Histidine methyl ester

Base Information

• Chemical Name: Histidine methyl ester
• CAS No.: 1499-46-3
• Molecular Formula: C7H11N3O2
• Molecular Weight: 169.183
• European Community (EC) Number: 216-109-3
• UNII: 9IHZ1723UE
• DSSTox Substance ID: DTXSID90933797
• Nikkaji Number: J26.590J
• Wikipedia: Histidine_methyl_ester
• ChEMBL ID: CHEMBL54664
• Mol file: 1499-46-3.mol

Synonyms:histidine methyl ester;histidine methyl ester, (D)-isomer;histidine methyl ester, (DL)-isomer;histidine methyl ester, dihydrochloride, (L)-isomer

Chemical Property of Histidine methyl ester

Chemical Property:

• Vapor Pressure: 1.29E-05mmHg at 25°C
• Melting Point: 247-250 °C (decomp)
• Refractive Index: 1.55
• Boiling Point: 368.2 °C at 760 mmHg
• PKA: pK1:5.01(＋2);pK2:7.23(＋1)_x0003_ (25°C,μ=0.1)
• Flash Point: 176.5 °C
• PSA: 81.00000
• Density: 1.259 g/cm³
• LogP: 0.15280
• XLogP3: -0.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 169.085126602
• Heavy Atom Count: 12
• Complexity: 163

Purity/Quality:

98%Min ^*data from raw suppliers

methyl(2S)-2-amino-3-(1H-imidazol-4-yl)propanoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C(CC1=CN=CN1)N
• Isomeric SMILES: COC(=O)[C@H](CC1=CN=CN1)N

Technology Process of Histidine methyl ester

There total 22 articles about Histidine methyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

methanol (67-56-1) + L-histidine (71-00-1) → L-Histidine methyl ester (1499-46-3)

Guidance literature:

With thionyl chloride; at 40 ℃; for 36h;

DOI:10.1016/0968-0896(95)00183-2

Reference yield: 97.0%

methanol (67-56-1) + L-histidine (71-00-1,26062-48-6,90081-11-1) → L-histidine methyl ester (1499-46-3,10331-70-1,17720-12-6,62013-45-0)

Guidance literature:

With thionyl chloride; at 60 ℃; for 6h;

Reference yield: 95.0%

methanol (67-56-1) + L-histidine monohydrochloride (645-35-2) → L-Histidine methyl ester (1499-46-3)

Guidance literature:

With hydrogenchloride; for 3h; Heating;

DOI:10.1002/ardp.19803130810

upstream raw materials:

3-(1H-Imidazol-4-yl)-2-((E)-3-oxo-propenylamino)-propionic acid methyl ester

3-(1H-Imidazol-4-yl)-2-((E)-2-methyl-3-oxo-propenylamino)-propionic acid methyl ester

(R)-histidine monohydrochloride monohydrate

isophorone diisocyanate

Downstream raw materials:

(S)-histidinol

S-(+)-7-Methoxycarbonyl-5,6,7,8-tetrahydroimidazo<1,5-c>pyrimidin-5-on

1,N^α-bis-benzyloxycarbonyl-histidine methyl ester

(S)-2-[(S)-3-(5-Bromo-thiophen-2-yl)-2-tert-butoxycarbonylamino-propionylamino]-3-(1H-imidazol-4-yl)-propionic acid methyl ester

Refernces

• 1、 Ali, Taha F.S.,Iwamaru, Kana,Ciftci, Halil Ibrahim,Koga, Ryoko,Matsumoto, Masahiro,Oba, Yasunori,Kurosaki, Hiromasa,Fujita, Mikako,Okamoto, Yoshinari,Umezawa, Kazuo,Nakao, Mitsuyoshi,Hide, Takuichiro,Makino, Keishi,Kuratsu, Jun-Ichi,Abdel-Aziz, Mohamed,Abuo-Rahma, Gamal El-Din A.A.,Beshr, Eman A.M.,Otsuka, Masami. "Novel metal chelating molecules with anticancer activity. Striking effect of the imidazole substitution of the histidine-pyridine-histidine system". . p. 5476 - 5482. Retrieved 2015.
• 2、 -. "NOVEL PYRROLO-LACTONE AND PYRROLE COMPOUNDS INDUCING CELLULAR GLUTATHIONE RECOVERY EFFECT AGAINST REACTIVE OXYGEN SPECIES, AND METHOD FOR PREPARING THE SAME". Paragraph 0143; 0167-0171. . Retrieved 2019/05/10.
• 3、 Patil, Sachin,Belhajjame, Widad,Moosa, Basem,Khashab, Niveen M.. "Histidine–dialkoxyanthracene dyad for selective and sensitive detection of mercury ions". . p. 345 - 350. Retrieved 2017/12/26.