L-Cysteine, methyl ester, hydrochloride
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L-Cysteine, methyl ester, hydrochloride
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CAS No:
18598-63-5
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Formula:
C4H9NO2S.ClH
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Chemical Name:
L-Cysteine, methyl ester, hydrochloride
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Synonyms:
L-Cysteine,methyl ester,hydrochloride (1:1);Cysteine,methyl ester,hydrochloride,L-;L-Cysteine,methyl ester,hydrochloride;Cysteine methyl ester hydrochloride;Methyl cysteine hydrochloride;Methyl β-mercaptoalanine hydrochloride;Methyl α-amino-β-mercaptopropionate hydrochloride;Acdrile;Visclair;Mecysteine hydrochloride;Methyl 2-amino-3-mercaptopropionate hydrochloride;Pectite;Zeotin;Actiol;(R)-Cysteine methyl ester hydrochloride;Methyl cysteinate hydrochloride;Methyl (R)-2-amino-3-mercaptopropanoate hydrochloride;Methyl L-cysteinate hydrochloride;LJ 48;NSC 161611;(R)-Methyl 2-amino-3-mercaptopropanoate hydrochloride;7319-35-9;12767-12-3
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CAS No:
Description
white crystalline powder
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.
Characteristics
53.3
0.9188
White Crystalline Powder
1.232 (estimate)
140.5 °C
197.2ºC at 760 mmHg
73.1ºC
-2.5 ° (C=20, MeOH)
soluble in water
−20°C
0.384mmHg at 25°C
-2.25 º (c=5, 1 N HCl)
Safety Information
NONH for all modes of transport
2
36/37/38
26-36-37/39
HA2460000
Xi
Stable. Incompatible with strong oxidizing agents.
P261-P305 + P351 + P338
H315-H319-H335
P261; P305 + P351 + P338
L-Cysteine, methyl ester, hydrochloride Use and Manufacturing
Under ice-bath condition, 3 ml SOClGeneral procedure: These compounds 11a-f were prepared using the generalmethod described by Gududuru et al. [35].Thionyl chloride (8.3 mL, 110 mmol) was added dropwise underan atmosphere of argon to a solution of L-cysteine (8) (9.00 g, 74 mmol) in 150mL MeOH. The reaction mixture was refluxed for3 h then evaporated in vacuo, then co-evaporated with toluene(2 5 mL) to afford the hydrochloride salt of the methyl ester of Lcysteine(9) as white solid. One-sixth of this material (9)(12.4 mmol) was dissolved in water/ethanol (1:1) (15 mL). Sodiumhydrogen carbonate (1.14 g, 13.6 mmol) was added and, after10 min, the aromatic aldehyde (10a-f) (12.38 mmol) was added andthe reaction mixture was stirred for 14 h. The ethanol was evaporatedin vacuo and the aqueous residue was extracted with DCM(50 mL). The organic layer was washed with water (25 mL), driedover Na2SO4, filtered and evaporated in vacuo to afford the crudeproducts 11a-f.General procedure: Acetyl chloride (1.6 mL, 22 mmol) was added to MeOH (100 mL), and the solution was cooled to 0°C. The solution was stirred for 5 min. Amino acid (L-serine, D-serine, L-cysteine, D-cysteine, L-2, 3-diaminopropionic acid, and D-2, 3-diaminopropionic acid) (20 mmol) was then added to the acetyl chloride solution in methanol (MeOH), and the solution was heated to reflux for 2 h, then cooled to room temperature.The reaction was evaporated under reduced pressure and gavea colorless solid. The solid was washed with CH2Cl2 (20 mL)to give amino acid methyl ester hydrochloride (2d–f, 2d–f)as a white solid. The yields of 2d, d, e, e, f and f were 95percent, 96percent, 94percent, 96percent, 95percent, 95percent, respectively.
Mucolytic agent
Drug Function and Efficacy
Unspecified
Registered Holders
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Changchun Puhua Pharmaceutical Co., Ltd.
Active
China
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Changchun Dazheng Tec-Phar Co., Ltd.
Active
China
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L-Cysteine, methyl ester, hydrochloride
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