N-ε-Nicotinoyl-L-lysine hydrochloride
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N-ε-Nicotinoyl-L-lysine hydrochloride

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Category
L-Amino Acids
Catalog number
BAT-002195
CAS number
158276-23-4
Molecular Formula
C12H18ClN3O3
Molecular Weight
287.74
N-ε-Nicotinoyl-L-lysine hydrochloride
IUPAC Name
(2S)-2-amino-6-(pyridine-3-carbonylamino)hexanoic acid;hydrochloride
Synonyms
H-Lys(Nicot)-OH nHCl; H-Lys(nicotinoyl)-OH nHCl; (S)-2-amino-6-(nicotinamido)hexanoic acid hydrochloride
Purity
≥ 98%
Storage
Store at -20 °C
InChI
InChI=1S/C12H17N3O3.ClH/c13-10(12(17)18)5-1-2-7-15-11(16)9-4-3-6-14-8-9;/h3-4,6,8,10H,1-2,5,7,13H2,(H,15,16)(H,17,18);1H/t10-;/m0./s1
InChI Key
CCWKVAIEPHOTKE-PPHPATTJSA-N
Canonical SMILES
C1=CC(=CN=C1)C(=O)NCCCCC(C(=O)O)N.Cl
1. 1-Haloacylpiperazines
S Groszkowski, J Sienkiewicz, L Korzycka Pol J Pharmacol Pharm. 1975 Apr-Jun;27(2):183-6.
By direct acylation of piperazine with halogenocarboxylic acid chlorides in acid medium, the hydrochlorides of 1-haloacylpiperazines were obtained.
2. Metal-free and regiospecific synthesis of 3-arylindoles
Chuangchuang Xu, Wenlai Xie, Jiaxi Xu Org Biomol Chem. 2020 Apr 8;18(14):2661-2671. doi: 10.1039/d0ob00317d.
A convenient, metal-free, and organic acid-base promoted synthetic method to prepare 3-arylindoles from 3-aryloxirane-2-carbonitriles and arylhydrazine hydrochlorides has been developed. In the reaction, the organic acid catalyzes a tandem nucleophilic ring-opening reaction of aryloxiranecarbonitriles and arylhydrazine hydrochlorides and Fischer indolization. The organic base triethylamine plays a crucial role in the final elimination step in the Fischer indole synthesis, affording 3-arylindoles regiospecifically. The reaction features advantages of microwave acceleration, non-metal participation, short reaction time, organic acid-base co-catalysis, and broad substrate scope.
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