18598-63-5,MFCD00038985
Catalog No.:AA003R5Y

18598-63-5 | L-Cysteine methyl ester, HCl

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1g
98%
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$6.00   $4.00
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5g
98%
in stock  
$7.00   $5.00
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10g
98%
in stock  
$9.00   $7.00
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25g
98%
in stock  
$17.00   $12.00
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100g
98%
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$22.00   $15.00
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500g
98%
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$105.00   $74.00
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  • Technical Information
  • Properties
  • Upstream Synthesis Route
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
Technical Information
Catalog Number:
AA003R5Y
Chemical Name:
L-Cysteine methyl ester, HCl
CAS Number:
18598-63-5
Molecular Formula:
C4H9ClNO2S
Molecular Weight:
171.6457
MDL Number:
MFCD00038985
SMILES:
COC(=O)[C@H](CS)N.[Cl-].[H+]
FEMA Number:
4781
Properties
Properties
 
BP:
197.2 °C at 760 mmHg  
Form:
Solid  
MP:
142 °C (dec.)(lit.)  
Refractive Index:
-2.5 ° (C=20, MeOH)  
Storage:
Room Temperature;  

Computed Properties
 
Complexity:
86.1  
Covalently-Bonded Unit Count:
2  
Defined Atom Stereocenter Count:
1  
Defined Bond Stereocenter Count:
0  
Formal Charge:
0  
Heavy Atom Count:
9  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
3  
Isotope Atom Count:
0  
Rotatable Bond Count:
3  
Undefined Atom Stereocenter Count:
0  
Undefined Bond Stereocenter Count:
0  

Synonyms
 
  
Upstream Synthesis Route

[1]ChemicalandPharmaceuticalBulletin,1992,vol.40,#11,p.2937-2944

[1]InorganicChemistry,2012,vol.51,#17,p.9350-9356,7

[1]TetrahedronLetters,1984,vol.25,#38,p.4295-4298

[2]TetrahedronLetters,1984,vol.25,#38,p.4295-4298

[1]TetrahedronLetters,1984,vol.25,#38,p.4295-4298

[1]Bioscience,BiotechnologyandBiochemistry,2018,vol.82,#4,p.724-731

Downstream Synthesis Route

[1]TetrahedronLetters,1984,vol.25,p.4295-4298

[2]TetrahedronLetters,1984,vol.25,p.4295-4298

[1]Hussein,WaleedM.;Feder,Daniel;Schenk,Gerhard;Guddat,LukeW.;McGeary,RossP.[EuropeanJournalofMedicinalChemistry,2018,vol.157,p.462-479]

[2]Li,Long-Bo;Dan,Wen-Jia;Tan,Fang-Fang;Cui,Li-Hui;Yuan,Zhi-Peng;Wu,Wen-Jun;Zhang,Ji-Wen[ChemicalandPharmaceuticalBulletin,2015,vol.63,#1,p.33-37]

[3]Juvekar,Vinayak;Kim,Kang-Tae;Gong,Young-Dae[BulletinoftheKoreanChemicalSociety,2017,vol.38,#1,p.54-62]

[4]Still,IanW.J.;Strautmanis,JurisR.[CanadianJournalofChemistry,1990,vol.68,#8,p.1408-1419]

[5]Still,IanW.J.;Strautmanis,JurisR.[TetrahedronLetters,1989,vol.30,#9,p.1041-1044]

[6]Majewska,Paulina[Phosphorus,SulfurandSiliconandtheRelatedElements,2019,vol.194,#4-6,p.585-590]

[7]Heath,JonathanG.;Arnett,EdwardM.[JournaloftheAmericanChemicalSociety,1992,vol.114,#12,p.4500-4514]

[8]Lin,YuyaA.;Chalker,JustinM.;Floyd,Nicola;Bernardes,GoncaloJ.L.;Davis,BenjaminG.[JournaloftheAmericanChemicalSociety,2008,vol.130,#30,p.9642-9643]

[9]Locationinpatent:experimentalpartAhmad,ViqarUddin;Arshad,Saima;Bader,Sadia;Iqbal,Shazia;Khan,Afsar;Khan,SalehaSuleman;Hussain,Javid;Tareen,RasoolBakhsh;Ahmed,Amir[MagneticResonanceinChemistry,2008,vol.46,#10,p.986-989]

