2-acetamido-3-(1H-imidazol-5-yl)propanoic acid

Base Information

• Chemical Name: 2-acetamido-3-(1H-imidazol-5-yl)propanoic acid
• CAS No.: 2497-02-1
• Molecular Formula: C8H11N3O3
• Molecular Weight: 197.194
• NSC Number: 118364
• DSSTox Substance ID: DTXSID00901386
• ChEMBL ID: CHEMBL1387086
• Mol file: 2497-02-1.mol

Synonyms:2-acetamido-3-(1H-imidazol-5-yl)propanoic acid;N-Acetyl-dl-histidine;10101-30-1;.alpha.-N-Acetylhistidine;Ac-DL-His-OH;NSC-118364;N-Acetylhistidine #;NoName_494;Monoacetyl-d,l-histidin;Cambridge id 5163605;Oprea1_546052;SCHEMBL61370;CBDivE_006101;MLS000105558;CHEMBL1387086;SCHEMBL15683044;CHEBI:86910;DTXSID00901386;KBOJOGQFRVVWBH-UHFFFAOYSA-N;HMS1578D08;HMS2401A21;CAA49702;NSC118364;AKOS000132219;SMR000102439;A0698;FT-0629835;EN300-150774;2-acetamido-3-(1H-imidazol-4-yl)propanoic acid;Z2792080963

Chemical Property of 2-acetamido-3-(1H-imidazol-5-yl)propanoic acid

Chemical Property:

• Melting Point: 157-159 ºC
• Boiling Point: 620.2 °C at 760mmHg
• PKA: 3.16±0.10(Predicted)
• Flash Point: 328.9 °C
• PSA: 95.08000
• Density: 1.366g/cm³
• LogP: -0.06760
• Storage Temp.: 2-8°C(protect from light)
• Solubility.: DMSO (Slightly), Water (Slightly, Sonicated)
• XLogP3: -0.7
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 197.08004122
• Heavy Atom Count: 14
• Complexity: 232

Purity/Quality:

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

N-Acetyl-L-histidine ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC(CC1=CN=CN1)C(=O)O
• Uses: N-Acetyl-L-histidine is a major constituent of vertebrate brains and in the lens of vertebrate eyes. N-Acetyl-L-histidine is synthesized by neurons and other cells in the central nervous system.

Technology Process of 2-acetamido-3-(1H-imidazol-5-yl)propanoic acid

There total 21 articles about 2-acetamido-3-(1H-imidazol-5-yl)propanoic acid 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%

acetic anhydride (108-24-7) + L-histidine monohydrochloride (645-35-2) → N-acetyl-L-histidine (2497-02-1)

Guidance literature:

With sodium hydroxide; In water; at 0 ℃; for 4h; pH=9 - 10;

Reference yield: 98.0%

acetic anhydride (108-24-7) + L-histidine (71-00-1) → N-acetyl-L-histidine (2497-02-1)

Guidance literature:

With acetic acid; for 15h; Reflux;

DOI:10.1055/s-0040-1706144

Reference yield: 82.0%

acetic anhydride (108-24-7) + L-histidine (71-00-1,26062-48-6,90081-11-1) → N-acetyl-L-histidine (2497-02-1)

Guidance literature:

With acetic acid; In water; at 100 ℃;

DOI:10.1134/S0018143921020053

upstream raw materials:

Ketene

L-histidine

S-phenyl thioacetate

acetic anhydride

Downstream raw materials:

KN-NAc-His

Ac-His-OCH3

C₁₈H₂₂N₄O₆

C₁₈H₂₂N₄O₆

Refernces

• 1、 Bal, Subhajit,Das, Krishnendu,Ahmed, Sahnawaz,Das, Dibyendu. "Chemically Fueled Dissipative Self-Assembly that Exploits Cooperative Catalysis". . p. 244 - 247. Retrieved 2019.
• 2、 Rajkovi?, Sne?ana,?ivkovi?, Marija D.,Warzajtis, Beata,Rychlewska, Urszula,Djuran, Milo? I.. "Synthesis, spectroscopic and X-ray characterization of various pyrazine-bridged platinum(II) complexes:1H NMR comparative study of their catalytic abilities in the hydrolysis of methionine- and histidine-containing dipeptides". . p. 367 - 376. Retrieved 2016.
• 3、 Sch?del, Nicole,Icik, Esra,Martini, Maike,Altevogt, Luca,Ramming, Isabell,Greulich, Andreas,Baro, Angelika,Bilitewski, Ursula,Laschat, Sabine. "Synthesis of Imidazole and Histidine-Derived Cross-Linkers as Analogues of GOLD and Desmosine". supporting information. p. 2260 - 2268. Retrieved 2021/03/04.