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18598-63-5

18598-63-5 Structure

18598-63-5 Structure
IdentificationMore
[Name]

L-Cysteine methyl ester hydrochloride
[CAS]

18598-63-5
[Synonyms]

H-CYS(ME)OH HYDROCHLORIDE
H-CYS-OME HCL
L-CYSTEINE METHYL ESTER HYDROCHLORIDE
L-CYSTEINE METHYL ESTER MONOHYDROCHLORIDE
L-CYSTEIN METHYL ESTER HYDROCHLORIDE
MECYSTEINE HYDROCHLORIDE
methyl cysteine hydrochloride
acdrile
actiol
l.j.48
methylester,hydrochloride,l-cystein
pectite
visclair
zeotin
L-Cysteine Methyl Ester HCl
L-CYSTEINE METHYL ESTER HYDROCHLORIDECRY STALLINE
L-CYSTEINE METHYL ESTER HYDROCHLORIDE, 9 8%
Mecysteine HCL
L-Cystein methyl ester HCl
H-CYS(ME)-OH . HCL
[EINECS(EC#)]

242-435-0
[Molecular Formula]

C4H10ClNO2S
[MDL Number]

MFCD00038985
[Molecular Weight]

171.65
[MOL File]

18598-63-5.mol
Chemical PropertiesBack Directory
[Appearance]

white crystalline powder
[Melting point ]

142 °C (dec.)(lit.)
[alpha ]

-2.25 º (c=5, 1 N HCl)
[density ]

1.232 (estimate)
[FEMA ]

4781 | L-CYSTEINE METHYL ESTER HYDROCHLORIDE
[refractive index ]

-2.5 ° (C=20, MeOH)
[storage temp. ]

−20°C
[solubility ]

DMSO (Slightly), Methanol, Water (Slightly)
[form ]

Crystalline Powder
[color ]

White
[Stability:]

Stable. Incompatible with strong oxidizing agents.
[biological source]

synthetic
[Optical Rotation]

[α]20/D 1.8°, c = 10 in methanol
[Water Solubility ]

Soluble in water
[JECFA Number]

2270
[Merck ]

13,5809
[BRN ]

3685824
[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)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H303-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338-P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313-P280a-P304+P340-P405-P501a
[Hazard Codes ]

Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S37/39:Wear suitable gloves and eye/face protection .
[WGK Germany ]

2
[RTECS ]

HA2460000
[F ]

1-10
[HS Code ]

29309090
[Storage Class]

11 - Combustible Solids
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

Methyl cysteine hydrochloride(18598-63-5).msds
Hazard InformationBack Directory
[Chemical Properties]

white crystalline powder
[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]

Mucolytic agent
[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]

Methanol

67-56-1

L-Cysteine monohydrochloride

52-89-1

L-Cysteine methyl ester hydrochloride

18598-63-5

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%.

[storage]

Store at 2-8°C
[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
Spectrum DetailBack Directory
[Spectrum Detail]

L-Cysteine methyl ester hydrochloride(18598-63-5)MS
L-Cysteine methyl ester hydrochloride(18598-63-5)1HNMR
L-Cysteine methyl ester hydrochloride(18598-63-5)13CNMR
L-Cysteine methyl ester hydrochloride(18598-63-5)IR1
L-Cysteine methyl ester hydrochloride(18598-63-5)IR2
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

L-Cysteine methyl ester hydrochloride, 98%(18598-63-5)
[Sigma Aldrich]

18598-63-5(sigmaaldrich)
[TCI AMERICA]

L-Cysteine Methyl Ester Hydrochloride,>99.0%(T)(18598-63-5)
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