[10]Chalker,JustinM.;Wood,CharlotteS.C.;Davis,BenjaminG.[JournaloftheAmericanChemicalSociety,2009,vol.131,#45,p.16346-16347]

[11]Lin,YuyaA.;Chalker,JustinM.;Davis,BenjaminG.[JournaloftheAmericanChemicalSociety,2010,vol.132,#47,p.16805-16811]

[12]CurrentPatentAssignee:UNIVERSITYOFOXFORD;OxfordUniversityInnovation(in:OxfordUniversity)-US2012/178913,2012,A1Locationinpatent:Page/Pagecolumn5

[13]Locationinpatent:experimentalpartDubey;Jain;Bhadoria;Sinha[AsianJournalofChemistry,2012,vol.24,#3,p.1170-1174]

[14]Locationinpatent:experimentalpartDubey,Nitin;Jain,DineshK.;Bhadoriya,UpendraS.;Solanki,Balvant[AsianJournalofChemistry,2012,vol.24,#3,p.1237-1241]

[15]Tan,KarenCo;Wakimoto,Toshiyuki;Takada,Kentaro;Ohtsuki,Takashi;Uchiyama,Nahoko;Goda,Yukihiro;Abe,Ikuro[JournalofNaturalProducts,2013,vol.76,#7,p.1388-1391]

[16]CurrentPatentAssignee:CHINESEACADEMYOFSCIENCES-CN103601742,2016,BLocationinpatent:Paragraph0102-0104

[17]CurrentPatentAssignee:NANJINGAGRICULTURALUNIVERSITY-CN105130871,2018,BLocationinpatent:Paragraph0038;0042

[18]Bagum,Halima;Christensen,KirstenE.;Genov,Miroslav;Pretsch,Alexander;Pretsch,Dagmar;Moloney,MarkG.[JournalofOrganicChemistry,2019,vol.84,#16,p.10257-10279]

[19]Bagum,Halima;Christensen,KirstenE.;Genov,Miroslav;Pretsch,Alexander;Pretsch,Dagmar;Moloney,MarkG.[Tetrahedron,2019,vol.75,#40]

[20]Ding,Bo;Weng,Yue;Liu,Yunqing;Song,Chunlan;Yin,Le;Yuan,Jiafan;Ren,Yanrui;Lei,Aiwen;Chiang,Chien-Wei[EuropeanJournalofOrganicChemistry,2019,vol.2019,#46,p.7596-7605]

[21]Bagum,Halima;Christensen,KirstenE.;Genov,Miroslav;Moloney,MarkG.;Pretsch,Alexander;Pretsch,Dagmar;Shire,BethanyR.[Synlett,2020,vol.31,#4,p.378-382]

[22]Khan,MuhammadT.;Nadeem,Humaira;Khan,Arif-ullah;Abbas,Muzaffar;Arif,Muazzam;Malik,NadiaShamshad;Malik,Zulkifal;Javed,Ibrahim[DrugDevelopmentResearch,2020,vol.81,#8,p.1057-1072]

631-57-2    18598-63-5   
2-Acetyl-4,5-dihydro-thiazole-4-carboxylicacidmethylester 
  76275-87-1 

[1]TetrahedronLetters,1984,vol.25,p.4295-4298

[1]Tetrahedron,1989,vol.45,p.4537-4550

[2]Tetrahedron,1989,vol.45,p.4537-4550

[3]Tetrahedron,1989,vol.45,p.4537-4550

[1]TetrahedronLetters,1986,vol.27,p.3461-3464

Literature

Title: Characterization of cobalt(III) hydroxamic acid complexes based on a tris(2-pyridylmethyl)amine scaffold: reactivity toward cysteine methyl ester.

Journal: Inorganic chemistry 20120903

Title: Novel molecular combination deriving from natural aminoacids and polyphenols: Design, synthesis and free-radical scavenging activities.

Journal: European journal of medicinal chemistry 20120401

Title: Changes in flavor precursors, pungency, and sugar content in short-day onion bulbs during 5-month storage at various temperatures or in controlled atmosphere.

Journal: Journal of food science 20120201

Title: Post-translational modification in the gas phase: mechanism of cysteine S-nitrosylation via ion-molecule reactions.

