N(tele)-methyl-L-histidine zwitterion

Base Information

• Chemical Name: N(tele)-methyl-L-histidine zwitterion
• CAS No.: 332-80-9
• Molecular Formula: C7H11N3O2
• Molecular Weight: 169.183
• Hs Code.: 29332900
• Mol file: 332-80-9.mol

Synonyms:CHEBI:192560;N(tele)-methyl-L-histidine zwitterion

Chemical Property of N(tele)-methyl-L-histidine zwitterion

Chemical Property:

• Vapor Pressure: 1.25E-07mmHg at 25°C
• Melting Point: ~240 °C (dec.)(lit.)
• Refractive Index: 1.613
• Boiling Point: 415 °C at 760 mmHg
• PKA: 1.69(at 25℃)
• Flash Point: 204.8 °C
• PSA: 81.14000
• Density: 1.37 g/cm³
• LogP: 0.07480
• Storage Temp.: 2-8°C(protect from light)
• Solubility.: Methanol (Slightly), Water (Slightly, Sonicated)
• XLogP3: -2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 169.085126602
• Heavy Atom Count: 12
• Complexity: 169

Purity/Quality:

98%,99%, ^*data from raw suppliers

1-Methyl-L-histidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-24/25-22

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CN1C=C(N=C1)CC(C(=O)[O-])[NH3+]
• Isomeric SMILES: CN1C=C(N=C1)C[C@@H](C(=O)[O-])[NH3+]
• Uses: The urinary 1- and 3-methylhistidine (1- and 3-MH) metabolites as potential biomarkers of skeletal muscle toxicity. These metabolites were highly correlated to sex-, dose-, and time-dependent developm ent of cerivastatin-induced myotoxicity. Natural but non-proteinogenic amino acid; employed as index of muscle protein breakdown. The urinary 1- and 3-methylhistidine (1- and 3-MH) metabolites as potential biomarkers of skeletal muscle toxicity. These metabolites were highly correlated to sex-, dose-, and time-dependent development of cerivastatin-induced myotoxicity. Natural but non-proteinogenic amino acid; employed as index of muscle protein breakdown.

Technology Process of N(tele)-methyl-L-histidine zwitterion

There total 16 articles about N(tele)-methyl-L-histidine zwitterion 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%

(S)-7-(methoxycarbonyl)-2-methyl-5-oxo-5,6,7,8-tetrahydroimidazo[1,5-c] pyrimidin-2-ium iodide (69618-95-7) → His(1-CH3) (332-80-9,163750-77-4)

Guidance literature:

With hydrogenchloride; Heating;

DOI:10.1016/0040-4020(96)00187-1

Reference yield: 71.0%

Nα-Trityl-Nτ-methyl-L-histidin (118891-68-2) → His(1-CH3) (332-80-9,163750-77-4)

Guidance literature:

With acetic acid; In water; ethyl acetate; for 1h; Heating;

Reference yield:

→ 1-methylhistidine (332-80-9,13146-98-0,28095-60-5,163750-77-4)

Guidance literature:

upstream raw materials:

L-histidine

methyl iodide

(S)-2-Amino-3-{5-[5-((S)-2-amino-2-carboxy-ethyl)-3-methyl-3H-imidazol-4-yldisulfanyl]-1-methyl-1H-imidazol-4-yl}-propionic acid

N^α-Trityl-N^τ-methyl-L-histidin

Downstream raw materials:

N^α-Trityl-N^τ-methyl-L-histidin

(S)-methyl 2-amino-3-(1-methyl-1H-imidazol-4-yl)propanoate

Refernces

• 1、 Parac, Tatjana N.,Ullmann, G. Matthias,Kosti?, Nenad M.. "New regioselectivity in the cleavage of histidine-containing peptides by palladium(II) complexes studied by kinetic experiments and molecular dynamics simulations". . p. 3127 - 3135. Retrieved 2007/10/03.
• 2、 Barlos, Kleomenis,Hondrelis, John,Lonergan, Greg,Matsoukas, John,Sanida, Chariclia. "A Simple Preparation of Nτ-Methyl-L-histidine.". . p. 387 - 388. Retrieved 2007/10/02.