2-8;/h3,8H,2,5H2,1H3;1H/t3-;/m0./s1 | | InChIKey | WHOHXJZQBJXAKL-DFWYDOINSA-N | | SMILES | Cl[H].COC(=O)[C@@H](N)CS | | CAS DataBase Reference | 18598-63-5(CAS DataBase Reference) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-36-37/39 | | WGK Germany | 2 | | RTECS | HA2460000 | | F | 1-10 | | HS Code | 29309090 | | Storage Class | 11 - Combustible Solids |
| | L-Cysteine methyl ester hydrochloride Usage And Synthesis |
| Chemical Properties | white crystalline powder | | Uses | Mucolytic agent | | Uses | A mucolytic. An effective drug for the treatment of liver failure. Shown to effectively inhibit the binding of ethynylestradiol metabolites to protein and nucleic acids. | | Uses | L-Cysteine methyl ester hydrochloride is a biochemical shown to inhibit binding of ethynylestradiol metabolites to protein and nucleic acids. It used in the synthesis of peptides, Preparation of thiazolidine-4-carboxylates with carbonyl compounds. | | Definition | ChEBI: Mecysteine hydrochloride is an alpha-amino acid ester. | | Preparation | L-Cysteine methyl ester hydrochloride is prepared by esterification of L-cysteine hydrochloride monohydrate with methanol in the presence of hydrogen chloride.
| | reaction suitability | reaction type: solution phase peptide synthesis | | Trade name | Acthiol (Joullié, France), Actiol (Lirca, Italy), Visclair (Sinclair, UK), Aslos-C (Nissin, J), Epectan (Seiko, Japan), Moltanine (Tohok.-Tokyo Tanabe, Japan), Radcol (Nippon Universal, Japan), Sekinin (Tokyo Hosei, Japan).
| | Synthesis | 3 mL of sulfoxide chloride (SOCl2) was slowly added dropwise to 35 mL of methanol under nitrogen protection in an ice bath. Subsequently, the reaction mixture was stirred at room temperature for 1 hour. After that, 1 g of L-cysteine hydrochloride monohydrate (Cys-HCl-H2O) was added to the above solution in batches. The reaction was continued with the mixed solution at room temperature for 3 hours and then heated to reflux for 1 hour. Upon completion of the reaction, the volatile components and solvent were removed by distillation under reduced pressure, and the resulting residue was recrystallized using a solvent mixture of methanol-dichloromethane (CH3OH-CH2Cl2) to give 0.84 g of the white solid product L-cysteine methyl ester hydrochloride in 85.9% yield. The product was analyzed by infrared spectroscopy (IR, KBr press) showing characteristic absorption peaks: 3040.4 cm-1 (strong, NH2 stretching vibration), 1709.7 cm-1 (strong, C=O stretching vibration), 2580 cm-1 (weak, SH stretching vibration). The nuclear magnetic resonance hydrogen spectrum (1H NMR, D2O as solvent, TMS as internal standard) data were as follows: δ 4.453 (t, 1H, CH, J = 5.2 Hz), 3.871 (s, 3H, CH3), 3.164 (t, 2H, CH2, J = 6.4 Hz). Elemental analysis results: Calculated values (C4H10NO2SCCl): C, 27.99%; H, 5.87%; N, 8.16%. Measured values: C, 28.11%; H, 6.01%; N, 8.08%. | | References | [1] European Journal of Medicinal Chemistry, 2014, vol. 74, p. 199 - 215
[2] Journal of Organic Chemistry, 2013, vol. 78, # 9, p. 4270 - 4277
[3] Tetrahedron Asymmetry, 2000, vol. 11, # 21, p. 4255 - 4261
[4] Journal of the American Chemical Society, 2008, vol. 130, # 15, p. 5052 - 5053
[5] European Journal of Medicinal Chemistry, 2012, vol. 55, p. 176 - 187,12 |
| | L-Cysteine methyl ester hydrochloride Preparation Products And Raw materials |
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