Journal: Rapid communications in mass spectrometry : RCM 20111115

Title: Structure and reactivity of the cysteine methyl ester radical cation.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20110117

Title: A new method for the detection and characterization of alpha-lipoic acid mixed disulphides.

Journal: Free radical research 20100401

Title: Methionine gamma-lyase: mechanistic deductions from the kinetic pH-effects. The role of the ionic state of a substrate in the enzymatic activity.

Journal: Biochimica et biophysica acta 20091001

Title: Complex-formation reactions of dicholoro(S-methyl-L-cysteine)palladium(II) with bio-relevant ligands. Labilization induced by S-donor chelates.

Journal: Dalton transactions (Cambridge, England : 2003) 20080214

Title: A viable synthesis of N-methyl cysteine.

Journal: Biopolymers 20080101

Title: Cysteine-S-trityl a key derivative to prepare N-methyl cysteines.

Journal: Journal of combinatorial chemistry 20080101

Title: Reduction of vanadium(V) to vanadium(IV) by NADPH, and vanadium(IV) to vanadium(III) by cysteine methyl ester in the presence of biologically relevant ligands.

Journal: Biochimica et biophysica acta 20070801

Title: Microsphere-based protease assays and screening application for lethal factor and factor Xa.

Journal: Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501

Title: Kinetics and mechanistic studies of the hydrolysis of diisocyanate-derived bis-thiocarbamates of cysteine methyl ester.

Journal: Chemical research in toxicology 20060301

Title: The role of hydrogen bonding in the selectivity of L-cysteine methyl ester (CYSM) and L-cysteine ethyl ester (CYSE) for chloride ion.

Journal: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20050301

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SDS
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Tags:18598-63-5 Molecular Formula|18598-63-5 MDL|18598-63-5 SMILES|18598-63-5 L-Cysteine methyl ester, HCl
Catalog No.: AA003R5Y
18598-63-5,MFCD00038985
18598-63-5 | L-Cysteine methyl ester, HCl
Pack Size: 1g
Purity: 98%
in stock
$6.00 $4.00
Pack Size: 5g
Purity: 98%
in stock
$7.00 $5.00
Pack Size: 10g
Purity: 98%
in stock
$9.00 $7.00
Pack Size: 25g
Purity: 98%
in stock
$17.00 $12.00
Pack Size: 100g
Purity: 98%
in stock
$22.00 $15.00
Pack Size: 500g
Purity: 98%
in stock
$105.00 $74.00
Quantity
- +
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Technical Information
Catalog Number: AA003R5Y
Chemical Name: L-Cysteine methyl ester, HCl
CAS Number: 18598-63-5
Molecular Formula: C4H9ClNO2S
Molecular Weight: 171.6457
MDL Number: MFCD00038985
SMILES: COC(=O)[C@H](CS)N.[Cl-].[H+]
FEMA Number: 4781
Properties
BP: 197.2 °C at 760 mmHg  
Form: Solid  
MP: 142 °C (dec.)(lit.)  
Refractive Index: -2.5 ° (C=20, MeOH)  
Storage: Room Temperature;  
Complexity: 86.1  
Covalently-Bonded Unit Count: 2  
Defined Atom Stereocenter Count: 1  
Defined Bond Stereocenter Count: 0  
Formal Charge: 0  
Heavy Atom Count: 9  
Hydrogen Bond Acceptor Count: 4  
Hydrogen Bond Donor Count: 3  
Isotope Atom Count: 0  
Rotatable Bond Count: 3  
Undefined Atom Stereocenter Count: 0  
Undefined Bond Stereocenter Count: 0  
99:   
Upstream Synthesis Route
18598-63-5    133145-19-4    23094-69-1 

[1]ChemicalandPharmaceuticalBulletin,1992,vol.40,#11,p.2937-2944

18598-63-5    16858-01-8 

[1]InorganicChemistry,2012,vol.51,#17,p.9350-9356,7

4538-51-6    18598-63-5    93827-06-6    93921-43-8    76275-87-1 

[1]TetrahedronLetters,1984,vol.25,#38,p.4295-4298

[2]TetrahedronLetters,1984,vol.25,#38,p.4295-4298

631-57-2    18598-63-5    76275-87-1 

[1]TetrahedronLetters,1984,vol.25,#38,p.4295-4298

18598-63-5    106-95-6    21593-77-1 

[1]Bioscience,BiotechnologyandBiochemistry,2018,vol.82,#4,p.724-731

Downstream Synthesis Route
4538-51-6    18598-63-5    93827-06-6    93921-43-8    76275-87-1 

