103772-40-3

Usage

Uses

Used in Pharmaceutical Research and Development:
H-D-HIS(BZL)-OH is used as a research tool for studying the interactions of peptides with biological receptors. Its stability and solubility, attributed to the benzoyl group, make it an ideal candidate for drug development and peptide synthesis.
Used in Cancer Treatment:
H-D-HIS(BZL)-OH is used as a potential therapeutic agent for treating cancer. Its ability to mimic natural peptides allows it to target specific receptors involved in cancer progression, offering a novel approach to cancer treatment.
Used in Anti-Inflammatory Applications:
H-D-HIS(BZL)-OH is used as an anti-inflammatory agent due to its potential to modulate immune responses and reduce inflammation. Its interaction with specific receptors may help alleviate inflammatory conditions.
Used in Neurodegenerative Disease Treatment:
H-D-HIS(BZL)-OH is used as a potential therapeutic agent for neurodegenerative diseases. Its ability to interact with specific receptors in the nervous system may help slow down or halt the progression of these diseases.

Upstream product

• 100-44-7 benzyl chloride 
• 71-00-1 L-histidine 
• 71-00-1 L-histidine 
• 20898-44-6 Boc-His(Bzl)-OH 

Downstream Products

• 127064-07-7 1-benzyl-4-<2'-(acetylamino)-3'-hydroxypropyl>imidazole 
• 768322-42-5 N_im-benzyl-spinacine 
• 93983-56-3 τ-benzyl-L-histidine methyl ester dihydrochloride 
• 19817-75-5 N'-benzyl-L-histidine methyl ester 
• 65717-64-8 N-(t-butoxycarbonyl)-^im-benzyl-D-histidine 
• 133868-67-4 1-benzyl-4,5,6,7-tetrahydro-1H-imidazo[4,5-c]pyridine-6-carboxylic acid methyl ester 
• 1300034-13-2 1-benzyl-1H-imidazo[4,5-c]pyridin-6-carboxylic acid methyl ester 
• 122766-72-7 1-benzyl-N^α-(1-benzyl-N^α-benzyloxycarbonyl-L-histidyl)-L-histidine-benzyl ester 
• 122411-85-2 1benzyl-N^α-(N-benzyloxycarbonyl-L-phenylalanyl)-L-histidine-hydrazide 
• 120548-57-4 N-(1-benzyl-N^α-benzyloxycarbonyl-L-histidyl)-glycine-benzyl ester 
• 105374-43-4 N-(1-benzyl-N^α-benzyloxycarbonyl-L-histidyl)-glycine 
• 104882-34-0 1-benzyl-N^α-methyl-N^α-(toluene-4-sulfonyl)-L-histidine 
• 98189-03-8 N,N-dihexadecyl-N^α_his-α_ala-(t-butoxycarbonyl)-L-alanyl>-N^im-benzyl-L-histidinamide 
• 98189-06-1 N,N-dihexadecyl-N^α_his-Α_ala-(6-bromohexanoyl)-L-alanyl>-N^im-benzyl-L-histidinamide 

Relevant academic research and scientific papers

PROCESS FOR SYNTHESIZING ERGOTHIONEINE AND RELATED COMPOUNDS

The invention provides a process for synthesising a compound of formula (V) wherein: formula (z) or a physiologically acceptable salt, tautomer, stereoisomer or mixture of stereoisomers thereof. The process utilizes a /V-benzyl protected histidine rather

Chemoselective deprotection of N-Boc group in amino acids and peptides by bismuth(III) trichloride

Selective deprotection of N-Boc group was achieved in excellent yields using bismuth(III) trichloride in a mixed solvent of acetonitrile and water (50:1, v/v) at 55°C. Acid-labile groups such as Pmc and tert-butyl ester were not affected and no alkylation of tryptophan, methionine, and cysteine residues was observed under the deprotection conditions.

Regiospecific alkylation of histidine and histamine at N-1 (τ)

Series of 1-alkyl histidines and histamines have been synthesized by the alkylation of the corresponding 5,6,7,8-tetrahydro-5-oxomidazo[1,5-c]pyrimidines with alkyl halides in aprotic solvents. The method of conversion of the intermediate quaternary salt to the amino acid or amino depends on the nature of the alkyl group.

Coordination compounds of tripeptides and pentapeptides containing L-histidyl residues. Studies towards structural modes for the active site of copper proteins

Five small, completely protected, L-histidyl(NτBzl)-containing peptides, were synthesized and characterized by NMR spectroscopy, i.e., R-Ala-His(Nτ-Bzl)-Ala-R' (1), R-His(Nτ-Bzl)-Ala-Ala-Ala-Met-R' (2), R-His(Nτ-Bzl)-Ala-Ala-Ala-His(Nτ-Bzl)-R' (3), R-His(Nτ-Bzl)-Ala-His(Nτ-Bzl)-Ala-His(Nτ-Bzl)-R' (4), R-His(Nτ-Bzl)-Ala-His(Nτ-Bzl)-R' (5), in which: R is phenylacetyl (PhCH2CO-, R' is phenylamino (-NHPh); Bzl is benzyl (PhCH2-).It has been shown that benzylation of histidine residues takes place at the Nτ atom of the imidazole.The resulting peptide derivatives appear to be good ligands for CoII, ZnII and CuI.Titrations of zinc chloride solutions towards peptide solutions (in dmso-d6, dimethyl sulfoxide followed by NMR spectroscopy show the formation of the two species ?His)2Cl2> and ?His)(dmso)Cl2>.Copper(I)-chloride titrations result in formation of trigonal planar and tetrahedral complexes (in dmso-d6).Zinc, copper and cobalt trifluoromethanesulfonates were also investigated, and corresponding tetrahedral species with additional dmso ligands replacing chloride were obtained.In addition, octahedral complexes have been found, as shown for cobalt(II) using ligand-field spectroscopy.Conductivity experiments of zinc chloride complexes in dmso and chloroform indicate non-electrolytes.Their very low conductivity in methanol indicates only slight dissociation of chloride, in agreement with a tetrahedral geometry for zinc(II).For ?His)2Cl2>, the UV-VIS adsorption spectra in dmso and in the solid state (diffuse reflection) are comparable, indicating tetrahedral geometry, with a CoN2Cl2 chromophore.

CYCLIC CARBAMATE ANALOGUES OF (+)-PILOCARPINE

Pilocarpine analogues are provided having the structure STR1 where one of R 1 or R 2 is an alkyl, such as methyl, ethyl, propyl, butyl, and so forth, and the corresponding secondary alkyl groups, an aralkyl, such as benzyl, phenylethyl, phenylpropyl, and the corresponding secondary aralkyl residues, or a cycloalkyl having less than about 12 carbon atoms. R 3 has at least two carbon atoms but less than about 9. These pilocarpine analogues have improved duration of biological activity with respect to pilocarpine. A particularly preferred compound is a muscarinic agonist equipotent with pilocarpine, where R 2 is methyl, and R 3 is ethyl.

Cylic Carbamate Analogues of Pilocarpine

A number of pilocarpine analogues containing the (S)-3-ethyl-4--2-oxazolidinone (9) structural feature were synthesized from L-histidine.With 1-benzyl-L-histidine as the key intermediate, a regiospecific synthetic route was develope