[1]TetrahedronLetters,1984,vol.25,p.4295-4298

[2]TetrahedronLetters,1984,vol.25,p.4295-4298

67-56-1    52-90-4    18598-63-5 

[1]Hussein,WaleedM.;Feder,Daniel;Schenk,Gerhard;Guddat,LukeW.;McGeary,RossP.[EuropeanJournalofMedicinalChemistry,2018,vol.157,p.462-479]

[2]Li,Long-Bo;Dan,Wen-Jia;Tan,Fang-Fang;Cui,Li-Hui;Yuan,Zhi-Peng;Wu,Wen-Jun;Zhang,Ji-Wen[ChemicalandPharmaceuticalBulletin,2015,vol.63,#1,p.33-37]

[3]Juvekar,Vinayak;Kim,Kang-Tae;Gong,Young-Dae[BulletinoftheKoreanChemicalSociety,2017,vol.38,#1,p.54-62]

[4]Still,IanW.J.;Strautmanis,JurisR.[CanadianJournalofChemistry,1990,vol.68,#8,p.1408-1419]

[5]Still,IanW.J.;Strautmanis,JurisR.[TetrahedronLetters,1989,vol.30,#9,p.1041-1044]

[6]Majewska,Paulina[Phosphorus,SulfurandSiliconandtheRelatedElements,2019,vol.194,#4-6,p.585-590]

[7]Heath,JonathanG.;Arnett,EdwardM.[JournaloftheAmericanChemicalSociety,1992,vol.114,#12,p.4500-4514]

[8]Lin,YuyaA.;Chalker,JustinM.;Floyd,Nicola;Bernardes,GoncaloJ.L.;Davis,BenjaminG.[JournaloftheAmericanChemicalSociety,2008,vol.130,#30,p.9642-9643]

[9]Locationinpatent:experimentalpartAhmad,ViqarUddin;Arshad,Saima;Bader,Sadia;Iqbal,Shazia;Khan,Afsar;Khan,SalehaSuleman;Hussain,Javid;Tareen,RasoolBakhsh;Ahmed,Amir[MagneticResonanceinChemistry,2008,vol.46,#10,p.986-989]

[10]Chalker,JustinM.;Wood,CharlotteS.C.;Davis,BenjaminG.[JournaloftheAmericanChemicalSociety,2009,vol.131,#45,p.16346-16347]

[11]Lin,YuyaA.;Chalker,JustinM.;Davis,BenjaminG.[JournaloftheAmericanChemicalSociety,2010,vol.132,#47,p.16805-16811]

[12]CurrentPatentAssignee:UNIVERSITYOFOXFORD;OxfordUniversityInnovation(in:OxfordUniversity)-US2012/178913,2012,A1Locationinpatent:Page/Pagecolumn5

[13]Locationinpatent:experimentalpartDubey;Jain;Bhadoria;Sinha[AsianJournalofChemistry,2012,vol.24,#3,p.1170-1174]

[14]Locationinpatent:experimentalpartDubey,Nitin;Jain,DineshK.;Bhadoriya,UpendraS.;Solanki,Balvant[AsianJournalofChemistry,2012,vol.24,#3,p.1237-1241]

[15]Tan,KarenCo;Wakimoto,Toshiyuki;Takada,Kentaro;Ohtsuki,Takashi;Uchiyama,Nahoko;Goda,Yukihiro;Abe,Ikuro[JournalofNaturalProducts,2013,vol.76,#7,p.1388-1391]

[16]CurrentPatentAssignee:CHINESEACADEMYOFSCIENCES-CN103601742,2016,BLocationinpatent:Paragraph0102-0104

[17]CurrentPatentAssignee:NANJINGAGRICULTURALUNIVERSITY-CN105130871,2018,BLocationinpatent:Paragraph0038;0042

[18]Bagum,Halima;Christensen,KirstenE.;Genov,Miroslav;Pretsch,Alexander;Pretsch,Dagmar;Moloney,MarkG.[JournalofOrganicChemistry,2019,vol.84,#16,p.10257-10279]

[19]Bagum,Halima;Christensen,KirstenE.;Genov,Miroslav;Pretsch,Alexander;Pretsch,Dagmar;Moloney,MarkG.[Tetrahedron,2019,vol.75,#40]

[20]Ding,Bo;Weng,Yue;Liu,Yunqing;Song,Chunlan;Yin,Le;Yuan,Jiafan;Ren,Yanrui;Lei,Aiwen;Chiang,Chien-Wei[EuropeanJournalofOrganicChemistry,2019,vol.2019,#46,p.7596-7605]

[21]Bagum,Halima;Christensen,KirstenE.;Genov,Miroslav;Moloney,MarkG.;Pretsch,Alexander;Pretsch,Dagmar;Shire,BethanyR.[Synlett,2020,vol.31,#4,p.378-382]

[22]Khan,MuhammadT.;Nadeem,Humaira;Khan,Arif-ullah;Abbas,Muzaffar;Arif,Muazzam;Malik,NadiaShamshad;Malik,Zulkifal;Javed,Ibrahim[DrugDevelopmentResearch,2020,vol.81,#8,p.1057-1072]

631-57-2    18598-63-5   
2-Acetyl-4,5-dihydro-thiazole-4-carboxylicacidmethylester 
  76275-87-1 

[1]TetrahedronLetters,1984,vol.25,p.4295-4298

58578-45-3    18598-63-5    109429-17-6    125075-17-4    109317-07-9 

[1]Tetrahedron,1989,vol.45,p.4537-4550

[2]Tetrahedron,1989,vol.45,p.4537-4550

[3]Tetrahedron,1989,vol.45,p.4537-4550

58578-45-3    18598-63-5    109317-07-9 

[1]TetrahedronLetters,1986,vol.27,p.3461-3464

Literature fold

Title: Characterization of cobalt(III) hydroxamic acid complexes based on a tris(2-pyridylmethyl)amine scaffold: reactivity toward cysteine methyl ester.

Journal: Inorganic chemistry20120903

Title: Novel molecular combination deriving from natural aminoacids and polyphenols: Design, synthesis and free-radical scavenging activities.

Journal: European journal of medicinal chemistry20120401

Title: Changes in flavor precursors, pungency, and sugar content in short-day onion bulbs during 5-month storage at various temperatures or in controlled atmosphere.

Journal: Journal of food science20120201

Title: Post-translational modification in the gas phase: mechanism of cysteine S-nitrosylation via ion-molecule reactions.

Journal: Rapid communications in mass spectrometry : RCM20111115

Title: Structure and reactivity of the cysteine methyl ester radical cation.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany)20110117

Title: A new method for the detection and characterization of alpha-lipoic acid mixed disulphides.

Journal: Free radical research20100401

Title: Methionine gamma-lyase: mechanistic deductions from the kinetic pH-effects. The role of the ionic state of a substrate in the enzymatic activity.

Journal: Biochimica et biophysica acta20091001

Title: Complex-formation reactions of dicholoro(S-methyl-L-cysteine)palladium(II) with bio-relevant ligands. Labilization induced by S-donor chelates.

Journal: Dalton transactions (Cambridge, England : 2003)20080214

Title: A viable synthesis of N-methyl cysteine.

Journal: Biopolymers20080101

Title: Cysteine-S-trityl a key derivative to prepare N-methyl cysteines.

Journal: Journal of combinatorial chemistry20080101

Title: Reduction of vanadium(V) to vanadium(IV) by NADPH, and vanadium(IV) to vanadium(III) by cysteine methyl ester in the presence of biologically relevant ligands.

Journal: Biochimica et biophysica acta20070801

Title: Microsphere-based protease assays and screening application for lethal factor and factor Xa.

Journal: Cytometry. Part A : the journal of the International Society for Analytical Cytology20060501

Title: Kinetics and mechanistic studies of the hydrolysis of diisocyanate-derived bis-thiocarbamates of cysteine methyl ester.

Journal: Chemical research in toxicology20060301

Title: The role of hydrogen bonding in the selectivity of L-cysteine methyl ester (CYSM) and L-cysteine ethyl ester (CYSE) for chloride ion.

Journal: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy20050301

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